Ltdpropertiesny.com Search Results

$1,999,000

Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich architectural detail, and three fireplaces that create an atmosphere of warmth and understated luxury. ALL NATURAL GAS. The gourmet eat-in kitchen serves as the heart of the home with gas cooking, and designed for both elevated entertaining and intimate everyday living. The serene primary suite offers a private retreat with 2 large walk-in closets and complete with its own deck overlooking the breathtaking grounds. A first-floor multi-guest suite provides exceptional flexibility for extended family, guests, or live-in support. Perfectly positioned on two flat, usable acres, the estate invites a lifestyle limited only by imagination — with abundant room for a resort-caliber pool, tennis court, curated gardens, or outdoor entertaining spaces tailored to your vision. A detached three-car garage further complements the property’s refined country estate appeal. Located just moments from the charming boutiques and acclaimed dining of Locust Valley Village, and surrounded by world-renowned country clubs and equestrian estates, this exceptional residence also enjoys close proximity to some of the nation’s most distinguished private schools, including The Green Vale School and Friends Academy. This is more than a home — it is an opportunity to experience the legacy, prestige, and lifestyle that define Long Island’s Gold Coast.

6 Beds ⋅ 6 Baths ⋅ 997112 MLS

Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich architectural detail, and three fireplaces that create an atmosphere of warmth and understated luxury. ALL NATURAL GAS. The gourmet eat-in kitchen serves as the heart of the home with gas cooking, and designed for both elevated entertaining and intimate everyday living. The serene primary suite offers a private retreat with 2 large walk-in closets and complete with its own deck overlooking the breathtaking grounds. A first-floor multi-guest suite provides exceptional flexibility for extended family, guests, or live-in support. Perfectly positioned on two flat, usable acres, the estate invites a lifestyle limited only by imagination — with abundant room for a resort-caliber pool, tennis court, curated gardens, or outdoor entertaining spaces tailored to your vision. A detached three-car garage further complements the property’s refined country estate appeal. Located just moments from the charming boutiques and acclaimed dining of Locust Valley Village, and surrounded by world-renowned country clubs and equestrian estates, this exceptional residence also enjoys close proximity to some of the nation’s most distinguished private schools, including The Green Vale School and Friends Academy. This is more than a home — it is an opportunity to experience the legacy, prestige, and lifestyle that define Long Island’s Gold Coast.

380 Duck Pond Road, Matinecock

$4,900,000

Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

6 Beds ⋅ 5 Baths ⋅ 1003784 MLS

Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

550 Chicken Valley Road, Locust Valley

$25,000,000

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

13 Beds ⋅ 17 Baths ⋅ 1001064 MLS

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville

$799,000

Nestled in the heart of Bayville’s sought-after waterfront community, 12 Violet Road offers the perfect blend of timeless charm, flexible living space, and relaxed North Shore coastal living. Ideally located just moments from several of the area’s most beloved beaches, this special property captures the essence of a true beach-town lifestyle while offering endless potential to create your own private retreat by the shore. Designed with both comfort and functionality in mind, this well-maintained Cape-style home features 4 bedrooms, 2 full baths, and a spacious bonus room off the living room — ideal for a home office, den, guest space, playroom, or additional entertaining area. The inviting main level offers an effortless flow for everyday living and entertaining, highlighted by a formal dining room, spacious living room with fireplace, and easy access to the outdoors. The expansive eat-in kitchen with charming breakfast nook connects seamlessly to a convenient laundry/mudroom, adding practicality and ease to daily routines. Two generously sized bedrooms and a full bath complete the first floor, while the second level offers two additional bedrooms and another full bath, providing flexibility and privacy for a variety of living arrangements. A full unfinished basement offers abundant storage and exciting possibilities for future customization or expansion. Outside, the spacious yard, patio, and deck create the perfect setting to relax, entertain, garden, or further enhance the outdoor living experience. Enjoy the ease and convenience of Bayville living with close proximity to beaches, waterfront parks, marinas, restaurants, shops, and nearby schools. The home’s location makes it easy to enjoy biking to town, local beaches, and everyday amenities while embracing the relaxed coastal lifestyle that makes Bayville so desirable. Adding to its appeal, the property is not located within a flood insurance zone, offering additional convenience and peace of mind. Located within the highly regarded Locust Valley School District, this is a rare opportunity to enjoy the beauty, lifestyle, and tremendous potential of Long Island’s North Shore.

4 Beds ⋅ 2 Baths ⋅ 1003340 MLS

Nestled in the heart of Bayville’s sought-after waterfront community, 12 Violet Road offers the perfect blend of timeless charm, flexible living space, and relaxed North Shore coastal living. Ideally located just moments from several of the area’s most beloved beaches, this special property captures the essence of a true beach-town lifestyle while offering endless potential to create your own private retreat by the shore. Designed with both comfort and functionality in mind, this well-maintained Cape-style home features 4 bedrooms, 2 full baths, and a spacious bonus room off the living room — ideal for a home office, den, guest space, playroom, or additional entertaining area. The inviting main level offers an effortless flow for everyday living and entertaining, highlighted by a formal dining room, spacious living room with fireplace, and easy access to the outdoors. The expansive eat-in kitchen with charming breakfast nook connects seamlessly to a convenient laundry/mudroom, adding practicality and ease to daily routines. Two generously sized bedrooms and a full bath complete the first floor, while the second level offers two additional bedrooms and another full bath, providing flexibility and privacy for a variety of living arrangements. A full unfinished basement offers abundant storage and exciting possibilities for future customization or expansion. Outside, the spacious yard, patio, and deck create the perfect setting to relax, entertain, garden, or further enhance the outdoor living experience. Enjoy the ease and convenience of Bayville living with close proximity to beaches, waterfront parks, marinas, restaurants, shops, and nearby schools. The home’s location makes it easy to enjoy biking to town, local beaches, and everyday amenities while embracing the relaxed coastal lifestyle that makes Bayville so desirable. Adding to its appeal, the property is not located within a flood insurance zone, offering additional convenience and peace of mind. Located within the highly regarded Locust Valley School District, this is a rare opportunity to enjoy the beauty, lifestyle, and tremendous potential of Long Island’s North Shore.

12 Violet Road, Bayville

$938,000

Welcome to 28 Satinwood- This four-bedroom two bathroom move-in ready home is the one you’ve been waiting for! Situated in the beautiful village of Bayville in a non-flood zone, this thoughtfully updated raised ranch offers the best layout option for spreading out with nothing to do but move in! Upon entering, you’ll notice the freshly painted walls, beautiful gleaming hardwood floors with plenty of natural light. The kitchen has been completely remodeled with high ceilings, solid surface countertops, deep stainless steel farmhouse sink, new appliances, soft close cabinetry, gas for cooking, plenty of storage and sliding glass door adds both light and access to the large deck for ease of entertaining. Attention to detail is everywhere from the wood paneled doors, custom blinds, light fixtures and Elfa closet systems in every bedroom which make staying organized a breeze. The living room and dining room feature large windows, crown molding, hardwood floors, with exceptional flow for gatherings. Just down the gallery style hall you’ll find three of the four bedrooms; the primary bedroom which offers double door deep closets and windows on multiple walls to welcome the morning light while the other bedrooms are generous in size, offer custom closet systems and privacy. The main level bathroom provides a large vanity with storage, a tub/shower combo and ceramic tile floors. The lower-level offers the fourth bedroom with custom closet system, a fully remodeled bath that feels like a spa retreat with stone pebble floor shower and custom tilework--making this level a possible guest suite or ideal for multi-generational living, A spacious den boasts new floors, paint and lighting providing room for your home office, exercise area and space to relax, sliding doors lead to the large sunny backyard. A washer and dryer are located on this level as well. The garage provides space for two cars, additional storage and a workshop area while the side yard double gate allows for boat/trailer or RV parking. An added bonus rarely seen is washers and gas dryers are located on both floors of this move in ready home- No more carrying laundry up and down. The attic has new pull-down stairs and space to store many belongings. No detail has been looked over: generator, new central air, updated electrical, new hot water heater and professional landscaping are just a few of the upgrades that make this home stand out. Pack your bags and move in! Located in an established non-flood zone neighborhood in the village of Bayville that offers access to private village beaches, docks, pickleball, tennis courts and mooring rights. Locust Valley School District. Plenty of restaurants, activities with close proximity to shopping-everything that makes Bayville village living special.

4 Beds ⋅ 2 Baths ⋅ 1001116 MLS

Welcome to 28 Satinwood- This four-bedroom two bathroom move-in ready home is the one you’ve been waiting for! Situated in the beautiful village of Bayville in a non-flood zone, this thoughtfully updated raised ranch offers the best layout option for spreading out with nothing to do but move in! Upon entering, you’ll notice the freshly painted walls, beautiful gleaming hardwood floors with plenty of natural light. The kitchen has been completely remodeled with high ceilings, solid surface countertops, deep stainless steel farmhouse sink, new appliances, soft close cabinetry, gas for cooking, plenty of storage and sliding glass door adds both light and access to the large deck for ease of entertaining. Attention to detail is everywhere from the wood paneled doors, custom blinds, light fixtures and Elfa closet systems in every bedroom which make staying organized a breeze. The living room and dining room feature large windows, crown molding, hardwood floors, with exceptional flow for gatherings. Just down the gallery style hall you’ll find three of the four bedrooms; the primary bedroom which offers double door deep closets and windows on multiple walls to welcome the morning light while the other bedrooms are generous in size, offer custom closet systems and privacy. The main level bathroom provides a large vanity with storage, a tub/shower combo and ceramic tile floors. The lower-level offers the fourth bedroom with custom closet system, a fully remodeled bath that feels like a spa retreat with stone pebble floor shower and custom tilework--making this level a possible guest suite or ideal for multi-generational living, A spacious den boasts new floors, paint and lighting providing room for your home office, exercise area and space to relax, sliding doors lead to the large sunny backyard. A washer and dryer are located on this level as well. The garage provides space for two cars, additional storage and a workshop area while the side yard double gate allows for boat/trailer or RV parking. An added bonus rarely seen is washers and gas dryers are located on both floors of this move in ready home- No more carrying laundry up and down. The attic has new pull-down stairs and space to store many belongings. No detail has been looked over: generator, new central air, updated electrical, new hot water heater and professional landscaping are just a few of the upgrades that make this home stand out. Pack your bags and move in! Located in an established non-flood zone neighborhood in the village of Bayville that offers access to private village beaches, docks, pickleball, tennis courts and mooring rights. Locust Valley School District. Plenty of restaurants, activities with close proximity to shopping-everything that makes Bayville village living special.

28 Satinwood Road, Bayville

$4,000,000

Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

4 Beds ⋅ 4 Baths ⋅ 955669 MLS

Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville

$3,600,000

Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front entrance, and you’re greeted by exquisite hand-painted murals that set the tone for the artistry and elegance within. The sun-drenched living room and formal dining room, with their graceful proportions and classic design, provide an exceptional setting for entertaining, while timeless details like wood-pegged and parquet floors along with elegant archways elevate every space. For those seeking quiet retreat, the library leads to a cozy bedroom (or office) with a beamed ceiling and French doors that open to the serene pool area. A touch of convenience and sophistication, the home also features an elevator for easy access to the second-floor primary suite. A separate guest wing with three bedrooms and a full bath offers privacy and comfort for visitors. The outdoors are a masterpiece in their own right. The gated front garden with whitewashed brick sitting walls and specimen plantings is highlighted by a charming center fountain. The rear garden, with its sweeping lawn, showcases a sparkling Gunite pool surrounded by a bluestone patio—perfect for summer gatherings. A charming greenhouse by the 3 car garage completes this idyllic retreat. Steeped in history yet updated with modern comforts, Rosegate is more than a home—it’s a timeless escape that captures the heart and imagination.

7 Beds ⋅ 6 Baths ⋅ 995929 MLS

Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front entrance, and you’re greeted by exquisite hand-painted murals that set the tone for the artistry and elegance within. The sun-drenched living room and formal dining room, with their graceful proportions and classic design, provide an exceptional setting for entertaining, while timeless details like wood-pegged and parquet floors along with elegant archways elevate every space. For those seeking quiet retreat, the library leads to a cozy bedroom (or office) with a beamed ceiling and French doors that open to the serene pool area. A touch of convenience and sophistication, the home also features an elevator for easy access to the second-floor primary suite. A separate guest wing with three bedrooms and a full bath offers privacy and comfort for visitors. The outdoors are a masterpiece in their own right. The gated front garden with whitewashed brick sitting walls and specimen plantings is highlighted by a charming center fountain. The rear garden, with its sweeping lawn, showcases a sparkling Gunite pool surrounded by a bluestone patio—perfect for summer gatherings. A charming greenhouse by the 3 car garage completes this idyllic retreat. Steeped in history yet updated with modern comforts, Rosegate is more than a home—it’s a timeless escape that captures the heart and imagination.

285 Piping Rock Road, Locust Valley

$5,495,000

An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views, 6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with generous counter space and storage, and full finished basement. Designed for both daily living and elevated entertaining, every space offers comfort, presence, and functionality. The meticulously designed grounds create a resort style setting with a custom 22,000 gallon koi pond, custom lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person hot tub, pool house with kitchenette, full bath and changing room, custom outdoor kitchen, and premium speaker system inside and out. Complete with space for 10-cars, car lifts, and carport, this rare Upper Brookville estate delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle. A rare opportunity to own a private Upper Brookville estate with exceptional amenities and beautifully maintained grounds.

6 Beds ⋅ 8 Baths ⋅ 985121 MLS

An exceptional private brick estate compound set on approximately 7 meticulously manicured acres in Upper Brookville. This impressive residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views, 6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with generous counter space and storage, and full finished basement. Designed for both daily living and elevated entertaining, every space offers comfort, presence, and functionality. The meticulously designed grounds create a resort style setting with a custom 22,000 gallon koi pond, custom lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person hot tub, pool house with kitchenette, full bath and changing room, custom outdoor kitchen, and premium speaker system inside and out. Complete with space for 10-cars, car lifts, and carport, this rare Upper Brookville estate delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle. A rare opportunity to own a private Upper Brookville estate with exceptional amenities and beautifully maintained grounds.

45 Wolver Hollow Road, Upper Brookville

$799,000

Bayville living at its finest - just moments from charming village amenities and the pristine beaches of the Long Island Sound. Tucked away in one of the North Shore’s best-kept secrets, this beautifully renovated residence seamlessly blends timeless character with modern comfort. Experience the ease of a close-knit beach community (proximity to parks, bridge and marina) while remaining conveniently connected to the LIRR and major roadways. This thoughtfully updated 1930s Cape Cod offers 4 bedrooms, including one on the first floor, and 2 revamped full bathrooms. While enhanced with contemporary finishes, the home retains its original warmth and charm including the exquisite, intricate stair banister. Gleaming hardwood floors, an open-concept layout, and abundant natural light create a bright, inviting coastal atmosphere throughout. The main level features a welcoming foyer with a cozy sitting alcove, a formal living room, a formal dining room, and an eat-in kitchen complete with beautifully painted cabinetry, quartz countertops, and a stylish stone backsplash. There is a large, unfinished basement with a laundry area, utilities and ample storage. Outside, a sizable brick and cement patio, flat lawn space and a storage shed provide both functionality and convenience. Located within the highly regarded Locust Valley School District, this home effortlessly combines beachside ease, enduring character, and modern-day upgrades.

4 Beds ⋅ 2 Baths ⋅ 991119 MLS

Bayville living at its finest - just moments from charming village amenities and the pristine beaches of the Long Island Sound. Tucked away in one of the North Shore’s best-kept secrets, this beautifully renovated residence seamlessly blends timeless character with modern comfort. Experience the ease of a close-knit beach community (proximity to parks, bridge and marina) while remaining conveniently connected to the LIRR and major roadways. This thoughtfully updated 1930s Cape Cod offers 4 bedrooms, including one on the first floor, and 2 revamped full bathrooms. While enhanced with contemporary finishes, the home retains its original warmth and charm including the exquisite, intricate stair banister. Gleaming hardwood floors, an open-concept layout, and abundant natural light create a bright, inviting coastal atmosphere throughout. The main level features a welcoming foyer with a cozy sitting alcove, a formal living room, a formal dining room, and an eat-in kitchen complete with beautifully painted cabinetry, quartz countertops, and a stylish stone backsplash. There is a large, unfinished basement with a laundry area, utilities and ample storage. Outside, a sizable brick and cement patio, flat lawn space and a storage shed provide both functionality and convenience. Located within the highly regarded Locust Valley School District, this home effortlessly combines beachside ease, enduring character, and modern-day upgrades.

17 June Avenue, Bayville

$7,200,000

Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting.

6 Beds ⋅ 9 Baths ⋅ 987913 MLS

Dam House is a magnificent 8.66-acre waterfront estate presiding over brilliant sunsets and water views of Beaver Lake. Completed in 1926, the masterfully designed six - bedroom Colonial residence has a refined elegance and timeless charm. It is complemented by expansive bluestone and red-brick patios, a four-bedroom cottage, a one-bedroom pool house, a sparkling swimming pool and a hard surface tennis court. Shade, specimen and flowering trees proliferate the captivating gardens. Manicured shrubs and flowering perennials add to the landscaped beauty. Additional amenities include an irrigation system, an outdoor fireplace, a vegetable garden, a root cellar and two enclosed dog runs with shelter. Full house generator for the main residence and a separate generator services the cottage. Attached two-bay garage and detached four-car garage. This property offers a luxurious lifestyle, in an idyllic waterfront setting.

200 Cleft Road, Mill Neck

$3,499,999

Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility. The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5 bathrooms, while the second floor offers a private bedroom with a full bath — all beneath dramatic double-height ceilings that flood every room with natural light. Sliding glass doors throughout all living areas seamlessly connect the indoors to the gorgeous grounds outside. The gourmet kitchen and all bathrooms have been meticulously updated with high-end finishes throughout. Radiant heated floors, four-zone AC and heat, integrated Sonos speakers, central vacuum, and a full-house generator ensure effortless comfort and year-round peace of mind. Outside, resort-style living awaits with a heated gunite pool featuring stunning waterfall and fountain elements, a outdoor barbecue, and beautifully manicured grounds. A separate one-bedroom guest cottage with a kitchenette, living room, and dining room provides ideal accommodations for guests or extended family. A three-car garage with its own basement completes this remarkable offering.

6 Beds ⋅ 6 Baths ⋅ 986963 MLS

Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility. The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5 bathrooms, while the second floor offers a private bedroom with a full bath — all beneath dramatic double-height ceilings that flood every room with natural light. Sliding glass doors throughout all living areas seamlessly connect the indoors to the gorgeous grounds outside. The gourmet kitchen and all bathrooms have been meticulously updated with high-end finishes throughout. Radiant heated floors, four-zone AC and heat, integrated Sonos speakers, central vacuum, and a full-house generator ensure effortless comfort and year-round peace of mind. Outside, resort-style living awaits with a heated gunite pool featuring stunning waterfall and fountain elements, a outdoor barbecue, and beautifully manicured grounds. A separate one-bedroom guest cottage with a kitchenette, living room, and dining room provides ideal accommodations for guests or extended family. A three-car garage with its own basement completes this remarkable offering.

1095 Pine Valley Road, Upper Brookville

$1,199,999

Exceptional Colonial in the Heart of Bayville~ Welcome to this stunning 3-bedroom, 3-bathroom colonial nestled in one of Long Island's most sought-after beach communities. Offering 2,716 square feet of thoughtfully designed living space, this home seamlessly blends timeless colonial charm with modern, contemporary finishes. The main level impresses with an open floor plan, gleaming radiant heat hardwood floors, and a warm, inviting fireplace — perfect for both entertaining and everyday living. The eat-in kitchen flows effortlessly into the main living areas, creating the connected, airy feel today's buyers love. A convenient half bath completes the first floor. Upstairs, the spacious primary suite serves as a true retreat, while two additional bedrooms and two full baths offer comfort and flexibility for guests alike. Central air conditioning keeps the home cool and comfortable year-round. And take in breathtaking views of the iconic Bayville Bridge The finished basement provides valuable bonus space ideal for a home office, playroom, or media room. Step outside to a large patio overlooking a tranquil goldfish pond , Set on a generous half-acre lot, this private backyard oasis is the perfect setting for morning coffee, sunset gatherings, and everything in between. Located within the highly acclaimed Locust Valley School District and moments from the beach, this home offers the ideal combination of community, convenience, and coastal lifestyle. This is Long Island living at its finest.

3 Beds ⋅ 3 Baths ⋅ 986971 MLS

Exceptional Colonial in the Heart of Bayville~ Welcome to this stunning 3-bedroom, 3-bathroom colonial nestled in one of Long Island's most sought-after beach communities. Offering 2,716 square feet of thoughtfully designed living space, this home seamlessly blends timeless colonial charm with modern, contemporary finishes. The main level impresses with an open floor plan, gleaming radiant heat hardwood floors, and a warm, inviting fireplace — perfect for both entertaining and everyday living. The eat-in kitchen flows effortlessly into the main living areas, creating the connected, airy feel today's buyers love. A convenient half bath completes the first floor. Upstairs, the spacious primary suite serves as a true retreat, while two additional bedrooms and two full baths offer comfort and flexibility for guests alike. Central air conditioning keeps the home cool and comfortable year-round. And take in breathtaking views of the iconic Bayville Bridge The finished basement provides valuable bonus space ideal for a home office, playroom, or media room. Step outside to a large patio overlooking a tranquil goldfish pond , Set on a generous half-acre lot, this private backyard oasis is the perfect setting for morning coffee, sunset gatherings, and everything in between. Located within the highly acclaimed Locust Valley School District and moments from the beach, this home offers the ideal combination of community, convenience, and coastal lifestyle. This is Long Island living at its finest.

16 E Slope Road, Bayville

$765,000

Move in ready sunny 3 bedroom , 2 full bath home in the heart of Bayville. The Living room and Dining room are spacious with beautiful hardwood floors and an enclosed porch makes a terrific playroom/office. The kitchen with Kenmore appliances, microwave and gas stove all overlooking the backyard makes a great enjoyable space to work in. Many updates including windows, new roof with new leaders and gutters, (2023), new cesspool (2021), kitchen updated in (2014) and has electric heated tile floors. Freshly painted in (2024), New 200 amp electrical service installed (from the pole) in 2024. All bedrooms are on the second floor and have hardwood floors and 2 windows making each room cheery and bright. There is one full bath on the second floor and one full bath on the main. A side door off the kitchen provides easy access to parking. Convenient to shops, dining, and the LIRR. The backyard is private, and fenced with a large paved patio making this a perfect entertaining space. Not in the Flood Zone. Beach and mooring rights available.

3 Beds ⋅ 2 Baths ⋅ 957217 MLS

Move in ready sunny 3 bedroom , 2 full bath home in the heart of Bayville. The Living room and Dining room are spacious with beautiful hardwood floors and an enclosed porch makes a terrific playroom/office. The kitchen with Kenmore appliances, microwave and gas stove all overlooking the backyard makes a great enjoyable space to work in. Many updates including windows, new roof with new leaders and gutters, (2023), new cesspool (2021), kitchen updated in (2014) and has electric heated tile floors. Freshly painted in (2024), New 200 amp electrical service installed (from the pole) in 2024. All bedrooms are on the second floor and have hardwood floors and 2 windows making each room cheery and bright. There is one full bath on the second floor and one full bath on the main. A side door off the kitchen provides easy access to parking. Convenient to shops, dining, and the LIRR. The backyard is private, and fenced with a large paved patio making this a perfect entertaining space. Not in the Flood Zone. Beach and mooring rights available.

22 Perry Avenue, Bayville

$999,000

PRICE Improvement - 1,049,000 Elegant Center Hall Colonial situated in one of Locust Valley’s most sought-after residential enclaves within the Locust Valley Central School District. This distinguished residence blends timeless architectural character with graciously scaled interiors and refined detailing throughout. A grand entry introduces formal living and dining rooms, highlighted by a classic fireplace, rich hardwood flooring, and abundant natural light. The well-appointed eat-in kitchen flows seamlessly into the main living spaces, creating an ideal layout for both everyday living and sophisticated entertaining. A first-floor powder room and thoughtfully designed circulation enhance functionality. The second level offers generously proportioned bedrooms and well-appointed baths, complemented by additional storage including attic space. The lower level provides a full basement with excellent potential for recreation, fitness, or storage use. Set on a beautifully landscaped private lot w/in-ground sprinklers , the property offers a serene residential setting with mature plantings and ample outdoor space. Ideally positioned just moments from the prestigious Nassau Country Club, this home enjoys proximity to one of Long Island’s premier private Golf and social clubs. Enhancing both efficiency and modern living, the residence is equipped with solar panels, offering energy savings and sustainable performance while maintaining its classic architectural appeal. Additional features include baseboard heating system, private septic, and classic Colonial craftsmanship throughout. Conveniently located near village amenities, transportation, parks, and coastal attractions, this residence presents a rare opportunity to enjoy both privacy and convenience in a premier Locust Valley location.

4 Beds ⋅ 3 Baths ⋅ 984993 MLS

PRICE Improvement - 1,049,000 Elegant Center Hall Colonial situated in one of Locust Valley’s most sought-after residential enclaves within the Locust Valley Central School District. This distinguished residence blends timeless architectural character with graciously scaled interiors and refined detailing throughout. A grand entry introduces formal living and dining rooms, highlighted by a classic fireplace, rich hardwood flooring, and abundant natural light. The well-appointed eat-in kitchen flows seamlessly into the main living spaces, creating an ideal layout for both everyday living and sophisticated entertaining. A first-floor powder room and thoughtfully designed circulation enhance functionality. The second level offers generously proportioned bedrooms and well-appointed baths, complemented by additional storage including attic space. The lower level provides a full basement with excellent potential for recreation, fitness, or storage use. Set on a beautifully landscaped private lot w/in-ground sprinklers , the property offers a serene residential setting with mature plantings and ample outdoor space. Ideally positioned just moments from the prestigious Nassau Country Club, this home enjoys proximity to one of Long Island’s premier private Golf and social clubs. Enhancing both efficiency and modern living, the residence is equipped with solar panels, offering energy savings and sustainable performance while maintaining its classic architectural appeal. Additional features include baseboard heating system, private septic, and classic Colonial craftsmanship throughout. Conveniently located near village amenities, transportation, parks, and coastal attractions, this residence presents a rare opportunity to enjoy both privacy and convenience in a premier Locust Valley location.

140 North Street, Locust Valley

$999,000

Motivated seller! Light filled and gorgeous this 2018 newer construction home is not in a flood zone. Super low taxes with exemption until 2030 (For 2026 -$9078.59 includes village tax) and is a few minutes walk to a resident only beach. Effortless coastal living in this beautifully laid out, like-new Colonial-thoughtfully designed for comfort, light, and flow. This spacious four-bedroom, three full bath home with two story foyer features an open-concept layout filled with natural light, enhanced by elegant coffered ceilings, and a convenient gas fireplace that anchors the main living space. The bright, modern kitchen is a true centerpiece, offering sleek quartz countertops, a large center island, stainless steel appliances--perfect for living and entertaining. A first floor bedroom adjacent to a full bath provides flexibility for guests, or live in assistance. Upstairs, the private primary suite offers a private, light filled, peaceful retreat with an en-suite bath, and custom aid closet systems. Convenient second floor laundry room. Rooms wired for internet. Tilt sash windows for ease of cleaning. Leaf gutter system. Inground sprinklers. Patio with gas grill outlet and a wall of colorful hydrangeas adorn this special property. * Part of Bayville Estates Association which covers the repaving of roads. Homeowner has covered that expense this year and this comes about every twenty years or whenever the road needs to be repaved. Super low taxes for the next 3.5 years, until 2030 after which the taxes will be approx. $16,000 matching the rest of the neighborhood according to Nassau County Assessor.

4 Beds ⋅ 3 Baths ⋅ 982432 MLS

Motivated seller! Light filled and gorgeous this 2018 newer construction home is not in a flood zone. Super low taxes with exemption until 2030 (For 2026 -$9078.59 includes village tax) and is a few minutes walk to a resident only beach. Effortless coastal living in this beautifully laid out, like-new Colonial-thoughtfully designed for comfort, light, and flow. This spacious four-bedroom, three full bath home with two story foyer features an open-concept layout filled with natural light, enhanced by elegant coffered ceilings, and a convenient gas fireplace that anchors the main living space. The bright, modern kitchen is a true centerpiece, offering sleek quartz countertops, a large center island, stainless steel appliances--perfect for living and entertaining. A first floor bedroom adjacent to a full bath provides flexibility for guests, or live in assistance. Upstairs, the private primary suite offers a private, light filled, peaceful retreat with an en-suite bath, and custom aid closet systems. Convenient second floor laundry room. Rooms wired for internet. Tilt sash windows for ease of cleaning. Leaf gutter system. Inground sprinklers. Patio with gas grill outlet and a wall of colorful hydrangeas adorn this special property. * Part of Bayville Estates Association which covers the repaving of roads. Homeowner has covered that expense this year and this comes about every twenty years or whenever the road needs to be repaved. Super low taxes for the next 3.5 years, until 2030 after which the taxes will be approx. $16,000 matching the rest of the neighborhood according to Nassau County Assessor.

4 Knollwood Avenue, Bayville

$3,995,000

“West Creek” located high above Mill Neck Creek currently negating the flood insurance requirements, is available for the first time in almost three decades. A once in a lifetime opportunity to experience waterfront living in the village of Lattingtown. This unique property offers a rare, expansive view of Bayville Bridge. Beautiful, east-facing location with magnificent daily sunrises. The almost 4 acres of mature gardens and open landscaping allow for water views from almost every room in the house. The site offers full water access with a concrete dock suitable for small watercraft. Rolling lawns lead to a newly renovated pool house with a bathroom, refrigerator and split unit HVAC. The recently updated gunite pool and brick patio was restored in 2024 offering unimpeded water views. This property is all about unending water views from almost every room as well as several outdoor dining and entertaining spaces. Five bedrooms currently with room for an easy sixth bedroom as well as 4 1/2 baths offer room for plenty of guests and weekend entertainment. The primary bedroom is ideally located on the second floor with a water view and walk out balcony is arranged as a suite including a seating area, en-suite full bathroom, attached changing room, ample closets and a separate small office. The remaining bedrooms are all unique with their own water views on the first floor. Open plan layout includes multiple living, dining and lounge options as well as several formal dining areas. Kitchen includes a 48in Sub-Zero refrigerator, built in Viking microwave with a Carrera Marble center island and double ovens. This kitchen is the perfect open gathering place for guests. This house is bright and airy with high ceilings including 19 skylights throughout. Four gas fireplaces and one wood burning fireplace give a year-round warmth to this home. New roof with GAF 50 year transferable Warranty, updated HVAC, updated windows and countless other features make this the perfect place to make your own.

5 Beds ⋅ 5 Baths ⋅ 979148 MLS

“West Creek” located high above Mill Neck Creek currently negating the flood insurance requirements, is available for the first time in almost three decades. A once in a lifetime opportunity to experience waterfront living in the village of Lattingtown. This unique property offers a rare, expansive view of Bayville Bridge. Beautiful, east-facing location with magnificent daily sunrises. The almost 4 acres of mature gardens and open landscaping allow for water views from almost every room in the house. The site offers full water access with a concrete dock suitable for small watercraft. Rolling lawns lead to a newly renovated pool house with a bathroom, refrigerator and split unit HVAC. The recently updated gunite pool and brick patio was restored in 2024 offering unimpeded water views. This property is all about unending water views from almost every room as well as several outdoor dining and entertaining spaces. Five bedrooms currently with room for an easy sixth bedroom as well as 4 1/2 baths offer room for plenty of guests and weekend entertainment. The primary bedroom is ideally located on the second floor with a water view and walk out balcony is arranged as a suite including a seating area, en-suite full bathroom, attached changing room, ample closets and a separate small office. The remaining bedrooms are all unique with their own water views on the first floor. Open plan layout includes multiple living, dining and lounge options as well as several formal dining areas. Kitchen includes a 48in Sub-Zero refrigerator, built in Viking microwave with a Carrera Marble center island and double ovens. This kitchen is the perfect open gathering place for guests. This house is bright and airy with high ceilings including 19 skylights throughout. Four gas fireplaces and one wood burning fireplace give a year-round warmth to this home. New roof with GAF 50 year transferable Warranty, updated HVAC, updated windows and countless other features make this the perfect place to make your own.

61 Factory Pond Road, Locust Valley

$2,449,000

Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect for entertaining friends or enjoying quiet moments in nature. But that’s not all! Just steps away, you’ll find a Guest House fully renovated and ready for your creative touch. This charming second dwelling is an excellent option for a cozy studio, or an in-law suite. It includes a full kitchen, a sunny sunroom, a handy laundry room, and a half bath on the main floor. Head up the stylish spiral staircase to discover three additional bedrooms and a full bath, offering even more versatile living space. Set on over 2 level acres, this property is a rare find that beautifully combines historic elegance with contemporary comforts, providing you the perfect canvas to create your dream lifestyle. Whether you’re seeking a multi-generational living arrangement or simply a uniquely charming estate to call home, this property invites you to write the next chapter in its wonderful story. Don’t miss out on the opportunity to own this exceptional home that seamlessly blends history and modernity. Tours 24/7

6 Beds ⋅ 5 Baths ⋅ 979551 MLS

Welcome to this beautifully transformed Carriage House, where historic charm meets modern living! This impressive main residence offers a spacious open floorplan, featuring three generous bedrooms and 2.5 bathrooms. The heart of the home is illuminated by a stunning wall of windows, flooding the space with natural light and providing gorgeous views of your serene graveled French garden—perfect for entertaining friends or enjoying quiet moments in nature. But that’s not all! Just steps away, you’ll find a Guest House fully renovated and ready for your creative touch. This charming second dwelling is an excellent option for a cozy studio, or an in-law suite. It includes a full kitchen, a sunny sunroom, a handy laundry room, and a half bath on the main floor. Head up the stylish spiral staircase to discover three additional bedrooms and a full bath, offering even more versatile living space. Set on over 2 level acres, this property is a rare find that beautifully combines historic elegance with contemporary comforts, providing you the perfect canvas to create your dream lifestyle. Whether you’re seeking a multi-generational living arrangement or simply a uniquely charming estate to call home, this property invites you to write the next chapter in its wonderful story. Don’t miss out on the opportunity to own this exceptional home that seamlessly blends history and modernity. Tours 24/7

22 Brookville Road, Muttontown

$1,250,000

This extraordinary 8.5+ acre parcel in the heart of Lattingtown offers a rare opportunity to design and build your dream estate. Set in a prestigious village known for its natural beauty and exclusivity, this expansive property is a blank canvas for creating a private retreat. Work with your own architect, the opportunity to craft a custom home of unparalleled scale and sophistication awaits.

978154 MLS

This extraordinary 8.5+ acre parcel in the heart of Lattingtown offers a rare opportunity to design and build your dream estate. Set in a prestigious village known for its natural beauty and exclusivity, this expansive property is a blank canvas for creating a private retreat. Work with your own architect, the opportunity to craft a custom home of unparalleled scale and sophistication awaits.

Taylor Court, Locust Valley

$8,800,000

Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered Ceilings, Hand-Finished Millwork, And Over A Century Of History. Built As A Wedding Gift For Junius Spencer Morgan, Son Of J.P. Morgan, Apple Trees Is A Home With Soul A Home Where Laughter Spills From The Sunroom, Music Drifts From The Grand Piano In The Salon, And Evenings End With Candlelight And Conversation On The Bluestone Patio. Daily Life Here Feels Effortless. Mornings Begin With Sunlight Spilling Through The Greenhouse As Roses And Rhododendrons Stir In The Breeze. Stroll Through Arboretum-Like Grounds, Savor A Match On The Har-Tru Tennis Court, Or Swim Laps In The Gunite Pool. Further Back, A Putting Green And Your Own One-Hole Golf Course Create Moments Of Playfulness And Escape. Evenings Might Bring Wine From The Climate-Controlled Cellar, Dinner Al Fresco Under Century-Old Trees, And Firelight Shared With Friends. Inside, The Estate’s Scale And Details Inspire. Spanning Over 13,000 Square Feet, Apple Trees Offers Far More Than Seven Bedrooms And Seven Full Baths; It Offers A Canvas For A Richly Layered Life. A Mahogany-Paneled Study, A Chef’s Kitchen Built For Bold Meals And Late-Night Stories, And Gracious Entertaining Spaces Framed By Windows That Capture The Beauty Of The Surrounding Grounds. The Boutique-Style Primary Suite Is Its Own Sanctuary, Complete With Dual Baths, A Steam Room, Sauna, Fireplace, And A Dressing Room Designed For Mornings That Matter. The Grounds Are A World Unto Themselves. Specimen Trees, Perennial Gardens, A Greenhouse, And A Barn Nestle Seamlessly Into The Landscape, Believed To Have Been Influenced By The Legendary Olmsted Brothers. These Private Acres Offer Room For Your Next Vision, Whether That Means A Sculpture Garden, A Vineyard, An Outdoor Cinema Beneath The Stars, Or Stables And A Riding Trail. This Is Land That Listens, Ready To Reflect Whatever Inspires You Next. Behind The Scenes, Thoughtful Infrastructure Provides Peace Of Mind. A Whole-Property Gas Generator Supports The Main House, Guest Apartment, And Garage, Ensuring Seamless Continuity In Any Season. The Three-Bedroom Apartment Above The Garage Adds Flexible Space For Guests, Staff, Or Extended Family, Further Enhancing The Estate’s Versatility. Every Inch Of Apple Trees Respects Its History, Yet Nothing Here Is Frozen In Time. Move In And Live Beautifully As-Is Or Reimagine The Home Through Your Own Modern Lens. Its Craftsmanship, Scale, And Setting Are Already In Place The Rest Is Limited Only By Your Imagination. In A World That Moves Too Fast, Apple Trees Doesn’t Chase; It Invites You To Breathe. Here, Luxury Is Not Loud. It Is Quiet Confidence, Permanence, And Provenance Wrapped In Storied Walls And Sunlit Windows. This Is One Of Locust Valley’s Last Great Legacy Estates, Built To Impress In Its Time And Still Breathtaking Today. And Now, It Is Ready For Its Next Chapter.

7 Beds ⋅ 11 Baths ⋅ 973001 MLS

Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered Ceilings, Hand-Finished Millwork, And Over A Century Of History. Built As A Wedding Gift For Junius Spencer Morgan, Son Of J.P. Morgan, Apple Trees Is A Home With Soul A Home Where Laughter Spills From The Sunroom, Music Drifts From The Grand Piano In The Salon, And Evenings End With Candlelight And Conversation On The Bluestone Patio. Daily Life Here Feels Effortless. Mornings Begin With Sunlight Spilling Through The Greenhouse As Roses And Rhododendrons Stir In The Breeze. Stroll Through Arboretum-Like Grounds, Savor A Match On The Har-Tru Tennis Court, Or Swim Laps In The Gunite Pool. Further Back, A Putting Green And Your Own One-Hole Golf Course Create Moments Of Playfulness And Escape. Evenings Might Bring Wine From The Climate-Controlled Cellar, Dinner Al Fresco Under Century-Old Trees, And Firelight Shared With Friends. Inside, The Estate’s Scale And Details Inspire. Spanning Over 13,000 Square Feet, Apple Trees Offers Far More Than Seven Bedrooms And Seven Full Baths; It Offers A Canvas For A Richly Layered Life. A Mahogany-Paneled Study, A Chef’s Kitchen Built For Bold Meals And Late-Night Stories, And Gracious Entertaining Spaces Framed By Windows That Capture The Beauty Of The Surrounding Grounds. The Boutique-Style Primary Suite Is Its Own Sanctuary, Complete With Dual Baths, A Steam Room, Sauna, Fireplace, And A Dressing Room Designed For Mornings That Matter. The Grounds Are A World Unto Themselves. Specimen Trees, Perennial Gardens, A Greenhouse, And A Barn Nestle Seamlessly Into The Landscape, Believed To Have Been Influenced By The Legendary Olmsted Brothers. These Private Acres Offer Room For Your Next Vision, Whether That Means A Sculpture Garden, A Vineyard, An Outdoor Cinema Beneath The Stars, Or Stables And A Riding Trail. This Is Land That Listens, Ready To Reflect Whatever Inspires You Next. Behind The Scenes, Thoughtful Infrastructure Provides Peace Of Mind. A Whole-Property Gas Generator Supports The Main House, Guest Apartment, And Garage, Ensuring Seamless Continuity In Any Season. The Three-Bedroom Apartment Above The Garage Adds Flexible Space For Guests, Staff, Or Extended Family, Further Enhancing The Estate’s Versatility. Every Inch Of Apple Trees Respects Its History, Yet Nothing Here Is Frozen In Time. Move In And Live Beautifully As-Is Or Reimagine The Home Through Your Own Modern Lens. Its Craftsmanship, Scale, And Setting Are Already In Place The Rest Is Limited Only By Your Imagination. In A World That Moves Too Fast, Apple Trees Doesn’t Chase; It Invites You To Breathe. Here, Luxury Is Not Loud. It Is Quiet Confidence, Permanence, And Provenance Wrapped In Storied Walls And Sunlit Windows. This Is One Of Locust Valley’s Last Great Legacy Estates, Built To Impress In Its Time And Still Breathtaking Today. And Now, It Is Ready For Its Next Chapter.

95 Piping Rock Road, Locust Valley

$4,725,000

A rare offering where tranquil water views meet timeless natural surroundings  Privately positioned at the end of a quiet cul-de-sac and approached by a long treelined drive, 8 Mill Pond Lane is set across nine acres of pristine waterfront with unobstructed views along Mill Neck Creek. Originally built as a builder’s own residence, which has had extensive and comprehensive remodeling by the current owner in recent years, the home reflects a seamless blend of bold contemporary design and modern luxury. Located within the coveted Lattingtown community and the Locust Valley School District, the property offers a rare balance of privacy and accessibility—just moments from renowned yacht clubs, golf courses, private schools and white sandy beaches. Rolling lawns with panoramic waters views and breathtaking sunrise and sunset define the natural scenic setting. Inside you are greeted by soaring ceilings and walls of glass which create a light-filled, seamless indoor/outdoor living concept. Stepping into a grand foyer, you are greeted with a stunning 25-foot great room with stone fireplace. The chef’s kitchen, complete with dual butler’s pantries, flows effortlessly into formal/informal living and dining spaces designed for both intimate gatherings and flow into indoor/outdoor entertaining. The first-floor primary suite serves as a private sanctuary, featuring vaulted ceilings, a fireplace, and a spa-like bath while capturing waterfront views. The abundantly-lit foyer leads to a sculptural curved staircase taking you to the second level, where three en-suite guest bedrooms, additional living spaces, and a library open to wraparound balconies overlooking expansive vistas. Outdoor amenities include a recently redesigned, heated, saltwater Gunite pool and spa; a dedicated pool bathroom; expansive entertaining areas; and direct kayak access. Completing the offering is a three-car garage with EV charging and discreet interior access to a guest wing with butler’s pantry. A rare opportunity to experience refined waterfront living on Long Island’s Gold Coast— just moments from Locust Valley Village with LIRR connection.

5 Beds ⋅ 9 Baths ⋅ 974091 MLS

A rare offering where tranquil water views meet timeless natural surroundings  Privately positioned at the end of a quiet cul-de-sac and approached by a long treelined drive, 8 Mill Pond Lane is set across nine acres of pristine waterfront with unobstructed views along Mill Neck Creek. Originally built as a builder’s own residence, which has had extensive and comprehensive remodeling by the current owner in recent years, the home reflects a seamless blend of bold contemporary design and modern luxury. Located within the coveted Lattingtown community and the Locust Valley School District, the property offers a rare balance of privacy and accessibility—just moments from renowned yacht clubs, golf courses, private schools and white sandy beaches. Rolling lawns with panoramic waters views and breathtaking sunrise and sunset define the natural scenic setting. Inside you are greeted by soaring ceilings and walls of glass which create a light-filled, seamless indoor/outdoor living concept. Stepping into a grand foyer, you are greeted with a stunning 25-foot great room with stone fireplace. The chef’s kitchen, complete with dual butler’s pantries, flows effortlessly into formal/informal living and dining spaces designed for both intimate gatherings and flow into indoor/outdoor entertaining. The first-floor primary suite serves as a private sanctuary, featuring vaulted ceilings, a fireplace, and a spa-like bath while capturing waterfront views. The abundantly-lit foyer leads to a sculptural curved staircase taking you to the second level, where three en-suite guest bedrooms, additional living spaces, and a library open to wraparound balconies overlooking expansive vistas. Outdoor amenities include a recently redesigned, heated, saltwater Gunite pool and spa; a dedicated pool bathroom; expansive entertaining areas; and direct kayak access. Completing the offering is a three-car garage with EV charging and discreet interior access to a guest wing with butler’s pantry. A rare opportunity to experience refined waterfront living on Long Island’s Gold Coast— just moments from Locust Valley Village with LIRR connection.

8 Mill Pond Lane, Lattingtown

$3,850,000

Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full bathrooms, and one half bath. Soaring 10-foot ceilings enhance the sense of openness throughout, while rich oak hardwood floors provide warmth and sophistication in every room. The heart of the home is a massive chef’s kitchen, thoughtfully appointed for both entertaining and everyday living. A timeless oak-paneled library offers a refined retreat for work or leisure. The layout is perfectly made for making entertaining a seamless, enjoyable experience. Recently renovated, upstairs bathrooms, along with brand new HVAC systems, and a newly constructed three-car garage, ensure turnkey ease and modern comfort. Full partially finished basement, with walkout to outside. "The Last of the Mohicans" on a highly desirable private road in Matinecock, this extraordinary property offers rare privacy and elegance in one of Long Island’s most coveted enclaves. Close proximity to LIRR (train), renowned golf courses, and schools makes this a desired location. A truly unique offering that must be seen to be appreciated.

6 Beds ⋅ 6 Baths ⋅ 973588 MLS

Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full bathrooms, and one half bath. Soaring 10-foot ceilings enhance the sense of openness throughout, while rich oak hardwood floors provide warmth and sophistication in every room. The heart of the home is a massive chef’s kitchen, thoughtfully appointed for both entertaining and everyday living. A timeless oak-paneled library offers a refined retreat for work or leisure. The layout is perfectly made for making entertaining a seamless, enjoyable experience. Recently renovated, upstairs bathrooms, along with brand new HVAC systems, and a newly constructed three-car garage, ensure turnkey ease and modern comfort. Full partially finished basement, with walkout to outside. "The Last of the Mohicans" on a highly desirable private road in Matinecock, this extraordinary property offers rare privacy and elegance in one of Long Island’s most coveted enclaves. Close proximity to LIRR (train), renowned golf courses, and schools makes this a desired location. A truly unique offering that must be seen to be appreciated.

406 Duck Pond, Locust Valley

$8,995,000

Maison Blanche: An Architectural Icon in Upper Brookville Experience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023–2026) masterpiece. The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef’s kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands. Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen. App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.

6 Beds ⋅ 10 Baths ⋅ 970669 MLS

Maison Blanche: An Architectural Icon in Upper Brookville Experience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023–2026) masterpiece. The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef’s kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands. Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen. App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.

31 Chestnut Hill Drive, Upper Brookville

$2,895,000

UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, and timeless character synonymous with Gold Coast estate living. The home features 4 bedrooms, with primary suite on the main, and 3 full and 2 half baths, along with sun-filled living spaces, hardwood and tiled (radiant heated) floors, where seen, and classic architectural details throughout. A gracious entry leads to beautifully proportioned interiors designed for both everyday comfort and sophisticated entertaining. The formal living room with fireplace flows seamlessly into the dining room and adjoining sun room, creating an inviting setting for gatherings large or small. At the heart of the home, the chef’s kitchen features custom cabinetry, stone countertops, and a generous center island, opening naturally to the main living areas. The first-floor primary suite provides a private retreat complete with a walk in closet and a beautifully appointed bath with soaking tub and oversized shower. Additional bedroom/library on the first floor offers the perfect space for a home office or quiet relaxation. The second level includes additional bedrooms and bath, while the finished lower level offers exceptional entertaining amenities including a home theater, wine cellar, and bar/kitchenette. Outdoors, the property features expansive lawns and patios, mature landscaping, koi pond, fire pit, and an inground heated Gunite pool with detached guest/pool house (featuring full bath, kitchenette, living room with fireplace, and rec area), and 2 outdoor BBQ spaces, creating an ideal setting for summer entertaining and weekend gatherings. Conveniently located to world-class golf courses, equestrian estates, yacht clubs, and the charming villages of Locust Valley, Roslyn, and Manhasset, with Manhattan just a short commute away. A rare opportunity to enjoy refined estate living in the heart of Upper Brookville. Additional features: whole house generator, exterior lighting throughout, built in speakers throughout interior and exterior, 2 car attached heated garage, cul-de-sac location, and more.

4 Beds ⋅ 5 Baths ⋅ 967360 MLS

UPPER BROOKVILLE. Privately set behind sweeping lawns on over two acres in the Village of Upper Brookville, this elegant North Shore residence offers the privacy, scale, and timeless character synonymous with Gold Coast estate living. The home features 4 bedrooms, with primary suite on the main, and 3 full and 2 half baths, along with sun-filled living spaces, hardwood and tiled (radiant heated) floors, where seen, and classic architectural details throughout. A gracious entry leads to beautifully proportioned interiors designed for both everyday comfort and sophisticated entertaining. The formal living room with fireplace flows seamlessly into the dining room and adjoining sun room, creating an inviting setting for gatherings large or small. At the heart of the home, the chef’s kitchen features custom cabinetry, stone countertops, and a generous center island, opening naturally to the main living areas. The first-floor primary suite provides a private retreat complete with a walk in closet and a beautifully appointed bath with soaking tub and oversized shower. Additional bedroom/library on the first floor offers the perfect space for a home office or quiet relaxation. The second level includes additional bedrooms and bath, while the finished lower level offers exceptional entertaining amenities including a home theater, wine cellar, and bar/kitchenette. Outdoors, the property features expansive lawns and patios, mature landscaping, koi pond, fire pit, and an inground heated Gunite pool with detached guest/pool house (featuring full bath, kitchenette, living room with fireplace, and rec area), and 2 outdoor BBQ spaces, creating an ideal setting for summer entertaining and weekend gatherings. Conveniently located to world-class golf courses, equestrian estates, yacht clubs, and the charming villages of Locust Valley, Roslyn, and Manhasset, with Manhattan just a short commute away. A rare opportunity to enjoy refined estate living in the heart of Upper Brookville. Additional features: whole house generator, exterior lighting throughout, built in speakers throughout interior and exterior, 2 car attached heated garage, cul-de-sac location, and more.

1017 Friendly Road, Upper Brookville

$3,695,000

Exceptionally built all brick colonial on 4 acres with sparkling pool is ready for Summer occupancy. Located in the Village of Lattingtown within the Lands End community, a private enclave of beautiful homes on larger property sizes in Locust Valley, NY on the North Shore of Long Island. Custom built to the highest standards of craftsmanship and design. The grand all brick colonial is introduced by a long paver driveway leading to an elegant courtyard and portico entry. Inside, timeless architecture and abundant natural light define the spacious rooms. A sweeping double bridal staircase makes an immediate statement in the foyer, while a magnificent double height great room, richly appointment den with fireplace, formal dining room and refined library/study each offer comfortable and sophisticated living spaces. The updated chef's kitchen with new appliances and breakfast area overlook the expansive patios and manicured grounds. The residence offers exceptional versatility with two luxurious primary bedroom suite options, 1st floor and 2nd floor, along with a private guest wing, totaling 7 bedrooms and 6.5 baths in the main house. With resort-style living and entertaining in mind, the property features a spectacular swimming pool and spa, stunning waterfall, complemented by a fully equipped pool house providing a serene resort style retreat. Sports Court on site is a bonus feature for playing basketball, tennis and more. Professional landscaping ensures privacy and beauty, while multiple terraces and gathering spaces invite seamless indoor-outdoor living. Excellent condition hardscape and park-like grounds. A separate structure 4 car garage with heated finished storage space above adds convenience and flexibility. Ideally located in Locust Valley, widely regarded as the crown jewel of the historic Gold Coast - this magnificent estate offers close proximity to Manhattan while enjoying the very best of North Shore living, including nearby beaches, renowned arboretums, Planting Fields State Park, boutique shopping, acclaimed dining, premier golf, tennis and boating clubs and a close sense of community. Locust Valley School District and nearby private schools including Friends Academy and Portledge, this extraordinary property defines North Shore luxury and offers a rare opportunity to experience refined living at this finest.

7 Beds ⋅ 7 Baths ⋅ 959529 MLS

Exceptionally built all brick colonial on 4 acres with sparkling pool is ready for Summer occupancy. Located in the Village of Lattingtown within the Lands End community, a private enclave of beautiful homes on larger property sizes in Locust Valley, NY on the North Shore of Long Island. Custom built to the highest standards of craftsmanship and design. The grand all brick colonial is introduced by a long paver driveway leading to an elegant courtyard and portico entry. Inside, timeless architecture and abundant natural light define the spacious rooms. A sweeping double bridal staircase makes an immediate statement in the foyer, while a magnificent double height great room, richly appointment den with fireplace, formal dining room and refined library/study each offer comfortable and sophisticated living spaces. The updated chef's kitchen with new appliances and breakfast area overlook the expansive patios and manicured grounds. The residence offers exceptional versatility with two luxurious primary bedroom suite options, 1st floor and 2nd floor, along with a private guest wing, totaling 7 bedrooms and 6.5 baths in the main house. With resort-style living and entertaining in mind, the property features a spectacular swimming pool and spa, stunning waterfall, complemented by a fully equipped pool house providing a serene resort style retreat. Sports Court on site is a bonus feature for playing basketball, tennis and more. Professional landscaping ensures privacy and beauty, while multiple terraces and gathering spaces invite seamless indoor-outdoor living. Excellent condition hardscape and park-like grounds. A separate structure 4 car garage with heated finished storage space above adds convenience and flexibility. Ideally located in Locust Valley, widely regarded as the crown jewel of the historic Gold Coast - this magnificent estate offers close proximity to Manhattan while enjoying the very best of North Shore living, including nearby beaches, renowned arboretums, Planting Fields State Park, boutique shopping, acclaimed dining, premier golf, tennis and boating clubs and a close sense of community. Locust Valley School District and nearby private schools including Friends Academy and Portledge, this extraordinary property defines North Shore luxury and offers a rare opportunity to experience refined living at this finest.

11 Danton Lane N, Lattingtown

$8,937,200

660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

6 Beds ⋅ 12 Baths ⋅ 958234 MLS

660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock

$7,950,000

Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A long, stone driveway leads to the residence, accented by elegant black-trimmed windows, courtyard entrance and timeless curb appeal. This bespoke home features six generously sized bedrooms, seven full bathrooms, and two half baths, complemented by soaring ceilings and exquisite millwork throughout. A gracious foyer creates an impressive first impression, opening to sophisticated formal spaces including a sunken living room with a custom fireplace, and a refined parlor or music room adorned with elegant stone floors and dramatic walls of glass. Rich herringbone hardwood flooring flows seamlessly throughout the home, enhancing its timeless elegance. A formal dining room and private office, each with a fireplace, complete the main entertaining areas. At the heart of the home is a spectacular double-island gourmet kitchen, impeccably outfitted for the most discerning chef and ideal for hosting. The kitchen features a wet bar, oversized pantry, and flows effortlessly into a warm and inviting den. A first-floor junior primary suite with a private full bath offers flexibility, with direct access to the attached 2+ car garage. A thoughtfully designed laundry and mudroom area includes a built-in dog wash for added convenience. The primary suite is a true private retreat, showcasing cathedral ceilings, a fireplace with an adjoining lounge area, a spacious custom walk-in dressing room, and a spa-inspired bath with a soaking tub and oversized shower. A private rooftop terrace/sundeck overlooks the serene backyard, creating a peaceful escape. All additional bedrooms are generously sized and feature beautifully appointed ensuite baths, all of which have radiant floor heating. The fully finished lower level further elevates the lifestyle experience, offering a state-of-the-art media room and theater, a large matted gym, and a luxurious spa bathroom with a steam shower. Outdoors, the property is designed for resort-style living, featuring an in-ground pool, spa with pergola, expansive patios, and meticulously manicured grounds that provide privacy, scale, and elegance. This exceptional estate presents a rare opportunity to own a newly built, turnkey residence of enduring quality - crafted for those who value sophistication, comfort, and distinction - located within the highly regarded Locust Valley Central School District.

6 Beds ⋅ 9 Baths ⋅ 953633 MLS

Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A long, stone driveway leads to the residence, accented by elegant black-trimmed windows, courtyard entrance and timeless curb appeal. This bespoke home features six generously sized bedrooms, seven full bathrooms, and two half baths, complemented by soaring ceilings and exquisite millwork throughout. A gracious foyer creates an impressive first impression, opening to sophisticated formal spaces including a sunken living room with a custom fireplace, and a refined parlor or music room adorned with elegant stone floors and dramatic walls of glass. Rich herringbone hardwood flooring flows seamlessly throughout the home, enhancing its timeless elegance. A formal dining room and private office, each with a fireplace, complete the main entertaining areas. At the heart of the home is a spectacular double-island gourmet kitchen, impeccably outfitted for the most discerning chef and ideal for hosting. The kitchen features a wet bar, oversized pantry, and flows effortlessly into a warm and inviting den. A first-floor junior primary suite with a private full bath offers flexibility, with direct access to the attached 2+ car garage. A thoughtfully designed laundry and mudroom area includes a built-in dog wash for added convenience. The primary suite is a true private retreat, showcasing cathedral ceilings, a fireplace with an adjoining lounge area, a spacious custom walk-in dressing room, and a spa-inspired bath with a soaking tub and oversized shower. A private rooftop terrace/sundeck overlooks the serene backyard, creating a peaceful escape. All additional bedrooms are generously sized and feature beautifully appointed ensuite baths, all of which have radiant floor heating. The fully finished lower level further elevates the lifestyle experience, offering a state-of-the-art media room and theater, a large matted gym, and a luxurious spa bathroom with a steam shower. Outdoors, the property is designed for resort-style living, featuring an in-ground pool, spa with pergola, expansive patios, and meticulously manicured grounds that provide privacy, scale, and elegance. This exceptional estate presents a rare opportunity to own a newly built, turnkey residence of enduring quality - crafted for those who value sophistication, comfort, and distinction - located within the highly regarded Locust Valley Central School District.

30 Wood Acres Road, Brookville

$5,495,000

Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

6 Beds ⋅ 7 Baths ⋅ 949662 MLS

Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

63 Fruitledge Road, Brookville

$1,399,000

BEACHFRONT BLISS on Long Island Sound! Legal 2-family home consisting of 2 separate structures: a 2-bedroom/ 2 bath home plus a separate 1-BR cottage on a single lot! This totally rebuilt residence offers amazing 180-degree views of Long Island Sound with spectacular sunsets and access to the beach right in your own back yard! The cottage offers a fantastic opportunity for an extended family or as a legal income-producing rental. Located in the exclusive Pine Lane HOA, this home is part of the Locust Valley School District and is close to restaurants and boutique shopping. Amenities include a brand-new electrical system, 3-zone gas heat, new appliances, new flooring throughout both homes, a new roof on the cottage, a 5-year roof warranty on the main house, 10-year windows, and exterior steps to the beach. The 1-year renovations include structural reinforcing and waterproofing of the basement. The basement features a high ceiling, a half-bath, and an outside entrance. Long driveway provides room for 4 cars plus cut-out for separate car space. Low taxes: less than $16,000! (Also available for Rent see MLS# 950020)

3 Beds ⋅ 3 Baths ⋅ 947764 MLS

BEACHFRONT BLISS on Long Island Sound! Legal 2-family home consisting of 2 separate structures: a 2-bedroom/ 2 bath home plus a separate 1-BR cottage on a single lot! This totally rebuilt residence offers amazing 180-degree views of Long Island Sound with spectacular sunsets and access to the beach right in your own back yard! The cottage offers a fantastic opportunity for an extended family or as a legal income-producing rental. Located in the exclusive Pine Lane HOA, this home is part of the Locust Valley School District and is close to restaurants and boutique shopping. Amenities include a brand-new electrical system, 3-zone gas heat, new appliances, new flooring throughout both homes, a new roof on the cottage, a 5-year roof warranty on the main house, 10-year windows, and exterior steps to the beach. The 1-year renovations include structural reinforcing and waterproofing of the basement. The basement features a high ceiling, a half-bath, and an outside entrance. Long driveway provides room for 4 cars plus cut-out for separate car space. Low taxes: less than $16,000! (Also available for Rent see MLS# 950020)

19 Pine Lane, Bayville

$5,495,000

Stunning 18-Acre Estate in Lattingtown - A Unique Blend of History and Natural Beauty Discover an exceptional opportunity to own the last major parcel of the historic Underhill Farm, nestled within the prestigious Oyster Bay National Wildlife Refuge. This breathtaking 18-acre property set on two separate buildable approved lots on Factory Pond Road offers over 1,100 feet of pristine waterfront along Mill Neck Creek, providing an unparalleled setting for nature enthusiasts and history buffs alike. Embrace the serenity of this picturesque landscape, featuring a sweeping open field ideal for a variety of uses, from serene pastoral views to expansive gardens. A charming small wooded area adds a touch of tranquility, while mature trees offer privacy and an enchanting natural backdrop. Rich in history, this land was once home to a factory renowned for crafting Revolutionary War uniforms, imbuing the property with a unique historical significance. The legacy of this factory adds an intriguing layer to this already compelling site. This rare piece of real estate combines the allure of a wildlife haven with the charm of historical heritage, all set against the stunning backdrop of Mill Neck Creek. Whether you envision a private estate, a conservation project, or a legacy property, this unparalleled offering is a once-in-a-lifetime opportunity. Seize the chance to own a slice of Lattingtown's storied past and its spectacular natural beauty.

944325 MLS

Stunning 18-Acre Estate in Lattingtown - A Unique Blend of History and Natural Beauty Discover an exceptional opportunity to own the last major parcel of the historic Underhill Farm, nestled within the prestigious Oyster Bay National Wildlife Refuge. This breathtaking 18-acre property set on two separate buildable approved lots on Factory Pond Road offers over 1,100 feet of pristine waterfront along Mill Neck Creek, providing an unparalleled setting for nature enthusiasts and history buffs alike. Embrace the serenity of this picturesque landscape, featuring a sweeping open field ideal for a variety of uses, from serene pastoral views to expansive gardens. A charming small wooded area adds a touch of tranquility, while mature trees offer privacy and an enchanting natural backdrop. Rich in history, this land was once home to a factory renowned for crafting Revolutionary War uniforms, imbuing the property with a unique historical significance. The legacy of this factory adds an intriguing layer to this already compelling site. This rare piece of real estate combines the allure of a wildlife haven with the charm of historical heritage, all set against the stunning backdrop of Mill Neck Creek. Whether you envision a private estate, a conservation project, or a legacy property, this unparalleled offering is a once-in-a-lifetime opportunity. Seize the chance to own a slice of Lattingtown's storied past and its spectacular natural beauty.

31 Factory Pond Road, Locust Valley

$1,190,000

Just steps from a private beach, this stunning brick ranch at 9 Oak Shore Drive in Bayville offers quintessential Sound-side living. With three bedrooms and 2.5 baths, the home’s open layout and hardwood floors create an inviting, sunlit atmosphere. The spacious living room, complete with skylights and a gas-burning fireplace, flows to a large eat-in kitchen with tile floors and sliding glass doors that open to a backyard deck—perfect for quick walks to the sand or watching evening sunsets over the water. A recently updated half bath and a main-level full bath with a deep soaking tub and separate shower add modern comfort. The fully finished basement includes a renovated full bath, laundry room, boiler room and exterior egress. Outdoor amenities feature a swimming pool and pool house with a half bath and storage, plus a one-car garage. Embrace a rare opportunity to live just steps from your private beach.

3 Beds ⋅ 3 Baths ⋅ 936207 MLS

Just steps from a private beach, this stunning brick ranch at 9 Oak Shore Drive in Bayville offers quintessential Sound-side living. With three bedrooms and 2.5 baths, the home’s open layout and hardwood floors create an inviting, sunlit atmosphere. The spacious living room, complete with skylights and a gas-burning fireplace, flows to a large eat-in kitchen with tile floors and sliding glass doors that open to a backyard deck—perfect for quick walks to the sand or watching evening sunsets over the water. A recently updated half bath and a main-level full bath with a deep soaking tub and separate shower add modern comfort. The fully finished basement includes a renovated full bath, laundry room, boiler room and exterior egress. Outdoor amenities feature a swimming pool and pool house with a half bath and storage, plus a one-car garage. Embrace a rare opportunity to live just steps from your private beach.

9 Oak Shore Drive, Bayville