Suffolk County Real Estate | Suffolk County 5 Bathroom Properties for Sale

A truly irreplaceable waterfront estate where timeless craftsmanship meets exceptional luxury. Originally built in 1928 and completely reconstructed in 1993/1994, this remarkable 5,700 sq. ft. residence is set on a private half-acre of deep-water waterfront in coveted West Islip, just minutes from Babylon Village & LIRR Main Line station. With incredibly low taxes, flood insurance under $1,500 per year, and grandfathered features that could never be approved under today's zoning, DEC, and New York State regulations, this is a once-in-a-generation offering. Designed for the discerning waterfront lifestyle, the property features a legal detached guest cottage complete with a studio apartment, full bath, washer/dryer, separate electric meter, and private waterfront deck—ideal for guests, extended family, or income-producing opportunities. Boating enthusiasts will appreciate two protected 35-foot boat piers with full pier walls, five oversized boat slips, 40 feet of private beach, deep water directly behind the property, and an unbeatable location just 500 feet from the open Great South Bay—eliminating the long canal runs found at most waterfront homes. Spanning three full levels of beautifully appointed living space, the 16-room main residence offers seven spacious bedrooms and 3.5 baths. Rich architectural details include exquisite original moldings, stunning 5/4 oak flooring, recessed lighting throughout, and meticulously restored circa-1930s light fixtures rewired for modern living. The luxurious primary suite opens through French doors to a private balcony overlooking the heated saltwater Gunite pool and tranquil river. A dramatic second-floor office boasts soaring 15-foot ceilings and sweeping views of the Great South Bay, while the expansive third-floor entertaining level features a custom wet bar, creating the ultimate game room and gathering space. The outdoor living experience is equally spectacular. Reconstructed in 2021, the commercial-grade heated Gunite pool features a saltwater system and is surrounded by an expansive entertaining area with a built-in Jacuzzi, cascading waterfall, river rock wall, and an oversized covered porch designed for effortless indoor-outdoor living. Westerly exposure delivers breathtaking sunset views over the water, while the rare absence of rear neighbors provides exceptional privacy. Recent improvements include Polyglass siding, ductless air conditioning, rebuilt decks and terrace, LED exterior lighting, and a beautifully renovated primary bathroom completed in 2025. Additional highlights include an eight-camera security system, a cobblestone driveway accommodating six vehicles, a two-car-deep garage, and rental income from the guest cottage to help offset carrying costs. Properties of this caliber simply cannot be recreated. Combining historic character, modern luxury, irreplaceable waterfront amenities, extraordinary boating access, and an unrivaled location, this is one of West Islip's most exceptional waterfront estates.

230 W Islip Road, West Islip

$4,499,000

4 Beds ⋅ 5 Baths ⋅ 1025877 MLS

Discover an exceptional Hamptons retreat where timeless sophistication meets effortless coastal living. This impeccably crafted residence offers four luxurious bedrooms, four beautifully appointed full baths, and one elegant powder room, all designed with uncompromising attention to detail. From the moment you enter, exquisite custom millwork, intricate moldings, 3 fireplaces, and refined architectural finishes create an atmosphere of understated luxury. Sun-drenched interiors, feature gracious living and entertaining spaces that seamlessly blend classic elegance with modern comfort. The first-floor primary suite is a private sanctuary, featuring a cozy fireplace, an elegant spa-inspired bath, and French doors that open seamlessly to the expansive deck, creating the perfect indoor-outdoor retreat. Beyond the home, a private resort-like setting awaits. An expansive mahogany deck of 2700 square feet overlooks a sparkling heated in-ground pool, providing the perfect backdrop for sophisticated outdoor entertaining, tranquil afternoons, and unforgettable summer evenings. Perfectly positioned within walking distance of both the vibrant village and the area's pristine beaches, this exceptional residence offers the rare opportunity to enjoy the very best of the Hamptons lifestyle. Combining impeccable craftsmanship, premier amenities, and an unrivaled location, this is a home of extraordinary distinction. Room for a tennis court per the Building Department of Westhampton Beach.

42 Jessup Lane, Westhampton Beach

$899,900

6 Beds ⋅ 5 Baths ⋅ 1013421 MLS

Large Versatile Residential Home with 6 bedrooms and 4 1/2 baths on 1.073 acre fenced property. Beautiful Paver Walkway (2024) with professional landscaping leads to front door. Electronic Gate and Driveway were added in 2022. 2nd floor has stunning updated kitchen (2023) with beautiful Silestone Quartz Countertops, Stainless Steel Appliances, Soft Close Cabinetry, Pot Filler over stovetop, Double Oven Range, Samsung Bespoke Refrigerator, Beverage Refrigerator and small Prep Sink in center island - perfect for entertaining! Upper level Master bedroom has large walk in closet. Master bath has sunken, jetted bathtub and a separate glass shower enclosure. Large Patio with Gazebo, Garden and Fountain for outdoor entertaining. Partially finished basement. Roof replaced in 2023. Home was most recently used as a FTHA (Family Type Home for Adults)and has a Concrete Handicap Ramp leading into side entryway. Located close to schools, shopping, parkways and LIRR (2 miles). Totally unique!

70 Massachusetts Avenue, Bay Shore

$1,499,000

6 Beds ⋅ 5 Baths ⋅ 1022708 MLS

Introducing 8 Penn Dr- Welcome to an exceptional luxury residence featuring an ADU with a private entrance in the heart of Dix Hills, where refined design meets effortless living. This expansive 6-bedroom, 5-bathroom home offers a rare blend of scale, sophistication, and versatility—perfectly suited for multigenerational living or those seeking elevated space to live and entertain. Set on beautifully landscaped grounds, the home showcases grand, sun-drenched interiors with oversized windows that flood each space with natural light. The thoughtfully designed layout features expansive living and dining areas, ideal for both intimate gatherings and large-scale entertaining. At the heart of the home is a gourmet chef’s kitchen, complete with modern appliances, sleek finishes, and ample space to create and gather. The primary suite serves as a true private retreat, offering generous proportions and a spa-like ensuite bath designed for comfort and relaxation. Every detail has been curated to enhance both style and functionality, while the outdoor spaces provide a seamless extension of the home’s living experience. A 2-car garage along with 4 additional parking spaces ensures convenience for residents and guests alike. A rare offering in a prime Dix Hills location, this home delivers luxury, flexibility, and timeless appeal.

8 Penn Drive, Dix Hills

$1,749,000

4 Beds ⋅ 5 Baths ⋅ 1025045 MLS

Experience the pinnacle of waterfront living in this exceptional newly constructed residence, perfectly situated on 1.19 acres of pristine waterfront property. Designed to capture breathtaking water views from nearly every room, this sophisticated 4-bedroom, 4.5-bathroom home seamlessly blends timeless elegance with modern luxury. The sun-filled open-concept floor plan is anchored by a stunning chef's kitchen featuring premium stainless-steel appliances, custom cabinetry, and an expansive island, all overlooking the tranquil waterfront. The spacious living and dining areas flow effortlessly to the rear deck, creating the perfect setting for indoor-outdoor entertaining while enjoying spectacular sunsets and refreshing bay breezes. Each of the four generously sized bedrooms is a private ensuite retreat, offering beautifully appointed bathrooms and exceptional comfort for family and guests. A stylish powder room adds convenience for entertaining. Outside, the expansive backyard leads to an impressive private dock capable of accommodating up to five boats, making this an extraordinary opportunity for boating enthusiasts. Whether you're setting out for a day on the water or returning home to relax on the spacious rear deck, this property offers an unparalleled waterfront lifestyle. Additional features include a two-car garage, quality craftsmanship throughout, and the peace of mind that comes with new construction. Offering privacy, luxury, and direct water access, this remarkable home is a rare opportunity to own a premier waterfront retreat minutes from the Hamptons, wineries and beaches.

255 Peconic Bay Boulevard, Aquebogue

$699,999

4 Beds ⋅ 5 Baths ⋅ 1025143 MLS

Completely renovated from top to bottom, this stunning home offers the perfect blend of modern style, comfort, and flexibility. Featuring spacious living areas and an open, inviting layout, there's plenty of room for everyday living and entertaining. A standout feature of this property is its versatile layout, which is ideally suited for a potential accessory apartment or in-law suite (with proper permits). Whether you're looking for multigenerational living, guest accommodations, or additional income potential, this home offers endless possibilities. Enjoy updated finishes throughout, generous-sized bedrooms, a beautifully renovated kitchen and bathrooms, and move-in-ready convenience. Don't miss this incredible opportunity to own a home that combines space, style, and exceptional versatility.

48 Hillside Avenue, Patchogue

$1,999,000

5 Beds ⋅ 5 Baths ⋅ 1024362 MLS

Nestled on a quiet cul-de-sac in the exclusive hamlet of Great River, this stunning brick Colonial offers 5,500 square feet of beautifully designed living space. Featuring 5 bedrooms and 4 .5 baths, ( first floor & second story primaries)this exceptional residence combines timeless elegance with modern amenities. The first floor boasts a spacious primary en suite with a full bath, formal dining room, living room with soaring cathedral ceilings and fireplace, inviting den, powder room, laundry room, and private guest quarters complete with a bedroom, full bath, and separate side entrance. An elevator provides convenient access throughout the home. The second level offers three generously sized bedrooms, two additional flex rooms perfect for a home office or gym, and a bonus room with dramatic vaulted ceilings, rustic wood beams, and a private full bath featuring radiant heat offering the flexibility to serve as a luxurious second primary suite. A massive walk-up attic with soaring ceilings provides endless possibilities for future expansion, recreation, or storage. Additional highlights include three new central air conditioning units, a brand-new roof, new oil burner, elevator, full basement, and numerous recent upgrades. Step outside to your private backyard retreat featuring a heated saltwater pool, permanent outdoor lighting, nine security cameras, and professionally landscaped grounds with 30 Green Giant arborvitaes creating exceptional privacy. Close to golf, boating and the scenic Connetquot River, this is a rare opportunity to enjoy the very best of Great River living. Room for guests...A must see!!!

15 Teal Crescent, Great River

$1,999,999

5 Beds ⋅ 5 Baths ⋅ 1022285 MLS

Welcome to this magnificent brick-faced Post Modern masterpiece with a 3 car garage, perfectly situated on an exceptionally private 1 acre property just moments from Huntington Bay. This stunning residence has been thoughtfully and extensively renovated with high-end finishes and exceptional craftsmanship throughout, offering the perfect blend of elegance, comfort, and modern convenience. A grand entry foyer with a striking accent wall welcomes you into a home featuring custom coffered ceilings, gorgeous white oak flooring, and a beautiful floor-to-ceiling fireplace. The designer kitchen is a true showpiece, complete with a large center island, 48-inch Dacor range, 66-inch refrigerator, built-in Bosch dishwasher, wine cooler, and an exquisite custom butler’s pantry—perfect for entertaining. Offering 5 very spacious bedrooms and 4.5 beautifully appointed bathrooms, including a first-floor bedroom ideal for guests, multigenerational living, or any live-in situation. The impressive 700-square-foot primary suite is a luxurious retreat featuring two large custom closets and a spa-inspired bath with an oversized walk-in shower and freestanding soaking tub. If an 'in-law suite' is something you're interested, there is amazing space on the first floor that can easily be converted into private/separate living quarters with a full bath and laundry already installed. Designed for today’s lifestyle, this home also features two laundry rooms, a large private office, an impressive media/recreation room, central vac and a finished basement providing exceptional additional living space. No detail has been overlooked with premium mechanical upgrades including new Rheem central air systems, a whole-home HVAC UV light purification system, built-in whole-house dehumidifier, Biasi heating system, new 65-gallon Rheem hot water heater , and 300-amp electric service. (Ask about transferable warranties) Step outside to your private backyard featuring a new 200-square-foot patio with a fully equipped outdoor kitchen, lush sod lawn, new sprinkler system, new fencing, and a newly installed driveway. This exceptional home offers luxury living in a prime location close to Huntington Bay, shopping, dining, parks, beaches, and major transportation. A truly one-of-a-kind property where timeless elegance meets today’s finest amenities.

41 Cove Road, Huntington

$699,000

5 Beds ⋅ 5 Baths ⋅ 1021350 MLS

Colonial located in the desirable Miller Place community, offering 5 bedrooms and 5 full bathrooms. May need some love.

21 Rustic Road, Miller Place

$2,100,000

4 Beds ⋅ 5 Baths ⋅ 1001049 MLS

Welcome to Sea Crest Estates, a new 13-home luxury community located around the corner from Jamesport’s Iron Pier Beach. This exceptional new-construction residence blends timeless architecture, designer finishes, and modern energy efficiency with a spacious open-concept floor plan. The first level features soaring ceilings, oversized Andersen 400 Series windows, and six-inch wide-plank white oak flooring throughout. The chef’s kitchen is appointed with quartz countertops, custom cabinetry, Kohler fixtures, and stainless-steel appliances with wine fridge opening seamlessly to the living room with a gas fireplace and dining area. The first-floor primary ensuite features a spa-inspired bathroom with elevated designer finishes, separate tub, oversize shower and double sinks. The first floor also has a separate room that can be used as an office, den or flex space. Upstairs there are 3 en-suite bedrooms and an unfinished bonus room which can be finished for more square footage. The mudroom off the 2 car garage offers abundant custom cabinetry and storage. Additional highlights include custom millwork, two laundry areas, and a full semi-finished basement with 8ft ceilings and private exterior access. Sliding doors lead to a private backyard oasis with a covered deck, 16x32 heated saltwater pool, paver patio, professional landscaping, and irrigation. Designed to exceed Energy Star standards with spray foam insulation, a tankless hot water system, ERV fresh-air system, and three-zone heating and central air. Estimated annual taxes are $27,340. Use 874 Sound Shore road Riverhead for GPS.

7 Sea Crest Court, Jamesport

$2,795,000

5 Beds ⋅ 5 Baths ⋅ 1018538 MLS

Set on 2.3 private acres just off one of the North Fork's most desirable waterfront streets, this brand-new cedar-shingled residence offers timeless design, generous proportions, and an enviable combination of privacy and convenience. Spanning three finished levels, the home features five bedrooms and five baths, with thoughtfully designed living spaces that balance everyday comfort with an optimal footprint for entertaining. Outside, a gunite pool is positioned within the expansive grounds, creating a private retreat surrounded by mature landscaping. The prime location is just a few hundred yards from Sound beach access and less than five minutes from Greenport Village and Orient's Village Lane. With acclaimed restaurants, marinas, farm stands, wineries, and golf all minutes away, you have incredible access while maintaining the peace and privacy that make this corner of the North Fork so special.

205 Kats Court, East Marion

$1,499,999

6 Beds ⋅ 5 Baths ⋅ 1006261 MLS

Experience exceptional craftsmanship and timeless luxury in this exquisite custom builder's home, thoughtfully designed with the finest finishes throughout. Offering approximately 5,900 square feet of beautifully appointed living space, this spectacular residence features 5 spacious bedrooms, 4.5 luxurious bathrooms, plus a legal one-bedroom apartment with its own private entrance. Ideal for extended family, guests, or rental income. The heart of the home is a stunning chef's kitchen, complete with custom cabinetry, premium high-end appliances, expansive countertops, and abundant space for both everyday living and effortless entertaining. The elegant formal living room with gas fireplace and stone mantle offers plenty of natural light from oversized windows that perfectly frame the resort-style backyard. Step outside to your private oasis featuring an in-ground swimming pool, covered deck, and inviting fire pit creating the perfect setting for relaxing or entertaining family and friends. The luxurious primary suite is a true retreat, offering a spa-inspired ensuite with a spacious walk-in shower, oversized soaking tub, dual vanities, and a private water closet. French doors provide direct access to the covered deck and pool, allowing you to enjoy seamless indoor-outdoor living. The home offers four additional beautifully appointed bedrooms, including a private guest suite with its own full bath, thoughtfully situated away from the other bedrooms to provide exceptional privacy and comfort. It's the perfect retreat for overnight guests, extended family, or multigenerational living. The beautifully finished lower level is fully legal and thoughtfully designed with exceptional attention to detail. Offering an abundance of flexible living space, it is ideal as a recreation room, home theater, fitness studio, game room, or additional family living area. Whether you're entertaining, relaxing, or creating the space you've always envisioned, the possibilities are endless. Designed with comfort, sophistication, and quality in mind, this remarkable home offers the perfect balance of elegant living and everyday functionality. Enjoy this Ranch with three car attached side load garage. A rare opportunity to own a one-of-a-kind luxury residence that truly has it all.

58 South Path, Calverton

$2,495,000

5 Beds ⋅ 5 Baths ⋅ 1019304 MLS

Just completed, this beautifully renovated transitional home is the quintessential Hamptons retreat. Set on nearly 1.5 private acres and complemented by a detached accessory studio with its own private entrance, the property offers a rare combination of flexibility, exceptional privacy, and expansive level grounds. Abutting protected Southampton Town preserve, the home enjoys a peaceful natural backdrop with miles of scenic walking trails just beyond the backyard, all while being moments from Southampton Village, world-renowned ocean & beaches, boutique shopping, and acclaimed restaurants. The thoughtfully redesigned residence features five spacious bedrooms, 4- of which are en-suite, and five full bathrooms. Bright, open living spaces are filled with natural light, flowing seamlessly between the living room, dining area, and beautifully appointed kitchen. Contemporary finishes, refined craftsmanship, and timeless design create a sophisticated yet welcoming atmosphere throughout. Designed for effortless indoor-outdoor living, the expansive backyard is a private oasis featuring a sparkling swimming pool, generous patio space, mature landscaping, and a sprawling lawn ideal for entertaining or relaxing. The detached accessory studio provides exceptional flexibility as a home office, fitness studio, creative workspace. Combining a just-completed custom renovation, nearly 1.5 private acres, a detached accessory studio, a two-car garage, and an exceptional Southampton setting, this turnkey property offers the very best of Hamptons living.

1579 N Sea Road, Southampton

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 1017237 MLS

Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$2,200,000

8 Beds ⋅ 5 Baths ⋅ 1012493 MLS

Prime Investment & Income-Producing Opportunity in East Quogue Discover a rare and versatile multi-residence compound in the heart of East Quogue, offering exceptional investment potential and a proven history of rental income. Whether you're seeking a lucrative income-producing property, a private retreat, or a combination of both, this unique offering presents endless possibilities. The centerpiece of the property is a charming farmhouse, once a popular Bed and Breakfast from the 1900's, "The Morgan Tourister". Filled with generous living space, the home comfortably accommodates you and your guests, featuring five bedrooms, living room, formal dining room, spacious eat-in country kitchen, den, and expansive outdoor areas. Unwind and enjoy peaceful afternoons on the inviting wraparound porch overlooking the property's beautiful grounds. Complementing the main residence are two separate one-bedroom cottages and an attached studio, each with its own private yard area, providing ideal accommodations for guests and tenants. Rental permits are already in place, making this a turnkey opportunity for immediate income generation. The grounds offer ample parking, abundant outdoor entertaining areas, and room for a pool, creating even more opportunities to enhance and personalize the estate. Bordering a picturesque 35-acre tree farm and ideally situated on the Quogue border, this desirable location is just moments from East Quogue's charming shops, restaurants, ocean beaches, train service, Hampton Jitney stops, and less than two hours from New York City. A truly unique opportunity to own a multi-residence compound with established rental history, bordering beautiful open space, in one of the Hamptons most sought-after locations.

718 Montauk Highway, E. Quogue

$899,990

4 Beds ⋅ 5 Baths ⋅ 1018752 MLS

Large Colonial in South Oakdale. Amazing location. 4 Brs, 4.5 bths. Sparkling in ground pool, multiple decks on shy half acre property. Fenced yard with in ground sprinklers. Main part of house needs some updating. Amazing opportunity for multi generational living with proper permits. Total living area close to 4000 sq ft. Make this home your own oasis. Don't miss out.

55 Riverview Court, Oakdale

$7,300,000

5 Beds ⋅ 5 Baths ⋅ 1017672 MLS

The first of three exclusive residences developed on the grounds of the former Colgate Estate, this exceptional offering embodies privacy, prestige, and timeless appeal. Striking contemporary architecture and sophisticated design define this private two-acre retreat in prestigious Lloyd Neck, offering water views, private beach access, and over 5,000 square feet of luxury living. Designed for seamless indoor-outdoor living, the home features expansive walls of glass, soaring ceilings, Accoya wood siding, and Luna wood ceilings extending from the interior to the exterior spaces. The dramatic great room opens to a designer kitchen featuring a statement lilac marble island, custom cabinetry, and premium appliances. Five bedrooms include a main-level primary suite, upper-level junior primary suite, and an additional en-suite bedroom. Highlights include a den with fireplace, mudroom, butler’s pantry, first-floor laundry, a glass-enclosed temperature-controlled wine display accommodating approximately 1,000 bottles, and an expansive lower level with defined spaces, already outfitted, offering endless possibilities for additional living, wellness, recreation, and entertainment spaces. Resort-style outdoor amenities include expansive terraces, a saltwater pool and spa, outdoor kitchen, professionally landscaped grounds, and a spectacular 1,300-square-foot upper terrace with a wood-burning fireplace. A rare opportunity to experience contemporary coastal living in one of Lloyd Neck’s most coveted locations.

28 Watch Way, Lloyd Harbor

$2,400,000

3 Beds ⋅ 5 Baths ⋅ 1017787 MLS

Architect's Home. Waterfront Lifestyle. Welcome to 15 Harbour Point Drive, a substantially upgraded waterfront residence offering 6,000 square feet of luxury living within one of Northport's most coveted waterfront communities. Perfectly positioned along the harbor with direct access to a private boat slip, this exceptional home seamlessly blends sophisticated design, modern technology, and resort-style living. Thoughtfully enhanced by its current owners, the home showcases a remodeled European kitchen, radiant heated floors, smart-home automation, whole-home Sonos audio, custom built-ins, automated shades, and a luxurious primary suite featuring a private sauna, fireplace, dressing room, and spa-inspired bath. Expansive indoor and outdoor living spaces, including multiple fireplaces, a waterfront patio, recreation level, and sweeping harbor views, create an ideal setting for both grand entertaining and everyday enjoyment. Beyond the home, Harbour Point offers a lifestyle few communities can match, with a private marina, clubhouse, pool, tennis courts, and beach access. Just moments away, enjoy waterfront dining, boutiques, and cultural attractions of Northport Village, including the renowned John W. Engeman Theater, the Luxury Northport Hotel, Del Vino Vineyards, and the vibrant waterfront park and marina, home to concerts and community events throughout the summer season. A rare offering where boating, culture, and coastal luxury come together to create an unparalleled North Shore lifestyle.

15 Harbour Point Drive, Northport

$949,990

4 Beds ⋅ 5 Baths ⋅ 1017682 MLS

Custom-built and thoughtfully designed, this exceptional home offers luxury finishes, expansive living spaces, and unmatched privacy backing directly to unbuildable state land in the West Islip School District. The main level features a gourmet chef’s kitchen complete with a center island, quartz countertops, stainless steel appliances, double ovens, and a gas range. A dramatic living room highlighted by soaring 16-foot vaulted ceilings, oversized windows that flood the space with natural light, custom built-in shelving and bar area, and a wood-burning fireplace. Formal dining room. Two spacious bedrooms and two full baths are also located on the first floor. Throughout the home, you'll find custom millwork, detailed molding and trim, tray ceilings, and high-end craftsmanship that sets this residence apart from typical builder-grade construction. Upstairs, the luxurious primary suite offers a spa-inspired bath with a soaking tub, separate shower, and generous his-and-her closets. Rich hardwood flooring is accented by stunning reclaimed 100-year-old barnwood details, adding warmth and character. The second floor also includes two separate den/family room spaces, a finished loft, an additional bedroom and full bath, and access to a private second-story terrace overlooking the serene surroundings. The fully finished basement provides exceptional additional living and entertaining space, featuring a wet bar with beverage refrigerator, full bathroom, and a separate outside entrance. Designed for year-round enjoyment, the backyard is an entertainer’s dream with a custom outdoor living area complete with built-in seating, bar counter, television, cooktop, sink, and beverage refrigerator. Combined with the privacy of the adjacent state land, this remarkable property offers a rare blend of luxury, comfort, and tranquility.

19 Joan Road, Bay Shore

$5,100,000

5 Beds ⋅ 5 Baths ⋅ 1017106 MLS

Perched on 2.5 private waterfront acres in the prestigious Village of Old Field, this extraordinary North Shore estate captures sweeping panoramic views of Long Island Sound and Smithtown Bay, offering a rare blend of luxury, privacy, and timeless coastal elegance, and includes 280 feet of water frontage. The approximately 6,000-square-foot residence features five bedrooms and five baths, thoughtfully designed to maximize both grand-scale entertaining and comfortable everyday living. A dramatic great room with fireplace, formal dining room, gourmet chef's kitchen, custom granite and cherrywood bar, wine cellar, and private theater create an unparalleled lifestyle experience. Walls of glass frame breathtaking water views from nearly every principal room, while exquisite craftsmanship and sophisticated architectural details elevate the home's refined character. Outside, resort-style grounds unfold with a stunning Gunite, Aquabrite pool and waterfall, pool house, expansive patios, lush gardens, and sprawling lawns that lead to the waterfront. Spectacular sunsets paint the sky each evening, creating a setting that is both serene and unforgettable. Located within the acclaimed Incorporated Village of Old Field and moments from beaches, yacht clubs, and the historic charm of Setauket, this is a rare opportunity to own one of the North Shore's most captivating waterfront estates.

14 Woodcock Lane, Old Field

$4,800,000

6 Beds ⋅ 5 Baths ⋅ 1009660 MLS

180' of bulkhead and just shy 2 acres on the water in the Hamptons!! Beautiful 6-bedroom, 5-bath residence offers effortless coastal living with the perfect balance of comfort, privacy, and convenience. Thoughtfully designed interiors flow seamlessly to inviting outdoor spaces, creating an ideal setting for both relaxed everyday living and entertaining. Guest cottage, in-ground pool overlooking the bay, and stunning gardens round out this offering. Moments from bay and ocean beaches, marinas, waterfront dining, and the vibrant heart of the Hamptons, this is a wonderful opportunity to enjoy the Hamptons lifestyle year-round or as a seasonal retreat.

6 Last Lane, Hampton Bays

$3,795,000

5 Beds ⋅ 5 Baths ⋅ 1016596 MLS

Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviting gathering space. Privately situated off the great room, the expansive primary suite offers a large walk-in closet and a spa-inspired bathroom. Completing the property is a detached 2-car garage with a finished upper level, providing the perfect space for recreation, a home office, artist’s studio, or additional guest accommodations. A rare opportunity to enjoy waterfront living with private docks, beach access, tennis, and some of Shelter Island’s most captivating water views.

5 Sea Gull Road, Shelter Island

$32,995,000

4 Beds ⋅ 5 Baths ⋅ 1013290 MLS

Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an immersive connection to their surroundings while remaining moments from Main Street, world-class dining, boutique shopping, and some of the finest ocean beaches on the East Coast. Spanning approximately 5,500 square feet, the residence was thoughtfully designed to embrace its extraordinary waterfront setting. Walls of glass and expansive living spaces draw the outdoors in, capturing panoramic pond and ocean vistas from nearly every room. The home offers four bedrooms, four full bathrooms, and one half bath, with light-filled interiors that seamlessly blend comfort, elegance, and a deep connection to the surrounding landscape. Whether hosting guests or enjoying quiet mornings overlooking the water, every space has been carefully positioned to maximize the property's unparalleled views. Outside, a heated waterside gunite pool sits just steps from the pond's edge, creating a resort-like atmosphere where swimming, entertaining, and relaxation take place against one of the most spectacular backdrops in East Hampton. The expansive grounds provide endless opportunities to enjoy the natural beauty of Georgica Pond, while the surrounding preserved land ensures lasting privacy and protected vistas for generations to come. For those looking to create an even grander estate, the property offers significant future potential, including the opportunity to expand into a seven-bedroom, seven-and-one-half-bathroom compound of exceptional scale and stature. Whether enjoyed in its current form or transformed into a world-class legacy residence, 64 West End Road represents one of the rarest waterfront offerings to come to market in East Hampton Village-a generational opportunity defined by extraordinary frontage, unrivaled privacy, and some of the most coveted pond and ocean views in the Hamptons.

64 W End Road, East Hampton

$3,600,000

5 Beds ⋅ 5 Baths ⋅ 1012206 MLS

Set on a beautifully landscaped shy 2 acres in one of Water Mill's most desirable locations, this "just renovated" residence offers a seamless blend of Hamptons architecture and modern luxury. Designed for effortless year-round living, the residence features gracious gathering spaces, a beautifully appointed chef’s kitchen and luxurious bedroom suites that provide comfort and privacy. Expansive windows and glass doors invite natural light while creating connection to the surrounding grounds. Mature landscaping frames a private retreat with ample space for relaxation, recreation and entertaining. Every element has been carefully curated to deliver a turnkey Hamptons lifestyle in a coveted Water Mill setting. Ideally located moments from ocean beaches, world-class golf, renowned farm stands, equestrian facilities and the villages of Southampton, Bridgehampton and Sag Harbor, 1999 Deerfield Road presents a rare opportunity to enjoy a fully renovated home in the heart of the Hamptons.

1999 Deerfield Road, Water Mill

$1,595,000

3 Beds ⋅ 5 Baths ⋅ 1015525 MLS

Located on a quiet cul-de-sac, this meticulously maintained home offers exceptional privacy on nearly an acre. Surrounded by lush landscaping, the property features a wraparound driveway, a heated 20' x 40' pool, expansive multi-level decking, an attached cabana with a full bath, a screened in porch and a koi pond. Inside, vaulted ceilings, skylights, and a stone fireplace complement the home’s relaxed indoor-outdoor lifestyle. A full basement with a walk-in cedar closet and a detached garage with an attic above, provide abundant storage and the possibility of additional finished space. Thoughtfully renovated and expanded over the years, this move-in-ready home also includes a recently replaced roof and windows, further enhancing its value.

2 Strathmore Court, Remsenburg

$5,695,000

4 Beds ⋅ 5 Baths ⋅ 1012436 MLS

Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

160 Sound Drive, Greenport

$3,625,000

5 Beds ⋅ 5 Baths ⋅ 1012419 MLS

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island

$4,799,000

4 Beds ⋅ 5 Baths ⋅ 1013267 MLS

CALLING ALL BOATERS. NEWER LUXURY, HARBORFRONT, POOL, PRIVATE DEEP WATER DOCK OPPORTUNITY, BOATING LIFESTYLE FOR UNDER $5 MILLION! Nestled On A Private Harborfront Setting In The Coveted Strongs Neck Enclave Of Setauket, This Exceptional Custom Residence Offers The Perfect Blend Of Timeless Coastal Elegance, Modern Luxury, And Breathtaking Water Views of Port Jefferson Harbor And The Long Island Sound. Rebuilt And Meticulously Renovated In 2022, This Home Spans Approximately 5600 Square Feet And Showcases Superior Craftmanship, Sophisticated Finishes, And An Effortless Indoor-Outdoor Lifestyle. A Grand Entry Introduces Beautifully Appointed Living Spaces Highlighted By Soaring 10 Foot Ceilings On First Floor, 9 Foot Ceilings On Second Floor, Custom Coffered And Tray Ceilings, And Abundant Natural Light Throughout. The Gourmet Chef's Kitchen With Quartz Countertops And A 14 Ft. Island Serves As The Heart Of The Home, Complemented By A Full Walk-In Pantry And Seamless Flow To Formal And Informal Entertaining Areas. This Residence Features 4 Spacious Bedroom En-Suites And 4.5 Luxurious Bathrooms, Including A Stunning Primary Suite With Spa-Inspired Bath And Radiant Heated Floors. Thoughtfully Designed For Modern Living, The Home Offers Both First And Second Floor Laundry Rooms, Providing Convenience And Flexibility For Family And Guests Alike. Additional Expansion Opportunities Abound With An Unfinished Third Floor Of Approximately 850 SF, Complete With A Full Staircase, And Access To A Spectacular Widows Walk Offering Panoramic Harbor Views. The Lower Level Encompasses Impressive 12 Ft Ceilings, Outside Entrance, And Additional Unfinished Space Ready For Customization. Outside, Resort-Style Amenities Create A Private Waterfront Retreat. Enjoy The Saltwater Pool, Deck, And Professionally Landscaped Grounds. There Is A Full-House Generator, New Cesspools And Drywells, And Premium Lead-Coated Copper Gutters And Leaders. Enhancing The Property's Exceptional Waterfront Appeal Is An APPROVED NYSDEC PERMIT For A Private DEEP WATER Dock Accommodating A 40 Foot Boat. This Offers A Rare Opportunity With 40 Feet Of Water Frontage And Direct Water Access To Enjoy Boating, Kayaking, Paddleboarding, And The Unparalleled Lifestyle That Accompanies Direct Harborfront Living. Situated On A Private Cul-De-Sac And A Prized Harborfront Parcel With Captivating Water Views And A Serene Coastal Atmosphere, This Remarkable Property Presents A Rare Opportunity To Own A Luxury Waterfront Residence In One Of Long Island's Most Prestigious And Sought-After Communities!

7 Preston Lane, E. Setauket

$3,390,000

4 Beds ⋅ 5 Baths ⋅ 1012474 MLS

Welcome to the Hamptons and an extraordinary opportunity to own a truly rare waterfront retreat. Perfectly positioned directly on the bay, this exceptional residence offers unobstructed, panoramic water views that stretch endlessly across the horizon and can be enjoyed from nearly every room, every level, and every corner of the property. This is the definition of a true waterfront gem. From the moment you enter, you are immediately captivated by the breathtaking bay views. The home's thoughtfully designed open-concept layout creates an inviting atmosphere that is both spacious and comfortable, seamlessly blending elegant coastal living with everyday functionality. Built from the ground up in 2015, the property has been meticulously maintained and remains in pristine condition. Never leased and occupied by the owner for only approximately two months per year, the home presents with the appearance and feel of new construction. The first floor features a generously sized guest bedroom with an en-suite full bathroom, a spacious den or home office, and an additional powder room. The heart of the home is the impressive chef's kitchen, perfectly positioned to capture sweeping bay views while flowing effortlessly into the dining area, living room, and expansive waterfront patio. Whether entertaining guests or enjoying a quiet morning coffee, every space is designed to maximize the stunning waterfront setting. The second level is equally impressive, offering three spacious bedrooms across the entire floor. Two of the bedrooms feature en-suite bathrooms, providing the rare luxury of dual primary suites. Both suites enjoy direct bay views and private access to the second-floor waterfront terrace, creating the perfect setting to wake up to spectacular sunrises and enjoy breakfast overlooking the water. Offering private beach access and an unparalleled waterfront lifestyle, this remarkable residence embodies the quintessential Hamptons experience—where luxury, tranquility, and timeless coastal beauty come together in perfect harmony. (NOTE: A comprehensive video walkthrough is available upon request, including interior and exterior tours, private beach access, and aerial and street-view footage)

21 Shinnecock Road, East Quogue

$1,999,000

6 Beds ⋅ 5 Baths ⋅ 1012295 MLS

Fantastic opportunity to purchase a turn-key mixed use building in Huntington Village! 1200sf of commercial/medical space on first floor, plus 3 completely renovated apartments. Rent roll approximately $163,200/year. New roof, siding and split unit systems. Tenants share utilities. Set on .76 acres, ample private parking lot with 16 spots.

68 Nassau Road, Huntington

$1,399,000

6 Beds ⋅ 5 Baths ⋅ 1012182 MLS

Welcome to 2 Jodi Drive, a beautifully appointed residence nestled on a peaceful street in the heart of Manorville, a community often referred to as the "Gateway to the Hamptons." This exceptional home offers the perfect blend of comfort, style, and privacy. 6 Bedrooms, 5 full bathrooms with a protentional in-law suite offers plenty of space for the entire family to enjoy. From the moment you arrive, you'll appreciate the property's inviting curb appeal, spacious layout, and thoughtfully designed living spaces that cater to both everyday living and elegant entertaining. The interior showcases sun-filled rooms, generous living areas, and a seamless flow that creates a warm and welcoming atmosphere. The well-appointed kitchen serves as the heart of the home, offering ample space for gathering with family and friends, while the bedrooms provide peaceful retreats designed for relaxation and comfort. Step outside to discover a private backyard oasis with the in-ground pool, ideal for outdoor dining, entertaining, a smoke house for meat or simply enjoying the tranquility of Long Island living. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor space offers endless possibilities. Conveniently located near parks, shopping, dining, major roadways, and all that the East End has to offer, 2 Jodi Drive provides the perfect balance of suburban serenity and accessibility.

2 Jodi Drive, Manorville

$2,990,000

5 Beds ⋅ 5 Baths ⋅ 1011344 MLS

Experience exceptional waterfront living in coveted Bayberry Point with this custom-built cedar Colonial offering approximately 6,000 square feet of beautifully designed living space on a deep-water canal. Built with quality 2x6 construction, this impressive residence welcomes you with soaring ceilings, sun-drenched living spaces, and an open-concept floor plan designed for both everyday living and grand-scale entertaining. The gourmet chef’s kitchen features custom cabinetry, granite countertops, premium stainless steel appliances, oversized center island, and seamless flow into the dining area and spectacular great room with fireplace and walls of windows overlooking the resort-style backyard. The luxurious first-floor primary suite serves as a private retreat, complete with a fireplace, spa-inspired bath, steam shower, and generous walk-in closets. A first-floor guest suite with private bath and step-in shower offers ideal accommodations for family and visitors. Additional bedrooms are spacious and beautifully appointed, while a dedicated theater/media room provides the perfect setting for movie nights and entertaining. The home also features elegant formal dining spaces, multiple updated baths, custom millwork, hardwood flooring, a wet bar, and an incredible finished bonus area/man cave above the oversized three-car garage with private office space. Step outside to your own waterfront resort. The professionally landscaped grounds showcase a heated 20' x 40' saltwater pool surrounded by expansive paver patios, a pool house, outdoor stone fireplace, and multiple entertaining areas designed to take full advantage of the stunning canal views. Boaters will appreciate the 101-foot deep-water dock with easy access to the Great South Bay. A rare offering that combines luxury, quality craftsmanship, waterfront lifestyle, and resort-style amenities in one of the South Shore’s most desirable locations.

65 W Bayberry Road, Islip

$1,975,000

4 Beds ⋅ 5 Baths ⋅ 1009212 MLS

Set on a picturesque 2-acre parcel in Aquebogue, this exceptional to-be-built residence offers the opportunity to own a beautifully crafted new construction home. Located adjacent to Overlook Drive and surrounded by the natural beauty of the North Fork, the property features an impressive approach and expansive grounds that provide a sense of privacy and space. The thoughtfully designed floor plan encompasses approximately 2,886 square feet with 4 bedrooms(first floor primary), 4.5 bathrooms, a full basement, and a 3-car garage. Open-concept living spaces, 9-foot ceilings on both levels, hardwood flooring, a custom kitchen, and quality craftsmanship throughout create a home that is both elegant and functional. Built with premium materials and energy-efficient systems, this residence combines timeless design with modern performance. As a pre-construction offering, buyers may have the opportunity to personalize select finishes and design features selections, to suit their personal taste and vision. Optional unfinished bonus space and pool packages are available. Enjoy the best of North Fork living, just minutes from vineyards, farm stands, beaches, marinas, and waterfront restaurants.

704 Hubbard Avenue, Aquebogue

$1,388,000

5 Beds ⋅ 5 Baths ⋅ 1009076 MLS

Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. The 1.61 acre wooded lot offers privacy with oval driveway and brick walkway to front door. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 5 bedrooms, 4.5 baths , plus oversize primary with renovated bath and additional room for visiting parents and /or guests on main floor. The Village of Belle Terre has been designated as a bird sanctuary, has a private beach for residents, a park with children's playground, a pickle ball court, a summer program for children, and residents are also welcome at the Port Jefferson Country Club for golf membership. Belle Terre is located adjacent to quaint Port Jefferson Village with restaurants, shops, Library, Ferry to Bridgeport, deep water mooring for boats and 2 major hospitals. Belle Terre truly is "a beautiful place to live!"

6 Cliffside Drive, Port Jefferson

$1,259,000

5 Beds ⋅ 5 Baths ⋅ 1007197 MLS

Stunning 5-bedroom, 3.5-bathroom Colonial situated on an expansive .43-acre lot in East Setauket. Boasting approximately 3,400 sq. ft. of living space, this home features a light-filled layout including a formal living area, dedicated laundry room, and a full basement with endless potential. Enjoy modern amenities like central air and an attached 2-car garage, all within the renowned Three Village School District. A premier North Shore opportunity combining space, elegance, and a central location.

4 Penn Court, E. Setauket

$920,000

5 Beds ⋅ 5 Baths ⋅ 1008779 MLS

Location, Location, Location! Beautiful and charming Victorian home located in the heart of Medford. This spacious residence features 5 generously sized bedrooms, including a primary suite with a private full bathroom, and a total of 4.5 bathrooms. The fully finished basement offers additional living space and includes its own full bath, making it ideal for guests, recreation, or extended family. Enjoy year-round comfort with central air conditioning. Designed for both entertaining and everyday living, this home offers plenty of space for a large family, a spacious backyard, and a large driveway with parking for up to four vehicles. Conveniently situated near schools, shopping, and parks, you'll have everything you need just minutes away. This is a wonderful home for comfort, space, and a prime Medford location. This home is currently being used as a mother daughter setup with 2 separate living spaces. Don't miss this exceptional opportunity!

18 Mill Lane, Medford

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 1007919 MLS

Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every principal living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a potential waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For city-area buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient

$2,500,000

7 Beds ⋅ 5 Baths ⋅ 1007572 MLS

This property includes 3 homes, all down a secluded driveway off Montauk Hwy in the Quiogue Hamlet of Westhampton Beach. Perfect for a multi- generational retreat. Close to town and beaches. All properties can be sold individually or together. 533 - mls 992544 tax map-0900-370-00-03-00-027-000 531 - mls 992577 tax map-0900-370-00-03-00-021-000 529- mls 992470 tax map-0900-370-00-03-00-022-000

533, 531, 529 Montauk Highway, Westhampton Beach

$2,499,000

5 Beds ⋅ 5 Baths ⋅ 1007146 MLS

Incorporated Vill. of Belle Terre , New Construction on flat 1 acre , 5 bedrooms 4.5 baths, 5000 sqft , winter water views, Grand 2 Story Entry, 9' ft First floor 8' 2nd floor with 10'6" tray ceilings, 9' basement w/ outside entrance, Cedar Impressions shingles,Limited Lifetime year Architectural Shingle & Standing Seam Roof, All Electrical Appliances, 6-7" Oak Flooring Throughout, UpGraded Moulding Package,Upgraded Electrical Package, 3zone Bosch Heat Pump HVAC W75 gal storage tank, system (qualified for tax abatement). White or Gray Shaker Kitchen Cabinets with Quartz Countertops, Double sided, Electrical Fireplace with Decorative Surround, Wraparound Covered Porch,Oversized 2 Car Garage, IGS, Sod Package with Green Screening, Asphalt Driveway w/ Stone walkway. NAIA Septic, Appliance Credit, Energy Star Home & Windows, ,2 Laundry Rooms, Maids Quarters,Oversized Closets, Electric Car Charger or One other extra choice from Contractor list. walk to PJ Village, Private Beach, **Time to customize**

18 Bell Circle, Port Jefferson

$1,388,000

8 Beds ⋅ 5 Baths ⋅ 1005256 MLS

Beautifully renovated legal 2-family/multifamily property offering exceptional income-producing potential with approximately $10,000 per month in rental income. This spacious property features multiple well-maintained units with generous bedroom layouts, updated kitchens and baths, and modern finishes throughout. Perfect for investors, or mother/daughter-style living with flexible space and privacy options. Situated on an oversized property with expansive outdoor space and ample parking, this unique opportunity also offers potential for additional expansion or future improvements. Conveniently located near shopping, transportation, schools, and major roadways. A rare turnkey multifamily property combining strong cash flow, versatility, and long-term value.

47 Bushwick Avenue, Brentwood

$4,290,000

5 Beds ⋅ 5 Baths ⋅ 981869 MLS

BRAND NEW CONSTRUCTION ~ TO BE BUILT. This is an opportunity to customize your exclusive Luxury Residence. This home has an expected completion of early 2027. Local prominent builder, will finish to perfection on this incredible flat 2.67 acre of beautiful property. Thoughtful floorplan incorporated, with proposed residence, offering 5 Bedrooms, Kitchen with high end appliances, quartz countertops, open to Great Room, Office/Bedroom Ensuite on first, Dining Room and Mud Room. Radiant heat in Primary Bath and Mud Room. In addition, this new residence offers; 2 Laundry Rooms one on 1st and 2nd floor, Bonus Room over Garage. The Great Room encompasses a wall of glass overlooking the stunning property, including 4 French doors with additional windows, offering an abundance of natural light. The French doors open to an outside patio with covered porch for multi seasonal enjoyment. Ceilings Height 10 Ft. on First Floor, 9 Foot and Cathedral on Second Floor, 9 Foot Ceiling in Basement. Stunning oversized custom front window with bronze finish for the ultimate curb appeal. 3 Car Garage, side loaded, situated on the left side of the home. Marvin windows, Maibec siding, Azek trim, 5" Oak floors, Rheem CAC, 300 amp underground electrical service, Navien boiler hot water system, Central vac, Thermadore appliance package, LG washer dryer, are some of the many amenities offered. This high-end new construction offers fresh on point, sophisticated design. Mature plantings provide a serene setting. Spectacular setting close to Fort Hill Beach, Town, shops, restaurants, train, CSH library and all the local Village has to offer. Assoc. fee of $2,250. Private Fort Hill and Lloyd Harbor Beach with mooring rights, cabana, tennis and summer camp (fee). (Renderings for marketing purposes only) CSHSD #2

3 Seaforth Lane, Lloyd Harbor

$1,550,500

4 Beds ⋅ 5 Baths ⋅ 1001424 MLS

Welcome to Aspen Run, an exclusive collection of four luxury residences privately positioned in the heart of East Moriches. Thoughtfully designed to blend modern living with the natural beauty of Long Island’s South Shore, Aspen Run offers convenient access to local shopping, dining, marinas, beaches, and major travel routes while maintaining a quiet, estate-like setting. The Rosegrove model offers over 3,200 square feet of curated living space, blending timeless architecture with modern functionality. Designed for both everyday comfort and elevated entertaining, this residence features 4 spacious bedrooms and 4.5 bathrooms, including a generously sized first-floor primary suite designed for privacy and relaxation, as well as an additional private upstairs ensuite. At the center of the home, an expansive open-concept floorplan seamlessly connects the chef’s kitchen, dining area, and great room. The kitchen is complemented by a dedicated scullery-style prep pantry complete with beverage refrigeration, a secondary sink, and additional storage. Anchored by a 42-inch cultured stone fireplace and oversized windows that fill the space with natural light, the adjoining living and dining areas create an effortless flow ideal for both everyday living and large-scale entertaining. A private second-floor study offers additional flexibility for a home office, lounge, or guest accommodations. Set on over 1.3 acres surrounded by mature growth and preserve-backed privacy, the residence offers a rare connection to its natural surroundings. The setting creates a peaceful and secluded atmosphere while remaining just moments from the conveniences and coastal lifestyle that define East Moriches living. Additional highlights include: Grand open-concept living and entertaining spaces Custom chef’s kitchen with additional scullery kitchen Cultured stone fireplace feature wall High ceilings throughout Luxurious primary suite with spa-inspired bath Preserve-backed setting with exceptional privacy Room for future outdoor living amenities, including a pool and entertaining space Discover the balance of luxury, land, and lifestyle at Aspen Run — a rare new construction offering designed for modern Long Island living.

2 N/C Aspen Run, East Moriches

$1,560,000

4 Beds ⋅ 5 Baths ⋅ 1001342 MLS

Welcome to Aspen Run, an exclusive collection of four luxury residences privately positioned in the heart of East Moriches. Thoughtfully designed to combine modern living with the natural beauty of Long Island’s South Shore, Aspen Run offers convenient access to local shopping, dining, marinas, beaches, and major travel routes while maintaining a quiet, estate-like setting. The Oakmont model offers over 3,477 square feet of curated living space, blending timeless architecture with modern functionality. Designed for both everyday comfort and elevated entertaining, this residence features 4 spacious bedrooms and 4.5 bathrooms, including a generously sized first floor primary suite designed for privacy and relaxation, and private upstairs ensuite, with laundry on both floors. At the center of the home, an expansive open-concept floorplan connects the chef’s kitchen, dining area, and great room, anchored by a 42" fireplace and oversized windows that invite natural light throughout the space. An oversized private study with a full bath provides additional flexibility for a home office, or even guest accommodations. Set on over 1.5 acres of mature growth and town preserve-backed privacy, the residence offers a rare connection to its surrounding landscape. The setting creates a peaceful and secluded atmosphere while remaining moments from the conveniences and coastal lifestyle that define East Moriches living. Additional highlights include: Grand open-concept living and entertaining spaces Custom chef’s kitchen with oversized center island Walk-in pantry and mudroom functionality Fireplace feature wall High ceilings and expansive glass throughout Luxurious primary suite with spa-inspired bath Preserve-backed setting with exceptional privacy Room for future outdoor living amenities including pool and entertaining space Discover the balance of luxury, land, and lifestyle at Aspen Run — a rare new construction offering designed for modern Long Island living.

1 N/C Aspen Run, East Moriches

$2,075,000

7 Beds ⋅ 5 Baths ⋅ 995314 MLS

Just 600 feet from the ocean, Casablanca 2.0 is a fully reimagined 7-bedroom, 4.5-bath coastal retreat designed for seamless indoor-outdoor living and exceptional rental performance. Set behind a private, bamboo-lined approach, the home offers a rare blend of privacy, scale, and modern design in one of Fire Island’s most sought-after enclaves. Gut-renovated in 2023 and outfitted with all-new furnishings in 2024, the residence features a sun-drenched open-concept living space with wide-plank flooring, an electric fireplace, and walls of glass that lead to expansive multi-level decking. The chef’s kitchen is thoughtfully appointed with quartz countertops, a large island, custom cabinetry, and premium appliances—perfect for entertaining at scale. Seven well-proportioned bedrooms—all with queen or king accommodations—are designed for both comfort and flexibility. Multiple en-suite layouts, a Jack-and-Jill configuration, and additional flex space allow for effortless hosting while maintaining privacy. Outdoor living is elevated with a heated saltwater pool, rooftop deck, outdoor shower, and newly constructed decking throughout—creating a true resort-style setting ideal for both quiet retreats and vibrant summer gatherings. Built for both lifestyle and longevity, the home features elevated coastal construction, a new roof and siding, two 200-amp electrical panels, two water heaters, and a 9-zone energy-efficient split-system for individualized heating and cooling throughout. Offered fully furnished and turnkey, Casablanca 2.0 is not only a refined beachside escape but a proven high-performing asset with strong seasonal demand and consistent occupancy. A rare opportunity to own a private, design-forward retreat where luxury meets investment in the heart of Fire Island Pines. With strong seasonal demand and a layout optimized for group accommodations, Casablanca 2.0 has demonstrated exceptional rental performance, including high occupancy during peak summer months, consistent 5-star guest experiences, and efficient pricing for larger groups. Offered fully furnished and turnkey, it presents an immediate opportunity for income generation with long-term upside in a supply-constrained, globally recognized destination.

317 Sky Walk, Fire Island Pines

$1,295,000

6 Beds ⋅ 5 Baths ⋅ 999623 MLS

Not a single detail of this Wading River estate is missing. From its construction and extension features to its unique interior touches, this home truly has it all. With 6 bedrooms and 5 full baths, it is perfect for multi-generational living. The spacious primary suite along with 2 additional bedroom suites, each have its own full bath and large walk-in closets. A separate flex room provides the perfect spot for a gym or home office. Downstairs, a dedicated space is ideal for guests. Convenience abounds with laundry rooms on every level. The fully finished basement includes a game room and billiard room. Outside, enjoy over an acre of beautifully landscaped property with a fenced-in salt water pool, deck, fruit-bearing specimen trees, and even a personal vineyard. It is the perfect oasis for relaxation and entertainment. The attached 3-car garage offers extra space for vehicles, hobbies, and even more storage. The front porch features a gazebo, lighting, and a built-in sound system. The family room that connects to the porch boasts a fireplace and a brick pizza oven. With so many more interior and exterior features to list...1509 Wading River Manorville Road is a must see!

1509 Wad Riv Mnrvl Road, Wading River

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 000103 MLS

Tucked away in the coveted Shinnecock Hills section of Southampton, this newly constructed residence by Hamptons Building Group offers an exceptional blend of modern luxury, effortless functionality and refined Hamptons living. Ideally located less than 10 minutes from the heart of Southampton Village, residents enjoy easy access to the Village's renowned boutiques, celebrated restaurants, and pristine ocean beaches. Set on .22 acres and spanning approximately 3,090 square feet, the home features four ensuite bedrooms, four full bathrooms, and one half bath thoughtfully designed across two impeccably finished levels. A dramatic double-height foyer welcomes you into the sun-drenched main living space, where natural white oak flooring, soaring ceilings, and an oversized stone fireplace create a warm yet sophisticated atmosphere. The open-concept layout seamlessly connects the great room to a beautifully appointed chef's kitchen complete with a substantial center island, premium finishes and an adjoining dining area ideal for both intimate gatherings and large-scale entertaining. The first floor is further complemented by a powder room, mudroom and attached garage for everyday convenience. The primary suite serves as a private retreat, featuring a spa-inspired bath with soaking tub, glass-enclosed shower, and dual vanities. An additional ensuite guest bedroom on the main level offers comfort and privacy for visitors. The fully finished lower level is designed with lifestyle in mind, offering two additional ensuite guest bedrooms, a spacious recreation lounge with wet bar, dedicated fitness room with sauna, oversized double laundry area, additional storage and electrical closet. Outdoors, beautifully landscaped grounds surround a stunning heated salt water gunite pool and expansive stone patio, creating the perfect backdrop for summer entertaining and relaxed coastal living. Offering the rare combination of new construction, luxury amenities, and exceptional value south of $3 million, this is a remarkable opportunity to own a turnkey Hamptons retreat in one of Southampton's most desirable enclaves. Expected completion June 2026!

28 Inlet View Drive, Southampton

$2,999,990

4 Beds ⋅ 5 Baths ⋅ 999832 MLS

Set along the tranquil shoreline of Reeves Creek with direct access to the Peconic Bay, this newly built waterfront residence offers a rare blend of privacy, design, and coastal sophistication. With approximately 50 feet of waterfront and a private sandy shoreline, the property is designed to embrace seamless indoor-outdoor living in one of the North Fork’s most peaceful settings. Thoughtfully designed with four bedrooms and four-and-a-half baths, the home combines clean architectural lines with warm, refined finishes. Expansive glass openings frame the water from multiple vantage points while inviting natural light fills the open-concept living spaces. Every element was selected to balance modern luxury with long-term durability and comfort. Interior finishes include wide-plank white oak flooring, desert oak cabinetry, quartz surfaces, and a fully integrated Thermador appliance package. The en-suite bathrooms feature oversized porcelain tile, designer vanities, and frameless glass shower enclosures, creating a cohesive, elevated aesthetic throughout the home. Built with both performance and longevity in mind, the residence incorporates high-efficiency two-zone Bosch heat pump systems to meet and exceed NYS standards. The exterior is clad in premium NuCedar composite siding, chosen specifically for its resilience in coastal environments and its ability to maintain its appearance over time. 36 Pine is a rare opportunity to experience modern waterfront living on the North Fork, where timeless design meets effortless access to the bay.

36 Pine Avenue, Aquebogue

$5,995,000

5 Beds ⋅ 5 Baths ⋅ 999173 MLS

Welcome to 920 Cedar Point E in Southold, a spectacular 1.4-acre waterfront estate overlooking one of the most breathtaking stretches of the Peconic Bay, complete with a private deeded dock slip just steps from the property. Featuring 200 feet of pristine sugar-sand beachfront, this exceptional setting offers privacy, serenity, all-day sunshine, and the gentle prevailing southwest breezes for which the Peconic Bay is known. As day turns to evening, breathtaking sunsets create an ever-changing display of color across the water before giving way to a starlit night sky. Designed to complement its remarkable surroundings, the cedar-shake residence stretches across the property's 200 feet of waterfront, positioned remarkably close to the Bay while protectively perched approximately 25 feet above sea level. From nearly every vantage point, the home offers a front-row seat to a uniquely nautical backdrop of passing boats, maritime activity, and local wildlife. Inside, the approximately 3,500-square-foot, five-bedroom, four-and-a-half-bath home is light and airy, with wide-plank wood floors and generously scaled living spaces. A more recently added Great Room features soaring, sun-soaked ceilings and is anchored by an oversized fireplace, creating an inviting gathering space with a strong connection to the surrounding landscape. The primary suite is truly one of a kind, extending even closer toward the water's edge and capturing panoramic Bay views from nearly every angle. The spa-like en-suite bathroom is equally captivating, perfectly framed by an ever-changing canvas of sea and sky. Outside, the grounds are meticulously landscaped with mature plantings, sprawling lawns, and specimen trees that create an exceptional sense of privacy. There is ample room for an in-ground pool in multiple locations, as well as significant opportunity for future expansion of the existing residence should additional space be desired. For those seeking that quintessential beachfront North Fork home without sacrificing the convenience of boating on the Peconic Bay, 920 Cedar Point E represents a truly exceptional offering.

920 Cedar Point Drive E, Southold

$2,800,000

4 Beds ⋅ 5 Baths ⋅ 998965 MLS

Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. High ceilings, polished concrete floors, and an expansive chef’s kitchen define the interior, while large openings draw in natural light and frame views of the beautifully composed backyard. The streamlined design is anchored by an open floor plan that connects the primary living, dining, and kitchen spaces, creating an easy flow for both everyday living and entertaining. A separate den and second-floor loft provide welcome separation for work, media, or quiet retreat when needed. Four ensuite bedrooms offer comfort and privacy for both residents and guests. Set on a shy acre with a sandy bay beach at the end of the street, the outdoor spaces are equally compelling, featuring a heated saltwater pool, expansive Ipe decking, and a covered dining area. Three of the four ensuite bedrooms offer direct access to the wraparound porch, which connects seamlessly to the home’s primary outdoor living spaces. The quality of materials and construction is evident throughout, reinforcing both form and function. Continuous poured concrete floors run throughout the home, creating a seamless, uninterrupted finish from room to room with no saddles or transitions. A two-car garage and substantial basement provide additional utility, storage, and flexibility. Located in the heart of Cutchogue, many of the North Fork’s best beaches, restaurants, wineries, and farm stands are just minutes away.

1895 Pequash Avenue, Cutchogue

$2,350,000

5 Beds ⋅ 5 Baths ⋅ 998983 MLS

5 bed/4.5 bath contemporary colonial with soaring ceilings on a pristine full acre with gunite pool, professional tennis court with lighting and tremendous recently built paver patio, outdoor BBQ area and sun deck around the pool. Larger model on the more desirable side of the street with flat properties. Huge main living spaces including double height living room, tremendous formal dining room and sunken family room with fireplace. Large bedroom with attached full bath on the first floor. Newer exterior including Andersen 400 Series Windows, siding and gutters. Recent full custom kitchen with high-end Thermador stainless steel appliances, large double mitered Taj Mahal stone island and countertops, pantry and wet bar/coffee area. Tremendous primary suite with two walk-in closets and large bath with double sink, steam shower and soaking tub. Three additional bedrooms on second floor each with a walk-in closet. Recent updates include new central air units for first floor, hot water storage tank and new pool filter. Prime mid-block location on Melville's most sought after street surrounded by multi-million dollars homes. Half Hollow Hills schools. Available for Summer 2026 occupancy.

16 Cabriolet Lane, Melville

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