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$898,000
3 Beds 3 Baths 1047046 MLS
GORGEOUS GLEN COVE RANCH priced to sell!! The Backyard of your dreams is waiting.... This spacious 3-bedroom, 3-bath ranch offers 2,200 sq feet of living space on 1/3 lush acre and is packed with everything you've been looking for! ~Gourmet eat in kitchen with granite countertops ~ Sun Filled family room with fireplace and walls of glass to watch the seasons unfold ~ First Floor Primary Suite + 2 additional bedrooms ~ Jacuzzi tub and spacious baths ~ Finished basement with den, playroom, laundry room and storage ~ IN GROUND HEATED GUNITE LAGOON POOL ~ TENNIS/PICKLEBALL COURT/BASKETBALL COURT with lights ~ Fish Pond and beautifully landscaped yard ~ One Car Garage + plenty of parking in large driveway ~Central Air Conditioning Perfect for entertaining, relaxing and making memories all year long! A truly special property - come see why!!

78 Chestnut St, Glen Cove

$3,999,000
6 Beds 9 Baths 1045340 MLS
Elegance redefined. This fully gated extraordinary Upper Brookville estate seamlessly blends mid-century modern design with contemporary sophistication, set on two lush, gated acres. Soaring 30-foot ceilings, dramatic windows, rich wood architectural elements, clean lines, and sculptural details create a striking sense of tranquility. Palatial in scale yet thoughtfully designed for comfortable living and entertaining, this residence offers remarkable versatility with resort-style amenities. A true architectural masterpiece where Zen-inspired design meets glamour and beauty, creating a luxurious lifestyle. The expansive great room features floor-to-ceiling windows, warm wood accents, and a dramatic stone fireplace soaring through the space, evoking a sense of Western grandeur. Bold color and modern materials add a sophisticated edge, balancing timeless mid-century character with contemporary elegance. The over 1,000-square-foot first-floor primary suite is exquisitely designed and decorated as a private retreat. The expansive floor plan offers six bedrooms, seven full baths, and two half baths, along with multiple separate guest suites with private entrances. One additional space can easily be converted to a private music studio or creative space, providing exceptional flexibility for a variety of living arrangements. Over $500,000 in recent renovations and improvements include the renovated kitchen and bathrooms, upgraded flooring, and enhancements to the outdoor pool and pool deck. Additional amenities include a private tennis court (TLC), multiple heating and air-conditioning zones, luxury window coverings, a full pool cabana with bath, and a three-car garage.

5 Carol Lane, Upper Brookville

$1,500,000
3 Beds 5 Baths 1042919 MLS
An entertainer’s dream, 176 Main Street offers an extraordinary private resort-style setting in East Rockaway. This 3-bedroom, 3-full-bath residence features two additional half baths in the cabana and sits on an approximately 60' x 150' property designed for exceptional entertaining, recreation and year-round enjoyment. The spectacular backyard centers around an approximately 800-square-foot heated saltwater pool with automatic water fill, Polaris cleaning system on a programmable timer, and programmable pool and multicolor lighting. The pool is surrounded by an expansive entertaining area featuring a remarkable 22' x 10' Perlick stainless-steel and granite wet bar. The bar includes 3 back bar refrigerators, 1 refrigerated commercial draught beer system, 260-lb. Manitowoc commercial ice machine, commercial soda system with water and seltzer dispenser and syrup pumps, coffee serving station, stainless-steel glass rack cabinet with roll-out shelves, 2 stainless-steel sinks, custom stainless-steel cabinetry and a dedicated bartender serving station with ice bin, speed rails, fruit trays and bottle wells. Custom neon lighting and convenient controls for the pool and outdoor lighting complete the space. A 38' electric roll-down awning with automatic sun and wind sensors provides shade and protection. The adjoining professional outdoor kitchen is exceptionally appointed for serious entertaining and features a 24-inch 2-burner flat-top griddle, 4-burner ProFire BBQ, deep fryer, stainless-steel sink, 2-burner stovetop, commercial pizza and sandwich prep refrigerator, stainless-steel cabinetry and storage, and granite and Crab Orchard stone countertops. An adjoining dining area provides an ideal setting for outdoor meals and poolside gatherings. An expansive prep kitchen and wet cafe; area provide additional space for food preparation and entertaining. A custom European-design coffee bar, Scotsman ice machine, Perlick refrigerator, stainless-steel sink, dishwasher and 30-bottle wine cooler. The heated and air-conditioned garage adds valuable year-round utility. The grounds continue with a custom outdoor slate pool table beneath a 20' x 10' Italian-imported gazebo featuring Ferrari weatherproof fabric, three-speed fan with lighting, European tube lighting and custom billiard-themed neon. A beautifully finished porcelain-tiled cabana features two half baths and custom Corian countertops. A separate movie-themed TV area features retro candy machines and custom movie-themed popcorn and candy decor. The property is enhanced by extensive landscaping, imported porcelain tile, granite accents, landscape and security lighting, private electronically controlled security gate, security cameras and multiple areas for entertaining and relaxation. A whole-house music system with speakers and keypads throughout extends outdoors with rock speakers in the garden and speakers on the patio, each with separate volume control. Inside, the home offers granite and tile flooring, five-zone gas baseboard heating, multiple air-conditioning zones, 350-amp electrical service with five breaker panels, whole-house alarm system, outdoor security cameras and monitors, and Panasonic digital phone and intercom system. A new whole-house water filtration system was installed in March 2026. Tankless hot water and boiler with storage tank were installed in 2017. 176 Main Street offers a truly unique private resort-style lifestyle in East Rockaway, combining the comfort of a single-family residence with an extraordinary environment for entertaining, recreation and relaxation.

176 Main Street, E. Rockaway

$1,399,999
1040387 MLS
Stunning Lot with Approved 6,000 Sq. Ft. Home Plans on Private Road in Sands Point, NY. Seize the opportunity to own 1.3 acres of prime real estate in the prestigious community of Sands Point, NY. Set on a quiet, private road, this property offers unmatched privacy and tranquility. Approved architectural plans for a stunning 6,000 sq. ft. residence are already in place, making it easy to begin construction immediately. Surrounded by mature trees and lush greenery, this lot provides the perfect setting for your custom estate. Sands Point is renowned for its expansive estates, combining peaceful seclusion with convenient access to schools, fine dining, and a short commute to Manhattan. Experience the perfect blend of privacy, natural beauty, and proximity to everything Sands Point has to offer. Don’t miss this rare opportunity to create your dream home in one of Long Island’s most prestigious locations.

36 Cow Neck Road, Sands Point

$3,500,000
3 Beds 3 Baths 1031287 MLS
Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings, creating an open and impressive gathering space. Two fireplaces add warmth and character, while the flexible floor plan provides comfortable areas for everyday living, entertaining and working from home. The spacious primary suite includes a private loft that can serve as a home office, workout area or quiet retreat, along with a walk-in closet and generously sized full bathroom. Outside, a deck and adjoining patio provide inviting spaces for dining, entertaining or relaxing while overlooking the broad, level grounds and natural surroundings. Conveniently located within the North Shore School District, this Old Brookville property presents a rare combination of acreage, privacy, parking and versatile interior and outdoor living space, with an opportunity for the next owner to personalize the home to suit their individual vision.

1 Stonegate Lane, Old Brookville

$2,495,000
6 Beds 5 Baths 1028493 MLS
Welcome to Lion Crest, an established community in one of Muttontown's most desirable locations within the highly acclaimed Jericho School District. Set on a private half-acre surrounded by mature landscaping, this expanded ranch offers the perfect balance of generous living space, comfort, and everyday elegance. Designed with both functionality and flexibility in mind, the home features six bedrooms, four full bathrooms, and a powder room. The main level offers five bedrooms, three full baths and one half bath, ideal for guests or multigenerational living. Upstairs, spacious oversized bedroom suite with an updated full bath and walk in closet to accommodate every lifestyle. The fully finished basement provides exceptional space for recreation, fitness, hobbies, or storage. Outdoors, a beautifully landscaped backyard creates a peaceful retreat, complete with a heated Gunite in-ground pool and patio—perfect for relaxing, entertaining, and enjoying the privacy of the setting. Additional highlights include natural gas heating and cooking, central air conditioning, complete new roof 2024, all hardscape in patio completed 2022, freshly painted exterior 2026 and thoughtfully maintained interiors throughout. Combining a sought-after Muttontown location, the prestigious Jericho School District, and a versatile floor plan, this is a home designed for comfortable living and memorable gatherings. Community Tennis Court, Community Pickleball Court.

70 Karol Place, Muttontown

$1,099,000
4 Beds 2 Baths 1023817 MLS
2,787 SF OF LIVING SPACE-4/5 BEDROOMS-MAJOR MECHANICAL & UTILITY UPGRADES-LARGE PROPERTY-90' WATERFRONT-QUICK BAY ACCESS-WESTERN SUNSETS. Nearly 2,800 SF of interior living space sets this substantial 4/5-bedroom home apart, offering the room, flexibility & scale increasingly difficult to find on the South Shore waterfront. Generous living & entertaining areas, oversized bedrooms & flexible-use spaces provide abundant room for family, guests, entertaining & working from home. RENOVATED FAR BEYOND COSMETIC FINISHES, extensive improvements to major systems, utilities, interior & exterior include a brand-new roof, whole-house water filter, high-efficiency wall-mounted boiler/water heater, new 3-zone heating/cooling w/ new ductwork, new electrical panel & new utility service. Outside, the large property offers expansive decking/entertaining areas, generous lawn, great-sized yard & approximately 91' of newer bulkhead providing substantial dockage. Tucked away in a quiet waterfront location w/ minimal through traffic, enjoy exceptional privacy while remaining just minutes by boat from the open bay. Coveted western exposure delivers beautiful water views & spectacular sunsets. Inside, a newly tiled foyer opens to a full-size formal dining room w/ hardwood floors, oversized window & whole-house audio. The centerpiece is a one-of-a-kind 1920s-inspired luxury kitchen blending classic craftsmanship w/ modern amenities. Quartzite countertops complement a hand-hammered copper sink, mosaic copper backsplash, pot filler, exhaust hood, under-cabinet & recessed lighting & hardwood floors. Premium appliances include a 36" dual-fuel SS range w/ gas cooktop, Sub-Zero refrigerator/freezer & SS dishwasher. A large walk-in butler's pantry provides exceptional storage & prep space. The kitchen flows into a vaulted-ceiling room w/ skylight, built-in audio & fully retractable 6' glass wall opening directly to the deck, where bar-height seating accommodates up to 12 overlooking the water. The dramatic living room features an oak accent wall, 100" flat-panel TV, recessed lighting, hardwood floors & fully retractable 10' glass wall opening directly to outdoor seating. A dedicated laundry room w/ pedestal W/D, folding station & storage, plus a full bath, complete this area. The first floor also offers 2 versatile bedrooms ideal for family, guests or home-office use. One enjoys abundant morning light, while the other features oversized windows, data wiring & speaker-hub connections, ideal for an executive office. A magnificent two-tier staircase w/ chandelier leads upstairs to new oak flooring, impressive 92" pecan-finished doors & integrated home audio. The spacious hall bath features radiant-heated floors, soaking tub w/ granite surround, oversized walk-in shower w/ granite bench, dual-sink vanity & large linen closet. Two generously sized secondary bedrooms provide additional flexibility, including one w/ peaceful lagoon & private marina views. The expansive primary bedroom showcases the home's impressive scale & western waterfront setting w/ soaring vaulted ceilings, loft storage, 2 closets, built-in speakers & fully retractable 10' glass wall opening to a brand-new private balcony. Wake to beautiful water views & end each day w/ spectacular western sunsets. Second-floor bedrooms are hardwired for TV & internet. Low taxes of just $16,100, grieved & going lower, plus Low Flood Insurance $412. Convenient to shopping, restaurants, schools, public transportation, Wantagh State Parkway & Seaford-Oyster Bay Expressway. COMPARE WHAT YOU CAN'T EASILY ADD LATER: nearly 2,800 SF of living space, 4/5 bedrooms, large property, 91' waterfront, substantial dockage, secluded low-traffic location, quick open-water access & western exposure—then add extensive renovations, updated major utilities & mechanicals, expansive outdoor living & spectacular sunsets. A truly rare South Shore waterfront combination.

2706 Peconic Avenue, Seaford

$4,595,000
6 Beds 8 Baths 1029380 MLS
Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand foyer and soaring ceilings introduce generously proportioned living and dining spaces, a spacious sitting room and a chef’s kitchen with a large center island, breakfast nook and high-end Sub-Zero and Bosch appliances. Radiant-heated floors enhance the kitchen, primary suite and an additional bedroom. Walls of glass create a seamless connection to the extensive decking, swimming pool, cascading stone water feature and lush grounds. The finished lower level is designed for recreation and wellness, with a large recreation room, gym, sauna, wine cellar, laundry and abundant storage. Additional highlights include a home office, flexible guest accommodations, five-zone central air, a backup generator, a newer roof, an oversized three-car garage and a private tennis court. A rare Brookville estate offering privacy, space and exceptional indoor-outdoor living.

24 Emerson Road, Brookville

$888,888
4 Beds 2 Baths 1028614 MLS
A GOLDEN OPPORTUNITY in Floral Park Village! Once upon a time… you found the home that’s just right! Welcome to 67 Cedar Place, a beautifully appointed high anch nestled mid-block in the heart of desirable Floral Park Village. Offering two full levels of living space, this move-in ready home provides the flexibility today’s buyers are looking for—perfect for an extended family, multi-generational living, or anyone who appreciates spacious, versatile living. The updated granite kitchen features stainless steel appliances, gas cooking, and plenty of space to prepare meals and gather with loved ones. Two beautifully renovated full bathrooms add modern comfort and style. Step outside to your own private retreat, complete with a gorgeous patio, deck, secluded backyard, and welcoming front yard—ideal for entertaining, relaxing, or simply enjoying the outdoors. Commuters will love being just 3–5 minutes by car to the Floral Park Long Island Rail Road station, making travel to NYC and beyond incredibly convenient. Take advantage of the nearby Floral Park recreation center, dining and shopping. Floral Park SD Whether you’re starting your next chapter, accommodating a growing family, or simply looking for a home that checks all the boxes, 67 Cedar Place is the Golden home that’s “just right.” Don’t miss this wonderful GOLDEN OPPORTUNITY!

67 Cedar Place, Floral Park

$2,288,888
6 Beds 6 Baths 1020613 MLS
Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury

$25,000,000
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

$2,095,000
3 Beds 2 Baths 1000703 MLS
Experience refined coastal living in the prestigious Lido Beach Dunes. one of the South Shore’s most desirable private beach communities. Set along semi-private roads with exclusive beach access just seconds from the shoreline, this expanded contemporary ranch offers an exceptional combination of privacy, space, comfort, and effortless coastal living. The bright, open floor plan is ideal for both entertaining and relaxed everyday living, with soaring cathedral ceilings, expansive windows, abundant natural light, and multiple glass doors that create a seamless connection between the interior and outdoor spaces. Completely remodeled in 2002 with quality craftsmanship throughout, the home features Andersen windows and glass doors, thoughtfully designed lighting, track lighting, and ceiling fans. Three-zone central air conditioning and gas forced-air heating provide year-round comfort, complemented by a brand-new Navien boiler with hot water on demand. The updated chef’s kitchen is designed for both function and entertaining, offering new stainless-steel appliances, a six-burner stove, dual sinks, generous counter space, and abundant cabinetry. Multiple glass doors open to a spacious deck, fenced paver patio, backyard, and side yards, creating wonderful spaces for outdoor dining, entertaining, or simply enjoying life by the beach. A five-zone in-ground sprinkler system makes maintaining the landscaping easy, and the home is also equipped with an alarm system. The residence offers three spacious bedrooms and two full bathrooms, along with a washer and dryer, excellent interior storage, and three substantial exterior storage closets. A particularly rare feature for this beach community is the oversized private driveway accommodating six or more vehicles, providing exceptional parking for residents and guests alike. Ideally located near the Lido Golf Course, local restaurants and shops, houses of worship, the Long Beach area, and convenient LIRR access, this home provides the tranquility of a private coastal community while remaining easily accessible to transportation and everyday conveniences. Move-in ready and available for immediate occupancy, this exceptional Lido Beach Dunes property presents a rare opportunity to enjoy the privacy, lifestyle, and beauty of one of Long Island’s premier beachfront communities.

33 Bath Street, Lido Beach

$4,999,999
6 Beds 4 Baths 982362 MLS
Set on 18 private acres in Centre Island, this 5,300 square foot estate offers a rare combination of land, privacy, and scale in one of the most exclusive enclaves on the North Shore. The property features manicured grounds with a wooded perimeter for complete privacy, a long private driveway, and a 3-car garage. A coastal lake sits directly on the property, creating a setting that is virtually impossible to replicate in the area. The in-ground pool and spa add to the estate feel. Inside, the home was extensively renovated in 2003 and offers hardwood floors throughout, a chef’s kitchen with Viking appliances and four ovens, and five fireplaces, including four wood-burning and one gas. The home includes six spacious bedrooms. The primary suite is its own wing, featuring a private office, recreation room, large bathroom, and three closets. Located within the Incorporated Village of Centre Island, a small, private community with a population of just over 400 residents, known for its exclusivity, natural surroundings, and its own dedicated police force providing added security and privacy. A truly unique offering with scale, setting, and privacy that is rarely available. Some photos may be digitally enhanced or virtually staged.

235 Centre Island Road, Centre Island

$2,874,000
4 Beds 3 Baths 955339 MLS
Nestled in the Prestigious hamlet of Oyster Bay Cove in part of the exclusive Laurel Cove private association. This magnificent custom French Chateau enchants the moment you arrive. A grand estate entrance framed by lush privacy gardens sets the tone for a true storybook experience. Inside a breathtaking wedding style staircase makes a dramatic first impression. The elegant library wing features coffered ceilings, custom built-in book shelving, and a charming marble faux-tiled fireplace that creates a warm and refined retreat. The primary suite is a sanctuary of luxury, boasting 14-foot ceilings and floor-to-ceiling French doors that open seamlessly to the pool and gardens. A boutique-style formal dressing room-complete with a sliding ladder to maximize storage-leads to a spa-inspired bath. The soaking tub, perfectly positioned beside French doors opening to the gardens, offers a serene indoor-outdoor experience. Designed for grand entertaining, the formal living room parlor features soaring 14-foot ceilings, six French doors opening to the pool and front porch terrace, a stately Rumford fireplace-evoking the elegance of a private ballroom. The formal dining room is equally refined, with coffered ceilings and custom built-in cabinetry for fine China and serving pieces. The farmhouse-style kitchen is both inviting and dramatic, centered around a second Rumford fireplace and flowing through French doors into a spectacular wall-of-glass conservatory-greenhouse. Rich hardwood floors run throughout the main level enhancing the warmth and sophistication. Two graceful staircases lead to separate bedroom wings, offering both privacy and architectural distinction. The second floor east Wing has 2 bedrooms sharing a Jack and Jill Bathroom. The west wing is set to be a 5th bedroom currently being used as a office-storage space, Heat and AC access is avaialble, oversized laundry/ storage room. The The tranquil park-like grounds are an entertainer's dream, accessible through 17 French doors. The property features a gunite in-ground-pool, custom paver patio, fountain, firepit, and lush, professionally landscaped gardens. Every modern luxury is included: Central air conditioning, generator, in-ground sprinkler system, 300-amp electrical service, central vacuum, wine cellar, part-finished basement, workshop and a 2 1/2 car garage. Enjoy private beach access, enjoy swimming, boating , playground, with breathtaking views of Cold Spring Harbor, along with deeded-mooring rights, racks for kayaks. Ideally located near " Sagamore Hill "summer home of Theodore Roosevelt. fine dining, shopping, and the Long Island Railroad, this extraordinary estate offers a rare opportunity to live a truly enchanted lifestyle. A storybook life awaits on the North Shore's most desirable coastal communities.

38 Tiffany Road, Oyster Bay Cove

$3,750,000
6 Beds 6 Baths 973588 MLS
Tucked away on a serene private road just minutes from the storybook charm of Locust Valley, this Mediterranean-style Colonial is a true estate of distinction. Sited on 5+ pristine acres, seamlessly blends classic elegance with modern luxury. Designed with both grandeur and comfort in mind, the home features two gracious primary suites on the main level, a total of 6 spacious bedrooms, 5 full bathrooms, and one half bath. Soaring 10-foot ceilings enhance the sense of openness throughout, while rich oak hardwood floors provide warmth and sophistication in every room. The heart of the home is a massive chef’s kitchen, thoughtfully appointed for both entertaining and everyday living. A timeless oak-paneled library offers a refined retreat for work or leisure. The layout is perfectly made for making entertaining a seamless, enjoyable experience. Recently renovated, upstairs bathrooms, along with brand new HVAC systems, and a newly constructed three-car garage, ensure turnkey ease and modern comfort. Full partially finished basement, with walkout to outside. "The Last of the Mohicans" on a highly desirable private road in Matinecock, this extraordinary property offers rare privacy and elegance in one of Long Island’s most coveted enclaves. Close proximity to LIRR (train), renowned golf courses, and schools makes this a desired location. A truly unique offering that must be seen to be appreciated.

406 Duck Pond, Locust Valley

$7,800,000
5 Beds 4 Baths 890164 MLS
Set on over two acres of pristine waterfront along the shoreline of Sands Point, this custom-built contemporary beach house, masterfully designed by award-winning architect Daniel Schartzman, is a true architectural masterpiece. Thoughtfully designed to embrace its breathtaking setting on the Long Island Sound, the residence features soaring walls of glass and oversized windows that bathe the interiors in natural light while capturing uninterrupted water views from nearly every angle. A timeless work of art, the home showcases exceptional design elements including cedar-paneled ceilings, a bamboo front door, natural travertine-clad walls, grasscloth wallpaper, and a sculptural curved double-sided fireplace that anchors the open living spaces. At the heart of the home lies a stunning glass-enclosed conservatory - blurring the lines between indoors and nature - creating a tranquil centerpiece that sets this residence apart. This residence has 4/5 bedrooms, 3.5 custom bathrooms, and an attached garage. The main-level primary suite opens directly to a serene waterfront terrace through sliding glass doors. Each bathroom is exquisitely appointed with bespoke vanities, intricate tilework, and beautiful stained glass windows. Seamless floor-to-ceiling storage solutions throughout the home contribute to its clean, minimalist aesthetic. Outdoors, a sprawling sun-soaked patio provides the perfect setting for both relaxation and entertaining, leading to a private sandy beach and a sunken outdoor shower - an ideal touch for rinsing off after a day by the water. Additionally, a resort-style in-ground pool with a cascading waterfall feature enhances the outdoor experience, while a spacious pergola offers a shaded retreat to take in the sweeping coastal panorama. The home is framed by a round pebble driveway and lush, manicured landscaping, creating a picture-perfect setting. A gated entry courtyard provides a dramatic sense of arrival, unveiling a stunning walkway that leads through the conservatory and on to the front entrance. Meticulously maintained and masterfully designed, this waterfront haven represents the pinnacle of elevated coastal living.

96 Old House Lane, Sands Point

$5,585,000
9 Beds 12 Baths 885874 MLS
Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

60 Piping Rock Road, Upper Brookville

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.