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Soundview on the Vines presents a rare opportunity to own a new construction vineyard-side estate where modern architecture, refined craftsmanship, and the natural beauty of the North Fork converge. Spanning approximately 7,300SF and situated on nearly 2 acres, this exceptional residence has been thoughtfully designed to balance grand-scale entertaining with relaxed, everyday luxury. Upon arrival, a striking foyer sets the tone, leading into a private guest wing featuring multiple ensuite bedrooms, each appointed with spa-inspired baths and generous proportions. This level opens seamlessly to the outdoors, where the covered patio and a heated 20x40 saltwater gunite pool overlook rolling vineyards and open farmland, creating a tranquil backdrop for both intimate gatherings and large-scale entertaining. A well-planned breezeway connecting the mudroom to a three-car garage, while a floating staircase and elevator provide effortless access to all three levels of the home. The upper level serves as the heart of the residence with incredible views and natural light. A custom chef’s kitchen anchors the space, complete with dual islands and premium finishes, flowing naturally into a sophisticated lounge with a statement gas fireplace and an expansive great room ideal for hosting. Walls of glass and multiple sliding doors open to a wrap-around mahogany deck, capturing sweeping vineyard views and allowing indoor and outdoor living to merge beautifully. The primary suite is a private retreat, featuring its own balcony, serene views across the vines, dual custom closets, and a spa-caliber bath with soaking tub and oversized double shower. The lower level offers remarkable flexibility, with additional bedrooms, a full bath, and a generous recreation area adaptable to a gym, media room, studio, or wine storage. Direct outdoor access enhances the home’s connection to its surroundings, while the landscaped grounds provide ample room for future vision—whether it be an outdoor kitchen, accessory building, tennis/pickle ball court, curated gardens and more! Ideally positioned just moments from Long Island Sound beaches and the North Fork’s celebrated vineyards, Soundview on the Vines is a truly inspiring estate where luxury, privacy, and lifestyle come together in one extraordinary setting.

7 Beds ⋅ 8 Baths ⋅ 957966 MLS

Soundview on the Vines presents a rare opportunity to own a new construction vineyard-side estate where modern architecture, refined craftsmanship, and the natural beauty of the North Fork converge. Spanning approximately 7,300SF and situated on nearly 2 acres, this exceptional residence has been thoughtfully designed to balance grand-scale entertaining with relaxed, everyday luxury. Upon arrival, a striking foyer sets the tone, leading into a private guest wing featuring multiple ensuite bedrooms, each appointed with spa-inspired baths and generous proportions. This level opens seamlessly to the outdoors, where the covered patio and a heated 20x40 saltwater gunite pool overlook rolling vineyards and open farmland, creating a tranquil backdrop for both intimate gatherings and large-scale entertaining. A well-planned breezeway connecting the mudroom to a three-car garage, while a floating staircase and elevator provide effortless access to all three levels of the home. The upper level serves as the heart of the residence with incredible views and natural light. A custom chef’s kitchen anchors the space, complete with dual islands and premium finishes, flowing naturally into a sophisticated lounge with a statement gas fireplace and an expansive great room ideal for hosting. Walls of glass and multiple sliding doors open to a wrap-around mahogany deck, capturing sweeping vineyard views and allowing indoor and outdoor living to merge beautifully. The primary suite is a private retreat, featuring its own balcony, serene views across the vines, dual custom closets, and a spa-caliber bath with soaking tub and oversized double shower. The lower level offers remarkable flexibility, with additional bedrooms, a full bath, and a generous recreation area adaptable to a gym, media room, studio, or wine storage. Direct outdoor access enhances the home’s connection to its surroundings, while the landscaped grounds provide ample room for future vision—whether it be an outdoor kitchen, accessory building, tennis/pickle ball court, curated gardens and more! Ideally positioned just moments from Long Island Sound beaches and the North Fork’s celebrated vineyards, Soundview on the Vines is a truly inspiring estate where luxury, privacy, and lifestyle come together in one extraordinary setting.

19620 Soundview Avenue, Southold

$3,400,000

You know we have been looking at new homes for a while. This one is the first that felt like, "okay, this checks the boxes" The granite front porch sold me right away. wine and cheese with everyone and with the larger width and depth, you can see they built the home with this in mind. And the kitchen is exactly what I wanted because this is where we all hang out and this has the built in refrigerator, freezer, double ovens with the pantry right there, and the island is set up so your not doing that awkward "move over" dance. And I have never seen this before, a 45" workstation sink is genius. Two people can actually use it without elbow wars. Then you see the laundry room and it's amazing. In this 5 bedroom house you have 4 slide out drawers to hold the 4 laundry baskets and since they have a set place, the room stays organized. It also has a pet washing station with slate floors and tiled walls it's just a smart use of space. The main floor suite is perfect, and the walk in closet has lighting right on the hanger bars so you can actually see everything. The bathroom has a curbless shower shower, built in bench, dual vanities and a toto wash-let toilet. It is not every house that has these features. The finished basement doesn't feel like a basement as it has big windows, double doors out to the pool stairs, bright and open. It's set up for movie nights with Savant controlled speaker and media throughout the house, a beverage center, and even a steam shower down there. Upstairs you have another primary suite as well as two more bedrooms with baths so the layout works so well. Outside is straight up resort mode. Covered granite porch with wall-wash lighting, speakers, a pool with a 6" swim deck for in water lounge chairs and umbrellas, sheer descent water feature and bluestone patio and walkways, all the low maintenance stuff we actually want. And the location is perfect for getting people out of the house. The neighborhood has a path to Goose Creek with kayak and paddle board racks to jump on the water and head over to the sandy beach at Goose Creek beach. This is also 15 minutes to South Harbor Rd beach without the car and Croateux Winery. iconic for the French country vibes is basically just around the corner.

4 Beds ⋅ 6 Baths ⋅ 947218 MLS

You know we have been looking at new homes for a while. This one is the first that felt like, "okay, this checks the boxes" The granite front porch sold me right away. wine and cheese with everyone and with the larger width and depth, you can see they built the home with this in mind. And the kitchen is exactly what I wanted because this is where we all hang out and this has the built in refrigerator, freezer, double ovens with the pantry right there, and the island is set up so your not doing that awkward "move over" dance. And I have never seen this before, a 45" workstation sink is genius. Two people can actually use it without elbow wars. Then you see the laundry room and it's amazing. In this 5 bedroom house you have 4 slide out drawers to hold the 4 laundry baskets and since they have a set place, the room stays organized. It also has a pet washing station with slate floors and tiled walls it's just a smart use of space. The main floor suite is perfect, and the walk in closet has lighting right on the hanger bars so you can actually see everything. The bathroom has a curbless shower shower, built in bench, dual vanities and a toto wash-let toilet. It is not every house that has these features. The finished basement doesn't feel like a basement as it has big windows, double doors out to the pool stairs, bright and open. It's set up for movie nights with Savant controlled speaker and media throughout the house, a beverage center, and even a steam shower down there. Upstairs you have another primary suite as well as two more bedrooms with baths so the layout works so well. Outside is straight up resort mode. Covered granite porch with wall-wash lighting, speakers, a pool with a 6" swim deck for in water lounge chairs and umbrellas, sheer descent water feature and bluestone patio and walkways, all the low maintenance stuff we actually want. And the location is perfect for getting people out of the house. The neighborhood has a path to Goose Creek with kayak and paddle board racks to jump on the water and head over to the sandy beach at Goose Creek beach. This is also 15 minutes to South Harbor Rd beach without the car and Croateux Winery. iconic for the French country vibes is basically just around the corner.

465 Ripple Water Lane, Southold

$2,725,000

Welcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart of the North Fork's Town of Southold. This home is situated on .80 acres & boasts 4,327 SF of living space with 4 bedrooms and 4.5 baths and combines clean lines of modern design with the allure of North Fork chic. This home comes with Authentic Western Red Cedar Shingle siding and a stucco accented stair tower that makes the grand foyer rise into the second story. There are 9ft high ceilings on the first and second floors in addition to vaulted and coffered ceiling details with 8-1/2” white oak floors throughout. Enjoy two bedrooms on the first-floor which includes a primary bedroom with a generous walk-in closet and private access to the masonry patio opening to the backyard pool and garden. The great room contains a 46” linear gas fireplace and is open to the well-appointed kitchen which includes custom inset cabinets, marble countertops and high-end GE Monogram appliances with a wet bar. The second floor has two bedrooms both ensuite with large tile and custom vanities. The second floor also contains a beautiful family room and a large laundry room with custom cabinetry and a sink. The basement can be finished to suit which includes 9’ ceilings. Enjoy the incredible entertainment ready backyard featuring a 20X40’ heated gunite saltwater pool, including automatic pool cover with a Napa Stone marble patio. The secluded backyard includes custom designed landscaping and masonry by our Landscape Architect.

4 Beds ⋅ 5 Baths ⋅ 944505 MLS

Welcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart of the North Fork's Town of Southold. This home is situated on .80 acres & boasts 4,327 SF of living space with 4 bedrooms and 4.5 baths and combines clean lines of modern design with the allure of North Fork chic. This home comes with Authentic Western Red Cedar Shingle siding and a stucco accented stair tower that makes the grand foyer rise into the second story. There are 9ft high ceilings on the first and second floors in addition to vaulted and coffered ceiling details with 8-1/2” white oak floors throughout. Enjoy two bedrooms on the first-floor which includes a primary bedroom with a generous walk-in closet and private access to the masonry patio opening to the backyard pool and garden. The great room contains a 46” linear gas fireplace and is open to the well-appointed kitchen which includes custom inset cabinets, marble countertops and high-end GE Monogram appliances with a wet bar. The second floor has two bedrooms both ensuite with large tile and custom vanities. The second floor also contains a beautiful family room and a large laundry room with custom cabinetry and a sink. The basement can be finished to suit which includes 9’ ceilings. Enjoy the incredible entertainment ready backyard featuring a 20X40’ heated gunite saltwater pool, including automatic pool cover with a Napa Stone marble patio. The secluded backyard includes custom designed landscaping and masonry by our Landscape Architect.

1815 Laurel Avenue, Southold

$2,252,500

Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. Primary Ensuite and Two Additional Bedrooms and Hall Bath on Second Floor. Separate Fencing around Inground Heated Saltwater Pool with Easy Automatic Solar Cover and a Pool House. Large Stone Patio for BBQing, Dining and Lounging and Lots of Open Backyard Grass Area to Play Yard Games or to Simply Star Gaze at Night. Owned (not leased) Solar Panels Make More Power Than Used and Allows Banking of Energy. Inground Sprinkler System for Lawn and Flower Beds.

4 Beds ⋅ 3 Baths ⋅ 957867 MLS

Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. Primary Ensuite and Two Additional Bedrooms and Hall Bath on Second Floor. Separate Fencing around Inground Heated Saltwater Pool with Easy Automatic Solar Cover and a Pool House. Large Stone Patio for BBQing, Dining and Lounging and Lots of Open Backyard Grass Area to Play Yard Games or to Simply Star Gaze at Night. Owned (not leased) Solar Panels Make More Power Than Used and Allows Banking of Energy. Inground Sprinkler System for Lawn and Flower Beds.

450 Sterling Woods Lane, Southold

$2,100,000

North Fork living at its best. Welcome to this beautifully landscaped property in the desirable Bayview area of Southold. This magnificent home sits perfectly on a meticulously maintained double lot. The residence features four large bedrooms, two of which are en-suite, with one being on the first floor. Beautiful inlaid cherry floors complement both the formal dining room and the living room, which features built-in cherry cabinetry and a fireplace. You’ll also find a private paneled office with a wet bar, perfect for working from home. The heart of the home, the kitchen, is an architectural marvel, featuring a dramatic two-story ceiling and eight-foot-tall windows that create an airy, open space. The den off the kitchen, complete with a fireplace, is warm and inviting, with a wall of windows overlooking the backyard. The second floor offers two large bedrooms and a full bath, along with an oversized open loft area with seating that provides a stunning view of the backyard. This leads to the main bedroom and bath, which also features an infrared sauna. The main bedroom includes a gas fireplace and sliding doors that open to a magnificent deck overlooking your private oasis. A spiral staircase leads down to the backyard, where you’ll find a heated saltwater gunite pool, poolside cabana, and sport court. With full landscape lighting, the property is stunning both day and night. This residence is ideal for hosting unforgettable gatherings and making every day feel like a vacation. Just a short stroll to Goose Creek Beach and close to town.

4 Beds ⋅ 6 Baths ⋅ 979680 MLS

North Fork living at its best. Welcome to this beautifully landscaped property in the desirable Bayview area of Southold. This magnificent home sits perfectly on a meticulously maintained double lot. The residence features four large bedrooms, two of which are en-suite, with one being on the first floor. Beautiful inlaid cherry floors complement both the formal dining room and the living room, which features built-in cherry cabinetry and a fireplace. You’ll also find a private paneled office with a wet bar, perfect for working from home. The heart of the home, the kitchen, is an architectural marvel, featuring a dramatic two-story ceiling and eight-foot-tall windows that create an airy, open space. The den off the kitchen, complete with a fireplace, is warm and inviting, with a wall of windows overlooking the backyard. The second floor offers two large bedrooms and a full bath, along with an oversized open loft area with seating that provides a stunning view of the backyard. This leads to the main bedroom and bath, which also features an infrared sauna. The main bedroom includes a gas fireplace and sliding doors that open to a magnificent deck overlooking your private oasis. A spiral staircase leads down to the backyard, where you’ll find a heated saltwater gunite pool, poolside cabana, and sport court. With full landscape lighting, the property is stunning both day and night. This residence is ideal for hosting unforgettable gatherings and making every day feel like a vacation. Just a short stroll to Goose Creek Beach and close to town.

4745 N Bayview Road, Southold

$2,050,000

Stunning new-construction coastal retreat with modern luxury and unmatched entertaining spaces. This bright, modern farmhouse offers a covered front porch, designer kitchen with upgraded appliances featuring a 48" Viking stove, and seamless flow into spacious living areas. Two primary suites — one on the first floor and one on the second — plus spa-like full bathrooms provide comfort and privacy. Indoor/outdoor living is exceptional: a 20 x 40 inground pool set in pavers, fire pit seating, a tiki bar, wet bar and half bath outside. Ideal for gathering. The living room showcases a dramatic 60' gas fireplace. A whole-house entertainment system with indoor and outdoor speakers, integrated cameras and smart-home features makes hosting effortless. Community amenities include a community boat ramp and kayak storage. Wineries, farmstands and public beaches are all within a pleasant 10-minute bike ride. Turnkey, high-end finishes and premier location — perfect for coastal living and entertaining.

4 Beds ⋅ 5 Baths ⋅ 994764 MLS

Stunning new-construction coastal retreat with modern luxury and unmatched entertaining spaces. This bright, modern farmhouse offers a covered front porch, designer kitchen with upgraded appliances featuring a 48" Viking stove, and seamless flow into spacious living areas. Two primary suites — one on the first floor and one on the second — plus spa-like full bathrooms provide comfort and privacy. Indoor/outdoor living is exceptional: a 20 x 40 inground pool set in pavers, fire pit seating, a tiki bar, wet bar and half bath outside. Ideal for gathering. The living room showcases a dramatic 60' gas fireplace. A whole-house entertainment system with indoor and outdoor speakers, integrated cameras and smart-home features makes hosting effortless. Community amenities include a community boat ramp and kayak storage. Wineries, farmstands and public beaches are all within a pleasant 10-minute bike ride. Turnkey, high-end finishes and premier location — perfect for coastal living and entertaining.

800 Corey Creek Lane, Southold

$1,950,000

Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek! Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek. Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife. A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim. This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife. Endless Outdoor Adventures Boat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner! Convenience Meets Charm Take a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation. This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location. Motivated sellers, will consider all reasonable offers.

4 Beds ⋅ 6 Baths ⋅ 806509 MLS

Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek! Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek. Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife. A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim. This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife. Endless Outdoor Adventures Boat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner! Convenience Meets Charm Take a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation. This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location. Motivated sellers, will consider all reasonable offers.

600 Glenn Road, Southold

$1,943,000

Waterfront dream! This 3-bed, 2.5-bath home boasts safe deep-water docking on 50' wide canal. Open floor plan on both levels features two stone fireplaces, primary en-suite, ample storage, and a large open kitchen with breakfast and dining areas. Enjoy large sliders accessing two decks overlooking the waterfront, plus a spacious waterside boat house Benefit from a brand new bulkhead ramp, floater & decking completed in 2025, Deeded Beach Rights around the corner. new Central Air Compressor 2025. Built by Deck Homes for guaranteed quality!

3 Beds ⋅ 3 Baths ⋅ 939699 MLS

Waterfront dream! This 3-bed, 2.5-bath home boasts safe deep-water docking on 50' wide canal. Open floor plan on both levels features two stone fireplaces, primary en-suite, ample storage, and a large open kitchen with breakfast and dining areas. Enjoy large sliders accessing two decks overlooking the waterfront, plus a spacious waterside boat house Benefit from a brand new bulkhead ramp, floater & decking completed in 2025, Deeded Beach Rights around the corner. new Central Air Compressor 2025. Built by Deck Homes for guaranteed quality!

630 Tarpon Drive, Southold

$1,935,000

Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty. The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining. Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.

3 Beds ⋅ 3 Baths ⋅ 1011470 MLS

Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty. The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining. Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.

2300 Glenn Road, Southold

$1,900,000

Southold Sanctuary There's a certain ease to life on the North Fork and knowing you are never far from the water - where summer stretches into fall, where neighbors still wave, and where the days' quiet rhythm becomes your soundtrack. Welcome to 4,173 square feet of newly built grace on just under a half-acre in Southold and one mile to Goose Creek Beach and two miles to Cedar Beach. This isn't your typical new construction. It's what happens when thoughtful design meets coastal sensibility - select red oak floors underfoot, light pouring through every room, and a 20x40 custom Gunite, heated saltwater pool framed by wide porcelain pavers that seem to dissolve into the landscape. A firepit means those October evenings by the pool aren't just possible - they're inevitable. This home is built for entertaining! And when you do, the kitchen is where this home really speaks: Galiano Moena 36" gas range, double wall ovens, counter-depth refrigerator, a wine cooler, and quartz countertops. The main floor boasts a primary suite that provides a private retreat, complete with a walk-in closet and an en-suite bath, ensuring a serene escape. Additional conveniences include a laundry area, a covered porch, a rear deck, and an attached two-car garage, enhancing the ease of everyday living. Three generously sized bedrooms offer ample space for guests, complemented by walk-in closets and two full bathrooms for added comfort on the second floor. Need more space? A fully finished basement featuring a wet bar with its own beverage fridge, a theater room, a large recreation room and another possible bedroom with bathroom means this home checks every box for that peaceful North Fork state of mind!

4 Beds ⋅ 4 Baths ⋅ 931870 MLS

Southold Sanctuary There's a certain ease to life on the North Fork and knowing you are never far from the water - where summer stretches into fall, where neighbors still wave, and where the days' quiet rhythm becomes your soundtrack. Welcome to 4,173 square feet of newly built grace on just under a half-acre in Southold and one mile to Goose Creek Beach and two miles to Cedar Beach. This isn't your typical new construction. It's what happens when thoughtful design meets coastal sensibility - select red oak floors underfoot, light pouring through every room, and a 20x40 custom Gunite, heated saltwater pool framed by wide porcelain pavers that seem to dissolve into the landscape. A firepit means those October evenings by the pool aren't just possible - they're inevitable. This home is built for entertaining! And when you do, the kitchen is where this home really speaks: Galiano Moena 36" gas range, double wall ovens, counter-depth refrigerator, a wine cooler, and quartz countertops. The main floor boasts a primary suite that provides a private retreat, complete with a walk-in closet and an en-suite bath, ensuring a serene escape. Additional conveniences include a laundry area, a covered porch, a rear deck, and an attached two-car garage, enhancing the ease of everyday living. Three generously sized bedrooms offer ample space for guests, complemented by walk-in closets and two full bathrooms for added comfort on the second floor. Need more space? A fully finished basement featuring a wet bar with its own beverage fridge, a theater room, a large recreation room and another possible bedroom with bathroom means this home checks every box for that peaceful North Fork state of mind!

295 Grange Road, Southold

$1,800,000

Calling all artists or collectors of any kind! This is what you have been waiting for. Welcome to Homeport, loft-like living on the North Fork. A fully sustainable, net-zero home with non-toxic, recyclable and eco-friendly materials including solar and an EV charging station. A 30' x 60' studio with a garage door and 12' ceilings. Space for at least 10+ cars. An ensuite office with an additional 2 bedrooms including an ensuite primary. Sited on an acre with over 4,400 square feet of covered patio with farm views, a gunite pool, garden, with a potting shed and Southold Park District beach rights. This is an incredible opportunity to let your inner creative take center stage. The perfect eco-friendly work/life hybrid! Close to all Southold has to offer... a short stroll to the beach or into town including the Hampton Jitney and LIRR, incredible restaurants and shopping. Let your creativity fly free!

2 Beds ⋅ 2 Baths ⋅ 929474 MLS

Calling all artists or collectors of any kind! This is what you have been waiting for. Welcome to Homeport, loft-like living on the North Fork. A fully sustainable, net-zero home with non-toxic, recyclable and eco-friendly materials including solar and an EV charging station. A 30' x 60' studio with a garage door and 12' ceilings. Space for at least 10+ cars. An ensuite office with an additional 2 bedrooms including an ensuite primary. Sited on an acre with over 4,400 square feet of covered patio with farm views, a gunite pool, garden, with a potting shed and Southold Park District beach rights. This is an incredible opportunity to let your inner creative take center stage. The perfect eco-friendly work/life hybrid! Close to all Southold has to offer... a short stroll to the beach or into town including the Hampton Jitney and LIRR, incredible restaurants and shopping. Let your creativity fly free!

4630 Youngs Avenue, Southold

$1,785,000

Southold Summer Vibes. Turnkey on the North Fork If you’ve been waiting for the right North Fork house—the one that truly delivers on sandy beaches, bigger water and effortless weekends—this is it. Set within the Bay Haven Association, 700 Gin Lane puts you moments from the water and includes access to a private sandy beach just down the lane from home. Everything that defines the North Fork is within easy reach—farm stands, local vineyards, and the shops and restaurants that give Southold its character and charm. Inside, the two-story, 2,627-square-foot home is built to maximize your getaway time. Four bedrooms and three and a half baths, including a generously sized junior primary suite on the first floor and a gorgeous en suite primary upstairs; an open design kitchen, dining, and living space perfect for entertaining; loads of light; and a fireplace that makes shoulder-season weekends just as appealing as peak summertime. You’ll never want to leave. The .33-acre property also features a heated saltwater pool with automated cover, outdoor dining space, backs up to reserved land, and has an oversized one-car garage.

4 Beds ⋅ 4 Baths ⋅ 985445 MLS

Southold Summer Vibes. Turnkey on the North Fork If you’ve been waiting for the right North Fork house—the one that truly delivers on sandy beaches, bigger water and effortless weekends—this is it. Set within the Bay Haven Association, 700 Gin Lane puts you moments from the water and includes access to a private sandy beach just down the lane from home. Everything that defines the North Fork is within easy reach—farm stands, local vineyards, and the shops and restaurants that give Southold its character and charm. Inside, the two-story, 2,627-square-foot home is built to maximize your getaway time. Four bedrooms and three and a half baths, including a generously sized junior primary suite on the first floor and a gorgeous en suite primary upstairs; an open design kitchen, dining, and living space perfect for entertaining; loads of light; and a fireplace that makes shoulder-season weekends just as appealing as peak summertime. You’ll never want to leave. The .33-acre property also features a heated saltwater pool with automated cover, outdoor dining space, backs up to reserved land, and has an oversized one-car garage.

700 Gin Lane, Southold

$1,749,000

Effortless luxury living meets the best of every day life on the North Fork! Thoughtfully designed with modern elegance and timeless appeal, this bespoke home is privately set while offering seamless access to Southold Town beaches, local vineyards, breweries, marinas, and acclaimed North Fork dining. One of the most exceptional features of this property is its unmatched privacy—backing protected land and over 7 acres of agriculturally zoned property, ensuring a serene and secluded setting that will remain preserved for years to come. From the moment you enter, the home makes a lasting impression. A covered front porch welcomes you into a light-filled foyer with shiplap accents and 9-foot ceilings that extend throughout. Warm hardwood floors and refined finishes create an atmosphere of understated sophistication. The main level is centered around a spacious open-concept design, where a gas fireplace with custom built-ins anchors the living room and flows effortlessly into the chef’s kitchen. Featuring a large center island, high-end appliances, and curated design details, this space is perfectly suited for both everyday living and effortless entertaining. The first-floor primary suite offers a private retreat, complete with a walk-in closet and a spa-like en-suite bath with a freestanding soaking tub, heated floors, and a built-in towel warmer. A well-appointed mudroom with heated tile connects to the laundry area, powder room, and attached two-car garage. Upstairs, a second primary suite, junior suite, and two additional bedrooms are complemented by a beautifully designed full bath and a second laundry room—offering a thoughtful layout that allows for comfort, privacy, and flexibility when hosting or accommodating extended stays. The fully finished basement continues the home’s elevated design, featuring 9-foot ceilings, an egress window for natural light, a dedicated home office, wine cellar, wet bar, and full bath. This expansive lower level offers exceptional versatility—ideal for recreation, work-from-home needs, or additional living space tailored to your lifestyle. Outdoors, a private backyard oasis awaits. A 14' x 35' fiberglass in-ground pool and bluestone patio create the perfect setting for gatherings or quiet moments alike. With no rear neighbors, the property offers a rare sense of peace and privacy. A separate well-pump irrigation system adds to the home’s thoughtful efficiency. Whether you're seeking a refined year-round residence or a North Fork retreat, this home offers the space, design, and setting to enjoy every moment—just minutes from Southold Town beaches, renowned vineyards, Greenport Harbor Brewery, marinas, and the best of North Fork living.

5 Beds ⋅ 6 Baths ⋅ 987518 MLS

Effortless luxury living meets the best of every day life on the North Fork! Thoughtfully designed with modern elegance and timeless appeal, this bespoke home is privately set while offering seamless access to Southold Town beaches, local vineyards, breweries, marinas, and acclaimed North Fork dining. One of the most exceptional features of this property is its unmatched privacy—backing protected land and over 7 acres of agriculturally zoned property, ensuring a serene and secluded setting that will remain preserved for years to come. From the moment you enter, the home makes a lasting impression. A covered front porch welcomes you into a light-filled foyer with shiplap accents and 9-foot ceilings that extend throughout. Warm hardwood floors and refined finishes create an atmosphere of understated sophistication. The main level is centered around a spacious open-concept design, where a gas fireplace with custom built-ins anchors the living room and flows effortlessly into the chef’s kitchen. Featuring a large center island, high-end appliances, and curated design details, this space is perfectly suited for both everyday living and effortless entertaining. The first-floor primary suite offers a private retreat, complete with a walk-in closet and a spa-like en-suite bath with a freestanding soaking tub, heated floors, and a built-in towel warmer. A well-appointed mudroom with heated tile connects to the laundry area, powder room, and attached two-car garage. Upstairs, a second primary suite, junior suite, and two additional bedrooms are complemented by a beautifully designed full bath and a second laundry room—offering a thoughtful layout that allows for comfort, privacy, and flexibility when hosting or accommodating extended stays. The fully finished basement continues the home’s elevated design, featuring 9-foot ceilings, an egress window for natural light, a dedicated home office, wine cellar, wet bar, and full bath. This expansive lower level offers exceptional versatility—ideal for recreation, work-from-home needs, or additional living space tailored to your lifestyle. Outdoors, a private backyard oasis awaits. A 14' x 35' fiberglass in-ground pool and bluestone patio create the perfect setting for gatherings or quiet moments alike. With no rear neighbors, the property offers a rare sense of peace and privacy. A separate well-pump irrigation system adds to the home’s thoughtful efficiency. Whether you're seeking a refined year-round residence or a North Fork retreat, this home offers the space, design, and setting to enjoy every moment—just minutes from Southold Town beaches, renowned vineyards, Greenport Harbor Brewery, marinas, and the best of North Fork living.

480 Ackerly Pond Lane, Southold

$1,700,000

This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a charming private lane, boasting 3245 sq' interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards.

4 Beds ⋅ 4 Baths ⋅ 905528 MLS

This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a charming private lane, boasting 3245 sq' interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards.

265 Arshamomaque Avenue, Southold

$1,655,000

A timeless 1927 shingled cottage set amid lush, established gardens just moments from Horton Point Lighthouse and the Long Island Sound, with a beach at the end of the road. Sun-filled and full of character, the home offers three bedrooms and two baths, highlighted by two original fieldstone fireplaces and a wainscoted sunroom that functions beautifully as a dining space. Thoughtful updates include connection to natural gas, a new dual-zone heating and air conditioning system installed in 2023, an updated kitchen, and new washer, dryer, and refrigerator. Outdoors, mature hydrangeas and cascading wisteria frame a private, fully fenced setting with updated landscaping completed in 2024, creating an open lawn with enhanced privacy. A heated saltwater gunite pool and outdoor shower complete this serene retreat. Enjoy Founders Landing Park District rights with access to both Sound and Bay beaches, along with proximity to North Fork farm stands, vineyards, marinas, boating, dining, and shopping. An enchanting year-round or seasonal escape with an excellent rental history.

3 Beds ⋅ 2 Baths ⋅ 955730 MLS

A timeless 1927 shingled cottage set amid lush, established gardens just moments from Horton Point Lighthouse and the Long Island Sound, with a beach at the end of the road. Sun-filled and full of character, the home offers three bedrooms and two baths, highlighted by two original fieldstone fireplaces and a wainscoted sunroom that functions beautifully as a dining space. Thoughtful updates include connection to natural gas, a new dual-zone heating and air conditioning system installed in 2023, an updated kitchen, and new washer, dryer, and refrigerator. Outdoors, mature hydrangeas and cascading wisteria frame a private, fully fenced setting with updated landscaping completed in 2024, creating an open lawn with enhanced privacy. A heated saltwater gunite pool and outdoor shower complete this serene retreat. Enjoy Founders Landing Park District rights with access to both Sound and Bay beaches, along with proximity to North Fork farm stands, vineyards, marinas, boating, dining, and shopping. An enchanting year-round or seasonal escape with an excellent rental history.

3075 Lighthouse Road, Southold

$1,580,000

Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living. Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout. The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis. Whether you're seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

4 Beds ⋅ 3 Baths ⋅ 868556 MLS

Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living. Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout. The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis. Whether you're seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

1260 Water Terrace, Southold

$1,550,000

Enjoy breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets, entertain guests, or simply unwind with the soothing sea breeze. Located in the beautiful Bayview section of Southold, you're just moments from Cedar Beach, and surrounded by the best of the North Fork—award-winning vineyards, charming farmstands, and top-rated restaurants. This property won’t stay on the market for long!

5 Beds ⋅ 2 Baths ⋅ 923863 MLS

Enjoy breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets, entertain guests, or simply unwind with the soothing sea breeze. Located in the beautiful Bayview section of Southold, you're just moments from Cedar Beach, and surrounded by the best of the North Fork—award-winning vineyards, charming farmstands, and top-rated restaurants. This property won’t stay on the market for long!

530 Sunset Way, Southold

$1,375,000

Welcome to your North Fork waterfront oasis in highly desirable Yennecott Park, offering the rare combination of privacy, natural beauty, and effortless access to all. Perfectly positioned along scenic Long Creek with views toward Hashamomuck Preserve, this 4-bedroom waterfront home delivers a relaxed coastal lifestyle. Set on .75 acres with lush mature landscaping and generous water frontage, the property is ideal for kayaking, paddleboarding, sailing, jet skiing, power boating, and fishing — creating a true creekside retreat. Inside, the home features a light filled open layout with thoughtfully designed gathering spaces. The spacious kitchen with stainless steel appliances and ample cabinetry flows seamlessly into the main living areas, while a formal dining room provides an elegant setting for entertaining. The inviting family room is anchored by a wood-burning fireplace, creating warmth and character year-round. A standout feature is the waterside sunroom, offering peaceful water views and the perfect setting for morning coffee, reading, or relaxation. Four bedrooms provide comfortable accommodations, while a dedicated bonus room ideal for a home office adds flexibility. Outdoor living is equally exceptional with two covered porches — one welcoming front porch and one rear porch overlooking the water — allowing for effortless indoor-outdoor enjoyment. The property also offers room for a pool, presenting exciting potential to further enhance the waterfront lifestyle. A spacious, clean basement with high ceilings offers exceptional versatility for a gym, media room, recreation space, or future expansion. Located in Southold’s Park District (use of Founder's Landing facilities on the bay) and near sandy beaches, renowned North Fork wineries, farm stands, marinas, and the shops and restaurants of Greenport Village, this home represents an impressive opportunity for buyers seeking a waterfront primary residence, North Fork second home, or waterfront investment property. Andersen windows and doors throughout, 6 zone inground sprinklers and new CAC in 2025 and new appliances in 2023/2024. 1025 Long Creek Drive is where peaceful waterfront living, location, and long-term value converge.

4 Beds ⋅ 3 Baths ⋅ 949614 MLS

Welcome to your North Fork waterfront oasis in highly desirable Yennecott Park, offering the rare combination of privacy, natural beauty, and effortless access to all. Perfectly positioned along scenic Long Creek with views toward Hashamomuck Preserve, this 4-bedroom waterfront home delivers a relaxed coastal lifestyle. Set on .75 acres with lush mature landscaping and generous water frontage, the property is ideal for kayaking, paddleboarding, sailing, jet skiing, power boating, and fishing — creating a true creekside retreat. Inside, the home features a light filled open layout with thoughtfully designed gathering spaces. The spacious kitchen with stainless steel appliances and ample cabinetry flows seamlessly into the main living areas, while a formal dining room provides an elegant setting for entertaining. The inviting family room is anchored by a wood-burning fireplace, creating warmth and character year-round. A standout feature is the waterside sunroom, offering peaceful water views and the perfect setting for morning coffee, reading, or relaxation. Four bedrooms provide comfortable accommodations, while a dedicated bonus room ideal for a home office adds flexibility. Outdoor living is equally exceptional with two covered porches — one welcoming front porch and one rear porch overlooking the water — allowing for effortless indoor-outdoor enjoyment. The property also offers room for a pool, presenting exciting potential to further enhance the waterfront lifestyle. A spacious, clean basement with high ceilings offers exceptional versatility for a gym, media room, recreation space, or future expansion. Located in Southold’s Park District (use of Founder's Landing facilities on the bay) and near sandy beaches, renowned North Fork wineries, farm stands, marinas, and the shops and restaurants of Greenport Village, this home represents an impressive opportunity for buyers seeking a waterfront primary residence, North Fork second home, or waterfront investment property. Andersen windows and doors throughout, 6 zone inground sprinklers and new CAC in 2025 and new appliances in 2023/2024. 1025 Long Creek Drive is where peaceful waterfront living, location, and long-term value converge.

1025 Long Creek Drive, Southold

$1,350,000

Welcome to 250 Paradise Point Rd, Southold NY, a beautiful ranch-style home complete with an in-ground pool is nestled in a serene location, just a stone's throw away from Cedar Beach. This spacious home boasts four bedrooms, two of which are en suites with full bathrooms, ensuring ample space and privacy for everyone. The heart of the home is the cozy family room, complete with a fireplace and sliding glass doors that open to a charming back deck. The eat-in kitchen is perfect for casual meals, while the dining room, featuring sliding doors to the sunroom, is ideal for more formal gatherings. The sunroom, overlooking an acre of property and an in-ground pool, is the perfect spot to unwind and enjoy the view. This property is a unique find, offering both proximity to the beach and a tranquil, private setting. Whether you're looking to soak up the sun, enjoy a peaceful walk, or try your hand at fishing, Cedar Beach offers it all. This home is a must-see, so don't wait - schedule your viewing today!

4 Beds ⋅ 3 Baths ⋅ 950174 MLS

Welcome to 250 Paradise Point Rd, Southold NY, a beautiful ranch-style home complete with an in-ground pool is nestled in a serene location, just a stone's throw away from Cedar Beach. This spacious home boasts four bedrooms, two of which are en suites with full bathrooms, ensuring ample space and privacy for everyone. The heart of the home is the cozy family room, complete with a fireplace and sliding glass doors that open to a charming back deck. The eat-in kitchen is perfect for casual meals, while the dining room, featuring sliding doors to the sunroom, is ideal for more formal gatherings. The sunroom, overlooking an acre of property and an in-ground pool, is the perfect spot to unwind and enjoy the view. This property is a unique find, offering both proximity to the beach and a tranquil, private setting. Whether you're looking to soak up the sun, enjoy a peaceful walk, or try your hand at fishing, Cedar Beach offers it all. This home is a must-see, so don't wait - schedule your viewing today!

250 Paradise Point Road, Southold

$1,350,000

Restaurant For Sale – Prime Turnkey Opportunity Seize the chance to own this handsome renovated restaurant in a highly visible, high-traffic location. This property offers a generously sized dining room perfect for hosting large groups or intimate gatherings; stylish bar area creating the perfect atmosphere for cocktails and happy hours; an outdoor space ideal for seasonal dining; and full commercial kitchen equipped to handle any menu concept. Located in an up-and-coming commerce pocket of restaurants, shops, marinas and hotels, this plug-and-play property is move-in ready and brimming with potential. Whether you're dreaming of a classic lobster shack, bustling clam bar, upscale steakhouse, cozy pizzeria, or chic bistro, this space offers the perfect canvas for your culinary vision. With its prime location and exceptional features, it's a rare opportunity to launch or expand your restaurant venture. Don’t let it slip away—schedule a tour today and bring your dream to life!

817379 MLS

Restaurant For Sale – Prime Turnkey Opportunity Seize the chance to own this handsome renovated restaurant in a highly visible, high-traffic location. This property offers a generously sized dining room perfect for hosting large groups or intimate gatherings; stylish bar area creating the perfect atmosphere for cocktails and happy hours; an outdoor space ideal for seasonal dining; and full commercial kitchen equipped to handle any menu concept. Located in an up-and-coming commerce pocket of restaurants, shops, marinas and hotels, this plug-and-play property is move-in ready and brimming with potential. Whether you're dreaming of a classic lobster shack, bustling clam bar, upscale steakhouse, cozy pizzeria, or chic bistro, this space offers the perfect canvas for your culinary vision. With its prime location and exceptional features, it's a rare opportunity to launch or expand your restaurant venture. Don’t let it slip away—schedule a tour today and bring your dream to life!

62375 Main Road, Southold

$1,300,000

North Fork Coastal Living With Sunset & Water Views Enjoy breathtaking sunsets and water views from any of the three private balconies of this beautiful North Fork retreat. Designed for comfort and relaxed elegance, this residence features a dynamic open floor plan that seamlessly connects the living room, dining, and kitchen areas leading to outdoor balconies. The granite kitchen is perfect for entertaining, opening to a bright living room with a fireplace and a cozy den ideal for year-round gatherings. The first-floor primary suite offers convenience and privacy, while upstairs you’ll find two additional bedrooms, each with its own balcony overlooking the Long Island Sound. The fully finished walk-out basement extends the living space with direct access to the patio and backyard, ideal for outdoor dining or relaxing in the coastal breeze. A detached two-car garage includes a bonus room for extra storage above, offering generous space for a studio, office and many other possibilities. Perfectly located near McCabe’s and Kenney’s Beaches, local vineyards, the lighthouse, and North Fork’s favorite restaurants, this home captures the essence of seaside living — where every day feels like a getaway.

3 Beds ⋅ 4 Baths ⋅ 920310 MLS

North Fork Coastal Living With Sunset & Water Views Enjoy breathtaking sunsets and water views from any of the three private balconies of this beautiful North Fork retreat. Designed for comfort and relaxed elegance, this residence features a dynamic open floor plan that seamlessly connects the living room, dining, and kitchen areas leading to outdoor balconies. The granite kitchen is perfect for entertaining, opening to a bright living room with a fireplace and a cozy den ideal for year-round gatherings. The first-floor primary suite offers convenience and privacy, while upstairs you’ll find two additional bedrooms, each with its own balcony overlooking the Long Island Sound. The fully finished walk-out basement extends the living space with direct access to the patio and backyard, ideal for outdoor dining or relaxing in the coastal breeze. A detached two-car garage includes a bonus room for extra storage above, offering generous space for a studio, office and many other possibilities. Perfectly located near McCabe’s and Kenney’s Beaches, local vineyards, the lighthouse, and North Fork’s favorite restaurants, this home captures the essence of seaside living — where every day feels like a getaway.

12250 Soundview Avenue, Southold

$1,250,000

Grab your beach chair and your towel and get ready for summer! This quintessential Long Island Sound beachfront cottage offers water views from every room plus spectacular, and unobstructed western sunsets. Turn-key and move-in ready, this 2-bedroom, 1-bath gem perfectly blends classic seaside charm with modern comfort, featuring a renovated kitchen, and bath. Situated on .25-acre, this waterfront property has plenty of room for enjoying outdoor entertaining. Just step outside, breathe in the salt air, and start living the North Fork beach life.

2 Beds ⋅ 1 Baths ⋅ 1015770 MLS

Grab your beach chair and your towel and get ready for summer! This quintessential Long Island Sound beachfront cottage offers water views from every room plus spectacular, and unobstructed western sunsets. Turn-key and move-in ready, this 2-bedroom, 1-bath gem perfectly blends classic seaside charm with modern comfort, featuring a renovated kitchen, and bath. Situated on .25-acre, this waterfront property has plenty of room for enjoying outdoor entertaining. Just step outside, breathe in the salt air, and start living the North Fork beach life.

56055 County Road 48, Southold

$1,249,000

Southold, North Fork – Private Bayfront Community Living Discover effortless, upscale living in the coveted Angel Shores bayfront community, complete with private association access to a pristine sugar-sand beach. Set on a beautifully landscaped, ultra-private lot backing to over 20 acres of protected preserve land—with only one immediate neighboring home—this exceptional 2,300 sq ft contemporary ranch offers rare privacy, serenity, and sophistication in one of the North Fork’s most desirable locations. The expansive property also provides ample space for an in-ground pool or additional outdoor amenities. Designed for true ease of one-floor living, the home features soaring vaulted ceilings that enhance the light-filled living and dining areas, creating an inviting space for both everyday comfort and entertaining. Step outside to approximately 1,500 sq ft of expansive decking—perfect for hosting gatherings or enjoying quiet moments surrounded by mature landscaping and natural beauty. The thoughtfully designed layout offers ideal separation and privacy, featuring 2.5 baths: a private owner’s suite with en-suite full bath, generous walk-in closet, and dedicated office area or 4th bedroom/nursery; two guest bedrooms situated on the opposite side of the home with a shared full bath; plus a convenient half bath located near the den. The spacious kitchen with breakfast area flows seamlessly into the living spaces, while the cozy den with fireplace adds warmth and charm. Extensive upgrades elevate both convenience and peace of mind, including a whole-house automatic generator, new furnace, new central air conditioning, new washer and dryer, and a new oil tank. An oversized buried propane tank offers flexibility for future gas appliances, pool heating, or additional enhancements. A high-tech security system adds another layer of comfort. The full, unfinished basement provides abundant storage with potential for additional living space and features a two-car garage with separate driveway access, ideal for service entry—while the circular driveway ensures a grand and practical welcome for visitors. Enjoy close proximity to additional beaches, marinas, renowned restaurants, boutique shopping, and the celebrated North Fork Wine Trail. Whether you’re seeking a full-time residence or a refined weekend retreat, this home delivers the very best of North Fork living in a peaceful, private setting.

3 Beds ⋅ 3 Baths ⋅ 993409 MLS

Southold, North Fork – Private Bayfront Community Living Discover effortless, upscale living in the coveted Angel Shores bayfront community, complete with private association access to a pristine sugar-sand beach. Set on a beautifully landscaped, ultra-private lot backing to over 20 acres of protected preserve land—with only one immediate neighboring home—this exceptional 2,300 sq ft contemporary ranch offers rare privacy, serenity, and sophistication in one of the North Fork’s most desirable locations. The expansive property also provides ample space for an in-ground pool or additional outdoor amenities. Designed for true ease of one-floor living, the home features soaring vaulted ceilings that enhance the light-filled living and dining areas, creating an inviting space for both everyday comfort and entertaining. Step outside to approximately 1,500 sq ft of expansive decking—perfect for hosting gatherings or enjoying quiet moments surrounded by mature landscaping and natural beauty. The thoughtfully designed layout offers ideal separation and privacy, featuring 2.5 baths: a private owner’s suite with en-suite full bath, generous walk-in closet, and dedicated office area or 4th bedroom/nursery; two guest bedrooms situated on the opposite side of the home with a shared full bath; plus a convenient half bath located near the den. The spacious kitchen with breakfast area flows seamlessly into the living spaces, while the cozy den with fireplace adds warmth and charm. Extensive upgrades elevate both convenience and peace of mind, including a whole-house automatic generator, new furnace, new central air conditioning, new washer and dryer, and a new oil tank. An oversized buried propane tank offers flexibility for future gas appliances, pool heating, or additional enhancements. A high-tech security system adds another layer of comfort. The full, unfinished basement provides abundant storage with potential for additional living space and features a two-car garage with separate driveway access, ideal for service entry—while the circular driveway ensures a grand and practical welcome for visitors. Enjoy close proximity to additional beaches, marinas, renowned restaurants, boutique shopping, and the celebrated North Fork Wine Trail. Whether you’re seeking a full-time residence or a refined weekend retreat, this home delivers the very best of North Fork living in a peaceful, private setting.

650 The Esplanade, Southold

$1,239,000

Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and effortless North Fork charm. From the moment you arrive, the inviting front porch, complete with a classic swing, sets the tone for relaxed living. Inside, the home is thoughtfully designed with a seamless flow, anchored by a stunning, light-filled chef’s kitchen that truly serves as the heart of the home. Featuring a large center island with seating, quartz countertops, custom cabinetry, stainless steel appliances, and designer pendant lighting, the space is both functional and refined. Expansive windows bring in natural light and tranquil views, while the kitchen opens effortlessly into a beautifully appointed dining area that is bright and welcoming and leads directly to the outdoor deck, creating a seamless indoor-outdoor lifestyle. This home offers a rare and highly desirable layout with primary bedrooms on both the first and second floors, each with en-suite bathrooms. The second-floor primary suite is particularly impressive, featuring a walk-in closet and a spacious bath complete with a large shower and double vanity sinks. Throughout the home, crown molding and 9-foot ceilings on the first floor enhance the sense of scale and craftsmanship, while an open-to-above foyer adds volume and an airy, inviting feel. All bedrooms are generously sized and feature large windows, filling each space with natural light. Guest and additional bathrooms are well-appointed with oversized tubs and showers, offering comfort and convenience throughout. Additional living space is found in the cozy, full glass sunroom, which opens to a large, spacious deck overlooking a completely private backyard. Designed for both relaxation and entertaining, the outdoor space includes a large 8-person hot tub (just 2 years old), lush landscaping, and a charming garden room—perfect as a lounge, studio, or quiet retreat. The entire property is fenced and includes a dedicated dog run area. A partially finished basement provides excellent flexible space with a walk-in closet, ideal for a home gym or media room. And the location? Truly exceptional. Just moments from Kenny’s Beach, renowned for its expansive beach and stunning sunsets. A rare opportunity to own a nearly new home with exceptional features, flexible living space, and an unbeatable location—where every detail has been thoughtfully considered.

4 Beds ⋅ 4 Baths ⋅ 988709 MLS

Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and effortless North Fork charm. From the moment you arrive, the inviting front porch, complete with a classic swing, sets the tone for relaxed living. Inside, the home is thoughtfully designed with a seamless flow, anchored by a stunning, light-filled chef’s kitchen that truly serves as the heart of the home. Featuring a large center island with seating, quartz countertops, custom cabinetry, stainless steel appliances, and designer pendant lighting, the space is both functional and refined. Expansive windows bring in natural light and tranquil views, while the kitchen opens effortlessly into a beautifully appointed dining area that is bright and welcoming and leads directly to the outdoor deck, creating a seamless indoor-outdoor lifestyle. This home offers a rare and highly desirable layout with primary bedrooms on both the first and second floors, each with en-suite bathrooms. The second-floor primary suite is particularly impressive, featuring a walk-in closet and a spacious bath complete with a large shower and double vanity sinks. Throughout the home, crown molding and 9-foot ceilings on the first floor enhance the sense of scale and craftsmanship, while an open-to-above foyer adds volume and an airy, inviting feel. All bedrooms are generously sized and feature large windows, filling each space with natural light. Guest and additional bathrooms are well-appointed with oversized tubs and showers, offering comfort and convenience throughout. Additional living space is found in the cozy, full glass sunroom, which opens to a large, spacious deck overlooking a completely private backyard. Designed for both relaxation and entertaining, the outdoor space includes a large 8-person hot tub (just 2 years old), lush landscaping, and a charming garden room—perfect as a lounge, studio, or quiet retreat. The entire property is fenced and includes a dedicated dog run area. A partially finished basement provides excellent flexible space with a walk-in closet, ideal for a home gym or media room. And the location? Truly exceptional. Just moments from Kenny’s Beach, renowned for its expansive beach and stunning sunsets. A rare opportunity to own a nearly new home with exceptional features, flexible living space, and an unbeatable location—where every detail has been thoughtfully considered.

75 Birch Road, Southold

$1,125,000

Located on a half-acre corner lot in one of Southold’s most sought-after neighborhoods, this 4-bed, 3-bath Cape offers ~2,900sqft of living space and the potential for a pool, subject to variance approval. There’s a spacious eat-in kitchen with stainless steel appliances and a center island, opening to a back patio creating a seamless space for indoor-outdoor entertaining. Additionally, the main level includes a formal dining room anchored by a wood-burning fireplace, a generous living room, a primary ensuite bedroom with a walk-in closet, an additional bedroom that could also serve as an office, and a full bath. Upstairs, two bright bedrooms share a full bathroom, complemented by a convenient hall laundry for everyday ease. A one-car garage and full basement add functional space, and peek-a-boo views of Town Creek provide a subtle coastal touch. While the home is ready for updates, it offers tremendous potential to create a custom North Fork retreat. Just a half mile from Southold hamlet’s shops and restaurants, this property combines convenience, room to grow and an exceptional location.

4 Beds ⋅ 3 Baths ⋅ 966843 MLS

Located on a half-acre corner lot in one of Southold’s most sought-after neighborhoods, this 4-bed, 3-bath Cape offers ~2,900sqft of living space and the potential for a pool, subject to variance approval. There’s a spacious eat-in kitchen with stainless steel appliances and a center island, opening to a back patio creating a seamless space for indoor-outdoor entertaining. Additionally, the main level includes a formal dining room anchored by a wood-burning fireplace, a generous living room, a primary ensuite bedroom with a walk-in closet, an additional bedroom that could also serve as an office, and a full bath. Upstairs, two bright bedrooms share a full bathroom, complemented by a convenient hall laundry for everyday ease. A one-car garage and full basement add functional space, and peek-a-boo views of Town Creek provide a subtle coastal touch. While the home is ready for updates, it offers tremendous potential to create a custom North Fork retreat. Just a half mile from Southold hamlet’s shops and restaurants, this property combines convenience, room to grow and an exceptional location.

1400 Calves Neck Road, Southold

$961,000

Set within the coveted private Terry Waters beach community in Southold, this beautiful three-bedroom, two-bath extended ranch offers relaxed coastal living in an enchanting, private setting. A welcoming entry opens to a spacious living room anchored by a classic brick fireplace, while the thoughtfully designed layout includes a primary bedroom with an ensuite bath, an additional bonus family room ideal for entertaining or everyday living, and a full basement providing ample storage or future potential. Outdoors, a three-season covered patio overlooks the lush, expansive backyard with generous room for a pool, creating the perfect backdrop for summer gatherings or quiet moments near the water.

3 Beds ⋅ 2 Baths ⋅ 976177 MLS

Set within the coveted private Terry Waters beach community in Southold, this beautiful three-bedroom, two-bath extended ranch offers relaxed coastal living in an enchanting, private setting. A welcoming entry opens to a spacious living room anchored by a classic brick fireplace, while the thoughtfully designed layout includes a primary bedroom with an ensuite bath, an additional bonus family room ideal for entertaining or everyday living, and a full basement providing ample storage or future potential. Outdoors, a three-season covered patio overlooks the lush, expansive backyard with generous room for a pool, creating the perfect backdrop for summer gatherings or quiet moments near the water.

340 Rambler Road, Southold

$942,500

Welcome to 230 Booth Road, a prime Southold location offering effortless access to both Kenneys Beach and McCabe’s Beach-two of the North Fork’s most beloved Sound front destinations known for swimming, long shoreline walks, and unforgettable sunsets. This expanded cape provides exceptional flexibility for living and entertaining. The entry opens to a spacious living room with a cozy wood-burning fireplace, flowing into a dining room, both featuring oak floors currently protected by carpeting. The large eat-in kitchen offers abundant space for gatherings, with an adjacent laundry room and storage area that includes plumbing for an easy conversion to a powder room. Two bedrooms and a full bath complete the first floor. Upstairs, you’ll find three additional generous guest rooms and a full bath. An oversized walk-in attic presents potential for future expansion. The full basement offers ample storage, and Bilco doors make it simple to store outdoor furniture and seasonal items. Other features include a generator and new central air conditioning. The tranquil backyard provides plenty of room for summer entertaining. Whether you’re seeking a year-round residence or a seasonal escape, this home places you at the heart of the North Fork lifestyle—beautiful beaches, vineyards, farm stands, boutique shopping, and farm-to-table restaurants. This is the North Fork retreat you have been looking for.

5 Beds ⋅ 2 Baths ⋅ 1017107 MLS

Welcome to 230 Booth Road, a prime Southold location offering effortless access to both Kenneys Beach and McCabe’s Beach-two of the North Fork’s most beloved Sound front destinations known for swimming, long shoreline walks, and unforgettable sunsets. This expanded cape provides exceptional flexibility for living and entertaining. The entry opens to a spacious living room with a cozy wood-burning fireplace, flowing into a dining room, both featuring oak floors currently protected by carpeting. The large eat-in kitchen offers abundant space for gatherings, with an adjacent laundry room and storage area that includes plumbing for an easy conversion to a powder room. Two bedrooms and a full bath complete the first floor. Upstairs, you’ll find three additional generous guest rooms and a full bath. An oversized walk-in attic presents potential for future expansion. The full basement offers ample storage, and Bilco doors make it simple to store outdoor furniture and seasonal items. Other features include a generator and new central air conditioning. The tranquil backyard provides plenty of room for summer entertaining. Whether you’re seeking a year-round residence or a seasonal escape, this home places you at the heart of the North Fork lifestyle—beautiful beaches, vineyards, farm stands, boutique shopping, and farm-to-table restaurants. This is the North Fork retreat you have been looking for.

230 Booth Road, Southold

$915,000

2070 Cedar Drive offers the kind of North Fork lifestyle buyers search for but rarely find — a welcoming home in a peaceful setting. There’s a sandy neighborhood beach right across the street and it’s positioned near other beaches, marinas, and North Fork vineyards. Located in a highly desirable Southold waterfront enclave, the property presents a compelling opportunity for both lifestyle buyers and long-term investors. Benefitting from strong seasonal demand and limited inventory in the immediate area, this 1.03-acre property represents not just a purchase — but a strategic hold in a supply-constrained coastal market. Beautifully updated and maintained, the two-bedroom, one-bath cottage features a cozy fireplace and gleaming hardwood floors, complemented by a recently renovated kitchen, glassed-in Florida room, central air, unfinished basement and a solid amount of upstairs bonus room space. Additional highlights include a generous two-car barn, lengthy circular driveway, and a serene park-like setting that enhances the overall appeal of this special property. Secure today. Appreciate tomorrow.

2 Beds ⋅ 1 Baths ⋅ 935245 MLS

2070 Cedar Drive offers the kind of North Fork lifestyle buyers search for but rarely find — a welcoming home in a peaceful setting. There’s a sandy neighborhood beach right across the street and it’s positioned near other beaches, marinas, and North Fork vineyards. Located in a highly desirable Southold waterfront enclave, the property presents a compelling opportunity for both lifestyle buyers and long-term investors. Benefitting from strong seasonal demand and limited inventory in the immediate area, this 1.03-acre property represents not just a purchase — but a strategic hold in a supply-constrained coastal market. Beautifully updated and maintained, the two-bedroom, one-bath cottage features a cozy fireplace and gleaming hardwood floors, complemented by a recently renovated kitchen, glassed-in Florida room, central air, unfinished basement and a solid amount of upstairs bonus room space. Additional highlights include a generous two-car barn, lengthy circular driveway, and a serene park-like setting that enhances the overall appeal of this special property. Secure today. Appreciate tomorrow.

2070 Cedar Drive, Southold

$910,000

Tucked away in a secluded waterfront setting, this charming bayside cottage offers a rare opportunity to enjoy peaceful North Fork living surrounded by natural beauty and captivating water views. Designed to embrace its exceptional location, the home features an open-concept living, dining, and kitchen area where abundant windows frame the water and fill the interior with natural light throughout the day. The seamless layout creates an inviting atmosphere for gathering with friends or simply relaxing while enjoying the tranquil waterfront setting. Offering two bedrooms and one bath, this retreat home provides the perfect escape from the everyday. Whether you're seeking a seasonal getaway or investment opportunity, the property's unique combination of privacy, water views, and North Fork charm is difficult to find.

2 Beds ⋅ 1 Baths ⋅ 1012280 MLS

Tucked away in a secluded waterfront setting, this charming bayside cottage offers a rare opportunity to enjoy peaceful North Fork living surrounded by natural beauty and captivating water views. Designed to embrace its exceptional location, the home features an open-concept living, dining, and kitchen area where abundant windows frame the water and fill the interior with natural light throughout the day. The seamless layout creates an inviting atmosphere for gathering with friends or simply relaxing while enjoying the tranquil waterfront setting. Offering two bedrooms and one bath, this retreat home provides the perfect escape from the everyday. Whether you're seeking a seasonal getaway or investment opportunity, the property's unique combination of privacy, water views, and North Fork charm is difficult to find.

723 Private Road Unit #12, Southold

$910,000

A beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers a serene, country setting. Home features a primary bedroom ensuite, plus 2 comfortably-sized bedrooms, 2 full bathrooms and a bright, newly-renovated eat-in kitchen with French doors leading to a picturesque, level backyard with a patio. A spacious living room and family room with a brick, wood burning fireplace, both rooms accented with ceiling beams, offer an inviting layout. Solid wood flooring, central air, and a spacious 2-car garage, along with 5 spots in a circular driveway, are included in this wonderful home situated on a 1/2 acre lot. The full, unfinished basement may easily be enhanced for various uses including an entertainment area, gym and playroom. Enjoy this ideal location just 3 blocks from McCabe's Beach where the gorgeous Long Island Sound and sunsets await. Close to schools, shopping, dining, and major transportation routes, this move-in ready home is a rare opportunity that combines comfort, convenience and location.

3 Beds ⋅ 2 Baths ⋅ 978724 MLS

A beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers a serene, country setting. Home features a primary bedroom ensuite, plus 2 comfortably-sized bedrooms, 2 full bathrooms and a bright, newly-renovated eat-in kitchen with French doors leading to a picturesque, level backyard with a patio. A spacious living room and family room with a brick, wood burning fireplace, both rooms accented with ceiling beams, offer an inviting layout. Solid wood flooring, central air, and a spacious 2-car garage, along with 5 spots in a circular driveway, are included in this wonderful home situated on a 1/2 acre lot. The full, unfinished basement may easily be enhanced for various uses including an entertainment area, gym and playroom. Enjoy this ideal location just 3 blocks from McCabe's Beach where the gorgeous Long Island Sound and sunsets await. Close to schools, shopping, dining, and major transportation routes, this move-in ready home is a rare opportunity that combines comfort, convenience and location.

6625 Hortons Lane, Southold