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34 Old Neck Road S, Center Moriches
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 962580 MLS
Set on four acres of waterfront land once part of the 100-acre Masury Estate known as Beaurivage (“Beautiful Shore”), 34 Old Neck Road South in Center Moriches honors the history of its surroundings while embracing contemporary design and building practices. Reached by a private allee of mature linden trees, the approach itself is a statement, a quiet and dramatic introduction to the 2020 Lindal-designed residence beyond. The ground level entry foyer provides access to the garage and generous storage areas before leading upstairs to the primary living level of the home. There, soaring ceilings and expansive floor-to-ceiling windows define the great room, creating a seamless connection to the landscape and a sense of being fully immersed in the property throughout the seasons. The spacious eat-in kitchen, complete with pantry and adjacent laundry room, balances everyday functionality with thoughtful design. Whether preparing a simple meal or hosting a larger gathering, the layout supports both ease and efficiency. A fireplace anchors the main living space, while a second fireplace in the screened-in porch extends the living experience outdoors, offering a comfortable setting to enjoy fresh air and river breezes well into the cooler months. Just off the living room and kitchen, a den provides additional flexible space for entertaining or relaxing. Two guest bedrooms, each with en suite baths, offer privacy and separation from the main living areas. Occupying the top floor, the primary suite serves as a private retreat with its own en suite bath and walk-in closet. A Juliet balcony creates a treehouse-like vantage point overlooking the grounds and the Forge River beyond. A loft open to the great room offers additional flexibility, ideal for a home office, reading lounge, or secondary sitting area. Outdoors, the heated saltwater pool and covered cabana with wetbar enhance summer living and entertaining. A winding path leads from the backyard to the shoreline of the Forge River, providing direct access to the water and a peaceful setting for reflection. Built to be FEMA compliant, and engineered to meet current floodplain standards, this home offers both peace of mind and long-term resilience in this waterfront setting. Solar panels further enhance efficiency, reducing operating costs while supporting a more sustainable way of living. Center Moriches has long been appreciated as a waterfront destination, once home to a collection of bayfront hotels that drew visitors seeking a seasonal escape. Today, this property offers the opportunity to continue that tradition as either a refined year-round residence or a private seasonal retreat.

34 Old Neck Road S, Center Moriches

19014 Haywood Road, Hollis
$2,249,000
6 Beds ⋅ 5 Baths ⋅ 1041537 MLS
Welcome to 190-14 Haywood Road, an impressive recently renovated brick residence located in the highly desirable Jamaica Estates neighborhood. Offering approximately 4,200 square feet of total space on an expansive approximately 9,000-square-foot lot, this home combines exceptional size, comfort, and a versatile layout. Step inside through the grand foyer and discover a beautifully updated interior featuring a brand-new kitchen and renovated bathrooms throughout. The first floor offers a spacious family room, generous living and entertaining areas, and two bedrooms, providing flexibility for guests, a home office, or multigenerational living. Upstairs, you'll find four additional bedrooms, including an expansive primary suite with its own private full bathroom. With a total of 6 bedrooms and 4.5 bathrooms, the home provides plenty of room for comfortable everyday living. Enjoy outdoor space from multiple areas of the property, including front and rear balconies, a side deck, and a rear gazebo overlooking the beautifully maintained landscaping. The home also features a basement with a separate outside entrance, adding even more flexibility to this already substantial property. With its solid brick construction, recently renovated interior, approximately 4,200 square feet of total space, and oversized approximately 9,000-square-foot lot, 190-14 Haywood Road presents a rare opportunity to own a substantial home in one of Queens' most sought-after residential neighborhoods.

19014 Haywood Road, Hollis

33 Greenbriar Drive, Chappaqua
$2,249,000
3 Beds ⋅ 4 Baths ⋅ 973551 MLS
Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods. This exceptional David Graham-designed luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience, just minutes to Metro North, downtown Chappaqua, and Chappaqua Crossing featuring Whole Foods Market and Life Time. Living like a 5-bedroom home, this luxury home for sale in Chappaqua showcases exceptional craftsmanship throughout with Juliet balconies, copper-topped cupolas, Belgian block-lined driveways, soaring ceilings, custom millwork, and walls of glass that flood the interiors with natural light. A dramatic curved staircase welcomes you into elegant yet comfortable living spaces designed for both everyday living and sophisticated entertaining. The chef’s kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and European mosaic tilework, seamlessly connecting to the formal and casual gathering spaces. Highlights include a sophisticated library with gas fireplace, a stunning vaulted family room, and an impressive entertainment lounge with a wood-burning fireplace, wet bar, Viking wine refrigerator, and custom built-ins. The luxurious primary suite offers a gas fireplace, oversized dressing room, and spa-inspired bath, delivering the ultimate private retreat. Outside, the property lives like a private resort with a heated saltwater pool, outdoor fireplace, expansive patios, built-in grill, fire pit, poolside grotto with shower and changing area, gazebos, and a half basketball court with spotlighting. This exceptional Chappaqua estate offers luxury living, privacy, and resort-style amenities in one of Westchester’s most sought-after communities, known for top-rated schools, vibrant downtown, and easy NYC commute. A rare opportunity to experience estate-style living and the quintessential Chappaqua lifestyle at its finest.

33 Greenbriar Drive, Chappaqua

106 West Walk, Saltaire
$2,249,000
4 Beds ⋅ 2 Baths ⋅ 989268 MLS
Welcome to 106 West Walk. Set on an expansive and exceptionally rare six-lot parcel, this one-story residence presents a remarkable opportunity to craft a truly bespoke Fire Island retreat in one of the island’s most naturally beautiful and private settings. Ideally situated in the desirable village of Saltaire and directly bordering the protected landscape of the Fire Island National Seashore between Saltaire and Kismet, the property offers a level of seclusion, tranquility, and uninterrupted natural beauty that is increasingly difficult to find. Surrounded by native vegetation, and preserved land, the setting evokes the timeless character of old Fire Island while still offering convenient access to the vibrant communities, beaches, restaurants, ferry access, and social amenities of both Saltaire and Kismet. The adjacent protected seashore land creates an extraordinary sense of openness and privacy, with sweeping natural vistas and a soothing backdrop. The existing residence encompasses approximately 1,500 square feet and currently offers four bedrooms and one-and-a-half baths, providing a solid foundation for renovation, expansion, or complete reimagination. The home’s flexible single-level layout lends itself to effortless beach living, while the oversized parcel opens the door to countless possibilities for customization. Whether envisioning a sophisticated modern coastal residence, a classic cedar-shingled beach house, or a relaxed compound designed for generations of summer memories, the property offers the scale and setting to bring virtually any vision to life. With six lots of land—a rarity in itself on Fire Island—the property offers expansive decking, exceptional outdoor entertaining spaces, lush landscaping, guest accommodations, or additional recreational amenities, all while maintaining an extraordinary sense of privacy and connection to nature. The sheer breadth of the parcel creates a feeling more akin to a private coastal estate than a traditional beach property. Offered for the first time in years, this is more than simply a home—it is a legacy property with limitless potential in one of Fire Island’s most coveted and tightly held locations. Combining size, privacy, protected surroundings, and unmatched opportunity, this is a rare chance to create a one-of-a-kind island sanctuary tailored entirely to your vision and lifestyle. Photos may include AI enhancements or virtual staging.

106 West Walk, Saltaire

238 Beaver Dam Road, Brookhaven
$2,244,900
3 Beds ⋅ 4 Baths ⋅ 1004058 MLS
A Rare Waterfront Estate in Brookhaven Hamlet | 600 Feet of Shoreline | 2.18 Acres Discover an extraordinary waterfront property in the heart of Brookhaven Hamlet, where breathtaking views, exceptional privacy, and a truly unique lifestyle come together. Set on 2.18 acres with approximately 600 feet of shoreline, this remarkable offering is a dream for boating enthusiasts, car collectors, and anyone seeking a private waterfront retreat just moments from the charm, boutiques, and dining of Bellport Village. A private dock makes life on the water an integral part of the experience, while multiple decks, including a rooftop deck, offer spectacular vantage points to enjoy the amazing water views, surrounding natural beauty, and unforgettable sunsets. Expansive grounds and a secluded setting create a rare sense of peace and privacy. Inside, the home features three en-suite bedrooms, including a distinctive primary suite with its own fireplace—a welcoming private sanctuary. Car enthusiasts will appreciate the impressive four-to-five-car garage, offering exceptional space for a prized automobile collection, specialty vehicles, and recreational equipment. Abundant storage throughout the property adds versatility, while additional space offers the potential for a private gym, personal fitness studio, or hobby room. Geothermal heating and cooling provide year-round comfort with an energy-conscious approach. From the extraordinary shoreline and private dock to the multiple outdoor viewing areas and impressive garage capacity, every aspect of this property offers possibilities beyond the ordinary. Enjoy the best of waterfront living with room to pursue your passions, entertain, and unwind in complete privacy, all while remaining close to Bellport Village. A truly one-of-a-kind waterfront property offering exceptional shoreline, spectacular views, privacy, and versatility. For the boating enthusiast, the automobile aficionado, or anyone seeking something extraordinary, this is a must-see opportunity.

238 Beaver Dam Road, Brookhaven

149 67th Street, Brooklyn
$2,240,000
3 Beds ⋅ 3 Baths ⋅ 1021430 MLS
Nestled on a quiet, tree-lined residential street in the heart of Bay Ridge, this beautifully renovated semi-detached single-family home sits on an exceptional 40' x 120' lot—a true rarity in the neighborhood. Offering four finished levels of living space, including a full finished basement and finished attic, this residence features 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout that blends comfort, style, and functionality. The modern kitchen showcases quartz countertops, abundant white cabinetry, stainless steel appliances, and a dishwasher, serving as the centerpiece of the main level while seamlessly connecting to the living and dining areas. Filled with natural light from numerous windows, the open-concept layout features tile flooring throughout the main level and basement, recessed lighting, and split-system HVAC for year-round comfort. A decorative fireplace adds warmth and charm to the living space, while a dedicated laundry area, generous closet space, and a thoughtfully designed layout enhance everyday comfort and convenience. From the inviting covered front porch with an awning to the expansive backyard, this home offers exceptional outdoor living. The private backyard provides ample space for entertaining, outdoor dining, gardening, or simply relaxing. A wide private driveway and an oversized detached four-car garage complete the property, offering an uncommon combination of convenience, parking, storage, and versatility in the heart of Bay Ridge. Ideally located in one of Brooklyn's most sought-after neighborhoods, this home is just minutes from the R subway line, multiple local and express bus routes, the Belt Parkway, and the NYC Ferry at the Bay Ridge Ferry Terminal. Enjoy easy access to Owl's Head Park, Shore Road Park, and the scenic Shore Parkway Greenway. Bay Ridge's renowned restaurants, cafes, shopping, supermarkets, and neighborhood conveniences are all just moments away, making this an exceptional opportunity to enjoy the very best of Brooklyn living.

149 67th Street, Brooklyn

14 Freds Lane, Shelter Island
$2,239,000
6 Beds ⋅ 4 Baths ⋅ 978923 MLS
Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with natural light and a sense of grandeur. The main home includes four spacious bedrooms and three full baths, offering comfortable accommodations for residents and guests. An attached two-car garage provides convenience, with a versatile bonus room above—perfect for a media room, studio, or additional lounge space. Just across the yard, a charming private cottage offers two bedrooms, a full bath, a living room, and a kitchenette—ideal for guests or a private retreat. Outdoor living is equally inviting. The kitchen opens to a generous deck designed for effortless entertaining, overlooking beautifully landscaped grounds. Enjoy warm summer days by the heated gunite pool, relax around the firepit area, and take in the peaceful surroundings of this southwest-facing property. Across the street, access to West Neck Creek makes kayaking and paddleboarding effortless, offering a true water-lover’s escape. A rare opportunity that captures the essence of coastal living on Shelter Island—where comfort, style, and exceptional indoor-outdoor spaces come together in a truly special setting

14 Freds Lane, Shelter Island

134 Wooleys Lane, Great Neck
$2,226,000
4 Beds ⋅ 3 Baths ⋅ 1004681 MLS
Welcome to 134 Wooleys Lane in the heart of Great Neck — a beautifully designed Center Hall Colonial offering an expansive open-concept floor plan ideal for both everyday living and entertaining. This spacious residence features approximately 3,200 square feet of living space set on an oversized 10,000 square foot property. This exceptional home includes a chef’s kitchen with skylights that fill the interior with natural light, oversized entertaining areas, and a warm, inviting living room with a fireplace. The seamless flow between the main living spaces creates the perfect setting for hosting gatherings of any size. Offering 4 bedrooms, 2 full bathrooms, and a half bath, this home also includes a full finished basement providing additional recreation, office, gym, or guest space. Outdoors, enjoy multiple patios and decks overlooking the expansive backyard, an ideal retreat for outdoor dining and entertaining. Additional features include central air conditioning and heating systems, generous room sizes, and exceptional indoor-outdoor living. Conveniently located near shopping, restaurants, parks, the Great Neck LIRR station, and schools.

134 Wooleys Lane, Great Neck

122 Regent Street Unit #5, Call Listing Agent
$2,210,750
3 Beds ⋅ 3 Baths ⋅ 1035579 MLS
This grand Tudor style building was established in 1940 & later became the Waldorf School of Saratoga Springs. Now it's taken on a brand-new life. Inside the brick & Tudor walls are newly constructed luxurious high-end residential units, w/ impeccable finishes. Each condo features quartz countertops, an elevated appliance package, a great room w/ coffered ceilings, & hardwood floors throughout w/ a stunning herringbone pattern on the first floor. These 3 bedroom, 2.5 bath condos Now Occupying! If you are looking for the luxury lock & leave lifestyle, close to the Saratoga Race Course, Congress Park & Award-Winning Broadway, you have found it at The Waldorf. Each unit also corresponds to a garage or carport. Units 5 features a private roof top terrace. Some photos virtually staged or AI Generated.

122 Regent Street Unit #5, Call Listing Agent

4300B Henneberry Road, Pompey
$2,200,000
5 Beds ⋅ 6 Baths ⋅ S1723375 MLS
An extraordinary private estate where architectural grandeur meets resort-style living! Nestled amid approximately 50 wooded acres, this custom-designed Andy Ramsgard residence is approached by a winding, quarter-mile paved drive, offering exceptional privacy and a memorable sense of arrival. With over 6,000 square feet of living space, the five-bedroom home showcases impressive craftsmanship and expansive gathering spaces. Timber-frame beams, vaulted Douglas fir ceilings, reclaimed cherry hardwood floors, custom cherry millwork and massive stone fireplaces create warmth and distinction. A dramatic two-story great room with natural stone flooring and an overlooking upper gallery highlights the home’s remarkable scale. Radiant floor heating adds comfort throughout. The spacious kitchen features custom cabinetry and Sub-Zero refrigeration, with inviting gathering areas and multiple decks overlooking the landscaped grounds and woodland. Three bedrooms enjoy private baths, while two additional bedrooms share a connecting bath, offering comfort and privacy for family and guests. Outdoors, a beautifully landscaped resort-style retreat awaits. The saltwater pool features a rock waterfall and slide, complemented by a six-person hot tub, expansive stone patios, a custom-built outdoor grilling and entertaining area, and a welcoming fire pit. A detached pool house with kitchenette, full bath, air conditioning and laundry makes poolside gatherings effortless. Beyond the manicured grounds, extensive woodlands, a picturesque ravine and meandering stream invite exploration. A rare combination of architectural distinction, exceptional outdoor amenities and extraordinary seclusion.

4300B Henneberry Road, Pompey

220 Woods Drive, Ancramdale
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 1055693 MLS
Smith Hill Farm, set on over 112 acres, and surrounded by conserved land in Ancramdale is tucked away at the end of a peaceful country road with expansive views of the Taconic Range. This 19th century farmhouse, the home for two artists for over 50 years, is in a quiet and idyllic location with three ponds, a guest cottage and a massive, heated barn with numerous workspaces. The three bedroom, three full bath house has a primary bedroom on the first floor with a bath ensuite. Beautiful wood and tiled floors are throughout the house. The living room has a vaulted ceiling, an impressive wood burning fireplace and lovely views of the swimming pond. French doors open to a sunroom off the living room and on the other side, the kitchen has a convenient spot for casual dining, lined with vintage cabinetry and glass doors to the outdoor deck. The large dining room with custom bookcases and cabinetry, opens to a 480 square foot screened porch that overlooks a pond and has ample space for all day relaxing and dining. A convenient second full bath on the first floor has the laundry. Upstairs is a large family room, an office and a second bedroom with a large ensuite spa bathroom with a soaking tub, bidet, tiled shower, double vanities, Shaker style built in cabinetry and a sauna. The third bedoom, with a walk in closet, has a second means of access with a staircase from the kitchen. Outside a short walk to the barn has 3,000 square feet of heated work space, gallery space, numerous offices, finished storage space, a racquet ball court, workshop and a full bath. The property also has a four bay carport, an additional three bay shed, a barn that once was the home for donkeys and a tennis court in need of attention. Automatic house generator in the event of power outages. Conservation easement on the property. The guest cottage has been rented for many years and provides income but can be conveyed vacant. A spectacular country location but within walking distance to the Farmer’s Wife for wonderful farm to table food. An area rich with farms, bucolic views and outdoor hiking. A short drive to Millerton, Pine Plains or Hudson and just across the border from Litchfield County and the Berkshires. Easy access to Metro North or Amtrak and less than a two hour drive from NYC. The Smith Hill Farm is a very special property with so many options and now is ready for the next chapter.

220 Woods Drive, Ancramdale

12 Hearthstone Circle, Scarsdale
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 1060276 MLS
Welcome to this stunning Contemporary Edgemont home, privately situated on a tranquil cul-de-sac near Sunningdale Country Club. Surrounded by beautiful natural views, this spacious home offers exceptional privacy, an open layout, and a flexible floor plan ideal for today’s multigenerational lifestyle. A dramatic entry opens to the expansive living and dining areas, perfect for entertaining and large gatherings. A spectacular sunroom with soaring ceilings and expansive windows seamlessly connects the kitchen to the lush backyard, bringing natural light and outdoor beauty into daily life. The main level offers three bedrooms, including a spacious primary suite with a walk-in closet and en-suite bath—an ideal setup for anyone seeking convenient one-level living. Upstairs are two additional generously sized bedrooms, a full bath, and flexible play/tatami space, creating a separate private area. The lower level provides even more versatility with a gym, media/entertainment room, full bath, and au-pair/guest room. With multiple living zones across three levels, this unique home allows all to live together comfortably while maintaining their own privacy and personal space. A rare opportunity in the Edgemont School District!

12 Hearthstone Circle, Scarsdale

34 Hevelyne Road, Elmsford
$2,200,000
6 Beds ⋅ 5 Baths ⋅ 1004898 MLS
Set within the beautiful grounds of Knollwood Country Club, 34 Hevelyn Road is a captivating 1928 Tudor that beautifully blends timeless character and charm with thoughtfully updated interiors and an impressive array of modern amenities. From the street, the home makes a memorable first impression with exceptional curb appeal, an expansive front lawn, and a picturesque setting that provides a wonderful sense of privacy and presence. The location is equally appealing, with easy access to New York City, Metro-North trains, major highways, restaurants, shopping, and everyday conveniences. Inside, original architectural details are complemented by sophisticated, inviting spaces designed for comfortable living and entertaining. The main level features a welcoming foyer, spacious family room with wide-plank hardwood floors, recessed lighting, elegant sconces, and a wood-burning fireplace with distinctive wood mantle. French doors open to the outdoor spaces, while a charming sunroom with flagstone flooring provides a peaceful retreat. The sophisticated library/office offers hardwood floors, custom built-ins and bookshelves, recessed lighting, and a gas fireplace with marble surround. At the heart of the home is a stunning chef’s kitchen featuring two skylights, exposed wood beams, white quartz countertops, subway tile, glass-front cabinetry, extensive custom storage, and a large center island with breakfast bar. A walk-in pantry and second pantry with pull-out shelving provide exceptional storage. Premium appliances include an extra-wide Thermador refrigerator and Wolf six-burner gas range with double ovens. The adjoining dining room features hardwood floors, elegant sconces, and French doors opening directly to the covered patio for seamless indoor-outdoor entertaining. Upstairs, the spacious primary suite offers hardwood floors, custom shades, a custom walk-in closet, and a luxurious bath with spacious walk-in shower, freestanding soaking tub, and radiant heated floors. Three additional bedrooms provide generous accommodations, including an ensuite bedroom with updated private bath and another bedroom with access to a beautifully renovated adjoining bath. Two versatile bonus rooms offer flexibility for offices, a gym, sitting rooms, playrooms, or guest spaces. A separate hall bath and generous linen storage complete the level. The fully floored walk-up attic includes a cedar closet and additional storage. The home also offers an expansive lower level providing approximately 1,400 square feet of additional space currently designated for storage. The expansive, level backyard is one of the home’s most compelling features, offering exceptional space for entertaining, recreation, gardening, or simply enjoying the privacy of the setting. A heated Gunite pool, creates a resort-like destination just outside the home. The covered patio is ideal for outdoor dining and lounging, while the generous lawn provides plenty of room for gatherings and play. A separate shed offers convenient storage. Additional highlights include a heated two-car attached garage with custom cubbies, shoe rack, built-in shelving and drain; plaster walls; ten-zone heating; invisible dog fence, and an advanced AI-based security system with 24/7 surveillance, cameras, and motion sensors. Additional inclusions include an EV charger, whole house generator, second refrigerator, window treatments and draperies, TVs and brackets, light fixtures, and movie/projector equipment, all offered as-is. With its distinctive Tudor architecture, exceptional curb appeal, expansive grounds, Knollwood Country Club setting, and remarkable indoor and outdoor amenities, 34 Hevelyn Road offers a rare combination of character, lifestyle, convenience, and privacy.

34 Hevelyne Road, Elmsford

422 Montauk Highway, Southampton
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 1049213 MLS
A rare opportunity south of the highway in coveted Shinnecock Hills, this distinctive property offers the perfect canvas for creating an exceptional Hamptons retreat. Set on just shy of an acre surrounded by mature trees, this recently refreshed Contemporary homecombines substantial living space, versatile accommodations and remarkable potential. Approximately 3,000 square feet of living space features a total of 4 bedrooms, 3 bathrooms, soaring cathedral ceilings, custom doors and sliders, a wood-burning fireplace and refined updates throughout. The second-floor primary suite is a private sanctuary with an ensuite bath, private balcony and separate lounge area. Adding an exceptional level of flexibility is a separate two-level guest/in-law suite with its own private entrance and separate kosher kitchen, offering an ideal retreat for extended family and guests-or an inspiring space for a home office, studio or additional living quarters. Thoughtfully designed for modern Hamptons living, the residence also offers two laundry areas, multi-zone HVAC, an attached two-car garage and a full unfinished walkout basement spanning the footprint of the home, presenting significant potential for future expansion and customization. The outdoor experience is equally impressive. An extraordinary 1,800-square-foot, three-level wraparound deck extends dramatically from the interior living spaces, creating an expansive setting for sophisticated entertaining, and effortless summer living. With ample room for a pool and additional opportunities to enhance the grounds, the property invites a truly personalized vision.Ideally positioned just moments from both bay and ocean beaches and minutes from Southampton Village, this is a compelling opportunity to create a distinctive luxury retreat in one of the Hamptons' most coveted locations.

422 Montauk Highway, Southampton

8 Boathouse Road, Hampton Bays
$2,200,000
11 Beds ⋅ 6 Baths ⋅ 1045061 MLS
NEW! Unique Mid-Century Six-Cottage Compound in Shinnecock Hills First time ever on market opportunity to own an original mid-century cottage compound in the sought-after Shinnecock Hills. Set on a flat 1.16-acre parcel with R-20 zoning, the property consists of six cottages, offering a unique opportunity for investment, rental income, personal use, or a combination of all three. Five of the cottages, each approximately 500 SF, have 2 bedrooms, one bath and open kitchen, dining, living area. One cottage, approximately 800 SF, has one bedroom, one bath and open kitchen, dining, living area. Just a quarter mile from Peconic Bay, with the Town boat launch conveniently located around the corner, the property puts boating, fishing, kayaking, and waterfront recreation within easy reach. Multiple renowned waterfront restaurants along Peconic and Shinnecock Bays are also close by. An exceptional opportunity to own a piece of old-school Hamptons/Poconos style character while enjoying the convenience of being close to Southampton and the area's beaches, restaurants, and marinas. With six cottages on a generous, level parcel, 8 Boat House Road offers flexibility and potential rarely found in Shinnecock Hills. Beat the traffic and enjoy the best of the East End from this unique six-cottage compound.

8 Boathouse Road, Hampton Bays

4 Lincoln Street, Sag Harbor
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 1040984 MLS
Private Sag Harbor Village Retreat Set on 0.47+\- acres in the heart of Sag Harbor Village, this inviting four-bedroom, three-bath residence offers privacy, comfort, and an exceptional location near the village's renowned beaches, marina, shops, restaurants, and entertainment. A mature stone wall and approximately eight-foot trees create a private, screened setting, while a private community beach provides an added amenity for enjoying the coveted waterfront lifestyle. The main living level features an open-concept living room with a wood-burning fireplace, a spacious kitchen designed for relaxed gathering and entertaining, and a well-appointed primary suite with private bath. An in-home office and full bath complete this level. The lower level offers three additional bedrooms, a full bath, and a comfortable family room, providing excellent space for guests or extended stays. Outdoors, a wraparound terrace and open patio create inviting settings for al fresco dining, lounging, and entertaining. Ideally positioned near Havens Beach and the Sag Harbor Marina, with Main Street's vibrant village life just moments away, this private retreat captures the quintessential Sag Harbor lifestyle.

4 Lincoln Street, Sag Harbor

225 Lakeside Drive S, Southold
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 1038709 MLS
Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.

225 Lakeside Drive S, Southold

45 S Penataquit Avenue, Bay Shore
$2,200,000
10 Beds ⋅ 7 Baths ⋅ 1037620 MLS
Step back in time and experience the grandeur of this extraordinary 1850 Victorian estate, a truly one-of-a-kind residence where timeless architecture, remarkable scale, and old-world craftsmanship create something rarely found today. Set on 1.64 breathtaking, park-like acres, this magnificent property offers exceptional privacy, an inground pool, and endless possibilities. From the moment you enter, soaring ceilings, intricate crown moldings, beautiful hardwood floors, and exquisite period details capture the elegance and charm of a bygone era. Three expansive floors of living space feature a magnificent living room, grand banquet-sized formal dining room, large eat-in kitchen, and an inviting den with fireplace. The main residence offers an impressive ten bedrooms, seven full baths, and a full basement, providing extraordinary space and versatility. The estate also features a separate back house offering four additional bedrooms, two full baths, and a two-car garage, adding another remarkable dimension to this unique property. Rich in history and overflowing with character, this exceptional Victorian estate presents a rare opportunity to restore, reimagine, and create something truly spectacular. From its grand interior spaces to its sprawling grounds and resort-style pool, this is more than a home. It is a piece of history waiting for its next chapter. Make this extraordinary one-of-a-kind estate yours.

45 S Penataquit Avenue, Bay Shore

11 Devon Road, Amagansett
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 1030583 MLS
Retro Beach Living in Amagansett Dunes Embrace the coveted East End beach lifestyle in this classic 3-bedroom, 3-bathroom saltbox, located in the heart of the highly sought-after Amagansett Dunes. Positioned just moments from ocean access, this coastal haven is a delightful throwback to a carefree time of ease. This house symbolizes unpretentious beach living where salt air, bare feet and the southing sound of crashing waves set the pace of your day-to-day. Designed with an inverted "upside-down" layout, the main living areas sit elevated on the second floor to maximize natural light, open breezes, and seamless indoor-outdoor flow—making it an ideal hub for post-beach relaxation or casual entertaining. The sleeping quarters are situated on the ground level to keep bedrooms cool and private. The primary features an en-suite full bathroom and private sliding glass doors that open directly onto a tranquil private deck-the perfect spot for morning coffee and yoga. Two guest bedrooms share a dedicated full bathroom, ideal for hosting family and guests. Conveniently located laundry and utility space with room for storage on the main floor. Upstairs is an expansive open floor plan is anchored by a cozy wood-burning fireplace, perfect for chilly beach evenings. South and East-facing sliding glass doors catch natural light and channel refreshing ocean breezes throughout the day. This level also features a full bathroom with a shower for ultimate convenience while entertaining. The large deck seamlessly extends from the upper living area. This generous outdoor deck is bathed in morning light and offers the perfect setting for alfresco dining, sunbathing, and enjoying coastal breezes.The detached 120 sqft. shed is a valuable bonus structure—perfect for a surf shack, beach gear storage, quiet home office, or creative studio. This timeless saltbox architecture with solid bones is being sold “as is’ and is ready for a modern refresh, custom update, or personalized beach retreat design. Whether you're looking for an authentic retro dunes getaway or a canvas for your dream coastal home, this property delivers the quintessential Amagansett beach lifestyle. Peconic Transfer Tax is applicable.

11 Devon Road, Amagansett

11 Prospect Avenue, Shelter Island Heights
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 1022345 MLS
Shelter Island Heights Icon Gracefully positioned in the heart of Shelter Island Heights, this timeless residence has been thoughtfully renovated and restored to honor its original character while seamlessly incorporating today's modern comforts. Rich in architectural charm and classic detail, the home offers an elegant blend of historic beauty and refined living. A gracious, oversized covered porch welcomes you upon arrival, providing the perfect setting to relax and enjoy the property's elevated position and picturesque water views. Inside, a warm and inviting foyer opens to beautifully proportioned living spaces, where natural light, period details, and a sense of understated sophistication create an atmosphere of effortless elegance. Toward the rear of the home, a formal dining room and well-appointed kitchen serve as the heart of the residence. Expansive windows and French doors bathe the interiors in natural light while creating a seamless connection to the surrounding landscape and outdoor living spaces. The second level is highlighted by a spacious primary suite featuring a generously sized bath, accompanied by two well-appointed guest bedrooms designed for comfort and privacy. The third floor offers a versatile retreat, ideal as a media room, den, home office, or additional gathering space for family and guests. Outside, the beautifully landscaped grounds provide a private sanctuary framed by mature trees and established plantings, creating a tranquil setting for relaxation and entertaining alike. Ideally situated just moments from the coveted Shelter Island Heights Beach Club, tennis courts, golf, marinas, shops, and beloved local restaurants, this exceptional offering presents a rare opportunity to own a meticulously restored home in one of Shelter Island's most desirable and historic neighborhoods.

11 Prospect Avenue, Shelter Island Heights

281 Phillips Hill Road, New City
$2,200,000
6 Beds ⋅ 7 Baths ⋅ 1018857 MLS
A sweeping, tree-lined driveway sets an elegant tone as it leads to this distinguished Colonial estate, gracefully set on two acres of lush, meticulously landscaped grounds. Together with a separate guest house, the property offers approximately 8,250 square feet of refined living space. The main residence and guest house collectively provide six bedrooms and seven bathrooms, thoughtfully designed to offer comfort, privacy, and flexibility for both residents and guests. Rich hardwood floors run throughout expansive, light-filled interiors that balance classic character with a sophisticated, contemporary feel. Designed for elevated living and entertaining, the estate features exceptional lifestyle amenities, including a private sauna, a fully equipped fitness gym, and a dedicated home theater designed for immersive movie nights and premium media entertainment. The guest house adds valuable versatility, ideal for visitors, extended stays, or a private office or studio. Outdoors, an inground heated pool serves as the centerpiece of the resort-inspired setting, surrounded by lush grounds that enhance the sense of privacy and tranquility. Mature plantings and manicured landscaping create a serene, park-like retreat ideal for relaxation and outdoor entertaining. Every element of the property has been curated to deliver a seamless blend of elegance, comfort, and resort-caliber living in a private, beautifully maintained estate setting.

281 Phillips Hill Road, New City

33 Gregory Street, New City
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 1005648 MLS
This is a premier curb-appeal, totally unique full 3 level property in Clarkstown School District, featuring a modern imported custom eat-in euro kitchen, with a huge black galaxy granite island and countertops, double convection oven, stainless steel appliances, 4 oversized bedrooms (2 primary with his and her walk-in closets), cathedral ceilings, 3 bathrooms(1 with radian heated floors) which features imported custom tile-work and vanities, wood-paneled enormous family /rec room plus a bonus room, professional office, bay window in living room, sunken dinning room with floor-to-ceiling stone fireplace and french windows framed by a masterfully landscaped gem of secluded flower-filled yard, large second floor deck overlooking a 9 foot deep in-ground gunite swimming pool, Other amenities include pantry, dual system central ac/heat, washer and dryer, huge windows-windows-windows and recessed light throughout, front porch, 2 car garage, storage galore ,plus cabana. pergola, large equipment shed.

33 Gregory Street, New City

120 Dashville Road, Esopus
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 997298 MLS
Welcome to 120 Dashville Road, an extraordinary, newly constructed eco-luxury estate where world-class architectural theory meets the serene beauty of the Hudson Valley. Designed by renowned architect David Murray and deeply rooted in the design principles of theorist Christopher Alexander (A Pattern Language), this home is a masterclass in how a built environment can foster well-being, harmony, and peace. Stepping inside the 3,675-square-foot residence, you are immediately greeted by an abundance of natural light tracking the sun's natural trajectory. The home’s innovative straw bale construction is subtly revealed through grand, deeply recessed windows and built-in window seats—perfect for losing yourself in a book or watching the local wildlife. Every detail has been meticulously curated to soothe the senses and inspire creativity, featuring soft rounded corners, barrel ceilings, custom handmade tiles, sleeping niches, and secret-door bookcases. The main level offers an effortless flow designed around a "gradient of intimacy," featuring a gourmet chef’s kitchen equipped with high-end appliances, an elegant dining space, and a cozy living area anchored by a wood stove. Retreat to the primary suite on the main floor, or ascend the sculptural spiral staircase to find two additional bedrooms, a family room/den, a private office, and a second-floor deck. The bathrooms serve as personal spas, complete with a traditional Japanese Ofuro soaking tub. Outside, the property opens up to a sprawling 34.5-acre private sanctuary encompassing a pristine pond, rolling meadows, and protected wetlands. A separate artist’s studio and a dedicated pottery/potting shed provide the ultimate escape to create without distraction. Though you are tucked away in a world of your own, you are just 15 minutes from the vibrant heart of downtown New Paltz, close to the historic charms of Kingston and Woodstock, and an easy 80-minute drive to NYC. This isn't just a home—it's a lifestyle, an oasis, and a living piece of art.

120 Dashville Road, Esopus

21 Kodiak Drive, Woodbury
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 992528 MLS
Located within the prestigious gated community of The Gates in Woodbury, this exceptional 5 bedroom, 5 bath residence offers the perfect blend of elegance and everyday livability on a breathtaking one acre park-like setting. Designed with entertaining in mind, the home features spacious principal rooms that flow seamlessly from one to the next. The inviting den is a true showstopper, anchored by a cozy fireplace, warmed by radiant heated floors, and opening directly to the patio through walkout access, making indoor-outdoor living effortless. The primary suite is a private retreat, complete with a beautifully renovated en suite bath. Step outside and discover a lush, expansive acre with endless possibilities, ample room to add a pool or simply enjoy the serene, park-like grounds as they are. Syosset School District.

21 Kodiak Drive, Woodbury

262 Tuxedo Road, Tuxedo Park
$2,200,000
5 Beds ⋅ 7 Baths ⋅ 986815 MLS
This rare, 6.3+ acre lot is an architect , designer, or builders dream opportunity. This spectacular private, historic site encompasses an entire mountainside directly overlooking pristine Tuxedo Lake. The property, original site of the circa 1800s Halsey Estate, features numerous lovely walking and hiking paths bordered by historic, hand hewn stone walls and stone walled garden areas that date back to the 1800's. A small, historic stone gardeners shed is included on a large, flat portion of the property that is within close proximity of the home. This was originally a formal garden area, and is accessed by a stone staircase. This would be an ideal location for a pool, croquet lawn, tennis court, or vegetable/flower garden. One entire side of this area is bordered by a historic stone wall. Located at the highest point of the property, and accessed by a wooded walking trail, sits a lovely Gazebo, with panoramic views of the entire lake and surrounding Ramapo Mountains. This beautiful setting is ideal for al fresco dining, picnicking, barbecuing, or just admiring the spectacular sunsets in the evenings over cocktails. The covered gazebo can seat twelve comfortably. The elegant, approximately 5000 sq ft custom brick home is ready to be renovated, restored, or rebuilt to the new owners specifications. All preliminary preparations have been attended to, and the first floor and lower level have been gutted and are ready to be redesigned. A new roof was put on approximately two years ago, and the home features seven woodburning fireplaces, a beautiful, large, circular brick covered terrace overlooking Tuxedo Lake, three additional terraces facing the lake, and a sun deck off of the master suite area. The second and third floors have not been gutted, and are awaiting a decorators touch. The formal dining room features gorgeous 100+ year old leaded glass cabinets and Windows , resurrected from a bygone era. Whether you wish to renovate this beautiful home, or build from scratch, this is a one of a kind opportunity that is rarely , if ever, available. For sale by owner. Shown by appointment only. Twenty four hour minimum notice, please. Pre-qual or proof of funds must be submitted to have appointment confirmed.

262 Tuxedo Road, Tuxedo Park

Suffern
$2,200,000
9 Beds ⋅ 8 Baths ⋅ 951777 MLS
Welcome to StoneHedge Farm – Montebello’s Premier Luxury Development! This exclusive new enclave features 11 custom homes set on a double cul-de-sac, crafted by one of Rockland County’s most respected builders. Lot sizes range from 0.60 to 3 acres, with each home fully customizable to meet your individual style and needs. Buyers may choose from our floor plans or bring their own. This featured model sits on 1 acre, offers 9 spacious bedrooms, 7.5 elegant baths, a chef’s kitchen with granite or quartz countertops, plus a separate prep kitchen,10-foot ceilings on the main level with lots of windows, a full finished basement with 9' ceil, sep entrance, 3 bedrooms, 2 baths, and 2 family rooms. The main level has HW floors and tiles, Huge sliding doors to a large deck. The upper level has 9' ceils, 6 bedrooms each with access to a bathroom, (5 baths) a full sized laundry room. a dream master bedroom with a stunning bathroom, a private porch, and tray ceilings. Over 100 spotlights, a 2 car garage, and just in time to choose the kitchen and baths. This home can be completed within 3 months. Ideally located directly across from Spook Rock Golf Course, with convenient access to the NYS Thruway and just minutes from shopping, dining, and more. Don’t miss the opportunity to build your dream home in one of Montebello’s most desirable communities!

Suffern

660 Wheeler Hill Road, Hughsonville
$2,200,000
2 Beds ⋅ 2 Baths ⋅ 926190 MLS
Spectacular 10+ acres of breathtaking Hudson River views and frontage with more than 500 feet of direct riverfront and panoramic sunset views. This exceptional building lot features a 2,200 square foot cape cod style home built in 1951, a beautiful stone wall along the historic Wheeler Hill Road, mature trees for privacy, and mature landscaped grounds. Enjoy the short 2 minuter drive to the Metro-North train station for an easy commute to NYC. The property is surrounded by the best of the Hudson Valley — local farm stands and farmers markets, Obercreek Farm & Brewery, apple orchards, and outstanding restaurants. Beacon’s vibrant Main Street is just 10 minutes away. Ideally located just 90 minutes from New York City with convenient access to Metro-North, I-84, and I-87. Existing improvements include a 2,200 square foot home built, detached garage, and former tennis court. Driveway off Wheeler Hill Road, municipal water, and other infrastructure already in place for future building. Bring your plans, architect, builder, and vision — opportunities like this are exceedingly rare.

660 Wheeler Hill Road, Hughsonville

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.

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