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$2,599,995
5 Beds ⋅ 5 Baths ⋅ 1037419 MLS
Elegance and Craftsmanship in this custom built Brick Home located behind the Gate in The Moorings. Two Story Lobby with Sweeping Staircase welcomes you. Formal Dining Room w/fireplace, Chef's Kitchen with Espresso Bar. State of the art Movie Theater Room. Primary Suite with Balcony overlooking meticulously landscaped indulgent property. 20 x 40 gunite pool, and hot tub, bluestone patios and Air Conditioned Cabana with full bar and bath. Community offers yacht docking, private tennis courts and 24 hour manned guard booth. Its more than a home, its a lifestyle.

26 The Helm, East Islip
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 1019417 MLS
Tucked away in the sought-after Northwest Woods, this 4-bedroom, 3-bathroom East Hampton retreat offers a rare blend of privacy, tranquility, and convenience between Sag Harbor and East Hampton Village. Nestled on Two Holes of Water Road, the home is surrounded by natural beauty while remaining just moments from renowned dining, beaches, marinas, and village shopping. Spacious interiors provide an inviting layout for summer living and entertaining, with generously sized bedrooms, multiple gathering spaces, and seamless indoor-outdoor flow designed for relaxed Hamptons living. Ideal for summer renters seeking a peaceful escape with easy access to both villages, this property captures the essence of East End living in one of the area's most desirable locations.

197 Two Holes Water Road, East Hampton
$6,150,000
5 Beds ⋅ 5 Baths ⋅ 1037500 MLS
Where the Cotswolds Meets the Hamptons The Cotswolds meets the Hamptons in this extraordinary property, gracefully set on a secluded acre in the coveted Hamptons Farm Estates section of Bridgehampton. Rich in character and timeless elegance, this exceptional home seamlessly blends old-world craftsmanship with refined Hamptons luxury. The beautifully appointed four-bedroom, three-full and one-half bath residence is designed for effortless living and sophisticated entertaining. At its center is a spectacular chef's kitchen featuring new premium appliances, including a Wolf six-burner range with griddle, double wall ovens, two dishwashers, a large farmhouse sink, an additional prep sink, and a wine refrigerator. A stunning marble center island is complemented by elegant soapstone perimeter countertops, creating a kitchen that is as beautiful as it is functional. Throughout the main level, rich reclaimed wood flooring from Gibraltar lends warmth, history, and an unmistakable sense of authenticity. The inviting living room is anchored by a beautiful wood-burning fireplace and crowned by a magnificent coffered ceiling, creating a warm yet sophisticated gathering place throughout the seasons. Just beyond, a charming sunroom offers a tranquil space to read, relax, or simply take in the beauty of the surrounding gardens. The elegant dining room is equally impressive, featuring custom-designed windows that frame picturesque views of the grounds and a beautifully detailed 12 ft. tray ceiling. Bathed in natural light, it opens through sliding glass doors to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. A classic wraparound front porch welcomes guests, while the exquisite screened porch and expansive stone patio provide idyllic settings for entertaining or quiet moments overlooking the pool and lush, mature landscaping. The serene primary suite is a true retreat, complete with its own gas fireplace and a luxurious spa-inspired bath featuring a soaking tub, elegant stone walk-in shower, and radiant heated floors. One of the guest bedrooms opens onto a spacious private deck overlooking the beautifully landscaped grounds-a spectacular place to enjoy morning coffee or unwind while watching breathtaking Hamptons sunsets. The finished lower level offers additional living and recreation space, while a beautifully private detached guest cottage with its own sleeping quarters, kitchen, and full bath provides luxurious accommodations for family and friends. Completing the property are a detached two-car garage, a charming potting cottage thoughtfully converted into additional entertaining space, a spacious circular driveway with generous parking, and an extraordinary sense of privacy rarely found in such a central location. Perfectly positioned in the heart of Bridgehampton the home is just moments from world-renowned equestrian facilities, the charming villages of Bridgehampton and Sag Harbor, pristine ocean beaches, acclaimed restaurants, vineyards, and upscale boutiques, offering the very best of Hamptons living. More than a house, this is a home-one that has been thoughtfully curated, beautifully lived in, and designed to bring people together. Every room reflects warmth, craftsmanship, and a sense of belonging, while every outdoor space invites relaxation and connection. Rarely does a property possess such genuine soul. Timeless and elegant this is a place where memories are made and traditions begin.

245 Meadows W, Bridgehampton
$825,000
3 Beds ⋅ 2 Baths ⋅ 1037952 MLS
Charming Greenport Village Getaway Enjoy the best of the North Fork from this inviting 3-bedroom, 2-bath home, perfectly located near all that Greenport Village has to offer. Stroll to Mitchell Park, waterfront dining, restaurants, shops, and the Shelter Island Ferry, or spend the day exploring nearby vineyards and Greenport Harbor Brewing Company. A wonderful opportunity to enjoy the relaxed charm, walkability, and vibrant lifestyle of Greenport Village—close to everything, yet your own peaceful retreat.

429 Kaplan Avenue, Greenport
$2,649,000
4 Beds ⋅ 5 Baths ⋅ 1036409 MLS
Welcome to 8 Jackson Avenue, a beautifully appointed 4-bedroom, 4.5-bath residence with a 264 sq foot Cabana Pool House is located south of Montauk Highway in East Quogue, just moments from the bay. Set on a quiet street with only five homes and no through traffic, this property combines privacy, custom craftsmanship and the relaxed elegance of East End living. The residence features 9-foot ceilings, 8-foot solid wood doors, oversized Andersen windows with transoms, random-width solid maple flooring and extensive custom millwork throughout. The custom kitchen is complemented by quartz and granite countertops, a marble French floral backsplash and a butler's pantry with additional cabinetry, copper sink, beverage refrigerator drawers and laundry. The living room features a wood-burning fireplace, custom built-ins and access to a covered porch overlooking the grounds. The second level has been thoughtfully designed to provide a sense of space and privacy, with two generously proportioned en-suite bedrooms, each featuring its own full private bathroom and private balcony. The primary suite offers a peaceful retreat with abundant natural light, a spacious private bath and direct access to its balcony—an inviting place to begin or end the day surrounded by the beauty and privacy of the property. The guest en-suite is equally well appointed, with its own full bath and private balcony overlooking the mature gardens and lush landscape below. These elevated outdoor spaces create a wonderful connection to the home's natural surroundings and bring a distinctive resort-like quality to the second floor. The finished lower level adds another dimension to the home, offering generous additional space for recreation, a home office, fitness area or other lifestyle needs. A full bathroom adds convenience, while a custom 5' x 12' cedar closet, dedicated storage room, utility room and additional storage provide exceptional functionality. A walk-out with sliding doors offers direct access to the outdoors and brings natural light into the lower level, creating a comfortable extension of the home's living space. Outdoors, mature specimen landscaping, perennial gardens and established rose gardens create a private setting surrounding the heated in-ground pool, brick patio, outdoor shower and saltwater spa. A legal pool cabana with soaring 12-foot ceilings, French doors and full bath creates an inviting extension of the outdoor living and entertaining space. Additional features include central vacuum, security system, irrigation, landscape lighting, copper gutters, dual-zone HVAC, propane service to the range, BBQ, dryer and pool heater, and abundant storage. Approximately one block from Bay Avenue Park and marina, the home is ideally positioned to enjoy the best of East Quogue and the surrounding Hamptons. Walk to the village and Hampton Jitney, enjoy convenient access to ocean beaches, marinas and dining, and experience the continued evolution of East Quogue with the new Supermodel Cafe; by Bethenny Frankel and nearby The Hills, Discovery Land Company’s private luxury residential and golf community. A distinctive Hamptons property where exceptional craftsmanship, thoughtfully designed living spaces, extraordinary gardens and private resort-style amenities come together in a coveted East End setting—offering a home equally suited for relaxed everyday living, entertaining and enjoying all that the Hamptons lifestyle has to offer.

8 Jackson Avenue, E. Quogue
$2,895,000
5 Beds ⋅ 6 Baths ⋅ 1037213 MLS
North Fork living, refined. Welcome to Wildberry. Your newly constructed dream home, where design, light, and landscape converge - set against sweeping, vineyard views and crafted for effortless indoor-outdoor living. From the moment you enter, the home reveals a quiet sophistication, with natural light pouring through thoughtfully placed openings, creating a sense of calm and connection to its spectacular surroundings. Luxury finishes have been selected and wired for full smart home capability. Intuitively designed for both everyday living and elevated entertaining. Offering 5 bedrooms and 5 full bathrooms and one half bathroom, the layout balances both as a private retreat while still accommodating guests with ease. Featuring two primary en-suite bedrooms on both the first and second floors, three guest bedrooms and a full cabana-style bathroom in the walk-out basement for pool party guests. Salt water pool is 16x36, heated and surrounded by patio with outdoor kitchen the backyard is fully fenced in. This is a home that lives as beautifully as it presents - timeless, intentional, and distinctly North Fork.

1135 Wildberry Lane, Southold
$1,699,000
4 Beds ⋅ 3 Baths ⋅ 1034640 MLS
Quiet, Private, Set on 1.87 Acre Flag Lot. Beautifully Maintained Immaculate Two Story Traditional of 2,600+- sq.ft. Four Bedrooms, Three Bathrooms., First Floor Features Living Room with Masonry fireplace, & oak floors. Formal Dining, Corian Kitchen with Stainless Appliances which opens Skylit Great Room, 1 Bath all on 1st Floor. Second Floor Features Vaulted Ceiling Primary Bedroom with private in suite bathroom and Masonry Fireplace, Walk in Closet + additional closets. 3 Additional Bedrooms, and one Full Bath. Full basement with high ceilings. Two car attached garage. Lovely Sundeck for entertaining with Tiki Bar. Loads of room for pool. Beautifully landscaped and very private. Sprinkler system. Schedule your private showing.

21 Bay Avenue W, Hampton Bays
$3,150,000
4 Beds ⋅ 4 Baths ⋅ 1035054 MLS
Nestled within one of Southampton Village's most desirable private communities, 5 Juniper Lane offers the perfect blend of timeless Hamptons charm and modern sophistication. Recently renovated, this beautifully appointed 4-bedroom, 3.5-bathroom residence is thoughtfully designed for effortless year-round living and exceptional summer entertaining. A welcoming covered front porch, complete with porch swings and a comfortable lounge area, sets the tone for the inviting interiors beyond. The sun-drenched great room features soaring double-height ceilings and a wood-burning fireplace, creating a warm yet dramatic gathering space. Seamlessly connected, the recently renovated chef's kitchen showcases quartz countertops, a spacious center island with seating, and an open-concept layout ideal for both everyday living and hosting guests. The home's highly desirable first-floor layout includes both a luxurious primary suite and a junior primary suite, offering exceptional flexibility for owners and visitors alike. The primary suite is filled with natural light and opens directly to the backyard through sliding glass doors, creating a true indoor-outdoor lifestyle. Designed with entertaining in mind, the private backyard is an inviting retreat featuring an expansive deck and patio with covered dining and lounge areas, a heated swimming pool, and an outdoor shower—all surrounded by mature landscaping for added privacy. Located within an exclusive Southampton Village community offering private tennis courts, this exceptional home places you just moments from world-renowned ocean beaches, Main Street shopping, acclaimed restaurants, and everything that makes village living so sought after. Whether as a year-round residence or a summer escape, 5 Juniper Lane presents an exceptional opportunity to experience the very best of Southampton Village living.

5 Juniper Lane, Southampton
$2,599,999
5 Beds ⋅ 6 Baths ⋅ 1034877 MLS
Welcome to this exceptional 5-bedroom, 5.5-bath custom Colonial offering the perfect blend of elegance, comfort, and functionality. A dramatic two-story Entry foyer and soaring ceilings in the formal living room create an impressive first impression, while hardwood floors flow throughout the home. The chef’s kitchen features granite countertops, premium appliances, and custom cabinetry. Complemented by formal living and dining rooms, a spacious family room, and a first-floor guest suite with a full bath. The full walkout basement with high ceilings provides endless possibilities for entertaining, recreation, or extended living space. Outside, enjoy Exceptional Privacy surrounded by mature landscaping, expansive lawn space, with an in-ground pool, creating a true resort-style setting perfect for relaxing or entertaining.

23 Jagger Court, Melville
$999,000
5 Beds ⋅ 3 Baths ⋅ 1033218 MLS
Your journey home starts here! Live the Village lifestyle at 401 Little East Neck Road South in desirable Babylon Village. Coastal charm abounds in this completely renovated 5BR 3Bath in the heart of the Frederick Shores Community. Beautifully updated EIK has SS appliances, granite countertops and a marble backsplash. The ultra luxurious Primary Bedroom Suite is truly one-of-a kind with a dual fireplace, a balcony showing views of the bay and double walk-in closets. Attached to the Primary Bedroom is the Primary spa bathroom which has a fireplace, double vanities, a huge-walk in shower and spa jetted tub. This raised home offers over 2,500 square feet of living space including hardwood floors, crown moldings, built-in custom cabinetry, water filtration system, cameras, a back-up generator and a fire suppression sprinkler system. The beautifully landscaped and private backyard space includes a jacuzzi tub, paver patio and built in firepit. Close distance to all the Village has to offer- LIRR, stores, restaurants, Argyle Lake, Beach Access and pickleball/tennis courts. Babylon Village offers associated docking and resident parking at the LIRR. The Fred Shores community also has its very own Bay Beach Club where social gatherings are way of life! Flood is $1,001/year.

401 Little East Neck Road S, Babylon
$849,000
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
$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
$3,950,000
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, Sagaponack
$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
$1,699,000
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
$1,999,999
3 Beds ⋅ 3 Baths ⋅ 1022803 MLS
Rarely does a Southold waterfront property offer such a compelling combination of privacy, direct bay access, and expansive water views. Set on a protected inlet with a permitted dock and kayak launch, this three-bedroom, three-bath home is designed around its extraordinary setting. Sun-filled rooms open to a supersized waterfront deck, with a chef's kitchen with soapstone counters, a welcoming living room with fireplace, and water views throughout. The first-floor primary suite is a quiet retreat, and a rooftop observation deck captures sweeping vistas across Little Peconic Bay. The permitted lower level adds two bedrooms, a bath, a den, a second fireplace, and a wine cellar, with sliding doors opening to the water. The next owner also inherits a head start. The sellers have applied for a pool permit, so approvals are already in motion, and they have applied for a Grant toward a new IA septic system that transfers with the property. Approximately 3,900 square feet of finished living space on a half-acre, plus a one-car garage and shed, in a truly special Southold waterfront setting.

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
$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
$1,299,000
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
$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
$22,995,000
9 Beds ⋅ 14 Baths ⋅ 1021687 MLS
Introducing a one-of-a-kind opportunity to own a legacy estate south of the highway in Bridgehampton's farm country-120 Halsey Lane. This newly constructed, fully custom 14,267-square-foot residence is set on 2.5 lush acres and promises the pinnacle of Hamptons living. Newly Completed and Move in Ready, this architectural masterpiece will offer 9 bedrooms, 11 full bathrooms, and 3 half baths, designed to seamlessly blend modern luxury with timeless shingle-style elegance. Step inside to soaring spaces and grand proportions-an awe-inspiring 26' tall great room sets the tone for the rest of the home. Every inch of the layout has been thoughtfully curated: two true primary suites, one conveniently located on the main level and the other as a second-floor sanctuary complete with a private deck. From the oversized 3-car garage to the two elegant staircases and private elevator, no detail is overlooked. The lower level is an entertainer's dream featuring an 11' ceiling height, a golf simulator, full gym, sauna, steam room, and multiple bar and lounge areas. The main level continues the experience with massive covered patios perfect for indoor-outdoor living and seamless entertaining. Every room on the second floor is graced with 9' ceilings and stunning 12' cathedral vaulted designs, flooding each space with natural light and volume. The home's exterior matches the magnificence within, with beautifully manicured grounds, a 600-square-foot pool house, a resort-style swimming pool with spa, and a private tennis court-your own secluded Hamptons compound. This is more than just a home; it's a lifestyle-an extraordinary retreat built for generational enjoyment in one of the East End's most coveted locations. 120 Halsey Lane offers the rare combination of scale, style, and substance, with completion perfectly timed for summer 2026.

120 Halsey Lane, Bridgehampton
$2,500,000
3 Beds ⋅ 1 Baths ⋅ 1021365 MLS
Charming mid 1800s traditional perfectly situated within sight of Sag Harbor Cove and two blocks from the central business district on a double lot features a freestanding garage and room for a swimming pool. Original details and windows make this the historical restoration project about which you have always dreamed. Tucked away in a rear corner, the pre-existing and nonconforming siting of the outbuilding (with electric) frees generous portions of the already oversized lot. Imagine being several hundred meters from your boat. Picture your forays into the heart of Sag Harbor Village for your morning coffee, or your evening (restaurant) meal.

51 Garden Street, Sag Harbor
$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

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