Ltdpropertiesny.com Search Results

$3,195,000

Beautifully renovated, this elegant classic Colonial is nestled in the heart of Locust Valley, offering timeless charm and exceptional modern amenities. Set on five breathtaking acres with sweeping lawns and a picturesque spring-fed pond, this one-of-a-kind estate is a true North Shore retreat. The home features a stunning state-of-the-art eat-in kitchen, beautifully updated bathrooms, and thoughtfully designed living spaces that blend classic elegance with contemporary comfort. Designed for both everyday living and entertaining, the property includes an exceptional pool house complete with an old-fashioned parlor, full kitchen, sauna, gym, and game room. Additional highlights include a spacious one-bedroom guest cottage, a charming playhouse, cascading waterfalls, and a spectacular in-ground pool, creating the ultimate compound. Offering unparalleled privacy, beauty, and resort-style amenities, this extraordinary estate is located in one of the North Shore's most sought-after communities—a rare opportunity to own a truly exceptional property in Locust Valley.

7 Beds ⋅ 9 Baths ⋅ 1033116 MLS

Beautifully renovated, this elegant classic Colonial is nestled in the heart of Locust Valley, offering timeless charm and exceptional modern amenities. Set on five breathtaking acres with sweeping lawns and a picturesque spring-fed pond, this one-of-a-kind estate is a true North Shore retreat. The home features a stunning state-of-the-art eat-in kitchen, beautifully updated bathrooms, and thoughtfully designed living spaces that blend classic elegance with contemporary comfort. Designed for both everyday living and entertaining, the property includes an exceptional pool house complete with an old-fashioned parlor, full kitchen, sauna, gym, and game room. Additional highlights include a spacious one-bedroom guest cottage, a charming playhouse, cascading waterfalls, and a spectacular in-ground pool, creating the ultimate compound. Offering unparalleled privacy, beauty, and resort-style amenities, this extraordinary estate is located in one of the North Shore's most sought-after communities—a rare opportunity to own a truly exceptional property in Locust Valley.

450 Oyster Bay Road, Matinecock

$8,995,000

A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

5 Beds ⋅ 12 Baths ⋅ 1031340 MLS

A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling with a curved staircase, showcasing antiqued mirrored panels and an ornate wrought iron railing. Through a series of exquisite arches, the foyer leads to an expansive formal living room with a detailed ceiling and wall-to-wall windows as well as a palatial-sized dining room with a butler’s pantry that offers a wet bar and additional storage. The comfortable family room has a unique curved wall and a marble fireplace flanked by marble goddesses. Adjacent is a sitting room with a floor-to-ceiling built-in display wall and a cozy hexagonal built-in bay window seating area. Next door, an elegant study offers a productive place to work from home. A spectacular chef-inspired kitchen boasts a large breakfast area, dual islands, marble counters, a beautiful ILVE range with a show-stopping backsplash, Wolf, Miele and Sub-Zero appliances, plus an additional service kitchen to ensure effortless hosting. An opulent master suite retreat has a private sitting room with a fireplace, a convenient wet bar with refrigeration, 2 sets of French doors to front and rear balconies, and 2 walk-in closets – both with custom closet systems and one with a generous center island with storage – and features an incredible spa-like bath with a steam shower and a magnificent stand-alone soaking tub. All additional en-suite bedrooms are comfortable with ample walk-in closets and tastefully appointed baths with showers. The lower level is designed with a home gym, expansive recreation space, games area, raised stage, and handsome tufted leather doors leading to a state-of-the-art movie theater. An additional bonus space also offers a bedroom, closet, and a full bath with a shower. Flowing seamlessly outdoors, the lush, park-like property features an expansive bluestone terrace anchored by an outdoor fireplace and a gourmet summer kitchen equipped with a premium built-in grill, integrated refrigeration, and an artisanal pizza oven. Alongside the sparkling heated pool and large sun deck, a gorgeous cabana with a full bath and laundry provides an open yet covered space to relax, while dramatic torches illuminate the pool area at night, creating a resort-caliber experience. This exceptional smart home is complete with a Generac generator, central vacuum, Crestron security system, interior/exterior sound system, sprinkler system, radiant flooring, 3 fireplaces, fine millwork, and a 3-car garage. Just 27 miles from NYC, this French-inspired masterpiece of 5 bedrooms and 8 full baths/4 half baths, offers a tranquil retreat for the discerning buyer who appreciates a Gold Coast luxury lifestyle.

7 Covey Court, Upper Brookville

$7,800,000

Nestled on four rare waterfront acres in the prestigious Village of Lattingtown, this exceptional estate encompasses 6,351 square feet of luxurious living space in an idyllic North Shore setting. Surrounded by rare dual water views overlooking The Creek and the Long Island Sound, the property seamlessly blends timeless architecture with thoughtfully curated modern updates. Designed for both elegant entertaining and comfortable everyday living, the residence features seven bedrooms and eight baths. Beautifully renovated formal spaces set the tone throughout. The formal living room and dining room, each anchored by its own fireplace, provide refined settings for gatherings and special occasions. At the heart of the home, a spectacular chef's kitchen captures picturesque water views and is appointed with premium appliances and an expansive center island. An adjacent, completely remodeled family room creates a seamless flow for everyday living, while a nearby butler's pantry and wet bar elevate the home's entertaining capabilities. Tucked near the primary wing, a distinguished library with its own fireplace provides a quiet retreat. The expansive first-floor primary wing serves as a private sanctuary, where bay windows frame serene water views and create the perfect setting to enjoy your morning coffee. Complete with dual baths, dual walk-in closets, and direct access to the patio overlooking the beautifully landscaped grounds, this exceptional retreat seamlessly blends comfort, luxury, and the beauty of its waterfront setting. The renovated lower level extends the home's versatility with a spacious recreation room, a dedicated fitness and wellness area featuring a sauna and cold plunge, an additional bedroom, a full bath, cedar closet, and abundant storage. Completing the estate, an updated two-bedroom apartment above the garage provides exceptional flexibility as a private guest residence or accommodations for extended family. The resort-inspired grounds offer an extraordinary setting for relaxation and entertaining, where newly designed patios, a custom fire pit, a spectacular saltwater gunite pool, a beautifully appointed pool house, and expansive rolling lawns are perfectly positioned to capture breathtaking waterfront vistas and golden sunsets shimmering across the water. Modern comforts include geothermal heating and cooling, a whole-house water filtration system, a whole-house generator, a slate roof, and extensive landscape enhancements. Ideally situated near private clubs, beaches, fine dining, shopping, and transportation, this is a rare opportunity to own one of Lattingtown's premier waterfront estates.

7 Beds ⋅ 8 Baths ⋅ 1031122 MLS

Nestled on four rare waterfront acres in the prestigious Village of Lattingtown, this exceptional estate encompasses 6,351 square feet of luxurious living space in an idyllic North Shore setting. Surrounded by rare dual water views overlooking The Creek and the Long Island Sound, the property seamlessly blends timeless architecture with thoughtfully curated modern updates. Designed for both elegant entertaining and comfortable everyday living, the residence features seven bedrooms and eight baths. Beautifully renovated formal spaces set the tone throughout. The formal living room and dining room, each anchored by its own fireplace, provide refined settings for gatherings and special occasions. At the heart of the home, a spectacular chef's kitchen captures picturesque water views and is appointed with premium appliances and an expansive center island. An adjacent, completely remodeled family room creates a seamless flow for everyday living, while a nearby butler's pantry and wet bar elevate the home's entertaining capabilities. Tucked near the primary wing, a distinguished library with its own fireplace provides a quiet retreat. The expansive first-floor primary wing serves as a private sanctuary, where bay windows frame serene water views and create the perfect setting to enjoy your morning coffee. Complete with dual baths, dual walk-in closets, and direct access to the patio overlooking the beautifully landscaped grounds, this exceptional retreat seamlessly blends comfort, luxury, and the beauty of its waterfront setting. The renovated lower level extends the home's versatility with a spacious recreation room, a dedicated fitness and wellness area featuring a sauna and cold plunge, an additional bedroom, a full bath, cedar closet, and abundant storage. Completing the estate, an updated two-bedroom apartment above the garage provides exceptional flexibility as a private guest residence or accommodations for extended family. The resort-inspired grounds offer an extraordinary setting for relaxation and entertaining, where newly designed patios, a custom fire pit, a spectacular saltwater gunite pool, a beautifully appointed pool house, and expansive rolling lawns are perfectly positioned to capture breathtaking waterfront vistas and golden sunsets shimmering across the water. Modern comforts include geothermal heating and cooling, a whole-house water filtration system, a whole-house generator, a slate roof, and extensive landscape enhancements. Ideally situated near private clubs, beaches, fine dining, shopping, and transportation, this is a rare opportunity to own one of Lattingtown's premier waterfront estates.

2 Lands End Road, Locust Valley

$3,799,000

Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

5 Beds ⋅ 5 Baths ⋅ 1027379 MLS

Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

15 Dogwood Hill, Brookville

$2,799,999

Experience pristine living in this exquisite diamond Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long circular driveway, welcoming you to a serene retreat. The exterior boasts mature specimen plantings and estate fencing encircling a country club style yard with a 20x40 Gunite gas heated pool. The flat 2 acres of entertaining backyard and brick patio, provides ample space to add tennis, pickleball or sport court. This serene oasis is perfect for relaxation and entertainment. Inside the kitchen features hardwood cabinets, complimented by gleaming hardwood flooring throughout the home. 4,717 of finished living space and an additional 1,148 of unfinished basement to create a media room, play room or entertainment cave. The architectural roof adds to the home's timeless elegance. First floor bedroom with en-suite bath and dual walk in closets, laundry, and a versatile bedroom/office with a walkout to the fabulous yard. There is so much more to this exceptional property that must be seen to be fully appreciated. Don't miss this rare opportunity to own a true retreat in a serene oasis.

7 Beds ⋅ 5 Baths ⋅ 1023664 MLS

Experience pristine living in this exquisite diamond Brookville home, offering unsurpassed value in a highly coveted location. The prestigious approach features a long circular driveway, welcoming you to a serene retreat. The exterior boasts mature specimen plantings and estate fencing encircling a country club style yard with a 20x40 Gunite gas heated pool. The flat 2 acres of entertaining backyard and brick patio, provides ample space to add tennis, pickleball or sport court. This serene oasis is perfect for relaxation and entertainment. Inside the kitchen features hardwood cabinets, complimented by gleaming hardwood flooring throughout the home. 4,717 of finished living space and an additional 1,148 of unfinished basement to create a media room, play room or entertainment cave. The architectural roof adds to the home's timeless elegance. First floor bedroom with en-suite bath and dual walk in closets, laundry, and a versatile bedroom/office with a walkout to the fabulous yard. There is so much more to this exceptional property that must be seen to be fully appreciated. Don't miss this rare opportunity to own a true retreat in a serene oasis.

15 Tappentown Lane, Brookville

$5,295,000

Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant heated floors, a central vacuum system, and a private elevator servicing all levels. The crown jewel of the residence is a first floor year-round indoor wellness spa complete with a pristine indoor pool, relaxing sauna, and steam room facilities. Designed for flexible multi-generational living, the home features dual (2) primary suites with private balconies and jacuzzi baths, a media room for grand entertainment, a designer eat-in chef’s kitchen anchored by a massive island, and a beautifully finished walk-out lower level. Entertain brilliantly on the expansive rear patio with outdoor kitchen and covered pavilion. Conveniently located just 11 minutes to the Long Island Expressway, this luxury home seamlessly blends elite architecture with a truly exceptional compound experience.

6 Beds ⋅ 9 Baths ⋅ 1021182 MLS

Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant heated floors, a central vacuum system, and a private elevator servicing all levels. The crown jewel of the residence is a first floor year-round indoor wellness spa complete with a pristine indoor pool, relaxing sauna, and steam room facilities. Designed for flexible multi-generational living, the home features dual (2) primary suites with private balconies and jacuzzi baths, a media room for grand entertainment, a designer eat-in chef’s kitchen anchored by a massive island, and a beautifully finished walk-out lower level. Entertain brilliantly on the expansive rear patio with outdoor kitchen and covered pavilion. Conveniently located just 11 minutes to the Long Island Expressway, this luxury home seamlessly blends elite architecture with a truly exceptional compound experience.

5 Farmwoods Lane, Upper Brookville

$4,525,000

Exceptional brick estate offering 9,023 sq ft of refined living with 6bedrooms and 5.5baths on nearly two private acres in Locust Valley. Built in 2009, the home showcases custom mahogany millwork throughout, a dramatic two-story foyer with a sweeping butterfly staircase, and a great room framed by a soaring wall of arched windows. A first-floor library and dedicated meditation room offer quiet retreats. The chef's kitchen features rich custom cabinetry, coffered ceilings, an oversized center island, and a full suite of Viking appliances including a professional gas range, complemented by a butler's pantry with built-in wine storage and dual Viking wine refrigerators. The grand-scale primary suite is a wing unto itself, with a fireplace, sitting area, boutique-style dressing room, and an oversized spa bath with soaking tub and separate shower. A full-width entertainer's terrace spans the rear of the home, overlooking the manicured grounds. Below, the expansive walk-out garden level opens to the lawn through a graceful arched loggia — ideal for recreation, gym, or guest space. A rare blend of scale, craftsmanship, and privacy moments from Locust Valley village.

6 Beds ⋅ 6 Baths ⋅ 1022418 MLS

Exceptional brick estate offering 9,023 sq ft of refined living with 6bedrooms and 5.5baths on nearly two private acres in Locust Valley. Built in 2009, the home showcases custom mahogany millwork throughout, a dramatic two-story foyer with a sweeping butterfly staircase, and a great room framed by a soaring wall of arched windows. A first-floor library and dedicated meditation room offer quiet retreats. The chef's kitchen features rich custom cabinetry, coffered ceilings, an oversized center island, and a full suite of Viking appliances including a professional gas range, complemented by a butler's pantry with built-in wine storage and dual Viking wine refrigerators. The grand-scale primary suite is a wing unto itself, with a fireplace, sitting area, boutique-style dressing room, and an oversized spa bath with soaking tub and separate shower. A full-width entertainer's terrace spans the rear of the home, overlooking the manicured grounds. Below, the expansive walk-out garden level opens to the lawn through a graceful arched loggia — ideal for recreation, gym, or guest space. A rare blend of scale, craftsmanship, and privacy moments from Locust Valley village.

250 Oyster Bay Road, Locust Valley

$2,995,000

Welcome to this renovated 5 Bedroom, 4.5 Bath Colonial set on 2 beautifully landscaped acres, a truly move-in ready home. Located on the North Side of Northern Blvd/25A bordering Upper Brookville. The chef’s kitchen is appointed with Carrara Marble countertops, premium Wolf and Sub-Zero appliances, and high-end finishes. The elegant living room offers custom built-ins accented by Imperial Danby marble, beautifully complemented by a gas fireplace. Every bathroom has been meticulously renovated with designer materials and fixtures. The hall bath showcases Carrara and Dolomite marble complemented by a custom vanity, while the primary suite offers a spa-inspired bath finished with Calacatta Gold marble and Waterworks fixtures. Outside, a sprawling Bluestone patio with 2 retractable awnings serve as the centerpiece for exceptional outdoor entertaining, complete with a fully equipped outdoor kitchen featuring a DCS gas grill, Lynx pizza oven, refrigerator, ice maker, and warming drawer. The other side of the patio is complete with an outdoor gas fireplace and TV. Beyond, a spectacular saltwater Gunite Pool with a gas heater and waterfall. Full House Generator. Low taxes! Pre-approval letter or proof of funds is required prior to confirming all showings.

5 Beds ⋅ 5 Baths ⋅ 1019700 MLS

Welcome to this renovated 5 Bedroom, 4.5 Bath Colonial set on 2 beautifully landscaped acres, a truly move-in ready home. Located on the North Side of Northern Blvd/25A bordering Upper Brookville. The chef’s kitchen is appointed with Carrara Marble countertops, premium Wolf and Sub-Zero appliances, and high-end finishes. The elegant living room offers custom built-ins accented by Imperial Danby marble, beautifully complemented by a gas fireplace. Every bathroom has been meticulously renovated with designer materials and fixtures. The hall bath showcases Carrara and Dolomite marble complemented by a custom vanity, while the primary suite offers a spa-inspired bath finished with Calacatta Gold marble and Waterworks fixtures. Outside, a sprawling Bluestone patio with 2 retractable awnings serve as the centerpiece for exceptional outdoor entertaining, complete with a fully equipped outdoor kitchen featuring a DCS gas grill, Lynx pizza oven, refrigerator, ice maker, and warming drawer. The other side of the patio is complete with an outdoor gas fireplace and TV. Beyond, a spectacular saltwater Gunite Pool with a gas heater and waterfall. Full House Generator. Low taxes! Pre-approval letter or proof of funds is required prior to confirming all showings.

855 Orchard Lane, Muttontown

$3,295,000

Down a long, private, enchanting road canopied by mature trees, 17 Danton Lane is a modern 5-bedroom, 4.5-bath home that spans approximately 6,500 square feet on over 4 acres, in one of Lattingtown's most coveted beach enclaves, just a stroll from a private beach. A striking 2 story atrium foyer welcomes you in, with glass doors beckoning straight out to the backyard. The 2019 kitchen features large countertops, custom cabinetry, and Viking appliances, while a warm den offers a wet bar, dishwasher, and two wine refrigerators. The impressively large great room is designed for entertaining. On the other side of the house, the two-story primary suite includes a soaking tub, walk-in closets, and an upstairs office/den. The grounds were designed by Dubner and offer layered points of interest throughout, from a sparkling gunite pool with jacuzzi to a serene koi pond, creating a series of destinations to discover rather than a single view. Clean, contemporary design meets total privacy, lush surroundings, and private beach access on over 4 acres at 17 Danton Lane.

5 Beds ⋅ 5 Baths ⋅ 1020514 MLS

Down a long, private, enchanting road canopied by mature trees, 17 Danton Lane is a modern 5-bedroom, 4.5-bath home that spans approximately 6,500 square feet on over 4 acres, in one of Lattingtown's most coveted beach enclaves, just a stroll from a private beach. A striking 2 story atrium foyer welcomes you in, with glass doors beckoning straight out to the backyard. The 2019 kitchen features large countertops, custom cabinetry, and Viking appliances, while a warm den offers a wet bar, dishwasher, and two wine refrigerators. The impressively large great room is designed for entertaining. On the other side of the house, the two-story primary suite includes a soaking tub, walk-in closets, and an upstairs office/den. The grounds were designed by Dubner and offer layered points of interest throughout, from a sparkling gunite pool with jacuzzi to a serene koi pond, creating a series of destinations to discover rather than a single view. Clean, contemporary design meets total privacy, lush surroundings, and private beach access on over 4 acres at 17 Danton Lane.

17 Danton Lane N, Locust Valley

$1,200,000

Coastal Living ! Discover the perfect blend of charm, comfort, and modern updates in this beautifully renovated and expanded Cape(primary bedroom and bath on first floor) , ideally situated in a quaint beach community with shopping, dining, and Marina. Thoughtfully redesigned with today's lifestyle in mind, this move-in-ready home offers spacious living areas, stylish finishes, and exceptional indoor-outdoor living. Step outside to your private backyard oasis featuring a built-in vinyl saltwater pool—perfect for relaxing summer days, entertaining or simply enjoying your own resort-style retreat. Just minutes from sandy beaches, a local marina offering boating, kayaking, paddleboarding, fishing, and other water sports, this home is perfectly positioned for those who love an active coastal lifestyle. Conveniently located near shopping, dining, and everyday conveniences, you'll also enjoy easy access to nearby towns and villages filled with boutique shops, restaurants, farmers markets, and seasonal festivals. Whether you're searching for a year-round residence or the perfect weekend getaway, this exceptional Cape offers the ideal combination of coastal charm, modern amenities, and an unbeatable location. Come experience the relaxed beach lifestyle you've been dreaming of!

3 Beds ⋅ 3 Baths ⋅ 1019252 MLS

Coastal Living ! Discover the perfect blend of charm, comfort, and modern updates in this beautifully renovated and expanded Cape(primary bedroom and bath on first floor) , ideally situated in a quaint beach community with shopping, dining, and Marina. Thoughtfully redesigned with today's lifestyle in mind, this move-in-ready home offers spacious living areas, stylish finishes, and exceptional indoor-outdoor living. Step outside to your private backyard oasis featuring a built-in vinyl saltwater pool—perfect for relaxing summer days, entertaining or simply enjoying your own resort-style retreat. Just minutes from sandy beaches, a local marina offering boating, kayaking, paddleboarding, fishing, and other water sports, this home is perfectly positioned for those who love an active coastal lifestyle. Conveniently located near shopping, dining, and everyday conveniences, you'll also enjoy easy access to nearby towns and villages filled with boutique shops, restaurants, farmers markets, and seasonal festivals. Whether you're searching for a year-round residence or the perfect weekend getaway, this exceptional Cape offers the ideal combination of coastal charm, modern amenities, and an unbeatable location. Come experience the relaxed beach lifestyle you've been dreaming of!

7 Vine Street, Bayville

$2,598,000

Set on two meticulously landscaped acres, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. The grounds feature an inground saltwater pool, elegant stone patio, and outdoor kitchen equipped with a barbecue, refrigerator, and sink. A dramatic entry opens to soaring ceilings and impressive window walls that flood the home with natural light. The spacious floor plan includes a sprawling living room/dining room, two inviting dens, and a recently renovated eat-in kitchen designed for both daily living and entertaining. Four beautifully updated bedrooms and three-and-a-half baths provide comfortable accommodations throughout. The finished ground level offers versatile additional living space, while the seamless connection between indoor and outdoor areas enhances the home's exceptional functionality and appeal. Move-in ready and thoughtfully updated. Ideally situated near transportation, shopping, dining, parks, universities, golf and tennis facilities, this is a remarkable offering in Brookville.

4 Beds ⋅ 4 Baths ⋅ 1016868 MLS

Set on two meticulously landscaped acres, this exceptional Brookville residence showcases refined design, expansive living spaces, and resort-style outdoor amenities. The grounds feature an inground saltwater pool, elegant stone patio, and outdoor kitchen equipped with a barbecue, refrigerator, and sink. A dramatic entry opens to soaring ceilings and impressive window walls that flood the home with natural light. The spacious floor plan includes a sprawling living room/dining room, two inviting dens, and a recently renovated eat-in kitchen designed for both daily living and entertaining. Four beautifully updated bedrooms and three-and-a-half baths provide comfortable accommodations throughout. The finished ground level offers versatile additional living space, while the seamless connection between indoor and outdoor areas enhances the home's exceptional functionality and appeal. Move-in ready and thoughtfully updated. Ideally situated near transportation, shopping, dining, parks, universities, golf and tennis facilities, this is a remarkable offering in Brookville.

19 Tappentown Lane, Brookville

$12,250,000

This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

7 Beds ⋅ 10 Baths ⋅ 1017340 MLS

This is an exclusive opportunity to own a turn-key Modern Mansion, perfectly positioned on 5 manicured acres on the Gold Coast of Long Island. Constructed in 2022, this designer residence showcases oversized windows, 12ft ceilings, multiple marble gas fireplaces, pocket doors, glass railings and more. Both captivating and secluded, this residence offers the warmth of a traditional home with a contemporary flair. The first floor has a two story foyer, spacious formal living and dining rooms, an office and a lounge with a built-in bar and billiards area. The state-of-the-art modern kitchen is outfitted with top-of-the-line Viking appliances, Neo Marble countertops, numerous pantries and a sweeping center island with bar seating. Off of the kitchen is a beautiful light-filled eating area, with doors leading out to the backyard, an inviting family room and a bespoke homework area/ work space. The main house boasts 6 vast bedrooms, all with en-suite bathrooms and large closets. The Primary Wing is on the first floor and is outfitted with a private sitting room, 2 patios, a laundry area, 'His and Her' spa-like bathroom with a stand-alone tub and two glass enclosed showers, as well as 2 custom walk-in closets, one totaling over 3,000 Sq.Ft. of storage space. Upstairs also features a playroom with a media center, a crafts room, a matted fitness area and a massive flex room over the 8 car attached garage. Additional interior details include 4 stylish powder rooms, an elevator, 2 full service laundry rooms, a whole-house Smart Camera and Alarm System, a central vacuum system, surround sound speakers and an unfinished basement, with an indoor sports court, spanning the entire length of the home. The exterior is fashioned with a gated entry, a long blue stone and pebble driveway, a solid stucco facade, steel windows and decorative metal gutters. The property is elegantly landscaped and has a 60ft x 25ft Saltwater Heated Pool and Hot Tub, a Cabana with a Kitchenette, a fenced-in Dog Run and a covered patio with an outdoor lounge area, great for entertaining. In proximity to The Village of Locust Valley, the LIRR, charming local beaches and some of Long Island's most prominent Country/Golf Clubs. Zoned for the acclaimed Locust Valley Central School District.

199 Lattingtown Road, Locust Valley

$5,288,000

A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set at the end of a cul-de-sac, a private driveway leads to a spacious courtyard and impressive, stately residence set on 6 prime, serene acres. For a qualified buyer, this is an exceptional opportunity. Many many features include: a two-story entryway, a luxurious primary suite on the main level, a free-form inground heated gunite pool with a waterfall, a covered outdoor kitchen, and a 3-car garage. Luxurious living with hidden privacy and easy access.

6 Beds ⋅ 7 Baths ⋅ 1010689 MLS

A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set at the end of a cul-de-sac, a private driveway leads to a spacious courtyard and impressive, stately residence set on 6 prime, serene acres. For a qualified buyer, this is an exceptional opportunity. Many many features include: a two-story entryway, a luxurious primary suite on the main level, a free-form inground heated gunite pool with a waterfall, a covered outdoor kitchen, and a 3-car garage. Luxurious living with hidden privacy and easy access.

7 Fairway Court, Upper Brookville

$1,650,000

Drive down a beautiful, tree-lined street and arrive at your private 2-acre sanctuary. Situated on a sweeping circular driveway, this expansive ranch offers incredible versatility and endless possibilities to suit your lifestyle. Grand Open-Concept Living Room features dramatic cathedral ceilings and a versatile layout. It easily accommodates a formal living setup while seamlessly incorporating a cozy, firelit sitting area. The oversized formal dining room sits privately adjacent to the living room and kitchen, offering serene views of the wooded acreage. This flexible space can easily transform into a grand family room, where the warmth of the fireplace creates an inviting winter retreat. The Chef’s Kitchen was redesigned to include premium amenities, featuring granite countertops, a large cooktop, stainless steel appliances, and direct access to the expansive rear yard. It is complete with a breakfast bar and dining area. A Primary Suite serves as a peaceful retreat complete with generous closet space and a private en-suite bath. A Spa-Like Main Bath which has been beautifully updated to serve as your personal oasis, featuring a double vanity, a whirlpool tub, and a separate shower. This home features a total of 5 bedrooms, including 2 tucked privately on the second floor. A convenient powder room is also located just off the entrance foyer for guests. The full Basement spans the entire footprint of the house. This massive, unfinished lower level is a blank canvas ready to be customized into a home theater, gym, or recreation room. Step outside into the rear yard and experience pure paradise. Peace, tranquility, and breathtaking natural beauty await your finishing touches.

5 Beds ⋅ 4 Baths ⋅ 1012983 MLS

Drive down a beautiful, tree-lined street and arrive at your private 2-acre sanctuary. Situated on a sweeping circular driveway, this expansive ranch offers incredible versatility and endless possibilities to suit your lifestyle. Grand Open-Concept Living Room features dramatic cathedral ceilings and a versatile layout. It easily accommodates a formal living setup while seamlessly incorporating a cozy, firelit sitting area. The oversized formal dining room sits privately adjacent to the living room and kitchen, offering serene views of the wooded acreage. This flexible space can easily transform into a grand family room, where the warmth of the fireplace creates an inviting winter retreat. The Chef’s Kitchen was redesigned to include premium amenities, featuring granite countertops, a large cooktop, stainless steel appliances, and direct access to the expansive rear yard. It is complete with a breakfast bar and dining area. A Primary Suite serves as a peaceful retreat complete with generous closet space and a private en-suite bath. A Spa-Like Main Bath which has been beautifully updated to serve as your personal oasis, featuring a double vanity, a whirlpool tub, and a separate shower. This home features a total of 5 bedrooms, including 2 tucked privately on the second floor. A convenient powder room is also located just off the entrance foyer for guests. The full Basement spans the entire footprint of the house. This massive, unfinished lower level is a blank canvas ready to be customized into a home theater, gym, or recreation room. Step outside into the rear yard and experience pure paradise. Peace, tranquility, and breathtaking natural beauty await your finishing touches.

3 Fox Lane, Locust Valley

$8,975,000

A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

6 Beds ⋅ 9 Baths ⋅ 1011822 MLS

A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

52 Piping Rock Road, Locust Valley

$1,149,000

Welcome to 6 Cedar Ave, nestled in the tranquil and private locale of Locust Valley, NY, is a delightful 4-bedroom, 3-bathroom center hall colonial home. Constructed in 1988, this residence spans a generous 2,538 square feet and is situated on approximately 7000 square foot lot. The home exudes a blend of classic colonial style with modern upgrades, featuring a cozy fireplace and a combination of tile, carpet, and hardwood flooring. Recent updates include a charming deck and pergola, which provide a perfect setting for outdoor gatherings while overlooking the yard. The property also offers ample space to accommodate an inground pool, enhancing the outdoor living experience. Inside, the home is warmed by baseboard heating with oil and cooled by new 2024 Central Air Conditioning. Additional conveniences include an attached garage for parking and essential appliances like a dishwasher, dryer, freezer, microwave, range/oven, refrigerator, and washer, making it an ideal family retreat with both comfort and privacy. First Floor Windows approx. 12 Years, Most of the 2nd floor windows were replaced 2026, New Oven, Dishwasher, Refrigerator 3 years old, CAC 3 Years. New Front railing is being installed. New estate fencing in the yard.

4 Beds ⋅ 3 Baths ⋅ 1010411 MLS

Welcome to 6 Cedar Ave, nestled in the tranquil and private locale of Locust Valley, NY, is a delightful 4-bedroom, 3-bathroom center hall colonial home. Constructed in 1988, this residence spans a generous 2,538 square feet and is situated on approximately 7000 square foot lot. The home exudes a blend of classic colonial style with modern upgrades, featuring a cozy fireplace and a combination of tile, carpet, and hardwood flooring. Recent updates include a charming deck and pergola, which provide a perfect setting for outdoor gatherings while overlooking the yard. The property also offers ample space to accommodate an inground pool, enhancing the outdoor living experience. Inside, the home is warmed by baseboard heating with oil and cooled by new 2024 Central Air Conditioning. Additional conveniences include an attached garage for parking and essential appliances like a dishwasher, dryer, freezer, microwave, range/oven, refrigerator, and washer, making it an ideal family retreat with both comfort and privacy. First Floor Windows approx. 12 Years, Most of the 2nd floor windows were replaced 2026, New Oven, Dishwasher, Refrigerator 3 years old, CAC 3 Years. New Front railing is being installed. New estate fencing in the yard.

6 Cedar Avenue, Locust Valley

$5,888,000

Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom pivot front door opens to a grand paneled foyer with soaring ceilings ranging from 14 to 20 feet, creating an impressive first impression. Wide-plank white oak floors and custom Pella windows enhance the home's warm, contemporary elegance. The state-of-the-art chef’s kitchen is a true showpiece, featuring rich walnut cabinetry, stunning black quartzite countertops, and a full suite of premium Wolf appliances, including double ovens, a six-burner cook top with griddle, microwave, built-in coffee system, separate ice maker, beverage refrigerator drawers and subzero refrigerator. The formal dining room offers soaring ceilings and walls of glass that open to an outdoor entertaining terrace complete with a full kitchen, pizza oven, and fireplace. The spectacular living room features a double-sided gas fireplace and a custom plaster ceiling. The luxurious primary suite boasts a dramatic 20-foot ceiling, built-in designer headboard feature wall, private deck overlooking the expansive grounds, two custom walk-in closets, and a designer spa bath. Three additional bedrooms are conveniently located on the main level. A stunning illuminated floating staircase leads to the lower level, where you will find additional guest bedrooms, a private gym with adjoining sauna and bath, a large movie theater, and an oversized recreation room with wet bar and glass doors opening directly to the backyard oasis. Designed for ultimate outdoor enjoyment, the country club-inspired grounds feature an oversized heated saltwater Gunite pool with spa, an elegant cabana with outdoor kitchen, and a separate pool house for storage. Automobile enthusiasts will appreciate the extraordinary garage capacity for up to 10 vehicles, including two car lifts, along with a circular paved driveway that completes this one-of-a-kind estate. 2 Chelmsford Drive is a masterfully designed residence that seamlessly blends architectural excellence, luxury amenities, and unparalleled lifestyle living.

6 Beds ⋅ 6 Baths ⋅ 1001932 MLS

Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom pivot front door opens to a grand paneled foyer with soaring ceilings ranging from 14 to 20 feet, creating an impressive first impression. Wide-plank white oak floors and custom Pella windows enhance the home's warm, contemporary elegance. The state-of-the-art chef’s kitchen is a true showpiece, featuring rich walnut cabinetry, stunning black quartzite countertops, and a full suite of premium Wolf appliances, including double ovens, a six-burner cook top with griddle, microwave, built-in coffee system, separate ice maker, beverage refrigerator drawers and subzero refrigerator. The formal dining room offers soaring ceilings and walls of glass that open to an outdoor entertaining terrace complete with a full kitchen, pizza oven, and fireplace. The spectacular living room features a double-sided gas fireplace and a custom plaster ceiling. The luxurious primary suite boasts a dramatic 20-foot ceiling, built-in designer headboard feature wall, private deck overlooking the expansive grounds, two custom walk-in closets, and a designer spa bath. Three additional bedrooms are conveniently located on the main level. A stunning illuminated floating staircase leads to the lower level, where you will find additional guest bedrooms, a private gym with adjoining sauna and bath, a large movie theater, and an oversized recreation room with wet bar and glass doors opening directly to the backyard oasis. Designed for ultimate outdoor enjoyment, the country club-inspired grounds feature an oversized heated saltwater Gunite pool with spa, an elegant cabana with outdoor kitchen, and a separate pool house for storage. Automobile enthusiasts will appreciate the extraordinary garage capacity for up to 10 vehicles, including two car lifts, along with a circular paved driveway that completes this one-of-a-kind estate. 2 Chelmsford Drive is a masterfully designed residence that seamlessly blends architectural excellence, luxury amenities, and unparalleled lifestyle living.

2 Chelmsford Drive, Muttontown

$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

$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

$2,048,000

A gracious entry welcomes you with a lush, beautifully landscaped front yard, mature trees, a circular driveway, ample parking, and a two-car garage. Set on two secluded, level acres in prestigious Lattingtown, this multi-level 3500 sq ft residence offers an exceptional blend of space, comfort, and resort-style living. Thoughtfully designed with an open, airy layout and generous living spaces, this home is ideal for both everyday living and effortless entertaining. Expansive windows flood the interiors with natural light, highlighting rich hardwood floors, elegant marble baths, and a chef’s kitchen featuring radiant heat. The backyard is a true private retreat. Enjoy a sparkling heated saltwater gunite pool—renovated in 2020 and complete with a diving board and slide—along with a zip-line, tetherball and basketball hoop for endless outdoor fun. The expansive new patio, boasting stunning stone fireplace, offers multiple seating and dining areas, providing the perfect setting for intimate gatherings or grand-scale entertaining. Low taxes: $20,429!

4 Beds ⋅ 4 Baths ⋅ 990449 MLS

A gracious entry welcomes you with a lush, beautifully landscaped front yard, mature trees, a circular driveway, ample parking, and a two-car garage. Set on two secluded, level acres in prestigious Lattingtown, this multi-level 3500 sq ft residence offers an exceptional blend of space, comfort, and resort-style living. Thoughtfully designed with an open, airy layout and generous living spaces, this home is ideal for both everyday living and effortless entertaining. Expansive windows flood the interiors with natural light, highlighting rich hardwood floors, elegant marble baths, and a chef’s kitchen featuring radiant heat. The backyard is a true private retreat. Enjoy a sparkling heated saltwater gunite pool—renovated in 2020 and complete with a diving board and slide—along with a zip-line, tetherball and basketball hoop for endless outdoor fun. The expansive new patio, boasting stunning stone fireplace, offers multiple seating and dining areas, providing the perfect setting for intimate gatherings or grand-scale entertaining. Low taxes: $20,429!

5 Fox Lane, Locust Valley

$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

$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

$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

$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