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Romance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and features 3 bedrooms, 2 bathrooms, sun drenched open floor plan, eat-in-kitchen, dining area, sitting area with reading nook, living room with a fireplace. Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping.
…By Annonceur International
Completely renovated and ready to enjoy, this 4-bedroom, 2.5-bath Colonial in Mattituck delivers the feel of new construction without the typical new-construction tax burden, with annual taxes of just $9,560. The home has been extensively updated from top to bottom, including a new roof, new windows where needed, new doors, new central air conditioning, new wide-plank hardwood floors, new chef’s kitchen with large center island and high-end appliances, new patios, new irrigation and landscaping, new landscape lighting and more. A wood-burning fireplace anchors the main living space, while first-floor laundry adds everyday convenience. Upstairs, four generously sized bedrooms provide ample living space, including a primary suite with an en-suite bath and walk-in closet. The full basement expands the usable footprint even further, offering walk-out access (OSE) and an outfitted game room and potential gym. The additional space creates flexibility for recreation, fitness, work space, storage or a combination of uses. Outside is where the property truly separates itself. Set on an extremely private and flat .91-acre parcel, the yard offers a rare amount of usable lawn, privacy and open farm views backdropped by sunsets. A brand-new heated saltwater pool serves as the centerpiece, complemented by new sod, and newly completed front and rear patios. The property also includes a two-car garage. The location places you close to everything that makes the North Fork such a sought-after destination, with Harbes Family Farm just moments away, local vineyards and farm stands around the corner, and the famous Love Lane less than five minutes from the property. With nearly every major improvement already completed, low taxes, substantial indoor and outdoor living space and a setting that is difficult to replicate, this is a turnkey Mattituck property that offers the opportunity to move in and immediately begin enjoying the home and its surroundings.
…By Daniel Gale Sotheby's International Realty
The one you've been waiting for. Welcome to your private retreat in the heart of Mattituck. This spacious 3-bedroom, 2 updated bath sprawling ranch is nestled in a quiet, sought-after neighborhood and offers the perfect blend of comfort, charm, and outdoor beauty. Step inside to find a large, sun-filled eat-in kitchen—ideal for gathering with family and friends. The warm and inviting family room features a classic wood-burning fireplace, creating the perfect ambiance for cozy fall and winter evenings. Outside, escape to your own backyard oasis. Enjoy lush gardens, mature landscaping, and a sparkling pool—perfect for relaxing summer days or entertaining guests in style. Whether you're lounging poolside or sipping coffee on the patio out front surrounded by nature, this home delivers peace and privacy. With plenty of room for all and a layout designed for easy living, this home is perfect for year-round living or a seasonal getaway. Don’t miss this rare opportunity to own a slice of North Fork serenity!
…By Daniel Gale Sotheby's International Realty
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.
…By Daniel Gale Sotheby's International Realty
Welcome home to an unparalleled North Fork retreat located on over 2 acres, nestled at the end of a winding stone driveway. This striking new construction farmhouse perfectly blends sophisticated craftsmanship with the casual elegance of coastal country living. Spanning approximately 3,000 square feet, the open layout features four spacious bedrooms and 4.5 beautifully appointed bathrooms. Designed for ultimate flexibility, the home boasts two luxurious primary suites—one conveniently located on the first floor and a second on the upper level. The full basement with direct outside access, offers an ideal canvas for a custom home gym, media room, or a private wine cellar. The home’s impressive exterior design seamlessly gives way to an outdoor entertainment oasis. Hidden behind a lush border of mature trees, the sprawling, professionally landscaped grounds feature a heated saltwater pool and a dedicated chiminea area for cozy evening gatherings. You can spend your days relaxing under the deep, welcoming covered front porch, hosting dinners on the rear porches, or taking in elevated views from the private balcony. Situated in the heart of Mattituck, this exceptional property balances absolute privacy with effortless access to all the North Fork has to offer.
…By Daniel Gale Sotheby's International Realty
Your search is over. If you've been looking for that rare blend of modern design and stunning sound front sunsets, look no further. This incredible Res4-Build on the Long Island Sound is located within one of Mattituck's most coveted locations. Step inside and you are greeted by sundrenched interiors and walls of glass framing those endless water views from every angle. Expansive room for guests with an open layout, 4 bedrooms, 5 baths and a huge finished basement with tons of natural light and incredible space. Grill waterside, overlooking your Gunite pool. The rooftop deck and the putting green offer moments of quiet or playtime! This sexy Sound Front stunner is a must see!
…By Annonceur International
Welcome home to this four bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. Set of .92 acres offering effortless indoor-outdoor living. The open concept kitchen offers both Silestone and Butcher block countertops with modern floating shelves and ample cabinetry. The first floor primary suite provides a private retreat with easy access to the primary bath with tub. An inviting indoor-outdoor atrium sun-room creates the perfect space for relaxation and entertaining. The family room has a wood burning fireplace to cozy up to on those cold winter days. Two additional upper level bedrooms and full bath complete the upper level. Step outside to your own backyard oasis featuring a salt-water in-ground pool, outdoor cabana and lush landscaping. Multiple seating areas include a fire-pit, and separate grilling area. The out-door lighting provides a tranquil atmosphere allowing for to entertaining into the evening, all designed to provide a peaceful setting right in the comfort of your home. A rare opportunity to own your own slice of paradise, close to beaches, restaurants and wineries. Priced to sell House is being sold as is. .
…By Daniel Gale Sotheby's International Realty
Presenting a rare opportunity in the tiny village of New Suffolk. This slice of paradise is situated on the easterly side of West Creek along Grathwohl Road. This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and friends or as an income generator. In the main house, you will find high end finishes and a true chefs kitchen (Wolf, Sub Zero etc). A finished game room below, three bedrooms on the second floor including the primary suite. The guest house, also tastefully cozy with two bedrooms, one on the main level, another on the second. Living room, eat-in kitchen, laundry and dry basement. Together, this offering represents in many ways the essence of the North Fork with its beauty, privacy and location. This is an exceptional opportunity.
…By Daniel Gale Sotheby's International Realty
Fully renovated, effortlessly livable, and set on a shy acre with an in-ground pool, this beautifully updated Jamesport ranch offers the best of easy single-level living and quintessential North Fork style. The interior home has been thoughtfully renovated throughout, while the exterior has been beautifully transformed, including new pool mechanicals and liner, creating a turnkey retreat ready to enjoy. Inside, a bright, fresh aesthetic is paired with tasteful finishes and thoughtful craftsmanship throughout. The newly renovated kitchen features GE Profile stainless steel appliances, natural stone countertops, beautifully crafted cabinetry, and abundant natural light. New lighting, fixtures, hardware, and custom closets in each closet complement the engineered oak flooring throughout the home. The primary suite offers a spacious and private setting overlooking the pool and backyard, with sliding glass doors opening directly to the outdoor space. A beautifully appointed ensuite features a walk-in shower, while a true walk-in closet is outfitted with a custom closet system. Two additional bedrooms each enjoy large windows overlooking the pool and private grounds as well. Set on a shy acre, the property offers both privacy and flexibility. Approximately half of the lot is currently cleared, leaving a wonderfully lush, established landscape while providing the opportunity to clear additional acreage and nearly double the existing level, usable yard space. The in-ground pool creates a natural centerpiece for outdoor entertaining and summer enjoyment. New filter and liner for pool. A two-car attached garage and full, clean, unfinished basement provide excellent storage and future potential. The location is quintessential Jamesport. Situated on a corner lot along Herricks Lane, where vineyards meet open farm fields, the setting offers beautiful pastoral views and some of the North Fork's most spectacular sunsets. Jamesport Brewing Company, RGNY and Clovis Point are all just moments away, while both the Long Island Sound and Peconic Bay are minutes from home, with Jamesport Beach and Iron Pier Beach close by. A turnkey home, a lovely lot, an in-ground pool, and a truly special North Fork setting—this is North Fork living at its best.
…By Daniel Gale Sotheby's International Realty
Looking for the ultimate North Fork retreat near the beach? Look no further. This exceptional Colonial-style residence offers a spacious, sun-drenched floor plan designed for comfortable everyday living and effortless entertaining. Step inside to a bright, inviting interior with generous room sizes, abundant natural light, and an easy, flowing layout. The main level features an updated eat-in kitchen with granite countertops and French doors opening to a private patio—perfect for morning coffee or evening sunsets. Entertain in the formal dining room, relax in the cozy den, or gather in the light-filled formal living room, anchored by a warm fireplace. Upstairs, a welcoming landing and lounge area leads to three generously sized guest bedrooms and a private primary Master Bedroom suite retreat. The primary suite offers a private walk-out balcony, spacious walk-in closet, and ensuite bath with a dedicated makeup vanity. A skylight-filled full bathroom adds even more natural light and character. The full basement provides flexible space for recreation, entertainment, extensive storage, and future expansion, with the added convenience of an Outside Entrance (OSE). Additional features include central air conditioning, central vacuum, and a newly updated hot water heater. Step outside into a fully fenced backyard oasis designed for both entertaining and relaxation. The centerpiece is an impressive 20' x 40' inground swimming pool, complemented by a pool pump and filter approximately three years old and a solar cover. Beautifully landscaped grounds include a brand-new storage shed, a productive vegetable garden, and fruiting trees, all set against unobstructed views of neighboring open farm fields. For exceptional energy efficiency, the property also features a 100% owned solar panel system installed on a brand-new roof, offering significant potential for utility savings. Standalone Guest House & 2-Car Garage Adding tremendous value and versatility, the separate detached guest structure—under 1,000 square feet—features new electrical wiring, a brand-new heating and cooling system, and a brand-new dedicated washer and dryer. The property also includes its own 2-car garage Exceptional high-ceiling garage/workshop with the height and space to accommodate a vehicle lift, perfect for automotive enthusiasts, hobbyists, or a serious home workshop and separate driveway entrance. Whether used for multi-generational living, extended guests, a private home office, or an executive retreat, this flexible space offers endless possibilities. Ideally located just a short distance from Great Peconic Bay Marina, local beaches, award-winning wineries, championship golf courses, fine dining, parks, and beloved North Fork farm stands, this property captures the very best of the North Fork lifestyle. Whether you're hosting summer gatherings by the pool, enjoying quiet afternoons overlooking the open fields, or heading out to the beach, this exceptional property offers the space, privacy, and versatility to make every season memorable. Your North Fork lifestyle awaits—come experience it for yourself.
…By Annonceur International
Southern Jamesport - 2025 New Construction Offering Includes a Private Two-Slip Dock with Direct Bay Access, Sandy Bay Beaches, and a Beautiful Inground Pool on Nearly One Acre Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet in total, nearly 3000 square feet of living space. The home features four bedrooms and three and a half baths, providing generous comfort and convenience. A two-car side-entry garage and both upper and lower laundry areas enhance everyday functionality. The open-concept kitchen is a chef's dream, featuring quartz countertops, a center island with seating, shaker cabinetry, and 9' ceilings. The spacious floor plan flows seamlessly from the kitchen into a dining room with a vaulted, wood-beamed ceiling, and onward into a large great room with a gas fireplace. The first-floor primary en-suite offers a spa-like bath with direct access to a large closet and dressing area. A second en-suite bedroom on the main level provides flexibility for use as an office or media room. The upper level includes a loft, two additional bedrooms, a full bath, a large bonus room, and an additional laundry area-ideal for guests or multi-generational living. Outdoor living is exceptional, with covered front and rear bluestone porches and a saltwater pool. For water enthusiasts, the property includes deeded bay beach access approximately a five-minute walk away, as well as separate deeded waterfront land with a private two-slip dock offering direct access to Peconic Bay's outstanding fishing and water sports. This property is a rare blend of luxury and practicality, designed for those who appreciate both style and substance. Located on the south side of Jamesport, the residence is ideally positioned near local farmstands, sandy beaches, golf courses, and the region's acclaimed vineyards and restaurants. Come experience the epidemy of North Fork living!
…By Annonceur International
**Modern Farmhouse Estate with Equestrian Facilities, Art Studio, and Private Pond** Experience the perfect blend of modern living, creativity, and country serenity in this newly built modern farmhouse estate. Thoughtfully designed for both comfort and lifestyle, the property features a beautifully crafted modern farmhouse complemented by exceptional equestrian amenities and a professional art studio. The equestrian facilities include a well-designed horse barn with spacious stalls and easy access to multiple fenced grass paddocks, providing ample room for horses to graze and exercise in a natural setting. The layout offers convenience and functionality for both recreational riders and serious equestrian enthusiasts. A picturesque private pond sits at the center of the property, surrounded by natural trails that wind through the landscape. These scenic paths are perfect for horseback riding, walking, or quiet reflection while enjoying views of the water and the surrounding countryside. Adding a unique creative dimension to the estate is a professional art studio, thoughtfully designed with generous natural light and flexible workspace ideal for painting, sculpture, photography, or other creative pursuits. The studio offers a private and inspiring environment for artists, hobbyists, or anyone seeking a dedicated space for creativity. The property offers a unique opportunity to enjoy modern farmhouse living with a harmonious balance of equestrian lifestyle, artistic inspiration, and natural beauty-all within your own private retreat far away from busy cities in the heart of amazing Northfork.
…By Annonceur International
AQUEBOGUE NY -Introducing a one-of-a-kind modern farmhousen**Modern Farmhouse Estate with Equestrian Facilities, Art Studio, and Private Pond** Experience the perfect blend of modern living, creativity, and country serenity in this newly built modern farmhouse estate. Thoughtfully designed for both comfort and lifestyle, the property features a beautifully crafted modern farmhouse complemented by exceptional equestrian amenities and a professional art studio. The equestrian facilities include a well-designed horse barn with spacious stalls and easy access to multiple fenced grass paddocks, providing ample room for horses to graze and exercise in a natural setting. The layout offers convenience and functionality for both recreational riders and serious equestrian enthusiasts. A picturesque private pond sits at the center of the property, surrounded by natural trails that wind through the landscape. These scenic paths are perfect for horseback riding, walking, or quiet reflection while enjoying views of the water and the surrounding countryside. Adding a unique creative dimension to the estate is a professional art studio, thoughtfully designed with generous natural light and flexible workspace ideal for painting, sculpture, photography, or other creative pursuits. The studio offers a private and inspiring environment for artists, hobbyists, or anyone seeking a dedicated space for creativity. The property offers a unique opportunity to enjoy modern farmhouse living with a harmonious balance of equestrian lifestyle, artistic inspiration, and natural beauty-all within your own private retreat far away from busy cities in the heart of amazing Northfork.
…By Annonceur International
A once-in-a-generation opportunity awaits on the storied "Gold Coast" of the Hamptons: a 3.6-acre waterfront estate perched high atop a bluff with 260 feet of private beach frontage and panoramic views across Great Peconic Bay, Robins Island, and the North Fork. This extraordinary property occupies the historic site of the original 1896 bluff-side cottage known as Mostly Hall, a beloved Hamptons landmark. Today, the land has been meticulously prepared for a new legacy, offering a rare shovel-ready opportunity to build a custom residence designed by renowned Hamptons architect Brian Brady, celebrated for his refined, timeless approach to coastal luxury. With all permits secured and materials already on-site, the vision for this modern waterfront estate is ready to come to life immediately. The proposed 5,700-square-foot home blends classic Hamptons architecture with contemporary sophistication, designed to maximize natural light, waterfront living, and sweeping views from every level. The lower level is thoughtfully planned to include a private guest suite, recreation room, home gym, walk-in cedar closet, full bath, laundry, and abundant storage-creating a perfect balance of function and comfort. The main floor presents an elegant flow for both everyday living and grand entertaining, featuring a chef's kitchen with butler's pantry, breakfast room, formal dining room, a spacious living room with a dramatic fireplace, a screened porch, a garden room, a mudroom, a full bath, and the option of a first-floor primary suite. Elevator access connects all three floors, ensuring ease and accessibility throughout the home. Upstairs, the primary suite becomes a sanctuary with breathtaking bay views, joined by three additional en-suite bedrooms and a sitting room with a private balcony, creating an elevated vantage point above the coastline. Designed for the ultimate Hamptons waterfront lifestyle, the property includes a brand-new bulkhead with stairs leading directly to the private beach, and pending dock approval allows for future boat docking and direct water access. Outdoor living is at the heart of the estate's design, with expansive wraparound decks, a pool with spa, and a 450-square-foot pool house creating an exceptional setting for coastal entertaining. A two-car garage and an adjacent one-acre parcel-ideal for a guest house and tennis court-complete this unparalleled offering. Seamlessly merging history with modern luxury, and positioned along one of the most coveted stretches of waterfront in the Hamptons, this estate represents a rare chance to build your own Southampton-area waterfront legacy with architectural plans fully approved and construction ready to begin.
…By Sotheby's International Realty - Southampton Brokerage
Enjoy the very best of Hampton Bays living just moments from East Landing Beach. Spend your days on the water, then return home to relax in the heated inground pool, rinse off in the outdoor shower, and entertain on the spacious Trex deck. Whether it's a summer barbecue or a quiet evening outdoors, this home was designed to embrace the coastal lifestyle. Inside, the home offers three bedrooms, one and a half baths, a bright living room, dining area, and kitchen with sliders to the backyard. A second living room is perfect for movie nights or entertaining, while the partially finished basement provides flexible space for a home office, recreation room, or additional storage. The attached garage and oversized shed offer plenty of room for kayaks, paddleboards, and all your beach gear. Additional features include central air, a whole-house generator, low-maintenance vinyl siding, and low taxes. Conveniently located near world-class marinas, the Shinnecock Canal, Peconic Bay, waterfront restaurants including Cowfish, Canal Cafe and the Canoe Place Inn, with easy access to the Hamptons and the North Fork. This is your opportunity to enjoy the relaxed Hamptons lifestyle year-round.
…By Daniel Gale Sotheby's International Realty
Privately positioned on a flag lot and approached by a long driveway, this expansive residence feels like a retreat from the moment you arrive. The setting is private, the scale is impressive, and the home is designed for the kind of easy indoor-outdoor living that defines summers in the Hamptons. Inside, a dramatic foyer with dual curved staircases opens to a light-filled floor plan with multiple living and entertaining spaces, an eat-in kitchen, dining area, recreation room and a flexible first-floor bedroom with private exterior entrance and nearby full bath. Upstairs, a central lounge connects five bedrooms, including an oversized primary suite with a spa-style bath, soaking tub and large shower with body sprays. An architectural upper-level catwalk adds light and captures views toward the nearby marina, while the substantial finished lower level offers high ceilings, recreation and lounge areas, wet bar, full bath, bonus rooms and exterior egress. The lifestyle continues outside with a swimming pool, covered and open patios, an outdoor kitchen with grill and pizza oven, plus a separate rear entertaining area with its own wet bar. A detached three-car garage with additional finished loft space above adds even more flexibility for guest quarters. Few properties make it this easy to have both space and lifestyle in one place. Marinas, waterfront dining and neighborhood restaurants are all within walking distance, while beaches, shops and village amenities are only minutes away. Add in a strong rental-income history and a layout built for weekends, extended stays and year-round living, and the property becomes just as compelling as an investment as it is a private Hamptons retreat.
…By Annonceur International
Privately positioned on a flag lot and approached by a long driveway, this expansive residence feels like a retreat from the moment you arrive. The setting is private, the scale is impressive, and the home is designed for the kind of easy indoor-outdoor living that defines summers in the Hamptons. Inside, a dramatic foyer with dual curved staircases opens to a light-filled floor plan with multiple living and entertaining spaces, an eat-in kitchen, dining area, recreation room and a flexible first-floor bedroom with private exterior entrance and nearby full bath. Upstairs, a central lounge connects five bedrooms, including an oversized primary suite with a spa-style bath, soaking tub and large shower with body sprays. An architectural upper-level catwalk adds light and captures views toward the nearby marina, while the substantial finished lower level offers high ceilings, recreation and lounge areas, wet bar, full bath, bonus rooms and exterior egress. The lifestyle continues outside with a swimming pool, covered and open patios, an outdoor kitchen with grill and pizza oven, plus a separate rear entertaining area with its own wet bar. A detached three-car garage with additional finished loft space above adds even more flexibility for guest quarters. Few properties make it this easy to have both space and lifestyle in one place. Marinas, waterfront dining and neighborhood restaurants are all within walking distance, while beaches, shops and village amenities are only minutes away. Add in a strong rental-income history and a layout built for weekends, extended stays and year-round living, and the property becomes just as compelling as an investment as it is a private Hamptons retreat.
…By Annonceur International
Privately situated on 1.5 acres and surrounded by protected parkland, this beautifully maintained Cape offers the perfect blend of privacy, comfort, and convenience. The spacious open floor plan features an updated kitchen and baths, abundant natural light, and sliding glass doors leading to an expansive deck and pool area-ideal for entertaining or relaxing. The fully finished lower level provides additional living space with a media room, home office, and recreation area. Thoughtfully equipped with modern amenities, the home includes a whole-house central vacuum system, a whole-house water filtration system, radiant heated floors in the main bathroom and basement, and a smart home automation system with remote access to the Nest thermostat, lighting, and front door lock, offering both convenience and peace of mind. Located in a sought-after neighborhood just minutes from Hampton Bays' charming downtown, bay and ocean beaches, restaurants, and marinas, this property offers the best of Hamptons living. Combining a peaceful, park-like setting with easy access to shopping, dining, boating, and some of the area's most beautiful beaches, this is a rare opportunity to enjoy the Hamptons lifestyle year-round or as the perfect weekend retreat. Listing ID: 933412
…By Annonceur International
South of the highway and tucked at the end of a quiet Shinnecock Hills cul-de-sac, this renovated seven-bedroom retreat offers exceptional space and flexibility within easy reach of Southampton Village, Hampton Bays and nearby bay beaches. Set on 0.60 acre, the approximately 3,200-square-foot residence unfolds across three finished levels, creating a comfortable setting for year-round living, weekend escapes or extended stays with family and friends.Inside, high ceilings, paneled detailing and hardwood floors bring warmth and character to the light-filled interiors. The main level includes a welcoming den, an open dining area with a sleek fireplace and a renovated eat-in kitchen featuring marbled countertops, a generous center island and Viking appliances.Two bedrooms are conveniently positioned on the first floor, including the primary suite, while five additional bedrooms upstairs provide ample room for guests, home offices or recreational space. A spacious finished lower level adds further flexibility for a media room, gym, playroom or casual gathering space.Outdoors, the private backyard is designed for relaxed Hamptons living, with a saltwater pool, sunlit patio, firepit and established landscaping surrounded by a natural woodland backdrop. The cul-de-sac setting offers privacy while remaining conveniently positioned between Southampton Village and Hampton Bays.With seven bedrooms, a first-floor primary suite, three finished levels, a private pool and an established seasonal rental history, this versatile Southampton property presents a compelling opportunity as a full-time residence, weekend retreat or income-producing investment. Virtual Tour : https://youtu.be/MfRSE20APlQ
…By Annonceur International
Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.
…By Daniel Gale Sotheby's International Realty
Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR ~ This recently transformed shingled Craftsman Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed for relaxed year-round or seasonal enjoyment. Outdoor amenities include a new heated 16 x 32 inground saltwater pool, hot tub, outdoor shower, and gracious covered porches at both the front and rear of the home. Classic Craftsman details enhance the curb appeal, including Arts & Crafts-style columns on river rock bases, double-dipped cedar shingles, a custom garage door, and a signature Craftsman front door. Inside, the main level offers an inviting open layout with wood floors throughout. The spacious living room features a wood-burning fireplace, while the eat-in kitchen, dining room, and window-filled den provide warm, functional spaces for everyday living and entertaining. Both the kitchen and den open directly to the rear covered porches, creating an easy flow for indoor-outdoor living. The first floor also includes two bedrooms, one full bath, one half bath, and a mudroom/laundry room. Distinctive interior details include oak trim around the windows and doors, as well as a beautiful staircase with a one-of-a-kind custom newel post. Upstairs, the primary suite serves as a private retreat with a generous sitting and office area, two-sided gas fireplace, sauna, and a fabulous tiled bath with spacious walk-in shower. A newly added junior primary suite, completed in 2026, adds comfort, privacy, and flexibility for guests or extended stays. Just a few doors from the edge of charming Southold Village, the Southold Historical Society and close to Founders Landing Bay Beach and Park, this exceptional home offers easy access to the marina, restaurants, shops, wineries and NYC transportation. This is a rare Southold Village offering with remarkable character, amenities, and the superior North Fork location you have been looking for.
…By Daniel Gale Sotheby's International Realty
An exceptional chance to own a 62-room hotel in the heart of Southampton, ideally located just minutes from world-class shops, renowned restaurants, and pristine ocean beaches. This well-maintained property offers a full suite of guest amenities, including a spacious pool, bar, and tennis courts-making it a sought-after destination for visitors year-round. Approved redevelopment plans are in place and ready for finalization, offering significant upside potential for investors or hospitality operators looking to reimagine and elevate the experience. This includes a spa, a 72-seat restaurant / bar, and 60 hotel rooms. Whether you're expanding a portfolio or launching a flagship property, this is a rare opportunity to invest in one of the Hamptons' most iconic and high-demand locations.
…By Annonceur International
Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, tennis court, and acres of lush, park-like grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!
…By Sotheby's International Realty - Southampton Brokerage
Waterfront Living on the North Fork- Wake up to breathtaking views of the Peconic Bay, where sunlight dances across the water, birds soar above the neighboring nature preserve, and a tranquil deep-water inlet stretches beyond your deck. This charming beach cottage offers a rare opportunity to experience the very best of North Fork waterfront living. Featuring 3 bedrooms and 2 baths, the home offers a comfortable, open-concept layout connecting the waterside living room, dining room, kitchen, and entertainment areas—perfect for relaxed summer mornings, afternoon gatherings, and memorable evenings with family and friends. Step outside onto the spacious wraparound deck and take in 120 feet of pristine waterfront. Spend your days swimming, kayaking, sunbathing, or simply enjoying the ever-changing beauty of the bay. The property is extremely private and peaceful, yet just steps from the private sandy association beach. A rare and special waterfront retreat, this quintessential cottage captures the effortless beauty of North Fork living—a place where every day feels like summer.
…By Daniel Gale Sotheby's International Realty
Set on just over an acre in a waterfront community, this inviting home offers both comfort and room to grow. Built in 2005 with an interior renovation in 2018. The first floor features a fully renovated kitchen, a dining area, and a living room with beautiful built-ins and a fireplace. Three sets of glass doors open seamlessly to the outdoors, creating a bright, airy flow. A den/office, a renovated powder room, a laundry room, and a two-car attached garage complete this level. The second floor offers a large sitting area with room for a large sectional sofa and TV. The vaulted-ceiling primary suite includes a generous bath and walk-in closets. Two additional guest bedrooms, that share a large bath, provide plenty of space, while a generous junior primary offers its own ensuite bath. A 1,300± sq. ft. unfinished basement provides opportunity for additional living or recreation space. Outdoors, mature specimen trees and flowering gardens surround the property, creating a serene setting. The backyard features a patio with a pergola for outdoor dining, a pool with a hedge-lined lounge area and bluestone patio, a koi pond, a firepit area, outdoor lighting, and a gazebo. With no clearing restrictions, there is ample room for expansion to the house and the potential to add a pool house. Low taxes add to the appeal, and the location is moments from Bullhead Yacht Club and a boat launch, making boating, kayaking, and paddleboarding especially convenient. Just minutes from Southampton Village and ocean beaches, this home is perfectly positioned for year-round living or summer enjoyment.
…By Sotheby's International Realty - Southampton Brokerage
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