Southold NY Real Estate & Homes for Sale

This property is a treasure trove of possibilities, boasting 2.7 acres of land, a spacious 3280 square foot home, and a substantial 2600 square foot barn. The main residence features an accessory apartment with a functioning bed and breakfast license. The barn presents further income potential, with five stalls or the space can be converted into an accessory living area. This property can also be an extraordinary family compound, featuring ample living spaces perfect for creating cherished memories. A heated saltwater pool, complete with electric cover, beckons relaxation and fun-filled moments, while solar panels underscore the commitment to sustainable living. Outdoor amenities abound, including an outdoor shower, a cozy fire pit for gathering under the stars, and vast expanses of land to explore and enjoy.Garden enthusiasts will be delighted by the fully irrigated vegetable gardens and flourishing orchard, adding to the property's allure and self-sufficiency. Offering far more than the ordinary, this property is available at an unbeatable price, presenting a rare opportunity in today's market.

BEACH MEET BARN "Two Worlds Collide" in this breathtaking modern barn, nestled on 1.9 pastoral acres just a stone's throw from Duney, ocean-like Kenneys Beach, Sunsets and renowned Seaside Restaurant. This stunning residence features approximately 4700 sq ft of living space, a 4-car garage, separate service entrance, butler's station, a substantial light-filled kitchen, pantry room, and a great room with soaring ceilings, remote-controlled double-sided fireplace, Smart lighting controls at 8 locations for interior and exterior lighting, Sonos AV system - 8 speakers - 4 interior 4 exterior. The first floor includes a powder room, laundry room and a primary bedroom ensuite wing, complete with a naturally lit sitting area/office that opens directly onto a porch clad in "Blue Ice" and a 20'x40' "Black Onyx" pool with "Blue Ice" coping. The upper level offers a sizable loft that overlooks the great room, plus three additional bedrooms: one ensuite and two with separate wash areas leading to a shared bathing and privy room. There's also a powder room and a secondary laundry area. Completing this extraordinary home is an approximately 1000 sq ft artist studio/craft or game room. This stunning Estate is a must-have for the selective purchaser seeking "THE BEST of BOTH WORLDS"!

BEACH MEET BARN "Two Worlds Collide" in this breathtaking modern barn, nestled on 1.9 pastoral acres just a stone's throw from Duney, ocean-like Kenneys Beach, Sunsets and renowned Seaside Restaurant. This stunning residence features approximately 4700 sq ft of living space, a 4-car garage, separate service entrance, butler's station, a substantial light-filled kitchen, pantry room, and a great room with soaring ceilings, remote-controlled double-sided fireplace, Smart lighting controls at 8 locations for interior and exterior lighting, Sonos AV system - 8 speakers - 4 interior 4 exterior. The first floor includes a powder room, laundry room and a primary bedroom ensuite wing, complete with a naturally lit sitting area/office that opens directly onto a porch clad in "Blue Ice" and a 20'x40' "Black Onyx" pool with "Blue Ice" coping. The upper level offers a sizable loft that overlooks the great room, plus three additional bedrooms: one ensuite and two with separate wash areas leading to a shared bathing and privy room. There's also a powder room and a secondary laundry area. Completing this extraordinary home is an approximately 1000 sq ft artist studio/craft or game room. This stunning Estate is a must-have for the selective purchaser seeking "THE BEST of BOTH WORLDS"!

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle. Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience. With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities. Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings. The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline. This property presents a rare opportunity to experience the best of North Fork beach living. Whether you're seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don't miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven.

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle. Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience. With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities. Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings. The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline. This property presents a rare opportunity to experience the best of North Fork beach living. Whether you're seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don't miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven.

Ready This Season in June! Welcome to the Tranquil and Highly Sought-After Community of Beixedon Estates-a Private Neighborhood Consisting of 75 Acres of Waterfront Property and Overlooking Serene Pastoral Farmland. This Hidden Gem Location Offers Two Points of Deeded Water Access!! Ideally Situated One Mile from Charming Southold Village and in Close Proximity to Greenport's Eclectic Shops, Nightlife and Vibrant Food Scene! New Construction Deliverable 100% Turn-Key Ready for This Season w/Heated 16x32 Saltwater Pool and Convenient Pool House w/Bathroom. Expertly Crafted Floor Plan Features Over 3,100 Sq. Ft. Over Three Levels, First and Second Floor Bedroom Suites, and Bursting With Luxury Finishes And Amenities Included - Custom Double Cabinetry Stacked To The Ceiling, Imported Italian Tile, Premium Appliances, 2 Inch Mitered Kitchen Island Countertop, 4 In. Wide-Plank White Oak Flooring Throughout, Massive 10 Ft. Ceilings on Semi-Finished Lower Level w/Egress and Outside Entrance, Plush Sod, Sprinklers and more! Pics are of model home. FInishing touches available to be customized for a very limited time!

Ready This Season in June! Welcome to the Tranquil and Highly Sought-After Community of Beixedon Estates-a Private Neighborhood Consisting of 75 Acres of Waterfront Property and Overlooking Serene Pastoral Farmland. This Hidden Gem Location Offers Two Points of Deeded Water Access!! Ideally Situated One Mile from Charming Southold Village and in Close Proximity to Greenport's Eclectic Shops, Nightlife and Vibrant Food Scene! New Construction Deliverable 100% Turn-Key Ready for This Season w/Heated 16x32 Saltwater Pool and Convenient Pool House w/Bathroom. Expertly Crafted Floor Plan Features Over 3,100 Sq. Ft. Over Three Levels, First and Second Floor Bedroom Suites, and Bursting With Luxury Finishes And Amenities Included - Custom Double Cabinetry Stacked To The Ceiling, Imported Italian Tile, Premium Appliances, 2 Inch Mitered Kitchen Island Countertop, 4 In. Wide-Plank White Oak Flooring Throughout, Massive 10 Ft. Ceilings on Semi-Finished Lower Level w/Egress and Outside Entrance, Plush Sod, Sprinklers and more! Pics are of model home. FInishing touches available to be customized for a very limited time!

Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.

Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.

Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4,400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room with skylights. Set on .75 acres and offering seamless architectural details, the meticulous craftsmanship is evident in a gorgeous EIK with center island, high end finishes including Wolf and Sub-zero appliances, marble and porcelain baths, radiant heat, and double washer/dryers. One sun-filled room flows into the next for the ultimate in comfort, convenience and modern day living. Each detail has been thoughtfully designed from the vaulted ceilings, built-ins, cabled railings and pantry, to a fully fenced heated salt water in-ground pool, first floor primary bedroom, gas fireplace, and gleaming hardwood floors. Close to marinas, beaches, boating, golf, shopping and world class restaurants, farms and vineyards. Don't miss out on the opportunity to make it all yours!

Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4,400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room with skylights. Set on .75 acres and offering seamless architectural details, the meticulous craftsmanship is evident in a gorgeous EIK with center island, high end finishes including Wolf and Sub-zero appliances, marble and porcelain baths, radiant heat, and double washer/dryers. One sun-filled room flows into the next for the ultimate in comfort, convenience and modern day living. Each detail has been thoughtfully designed from the vaulted ceilings, built-ins, cabled railings and pantry, to a fully fenced heated salt water in-ground pool, first floor primary bedroom, gas fireplace, and gleaming hardwood floors. Close to marinas, beaches, boating, golf, shopping and world class restaurants, farms and vineyards. Don't miss out on the opportunity to make it all yours!

Welcome to Everward Bluff, an exquisite waterfront residence nestled on the former site of the Alfred H. Cosden "Eastward" Estate, boasting unparalleled privacy and stunning, unobstructed vistas of the Long Island Sound. With 150' +/- ft of private beach front, there are breath-taking water views from every room. Crafted with meticulous attention to detail by a reputable builder, this custom 4/5 bedrooms, 4.5 bathroom, Nantucket-style home offers modern elegance and expansive living spaces across over two acres of secluded grounds. Upon entry, a grand 2-story foyer welcomes you with a sweeping staircase and oversized windows framing picturesque park-like views. Designed for seamless entertaining, the first floor features an open-plan layout blending living, dining, and kitchen areas. The chef's kitchen boasts top-of-the-line Viking appliances, custom cabinetry, and granite countertops, while a separate butler's pantry offers additional storage and prep space. French doors in the living and dining areas seamlessly integrate indoor and outdoor living, opening to a wrap-around porch overlooking a pristine gunite pool, sunlit gardens, and glorious water views with spectacular sunsets. Upstairs, the primary suite offers a private deck with panoramic water views, complemented by a luxurious Italian-tiled shower in the ensuite bathroom. Off the primary bedroom is a wonderful room that could be used as a gym, laundry room, or easily converted to an additional bedroom. Two additional bedrooms, each with ensuite bathrooms and scenic water views, provide comfort and serenity. The larger of these bedrooms has a wood-burning fireplace and its own private deck. Additional amenities include a wood-burning fireplace, natural gas, 3-zone central air, a security system, central vacuum system, 2nd floor laundry room, and a bright third-floor attic space with a staircase leading to a widow's walk offering breathtaking 360-degree vistas. Everward Bluff epitomizes coastal luxury living, combining timeless design with unmatched tranquility and natural beauty.

Welcome to Founders Village - an exclusive 55+ community offering the epitome of comfort and convenience! This immaculate home boasts a prime location, just minutes away from town and all its amenities. Relax and unwind in the community pool, or enjoy the tranquility of your own beautifully maintained two-bedroom, two-bath condo. With a full basement offering endless possibilities, and situated in a sought-after neighborhood, this property is the epitome of desirable senior living. Don't miss out on this opportunity to embrace the best of what Founders Village has to offer!

Welcome to Founders Village - an exclusive 55+ community offering the epitome of comfort and convenience! This immaculate home boasts a prime location, just minutes away from town and all its amenities. Relax and unwind in the community pool, or enjoy the tranquility of your own beautifully maintained two-bedroom, two-bath condo. With a full basement offering endless possibilities, and situated in a sought-after neighborhood, this property is the epitome of desirable senior living. Don't miss out on this opportunity to embrace the best of what Founders Village has to offer!

Looking for a new updated house on the water but don't want to do the work? Come look at this newly renovated farmhouse-style residence harmoniously combines rustic charm with modern elegance, all while boasting a prime waterfront location complete with a private bulkhead , Deepwater dock and 15 feet of sandy beach off the Peconic bay. You can enjoy the serene waterfront lifestyle with a deep water dock to go fishing or just launching the paddle board. This farmhouse-style home on the North Fork represents a perfect blend of pastoral charm and modern living, offering a unique opportunity to enjoy a peaceful, waterfront lifestyle in one of the most coveted locations on the island. With its natural materials, thoughtful design, and unparalleled setting, it's a true haven for those seeking a north fork life style. HOUSE STILL UNDER RENOVATION

Looking for a new updated house on the water but don't want to do the work? Come look at this newly renovated farmhouse-style residence harmoniously combines rustic charm with modern elegance, all while boasting a prime waterfront location complete with a private bulkhead , Deepwater dock and 15 feet of sandy beach off the Peconic bay. You can enjoy the serene waterfront lifestyle with a deep water dock to go fishing or just launching the paddle board. This farmhouse-style home on the North Fork represents a perfect blend of pastoral charm and modern living, offering a unique opportunity to enjoy a peaceful, waterfront lifestyle in one of the most coveted locations on the island. With its natural materials, thoughtful design, and unparalleled setting, it's a true haven for those seeking a north fork life style. HOUSE STILL UNDER RENOVATION

This 5 bedroom, 4 full bathroom home offers a truly luxurious living experience. The open concept design seamlessly connects the kitchen to the dining and living areas, creating a warm and inviting space for gatherings. Step outside and you'll discover a true oasis. The inground pool invites you to cool off during hot summer days. The beautiful stone hardscape finishes add a touch of elegance and sophistication to the outdoor space, creating a serene atmosphere for outdoor entertaining. Set on a generous .92 acre lot, you'll have plenty of space to enjoy outdoor activities, whether it's gardening, playing sports, or simply taking a leisurely stroll. The well-manicured grounds provide a picturesque backdrop for the home. One of the unique features of this property is the accessory apartment with a separate entrance and a fully equipped kitchen. This additional living space offers flexibility and versatility, allowing for multigenerational living or a private guest suite. Close to beaches, wineries, town and restaurants!

This 5 bedroom, 4 full bathroom home offers a truly luxurious living experience. The open concept design seamlessly connects the kitchen to the dining and living areas, creating a warm and inviting space for gatherings. Step outside and you'll discover a true oasis. The inground pool invites you to cool off during hot summer days. The beautiful stone hardscape finishes add a touch of elegance and sophistication to the outdoor space, creating a serene atmosphere for outdoor entertaining. Set on a generous .92 acre lot, you'll have plenty of space to enjoy outdoor activities, whether it's gardening, playing sports, or simply taking a leisurely stroll. The well-manicured grounds provide a picturesque backdrop for the home. One of the unique features of this property is the accessory apartment with a separate entrance and a fully equipped kitchen. This additional living space offers flexibility and versatility, allowing for multigenerational living or a private guest suite. Close to beaches, wineries, town and restaurants!

Just 2 blocks from historic Hortons Point Lighthouse & LI Sound, this exquisite 3800sf Nantucket style home, a redesign of a 1900s farmhouse, is set back 180' from road. Mahogany front porch surrounds double entrance w/views of beautiful, perennial garden & hydrangeas. Entering, you'll find a spacious foyer, living room, & private office. French doors lead to gorgeous stone patio, huge exotic wood deck, fire pit. Expansive first floor main suite w/huge walk-in closet & newly remodeled large en suite bath w/Carrera marble, soaking tub & shower. Second floor offers 3 generous bedrooms w/plenty of closet space, full bath, & sitting area w/balcony overlooking living room. The home features HW floors & custom woodwork throughout. Spacious farmhouse kitchen w/huge center island provides views of meticulously landscaped backyard. Formal dining room just off kitchen for entertaining. Expansive private yard, w/room for pool and distant farm views, is a secluded sanctuary.

Just 2 blocks from historic Hortons Point Lighthouse & LI Sound, this exquisite 3800sf Nantucket style home, a redesign of a 1900s farmhouse, is set back 180' from road. Mahogany front porch surrounds double entrance w/views of beautiful, perennial garden & hydrangeas. Entering, you'll find a spacious foyer, living room, & private office. French doors lead to gorgeous stone patio, huge exotic wood deck, fire pit. Expansive first floor main suite w/huge walk-in closet & newly remodeled large en suite bath w/Carrera marble, soaking tub & shower. Second floor offers 3 generous bedrooms w/plenty of closet space, full bath, & sitting area w/balcony overlooking living room. The home features HW floors & custom woodwork throughout. Spacious farmhouse kitchen w/huge center island provides views of meticulously landscaped backyard. Formal dining room just off kitchen for entertaining. Expansive private yard, w/room for pool and distant farm views, is a secluded sanctuary.

Must see charming waterfront cottage. Newly renovated and with direct access to Arshamamoque Pond. Features 2 bedrooms & 1 completely new bathroom, painted wood floors and wood burning fireplace, 2-3 Car Parking Space & Electric Outlet Nearby. Amazing views from the open kitchen, living room and sunroom. Relax and enjoy beautiful sunrises, cool breezes and alfresco dining on the deck and at the fire pit. Move in ready.

Must see charming waterfront cottage. Newly renovated and with direct access to Arshamamoque Pond. Features 2 bedrooms & 1 completely new bathroom, painted wood floors and wood burning fireplace, 2-3 Car Parking Space & Electric Outlet Nearby. Amazing views from the open kitchen, living room and sunroom. Relax and enjoy beautiful sunrises, cool breezes and alfresco dining on the deck and at the fire pit. Move in ready.

Builders own Romantic,Beauty with the look of a Landmark.Vintage home. Park like setting, Magnificent Sunsets from your 100 foot porch facing Goose Creek and Goose Bay. WaterViews of the Bay and Creek.Walk to the beach.across the street.Master on Main level with Ensuite Separate Entrance from porch to Heated pool. Soaring Cathedral ceilings in Living Room.Stairways to upper level flanking your oversize Black Granite Fireplace with White Mantle...Second floor balconies. inground heated Pool with manicured Gardens. Privet hedges and sweeping lawn . Basement walk out to the Fenced heated Pool.Garage oversized for your sportscar. Nature abounds..All types of Natural beauty and Wildlife. Stargazing in a panaramic view of the nightscape. Just a Wonderful Classic home. Year round or vacation.Too many other amenities to list.Mooring allowed on Goose Bay..

Builders own Romantic,Beauty with the look of a Landmark.Vintage home. Park like setting, Magnificent Sunsets from your 100 foot porch facing Goose Creek and Goose Bay. WaterViews of the Bay and Creek.Walk to the beach.across the street.Master on Main level with Ensuite Separate Entrance from porch to Heated pool. Soaring Cathedral ceilings in Living Room.Stairways to upper level flanking your oversize Black Granite Fireplace with White Mantle...Second floor balconies. inground heated Pool with manicured Gardens. Privet hedges and sweeping lawn . Basement walk out to the Fenced heated Pool.Garage oversized for your sportscar. Nature abounds..All types of Natural beauty and Wildlife. Stargazing in a panaramic view of the nightscape. Just a Wonderful Classic home. Year round or vacation.Too many other amenities to list.Mooring allowed on Goose Bay..

Move right into this completely renovated, turn-key Southold Village home close to town and all the best Peconic Bay beaches! Gutted to the studs and rebuilt in 2023, this home has new everything, including new roof, siding, insulation, heating & air systems, electrical, plumbing, flooring, kitchen, baths, laundry and more! The spacious open layout lends itself to a great entertaining space with tons of natural light. The kitchen has modern finishes and beautiful quartz countertops. All the bedrooms have hard wood floors and there is an oversized primary bedroom on the second floor. Enjoy sliders from the dining area to a back deck and huge backyard with plenty of room for pool. Great location, close to all the North Fork has to offer!