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$860,000
4 Beds ⋅ 3 Baths ⋅ 1032681 MLS
New construction! This beautifully designed home overlooks tranquil Merritt Pond, launch your kayak and enjoy sunsets from your backyard. Built with quality and longevity in mind, the home showcases high-end finishes and professional design throughout. Open-concept layout ideal for modern living, highlighted by a spacious eat-in kitchen and living area, complemented by a formal dining room and a den located at the front of the home. Featuring four large bedrooms upstairs, including a primary suite with a spa-inspired bathroom featuring a soaking tub and peaceful water views. Additional highlights include a full basement with walk-out entrance. New from top to bottom, the home is energy efficient with new heat pump technology, connected to municipal water and Riverhead sewer, providing peace of mind. Taxes are actual, some photos are digitally staged and landscape digitally rendered, not actual.

909 Ostrander Avenue, Riverhead
$6,495,000
8 Beds ⋅ 8 Baths ⋅ 1032578 MLS
Traditional Hamptons Living, Reborn. Behind gated, hedge-lined entry on 1.92 acres, this +/-5,000 SF classic Hamptons residence has undergone a comprehensive, designer-led renovation. Coffered and beamed ceilings, lattice-paned windows, and built-in cabinetry are lovingly preserved throughout. The renovated eat-in kitchen features professional-grade appliances, honed stone counters, and a center island, alongside a butler's pantry with wine storage and wet bar. A 34-foot fireplaced living room and octagonal fireplaced dining room anchor the main level. Upstairs: 7 bedrooms, including a primary suite with sitting room and new en suite bath with soaking tub in the original bay window. Separate garage with gym and guest suite. Outside: 40+ ft wraparound porch with signature rotunda, gunite pool and spa, pool cabana with billiards and wet bar, sauna, and a private golf green — room remains for a tennis court, with possible subdivision. Moments to Main Street, Rogers Beach, and the Performing Arts Center. 90 minutes to NYC, 8 to Gabreski. A rare offering.

41 Seafield Lane, Westhampton Beach
$599,000
2 Beds ⋅ 1 Baths ⋅ 1031487 MLS
Affordable cedar-shake traditional set on a shy half-acre in a convenient location between the North Fork and the Hamptons. This 2-bedroom, 1-bath home offers an open, easily expandable floor plan with an eat-in kitchen, brick fireplace, hardwood floors, full basement, and detached 2-car garage. Available boat dockage is located right across the street. Enjoy nearby Hampton Bays ocean beaches, North Fork wineries, restaurants, and shopping, all just a short distance away. Located in Southampton Town with low annual taxes of $4,124. A great opportunity not to be missed.

1101 Flanders Road, Flanders
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 1031524 MLS
This charming cedar shingle Cape has been expanded and completely renovated, resulting in a home that exudes a timeless sense of place across three full floors of living space. With five bedrooms and four bathrooms, the home expands comfortably for guests yet feels equally intimate for smaller gatherings, striking a perfect balance for those looking to host but also enjoy a refined and exceptional East End retreat Stunning carpentry, high-end appliances, and designer fixtures carry throughout. The custom-built kitchen features bespoke cabinetry and hardware, flowing seamlessly into a dining area and a light-filled living room anchored by a wood-burning fireplace. Oversized windows and a vaulted ceiling define the dining room, which connects to an oversized back deck overlooking the sprawling backyard. Outside, a gunite, heated, saltwater pool complements the cedar-shingled accessory structure, which combines a pool house with its own bathroom, a garage, a covered outdoor patio with a gas fireplace, and an outdoor shower. Back inside, two additional guest bedrooms share a full bath on the second floor, while downstairs, two large recreation rooms offer further customization and flexibility. The location is just as compelling as the house itself, minutes from Goose Creek Beach, Cedar Beach, Croteaux Vineyards, and the many shops and restaurants of Southold Hamlet. This is a special property with a real point of view that you'll look forward to walking into each time you return home.

605 Cedar Drive, Southold
$1,525,000
5 Beds ⋅ 3 Baths ⋅ 1031207 MLS
Welcome to your North Fork escape in the charming hamlet of New Suffolk. Tucked away on a quiet property surrounded by mature trees, this spacious 5-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and coastal living. Start your mornings with a stroll to the beach, spend the afternoon boating or fishing on the bay, then enjoy dinner at one of the North Fork's celebrated restaurants or visit nearby wineries and farm stands. Everything you love about the East End is just minutes away. Inside, the home is warm, comfortable, and filled with natural light. The eat-in kitchen is the heart of the home, perfect for gathering and preparing delicious meals. A first-floor bedroom and full bath, provide flexibility for guests, a home office, or first-floor living. Upstairs, the spacious primary suite features a private bath and walk-in closet, while three additional bedrooms and full bath offer plenty of room for all. Outside, the expansive backyard is a peaceful retreat. Surrounded by mature landscaping for exceptional privacy, there is plenty of room to relax, entertain, play, or simply enjoy the quiet setting. Whether you're looking for a year-round residence or the perfect weekend getaway, this is your opportunity to enjoy the best of North Fork living in one of its most sought-after seaside communities.

705 Fanning Road, New Suffolk
$2,995,000
3 Beds ⋅ 2 Baths ⋅ 1031217 MLS
Charming Cape on quiet unpaved road seconds to sandy ocean beach. Recent addition of a great room fr entertaining. Brick terraces. Den may serve as a 4th bedroom for overflow. Private and close to the village shops too.

30 Clinton Academy Lane, Amagansett
$4,150,000
6 Beds ⋅ 7 Baths ⋅ 1030309 MLS
Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sag Harbor
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 1023134 MLS
This breezy, open-concept home was made for hosting, with seamless flow and water views at every turn. Set on 101 feet of Corey Creek frontage, you get a brand-new bulkhead, your own boat ramp, and instant access to the bay. With 4 bedrooms and 3.5 baths, including both a first-floor primary ensuite and a second-floor primary suite, there's room for everyone to spread out in style. Two mahogany decks invite you to soak in those bay views, entertain friends, or just unwind with the coastal breeze. Effortless, elevated, and ready for summer. This is the one you've been waiting for. Near Cedar and Goose Creek beach, Sophie's Rest, tasting rooms, farm stands, vineyards, and all that the North Fork is known for!

195 Williamsburg Drive, Southold
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 1030183 MLS
Welcome to 4 Apple Lane—Your Private Wading River Oasis Nestled in the quaint, sought-after town of Wading River, 4 Apple Lane offers a perfect blend of peaceful privacy and high-value modern upgrades. Spanning 3,300 square feet on an impressive 1.76 plush, park-like acres, this home is a true sanctuary designed for both comfortable daily living and effortless grand-scale entertaining. Sun-Drenched Living & Warm Architectural Details Step inside the welcoming foyer and immediately experience a remarkably bright, open, and airy ambiance filled with natural sunlight from an abundance of large windows. The main level flows effortlessly, offering a large formal living room, an expansive formal dining room, and an inviting den featuring rich, custom built-in cabinetry. Adding to the home's warmth and charm is a cozy wood-burning fireplace, perfect for relaxing on cool evenings. Chef’s Kitchen & Modern Upgrades At the heart of the main floor is the chef’s kitchen—a culinary haven designed for function and style. Upgraded for modern convenience, the kitchen features top-tier updates including a microwave updated in May 2023, a dishwasher and stove/oven replaced in 2022, and a brand-new refrigerator added in 2025. Serene Primary Suite & Renovated Baths Upstairs, the sprawling main bedroom serves as a true primary retreat—expansive, sunlit, and serene. It boasts a beautifully updated full main bathroom complete with a deep soaking tub and a sleek stand-up shower (remodeled in 2019/2020). The additional bedrooms offer generous proportions and easy access to thoughtfully renovated full baths (upstairs bath updated in 2019/2020, and the downstairs bath updated in 2021). Substantial Energy Savings & Future Potential Adding immense value, this home is powered by fully paid-off solar panels. Enjoy the luxury of living practically electric-free, with summer electric bills dropping as low as $19 per month! Downstairs, the full, unfinished basement boasts approx. 8-foot ceilings, offering incredible potential for customization, a home gym, or additional living space. A Resort-Style Backyard Sanctuary Step outside to your personal outdoor retreat featuring a charming side garden and a massive 1,000 sq. ft. cedar deck (20x50, built in 2020). Beyond the deck lies the star of the yard: an oversized 22x42 saltwater pool reaching depths of 9 feet, equipped with a 2018 liner, a 2020 pump, and full reconditioning in 2025. Two 12x14 storage sheds near the pool add effortless convenience. Complete with a brand-new roof (June 2025), an updated 200-amp electrical panel, washer/dryer (Nov 2021), a 3-car garage, and an oversized multi-car driveway, 4 Apple Lane is a turnkey Wading River gem waiting to welcome its next owner home!

4 Apple Lane, Wading River
$8,400,000
6 Beds ⋅ 7 Baths ⋅ 964447 MLS
Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views. The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open common area, kitchenette, full bath, laundry, two changing rooms, outdoor shower, & porch – creating an ideal setting for entertaining and summer living. A fully fenced clay 60 x 120 ft tennis court is expertly sited, so sun glare is never an issue. The property offers an additional free-standing two-bay garage with second floor bonus space providing flexible options for recreation, boat/bike storage or studio space. The 195 ft wide private walkout bay beach offers sweeping Harbor views of Long Beach State Park, Bug Light House and Orient Yacht Club. The property is ideally located within walking or biking distance to the Village of Orient, Orient Yacht Club, local marinas, Post Office, the Country Store, Oysterponds Historical Society and all village amenities.

1600 King Street, Orient
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 1027794 MLS
This impeccably maintained residence is perfectly positioned in the heart of Mattituck, just minutes from local beaches, Love Lane, New Suffolk, and downtown Cutchogue. Set on a beautifully landscaped acre, the property offers a large in-ground pool, mature gardens, and ample room to add additional amenities such as a tennis court or accessory structure. Inside, a bright, open-concept floor plan lends itself to both everyday living and entertaining, featuring a large chefs kitchen, dining room and living room. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bath and generous walk-in closets. Two additional guest bedrooms and a large home office provide flexibility for visitors, or remote work. A large laundry room, basement and detached garage provide for additional utility. Sit on your back patio overlooking the pool to take in spectacular East End sunsets. Thoughtfully maintained and ideally located, this is a home that pairs comfort, convenience, and future potential in one of the North Fork's most desirable communities.

1430 Marratooka Road, Mattituck
$1,775,000
4 Beds ⋅ 4 Baths ⋅ 1029188 MLS
Private dock. Three independent buildings. Resort Waterfront Business zoning. Waterfront opportunities like this are exceptionally rare. Set along Penny Pond with direct boating access to Shinnecock Bay, this unique Hampton Bays compound offers an exceptional blend of waterfront living, investment potential, and flexibility. Whether enjoyed as a private retreat, multigenerational compound, income-producing property, or opportunity afforded by its coveted Resort Waterfront Business (RWB) zoning, this is a property that adapts to your vision. Comprising three independent structures, each with separate utilities, the compound includes a 1,488± sq. ft. main residence with 2 bedrooms and 2 full bathrooms, including a waterfront en-suite primary suite, a charming 2-bedroom waterfront cottage, and a detached two-car garage with an upper-level studio complete with a full bath and kitchenette. Expansive waterfront decks, generous outdoor living areas, an outdoor shower, ample parking, and a private dock with approximately 30 inches of water at low tide complete this distinctive offering, providing convenient boating access to Shinnecock Bay and endless enjoyment on the water. Properties that combine private docking, multiple legal structures, and valuable RWB zoning are seldom available. This is a rare chance to own one of Hampton Bays' most versatile waterfront properties.

35 Gardners Lane, Hampton Bays
$1,249,000
3 Beds ⋅ 4 Baths ⋅ 1028434 MLS
Stylish Heritage Farmhouse: Dating to approximately 1910, this beautifully reimagined Queen Anne–inspired country home preserves a tangible connection to East Marion’s past. Set along the historic route once known as Kings Highway and Sunset Trail—today’s Main Road—and near Marion Lake, the residence was built when the hamlet still reflected its longstanding agricultural and maritime heritage while emerging as a sought-after North Fork summer retreat. Comprehensively renewed for contemporary living, the home pairs early-20th-century character and gracious proportions with refined interiors and exceptional outdoor potential. All major systems have been updated, offering the comfort, convenience and confidence of a modern residence within a home of enduring character. Privately situated behind stylish gates on a level, sun-filled half-acre, the property offers turnkey living in a thoughtfully landscaped setting. A welcoming wraparound porch opens to a beautifully appointed kitchen featuring stainless-steel appliances, quality finishes and sophisticated details. The open-concept living and dining areas flow naturally from the kitchen and extend to an open-air deck overlooking the expansive backyard. An existing pool permit provides an exciting opportunity to create a private outdoor retreat, while one of the property’s two substantial sheds could potentially be converted into a pool house, subject to applicable permits and approvals. The first-floor primary suite includes a beautifully finished bath with a soaking tub, while a separate powder room serves guests. Upstairs, two additional en-suite bedrooms each feature a thoughtfully designed full bath. Generous proportions continue throughout the home, with the basement providing abundant storage and a spacious laundry room. Propane heat and new central air conditioning ensure year-round comfort. The home’s flexible layout and peaceful yet convenient location also create an ideal live-work environment for remote professionals, digital nomads and those seeking a sophisticated country escape without sacrificing modern connectivity or convenience. Low East Marion taxes, two large sheds and mature landscaping further distinguish the offering. Ideally located minutes from Long Island Sound and Peconic Bay beaches, Marion Lake for kayaking and birdwatching, and the shops, restaurants and waterfront attractions of Greenport Village—with ferry connections to Shelter Island and the Hamptons—this stylish heritage farmhouse presents a rare opportunity to embrace four-season North Fork living and establish your own enduring North Fork legacy.

East Marion
$775,000
3 Beds ⋅ 3 Baths ⋅ 1027530 MLS
Welcome to this beautiful maintained Bradford model offering the perfect blend of comfort and style. Featuring hardwood floors, a cozy gas fireplace, and a spacious kitchen with newer stainless steel appliances, this home is ideal for everyday living and entertaining. Relax on the inviting porch or unwind on the private patio, perfect for enjoying peaceful mornings or evenings. Clubhouse includes card room, billiards, kitchen, fitness room, pickleball, tennis, bocce, and shuffleboard courts. Close proximity to wineries, beaches, shopping, dining, ferries, and marinas.

5 Green Ash Street, Calverton
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 1022803 MLS
Perfectly sited on a protected inlet on West Lake, with direct access to the pristine waters of the Little Peconic Bay, this exceptional waterfront retreat embodies the effortless elegance of North Fork living. Thoughtfully designed to embrace its spectacular setting, the home is filled with natural light and showcases captivating water views from its principal living spaces. The main level offers an inviting open-concept design, where a gracious living room with a gas fireplace, elegant dining area, and beautifully appointed chef's kitchen with premium finishes flow seamlessly onto an expansive waterfront deck, creating an ideal setting for both intimate gatherings and grand-scale entertaining. A private staircase leads to the large dock, with room for multiple boats and a permitted kayak launch, offering immediate access to some of the East End's finest boating, sailing, and fishing. Above, the rooftop observation deck captures sweeping panoramic vistas across Little Peconic Bay, Robins Island, and the ever-changing coastal landscape beyond. The finished lower level encompasses an additional 1,675 square feet of living space and features a spacious family room, two bedrooms, a bathroom, another fireplace, a wine cellar, and walls of sliding glass doors that blur the line between indoors and out, inviting the waterfront into every moment. Complete with private beach access, this is more than a home-it is a rare opportunity to embrace an extraordinary waterfront lifestyle where sunrise boat-rides, paddles, afternoons on the bay, and unforgettable sunsets become part of everyday life.

2245 Little Peconic Bay Lane, Southold
$4,495,000
6 Beds ⋅ 8 Baths ⋅ 1027629 MLS
This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 1027212 MLS
Nestled in the heart of Cutchogue along a quiet private road, this beautifully maintained four-bedroom, two-and-a-half-bath home is set on more than 3.3 picturesque acres, graced by mature trees and thoughtfully landscaped grounds. Inside, hardwood floors, three gas fireplaces, Anderson windows, and two beautifully updated full bathrooms create warm, inviting living spaces designed for both everyday comfort and entertaining. The backyard embodies the best of North Fork living, featuring a new in-ground pool, spacious patio, outdoor bar, and mature landscaping—an inviting setting for relaxing or entertaining. A detached two-and-a-half-car garage with an expansive loft above offers flexible space for a home office, studio, workshop, or additional storage, while a barn-style outbuilding and expansive grounds provide exciting possibilities for equestrian use, hobby farming, or recreation. Just minutes from beautiful Peconic Bay beaches, wineries, farm stands, and some of the North Fork's best restaurants, this property offers the perfect balance of privacy and convenience. (Address also knows as 1 Banks St)

300 Private Road Unit #8, Cutchogue
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 1024349 MLS
Your North Fork Escape Awaits...Discover the charm of coastal living in this inviting Cutchogue retreat, ideally located just steps from the sandy shores of Peconic Bay Beach and around the corner from a marina. Whether you're searching for the perfect weekend getaway or a year-round haven, this special property offers the peaceful North Fork lifestyle you've been dreaming about. Enjoy seasonal water views, gentle bay breezes, and the tranquility of one of Cutchogue's most desirable beachside neighborhoods. The spacious main home features 4 bedrooms, 3 1/2 Bathrooms, an eat-in kitchen, living room, dining room, and a welcoming family room with a cozy wood-burning fireplace—perfect for gathering with friends. Additional conveniences include central air conditioning, oil heat, city water, central vacuum, an attached one-car garage, and a full basement. The property also features an exceptional Detached Two-car garage with an impressive bonus space above, offering endless possibilities for a home office, artist's studio, fitness room, recreation area, or the perfect place to pursue your favorite hobbies. The generous yard provides plenty of room for outdoor entertaining, lawn games, relaxing after a day at the beach, and even the potential for a future swimming pool. There are also two deeded access points to Little Creek just around the corner for launching kayaks, sailing, or mooring a small boat to cruise directly out to Peconic Bay. Located in the Cutchogue – New Suffolk Park District, you have numerous beach options, including free use of the “Nassau Point Community (“Causeway”) Beach just steps away from your front door. Whether you're boating, beachcombing, or simply unwinding in the quiet beauty of the North Fork, this property offers the ideal setting to create lasting memories with friends. Best of all, you'll enjoy low taxes, making this coastal getaway as practical as it is desirable. Come experience why this charming Cutchogue home could become your own private North Fork retreat. Whether you're looking for a peaceful weekend escape, a summer retreat, or a place to gather with friends year-round, this special property offers the perfect balance of comfort, charm, and coastal living. Spend your days enjoying nearby beaches, boating, championship golf courses, acclaimed vineyards, craft breweries, gourmet restaurants, farm stands, and all the beauty the North Fork is known for. With so much just moments away, you'll find yourself making memories here for years to come.

8275 Skunk Lane, Cutchogue
$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
$11,000,000
3 Beds ⋅ 3 Baths ⋅ 1023293 MLS
Discover an extraordinary opportunity to create your dream Hamptons estate on 1.5 pristine acres in one of East Hampton’s most coveted South of the Highway locations. Whether you’re a builder seeking your next premier project or an end user envisioning a custom luxury retreat, this exceptional property offers endless potential. Design and build a spectacular new estate with resort-style amenities, or renovate and expand the existing approximately 2,500-square-foot home to suit your vision. The current residence also offers the flexibility to enjoy while plans are finalized and permits are secured. Ideally situated in a peaceful setting just minutes from East Hampton Village’s renowned boutiques, acclaimed restaurants, and world-famous ocean beaches, this property offers the perfect blend of privacy, convenience, and opportunity. A rare offering in an exceptional location—an ideal canvas for creating a truly remarkable Hamptons estate.

17 Baiting Hollow Road, East Hampton
$1,385,000
4 Beds ⋅ 3 Baths ⋅ 1023884 MLS
Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage and more! Close to Southold’s Kenneys, McCabe’s and Town Beach. A rare opportunity to own a private retreat with amazing grounds, perfect for year-round or part time living!

4408 Old North Road, Southold
$7,895,000
4 Beds ⋅ 3 Baths ⋅ 1017424 MLS
A true private compound set on just shy of an acre in one of the Hamptons' most desirable enclaves and on one of Sag Harbor Village's finest streets, this exceptional home blends timeless European charm with modern luxury and comfort. The beautifully landscaped property features a substantial detached accessory structure with its own private entrance, a pool house, detached two-car garage, and heated saltwater pool, offering exceptional flexibility for guests, a home office, studio, fitness space, or extended living. Framed by lush flowering gardens that bloom from spring through autumn, along with shaded brick and bluestone paths, the property offers a rare sense of privacy in the heart of the Village. Inside, the home is rich with one-of-a-kind details, including exquisite 100-year-old stained and leaded glass pocket doors imported from Europe, period windows, maple floors, and mahogany used throughout the interior and exterior. The airy open floor plan is as functional as it is elegant. The chef's kitchen, anchored by a cozy fireplace with an antique mantel, flows seamlessly into a sunlit living space and through French doors to a spacious half-moon deck overlooking stone walkways and a brick patio. A large formal dining room and TV den, both featuring custom mahogany cabinetry, provide ample space for casual and formal gatherings. Outdoors, the fenced heated saltwater pool with bluestone coping, pool house, detached garage with stained-glass gable windows, and expansive grounds create an exceptional setting for entertaining and year-round enjoyment. Every inch of the property has been thoughtfully curated, from the mature gardens to the distinctive architectural details that make this home truly unforgettable. There is simply no home in Sag Harbor like it. Best of all, you're just moments from Sag Harbor's world-class shops, acclaimed restaurants, marinas, and cultural venues, allowing you to enjoy village living without sacrificing privacy or tranquility.

54 Palmer Terrace, Sag Harbor
$1,299,000
5 Beds ⋅ 4 Baths ⋅ 1024810 MLS
Located in Commack’s desirable Wichard Woods (award-winning school district), this exceptional 5-BR, 2-full, 2-half bath Dorchester Colonial backs up to a private greenbelt. The bright layout features dual staircases, gleaming hardwood floors, and a living room with a gas marble fireplace. The newly renovated chef’s kitchen boasts custom maple cabinetry, quartzite counters, a walk-in pantry, coffee bar, Jenn-Air gas range, and double ovens. Upstairs, the luxurious primary suite offers a spa bath with radiant heated floors, a soaking tub, and a multi-head steam shower with built-in audio. An entertainer’s dream, the finished basement includes a wet bar, pool table space, and a media room. Step outside to a private oasis featuring a two-tiered cedar deck, an expansive paver patio, and an oversized L-shaped pool with waterfalls. Rare opportunity for space, luxury, and privacy!

4 Harris Court, Commack
$2,450,000
4 Beds ⋅ 3 Baths ⋅ 1023932 MLS
Welcome to this beautifully renovated East Quogue home, where exceptional craftsmanship, custom details, and luxury finishes come together on a private half-acre setting. Thoughtfully expanded and redesigned, with a complete renovation finished in 2025, this stunning residence offers 4 bedrooms, 3 full baths, and the perfect blend of sophisticated style and comfortable living. From the moment you arrive, the classic cedar shake exterior and professionally landscaped grounds create timeless Hamptons curb appeal. Inside, a light-filled open floor plan showcases soaring ceilings, rich architectural details, and premium finishes throughout. The welcoming foyer opens to a spacious living room with a cozy fireplace, flowing seamlessly into the dining area and a beautifully appointed chef's kitchen featuring elegant marble countertops, custom cabinetry, a premium 6-burner professional range, high-end appliances, and exceptional attention to detail. The spacious primary suite is a private retreat, complete with a custom walk-in closet and a spa-inspired bath featuring double vanities. Three additional bedrooms and two beautifully finished full baths offer flexibility for guests, a home office, or additional living space. Custom closets throughout the home maximize storage while reflecting the same level of craftsmanship and thoughtful design found in every room. Designed for year-round comfort, the home features forced-air heating and central air conditioning with a whole-home humidification system, spray foam insulation for enhanced energy efficiency, a buried 500-gallon propane tank, and a new septic system. The private backyard is an exceptional outdoor retreat, featuring a brand-new heated saltwater gunite pool, expansive entertaining deck, patio, outdoor shower, and mature arborvitaes that create a lush, private setting. An in-ground sprinkler system keeps the landscaping lush, while professionally designed landscape lighting beautifully illuminates the trees, walkways, and entry steps after sunset. An attached one-car garage provides additional convenience and storage. Located within the East Quogue School District, this exceptional home is just five minutes from East Quogue Village and only ten minutes from Westhampton Beach. Enjoy convenient access to boutique shopping, acclaimed restaurants, marinas, golf courses, wineries, world-renowned ocean beaches, and exclusive Town of Southampton resident beach access, offering the very best of the Hamptons lifestyle. A truly turnkey property offering luxury, privacy, and countless custom upgrades, with every detail of the renovation completed in 2025. Simply move in and enjoy.

15 Wild Cherry Lane, E. Quogue
$1,590,000
4 Beds ⋅ 2 Baths ⋅ 1024702 MLS
Ideally located within the Village of Westhampton Beach, the property is just moments from the recently revitalized Main Street, where an array of boutique shops, restaurants, cafes, Westhampton Beach Performing Arts Center, Sunset Theatre, and local attractions await. Residents also enjoy access to the Village's renowned ocean beaches, including Rogers Beach and Pike's Beach, as well as nearby private beach clubs and the prestigious Westhampton Beach Country Club. Whether restoring its timeless character or creating an entirely new vision, this exceptional property offers a rare chance to own a piece of Westhampton Beach history in one of the Hamptons' most sought-after locations. View this two-story traditional. Room for a pool, has a two car detached garage, deck, sunroom and eat-in-kitchen.

249 Sunset Avenue, Westhampton Beach
$1,499,999
3 Beds ⋅ 3 Baths ⋅ 1023356 MLS
Your Dream home is waiting for you! Traditional meets Contemporary in every room of this 3408 sq. ft. home! Coming soon: a fully fenced yard for pups and people. Summer fun awaits! Also coming this month, JULY '26, NEW irrigation system for a greener lawn with landscape highlight for more outdoor curb appeal to complement the James Hardie Siding and stone accents on the front. A stunning black 8' double-door entry to a Grand Foyer with double-height ceilings. The Grand foyer showcases an oak staircase highlighted by black railing and exquisite millwork gracing every wall. A mid-century modern 18-light Chandelier adds to the grandeur of this luxury residence. Each oversized room will give the luxury of interchanging the family room with the dining room or the Formal Living room from the North side of the house to the South side, to meet your personal lifestyle. Enjoy the Chef's kitchen with Fabuwood cabinetry, including a 9' Chef's Island, boasting Cafe appliances and a hostess bar with a wine cooler. Engineered Hardwood floors 3/8 thick throughout this home, in White Oak with Weathered wood Finish! Designer millwork adds to the impeccable detail and meticulous style of this home. Amazing Closets. The bathrooms are a must-see. The home is new from the ground up! The basement footprint allowed this builder a stunning layout, including the NEW 478 sq. ft. GARAGE.

11 Edcris Lane, Huntington
$925,000
3 Beds ⋅ 3 Baths ⋅ 1023632 MLS
WELCOME TO THIS BEAUTIFULLY CRAFTED TWO-STORY HOME OFFERING THE PERFECT BLEND OF LUXURY, COMFORT, AND PRIVACY. NESTLED ON A QUIET DEAD-END STREET WITHIN A HIGHLY DESIRABLE COMMUNITY FEATURING A ONE-WAY-IN, ONE-WAY-OUT DESIGN, THIS PROPERTY PROVIDES A PEACEFUL SETTING WITH MINIMAL THROUGH TRAFFIC AND A WELCOMING NEIGHBORHOOD ATMOSPHERE.THIS SPACIOUS RESIDENCE FEATURES 3 GENEROUSLY SIZED BEDROOMS, 2.5 BATHROOMS, AND AN EXPANSIVE OPEN FLOOR PLAN DESIGNED FOR BOTH EVERYDAY LIVING AND ENTERTAINING. THE INVITING GREAT ROOM IS HIGHLIGHTED BY A STUNNING STONE GAS FIREPLACE, CREATING A WARM AND ELEGANT FOCAL POINT. THE GOURMET KITCHEN IS A CHEF'S DREAM, FEATURING HIGH-END APPLIANCES INCLUDING A SUB-ZERO REFRIGERATOR, GRANITE COUNTERTOPS, ABUNDANT CABINETRY, AND AMPLE PREP SPACE.UPSTAIRS, THE OVERSIZED PRIMARY SUITE SERVES AS A PRIVATE RETREAT COMPLETE WITH A SPA-LIKE EN-SUITE BATH FEATURING A DEEP SOAKING TUB, SPACIOUS DUAL-HEAD SHOWER, AND JACK-AND-JILL WALK-IN CLOSETS.THE EXTERIOR SHOWCASES BEAUTIFUL STONE ACCENTS AND EXCEPTIONAL VERSATILITY WITH BOTH AN ATTACHED TWO-CAR GARAGE AND A DETACHED TWO-CAR GARAGE. WHETHER YOU ENVISION A WORKSHOP, HOME GYM, POOL HOUSE, STUDIO, ADDITIONAL STORAGE, OR THE ULTIMATE SPACE FOR A CAR ENTHUSIAST, THE POSSIBILITIES ARE ENDLESS.STEP OUTSIDE TO YOUR PRIVATE BACKYARD OASIS FEATURING AN OVERSIZED DECK, FENCED INGROUND POOL AREA, AND PLENTY OF OPEN YARD SPACE FOR RELAXING, ENTERTAINING, OR OUTDOOR ACTIVITIES.IDEALLY LOCATED NEAR LOCAL MARINAS, PARKS, SHOPPING, AND VIBRANT TOWNS FILLED WITH RESTAURANTS AND ENTERTAINMENT, THIS HOME OFFERS THE PERFECT BALANCE OF COASTAL CHARM AND SUBURBAN CONVENIENCE. COMMUTERS WILL APPRECIATE THE EASY ACCESS TO ROUTE 27 AND THE LONG ISLAND EXPRESSWAY.THIS IS A RARE OPPORTUNITY TO OWN A ONE-OF-A-KIND PROPERTY THAT TRULY HAS IT ALL

3 Dixon Street, Yaphank
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 1019052 MLS
Privately situated on a quiet cul-de-sac within the highly sought-after Deer Run community, this exceptional 4,352-square-foot residence offers luxury living in one of East Islip’s most desirable neighborhoods. Thoughtfully redesigned with quality craftsmanship and timeless architectural details, the home showcases upscale finishes and meticulous attention to detail throughout. Designed for both everyday living and effortless entertaining, the gourmet chef’s kitchen features a spacious center island, custom cabinetry, and premium Sub-Zero and Viking appliances. The entire first floor is enhanced by six zones of radiant heat, providing exceptional comfort and energy efficiency year-round. The inviting den serves as the heart of the home, complete with custom built-in cabinetry and a gas fireplace that creates a warm and welcoming atmosphere. Offering five generously sized bedrooms, the home provides abundant space for guests. The expansive primary suite is a true private retreat, featuring a luxurious spa-inspired ensuite bath and an adjoining sitting room with a private balcony overlooking the in-ground pool and beautifully landscaped backyard. Additional amenities include natural gas heating, a gas-fired water heater, a whole-house generator, an in-ground swimming pool, and a spacious, meticulously maintained yard offering exceptional privacy and outdoor enjoyment. Combining elegant living spaces, premium amenities, and an outstanding cul-de-sac location, this remarkable Deer Run residence presents a rare opportunity to own an exceptional home in one of East Islip’s premier communities.

9 Crick Holly Lane, East Islip
$7,950,000
6 Beds ⋅ 6 Baths ⋅ 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, Southampton
$3,295,000
4 Beds ⋅ 4 Baths ⋅ 1022870 MLS
Nestled on a quiet street in Sag Harbor and only a quarter mile from Long Beach, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Set on 0.55 acres, the property underwent a comprehensive gut renovation in 2014 under the direction of its current owners—an architect and an interior designer—whose thoughtful approach to scale, materials, and livability is evident throughout. The residence features four bedrooms and three-and-a-half baths, with generous living spaces designed for both relaxation and entertaining. A dramatic great room with a fireplace and soaring double-height ceiling is complemented by a refined study with a fireplace, a light-filled den with a fireplace, vaulted ceiling, and walls of windows, and a separate dining area. The charming eat-in kitchen overlooks the private backyard and serves as a natural gathering place. Upstairs, the spacious primary suite includes an attached office, accompanied by three guest bedrooms and a full bath. A partially finished lower level offers a recreation room, laundry area, and additional storage. Outside, the landscaped grounds feature a recently relined heated swimming pool, brick patio, picturesque manmade pond surrounded by gardens, hot tub, and a detached shed, creating a peaceful and private setting. Completing the property is a two-car garage and a location that offers easy access to Sag Harbor Village, nearby beaches, farmstands, and all the best of the Hamptons lifestyle.

22 Spring Lane, Sag Harbor

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