Courtesy: RIN
347-295-0022
Designer Modern Farm Ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living Room, Dining Room and Kitchen, Gorgeous Kitchen with quartz countertops, Stainless Steel Appliances, built in Wine Cooler, New Windows throughout, New Interior Doors, New Exterior Doors, Custom Closets, New flooring, updated Designer Baths, New Boiler, New Well Pump, New Hot Water Heater. Spectacular 20x40 Inground Saltwater Pool with Cambridge Paver Patio. Covered Front Porch overlooking Farm Views. Access Resident Only Town Beaches, Boat Ramps and Parks with Town Permit. Close to McCabe Beach for Incredible Sunset Views. Marina, Airstrip and Trails nearby. Farm animals permitted. Possible Sub-division. New, New New, Priced to Sell.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Southold chic Soundfront escape in one of the area’s most desirable locations, offering sweeping water views, sensational sunsets, and effortless North Fork living. Renovated in 2016 and move-in ready, this stylish waterfront retreat is designed for both entertaining and quiet moments by the sea. Inside, thoughtful upgrades include under-floor heating, ducted heating and cooling with remote access, marble countertops, updated mirrors and light fixtures, keyless entry, Sonos speakers, and a chef’s kitchen. The primary suite features an egg-shaped soaking tub perfectly positioned to capture the sunset views. Outdoor living defines the property, with a huge sun deck for dining, lounging, gatherings, or yoga, plus stairs leading directly to the beach. The rare grandfathered lower waterfront platform offers an extraordinary setting at the water’s edge for cocktails, Pilates, or simply taking in the Sound. The outdoor sound system extends the experience all the way to iconic Whale Rock in the water. Additional highlights include an outdoor shower and a garage with potential for conversion to additional living space with proper permits. With dramatic water views, unforgettable sunsets, and a lifestyle centered around the Sound, this is North Fork waterfront living at its best.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite. Set on nearly a full acre, the property is an entertainer’s dream with a heated saltwater pool, outdoor shower, and a screened-in porch ideal for summer evenings. The home also boasts a 3-car garage, whole-house sound system, security system, elevator, and a full irrigation system that keeps the grounds lush and green. Gorgeous landscaping with landscape lighting throughout. High-end construction materials and thoughtful design elevate the entire living experience, with 8-foot ceilings in the basement offering the perfect opportunity to create a media room or home gym. Enjoy spectacular sunsets, unbeatable beach access, and the potential to easily add a pool house—water and electric are already in place. This is coastal living at its finest.
Courtesy: BERKSHIRE HATHAWAY
516-741-3070
Welcome to this One-of-a-Kind 4-Bedroom, Custom Built Colonial, Beachfront Property, ideally located on the North Fork of Long Island along the Beautiful LONG ISLAND SOUND! True Meaning of LOCATION! This Spectacular Waterfront Home offers Breathtaking Panoramic Views, Direct Beach Access (Southold Beach), and the Perfect Blend of Privacy and Coastal Charm. Wake up to Stunning Sunrises and the Sound of Waves! This Beachfront Colonial Home also Features a Spacious 4th Bedroom on the 3rd Floor with Amazing Water Views! Hardwood Floors in all 3 Bedrooms! Two Full Bathrooms, inside you'll walk into the Livingroom with a Custom Granite Fireplace, A Formal Dining Room Surrounded by Water Views, And An Eat-in-Kitchen with a side door to the Wrap Around Deck Overlooking Southold Beach! High Hats Throughout, Brand New Boiler with 2 Heating Zones, 200 Amp Electric, Built on a Pile Foundation which includes a Stand-Up Crawl Space with Plenty of Storage and a Retaining Wall ! Visit the Many Wineries and Farms, Minutes away from the Historic Maritime Village of Greenport ! Experience True Beachfront Living in one of Long Island’s most sought-after locations, A Rare Opportunity to own an Exceptional Home where Every Day feels like a Getaway.
Courtesy: LI Probate Realty Inc
631-765-3000
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 deeded beach rights just a two-minute walk away, 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.
Courtesy: Compass Greater NY LLC
631-251-8644
This light and bright three-bedroom, three-bath home in Willow Point has been thoughtfully cared for by its original owner since being built in 2003. Located just a few hundred yards from a sandy bay beach and featuring a privately owned deeded boat slip, the property offers meaningful water access rarely found at this price point. With its comfort, convenience, and true North Fork lifestyle amenities, this is a move-in-ready opportunity in a coveted waterside community. Inside, an open floor plan creates an easy flow between the main living spaces, while spacious bedrooms, abundant natural light, and an oversized garage add to the home’s everyday functionality. Outdoors, a large deck provides ample room for entertaining or relaxing after a day on the water. Ideally positioned between Greenport Village and Southold an surrounded by many of the North Fork’s best farm stands, wineries and restaurants, this is a move-in-ready opportunity in one of the region’s most desirable waterfront-adjacent communities.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front walkway and steps, a rear sprinkler system, outdoor accent lighting, and a limestone patio surrounding the pool. The exterior is anchored by an 18x36 gated heated saltwater pool with a 500-gallon inground propane tank for the pool heater, a rear porch, dog run, retaining wall, and roof deck with water views. Additional features include a Sonos music system inside and out, alarm system, 2-car attached garage with shelving, additional refrigerator, and electric car hookup. Ideally located in Southold, this move-in-ready home combines new construction ease with substantial post-purchase improvements already completed.
Courtesy: Douglas Elliman Real Estate
631-354-8100
North Fork living, refined. Welcome to Wildberry. A newly constructed residence where design, light, and landscape converge - set against sweeping, sunset vineyard views and crafted for effortless indoor-outdoor living. From the moment you enter, the home reveals a quiet sophistication, with natural light pouring through thoughtfully placed openings, creating a sense of calm and connection to its surroundings. Luxury finishes have been selected and wired for full smart home capability. Intuitively designed for both everyday living and elevated entertaining. Offering 5 bedrooms and 5 full bathrooms and one half bathroom, the layout balances scale and comfort, providing a private retreat while accommodating guests with ease. Featuring two primary en-suite bedrooms on both the first and second floors, three guest bedrooms and a full cabana-style bathroom in the walk-out basement for pool party guests. Salt water pool is 18x36 and surrounded by patio with outdoor kitchen. This is a home that lives as beautifully as it presents - timeless, intentional, and distinctly North Fork. Home is expected to be completed July 2026, photo is artist rendering, landscape design is rendering not actual, additional photography and information coming soon.
Courtesy: Compass Greater NY LLC
516-970-5133
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. 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.
Courtesy: Engel & Volkers North Fork
631-298-7953
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.
Courtesy: Compass Greater NY LLC
631-251-8644
Steeped in history and set on a 1.05-acre parcel in the heart of the North Fork, this circa-1663 residence presents a rare opportunity to preserve and reimagine one of Southold’s oldest and most significant properties. Ideally positioned, it is just moments from one of the East End’s finest sandy bay beaches and Croteaux Vineyards, as well as a short drive to renowned wineries, farm stands, and the charming village of Southold, with its shops, waterfront, and access to the Long Island Sound. The land at 150 Baywater Avenue is tied to the remarkable story of Maltby Freeman, a formerly enslaved man who earned his freedom in 1807 and, through extraordinary determination, came to own this very property along Bayview near South Harbor Road. Maltby and his wife, Dorcus Benjamin, began with a single-room structure, gradually expanding it into a family homestead in the early 1800s. Their descendants continued to acquire land, eventually owning a house and 30 acres. The Freeman family’s story is one of the earliest documented examples of Black land ownership and upward mobility on Long Island, and this property stands as a tangible connection to that chapter of American history. The property is offered strictly as-is, presenting a rare opportunity for a developer, preservationist, or visionary owner-builder. Included in the sale is a complete set of fully approved architectural and construction plans, a process that required two years of review by the Historic Preservation Commission, Town Planning Department, and Building Department. This extensive approval represents significant time, cost, and expertise that the next owner will not need to replicate. With permits and plans already secured, construction can begin immediately upon closing. For those seeking a property defined by history, character, and forward potential, 150 Baywater Avenue is ready for its next chapter.
Courtesy: ERealty Advisors Inc
516-888-9715
Waterfront Studio Condo in Southold property features living room / kitchen combo with 1 Queen Size bed and 2 pull out trundle beds which can become 1 full size bed. outdoor area includes boat storage for small fee BBQ area on grounds free laundry room. Rentals are permitted can be rented seasonally if desired. Low property taxes and low common charges which include all utilities. Seasonal Condo Use Only Open from April - November then the condo closes for season.
Courtesy: Serhant East End LLC
631-500-8800
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.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house with deeded beach rights and offering the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room features a wood-burning fireplace and flows into a light-filled great room. Offering 3 bedrooms and 2.5 baths, including a primary ensuite with direct deck access. Thoughtfully designed with handicap accessibility, an irrigation system, generator, and outdoor shower. Set on a rare double lot of approximately 0.40 acres and located less than half a mile to Southold Town Beach and under 10 minutes to Greenport Village. Not in a flood zone. Excellent rental history!
Courtesy: Douglas Elliman Real Estate
631-354-8100
Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany porch, and the vibe hits immediately. Inside, a dramatic two-story foyer flows into an inviting light-filled living room. The oversized, well-appointed kitchen is an entertainer's delight with Carrera marble countertops and huge island with seating for 5. Dinner parties? Handled. The adjacent formal dining room is ready when the guest list grows. Main-level primary suite with soaking tub, Carrera-tiled shower, and walk-in closet is a romantic escape. There is also a main level laundry room, guest bath, and library/office. Upstairs, a loft adds natural light and a space to sit and read or relax, and 3 additional oversized bedrooms that offer everyone a private space. The yard is outdoor living at its finest. Stone patio, sprawling exotic wood deck with pergola, and a fire pit lounge make for late-night conversations in the lush, thoughtfully designed yard (which has plenty of space for a pool!). The detached two-car garage gives you room to grow. Polished yet comfortable. Private yet not remote. A true North Fork experience for all seasons.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a welcoming front yard and a generously sized backyard with ample room for a pool and outdoor entertaining. Inside, the home features an open-concept kitchen and dining area ideal for everyday living and gatherings, complemented by a formal living room for added versatility. Additional highlights include a convenient laundry room, a two-car attached garage, and a full basement with 8-foot ceilings offering excellent storage and potential for future finishing. Perfectly situated to enjoy the North Fork lifestyle, this home is just moments from public beaches, scenic trails, wineries, farm stands, the hamlet, train station, Jitney stop and a variety of shops and restaurants. Easy access to Greenport and Mattituck makes this location both convenient and desirable. A wonderful opportunity to make this home your own and enjoy all that the North Fork has to offer.
Courtesy: Douglas Elliman Real Estate
631-288-6244
Set along the scenic shores of Goose Creek, this newly constructed waterfront home offers a private dock with direct boating access to the Peconic Bay, an increasingly rare offering on the North Fork. Combining new construction with waterfront access, the property delivers a lifestyle that is difficult to replicate. Thoughtfully designed for both everyday living and entertaining, the home features four bedrooms and five-and-a-half baths across a well-planned layout. The main level includes a spacious living room with a wet bar and dumbwaiter, seamlessly connected to a gourmet kitchen and dining area, along with two bedrooms. The upper level offers a primary suite and an additional guest bedroom, both with access to an oversized deck overlooking Goose Creek. Designed for summer living, the outdoor space includes a pool and expansive patio set against a tranquil waterfront backdrop, ideal for entertaining or enjoying the peaceful surroundings. Additional features include a garage and a full unfinished lower level offering exceptional potential for customization and added value. Located in the heart of Southold, just minutes from vineyards, beaches, and renowned North Fork destinations, this is a rare opportunity to own new construction waterfront with private dock access. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.
Courtesy: Signature Premier Properties
631-692-4800
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.
Courtesy: Engel & Volkers North Fork
631-298-7953
Tucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private escape that backs directly onto protected woodlands. One of the home’s standout features is an expansive three-season sunroom, which serves as a light-filled bridge between the indoors and your own quiet backyard sanctuary. Whether you are hosting a summer brunch or enjoying a morning coffee, the surrounding nature ensures a level of privacy that is truly rare. Inside, the residence is designed for effortless living and is flooded with natural light. The main level offers the ultimate convenience of a primary bedroom with an ensuite bath and a dedicated laundry room, anchored by a spacious living area perfect for relaxing. Upstairs, you will find two additional oversized bedrooms—one featuring a generous walk-in closet—along with easy access to the attic. Modern essentials are seamlessly integrated throughout, including a full-house generator for peace of mind, a zoned irrigation sprinkler system, and a built-in Sonos system to set the mood for any occasion. This property places the very best of the North Fork right at your fingertips, situated just minutes from the stunning waters of Goose Creek, the sands of Cedar Beach, and Southold’s vibrant main street known for boutique shopping and fine dining. With renowned farmstands and vineyards only a short drive away, this home represents a rare opportunity to enjoy a secluded coastal lifestyle in one of the area’s most sought-after locations.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Boaters Dream! Located in Southold, this 3-bedroom, 3-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek leads out to the bay, and the property features a deep-water dock suitable for a variety of boating needs. Inside, the home offers an open-concept living, dining, and kitchen area with a comfortable, functional flow. The kitchen includes modern appliances and ample counter space. Large windows provide natural light and water views, with direct access to the rear deck. The outdoor space includes a spacious deck with room for seating and dining, along with a gas grill setup. The dock provides convenient access for boating, kayaking, and other activities. The home includes three bedrooms and three bathrooms, offering flexible space for a variety of living arrangements. Additional features include well-maintained interiors and updated elements throughout. Conveniently located near local wineries, restaurants, and shops, with access to all that the North Fork has to offer.
Courtesy: Signature Premier Properties
631-647-4880
Circa-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, Southold, a circa-1909 farmhouse rich in warmth, character, and North Fork authenticity. This charming home, situated on a 1/2 acre, captures the essence of early-20th-century farmhouse living, offering a cozy, inviting atmosphere paired with thoughtful functionality and future potential. The residence features three bedrooms, one full bath, and one half bath, along with building plans for a potential second full bathroom on the second floor, allowing the next owner to enhance comfort while preserving the home’s original charm. Original wood flooring and original moldings combined with new windows throughout, updated kitchen featuring granite and marble countertops high end appliances and updated roof lends itself to nostalgic beauty while enjoying modern-day functionality and efficiency. The home has new I-A septic technology. The expansive 4 car garage is an excellent opportunity for car lovers. Ideally situated just moments from the Peconic Bay and Southold’s waterfront, the home provides easy access to beaches, boating, and tranquil coastal living. Downtown Southold Village is also nearby, offering shops, restaurants, wineries, farm stands, and marinas—all within easy reach. With its classic farmhouse proportions, intimate scale, and timeless appeal, this property is perfectly suited as a year-round residence, weekend retreat, or investment opportunity. Set in one of Southold’s most desirable locations, it offers a rare chance to own a piece of North Fork history while thoughtfully planning for the future. A true farmhouse gem—cozy, historic, and ideally located.
Courtesy: Douglas Elliman Real Estate
631-477-2220
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. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Additional Bedrooms and Hall Bath on Second Floor. Finished Lower-Level Family Room offers TV/Sitting Area and Many Storage Closets. Fully Fenced Large Back Yard. Additional 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. There is Room for All in This Spacious Well-Appointed Home.
Courtesy: Compass Greater NY LLC
516-970-5133
The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to create a retreat just moments from the beaches, vineyards, and beloved local destinations that define the North Fork. Here, tranquility meets convenience—you’re never far from the shoreline or the vibrant heartbeat of the community. Buyers can choose from two options to own this New Construction property: Option 1: Purchase As-Is with Approved Plans – $650,000 This offering includes fully approved architectural plans and Health Department approvals to build a 4-bedroom, 3-bath new construction home on the quiet 0.25-acre parcel at 500 Summer Lane. Purchase the lot as-is and use your preferred builder to break ground on your own schedule. At 500 Summer Lane, you’re less than 1.5 miles from some of Southold’s best gems like Croteaux Vineyard, Goose Creek Beach, Sophie’s Restaurant, and local farm/flower stands. A little further you’ll find the charming Southold Town, Cedar Beach, endless vineyards, Greenport Harbor Brewery, and so much more! Option 2: New Construction Package – $1,400,000 In partnership with respected local builder, this option delivers a thoughtfully designed 2,215 sq ft home that blends timeless details with coastal luxury. Plans include 4 bedrooms, 3 full baths with 9 foot ceilings throughout, creating an airy and elegant space. The first floor of the home features an open-concept kitchen, living, and dining perfect for hosting and easy flow of day-to-day living. Walk up the front porch and enter the front door to a spacious living room accompanied by a warm fireplace for those cooler nights. As you continue you’ll pass through the dining area with floor-to-ceiling doors that look out over the backyard. Enter the brand-new chef’s kitchen featuring a large kitchen island, stainless steel appliances, and beautiful walk-in pantry! The main floor also features a full bath and bedroom, perfect for guests or single-floor living. Upstairs, you’ll find 3 additional bedrooms — 2 that share the full bath in the hall, and a primary bedroom with walk-in-closet and en suite bathroom. Laundry is a breeze with a washer-dryer on the second floor! Outdoors, you’ll appreciate the intentional details designed with North Fork living in mind. The detached garage features a beautifully integrated pool cabana, accessed by a man door. Designed to suit outdoor entertaining and living, the cabana comes equipped with an island bar top, sink, half bath, and space for a grill — the perfect spot to entertain or wind down after a day at the beach with family or guests. The North Fork is Calling Your Name!
Courtesy: Signature Premier Properties
631-647-4880
Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection, honoring the home’s original character while reflecting a level of care and stewardship that is exceptionally rare. From period details and time-honored construction methods, this residence stands as a living testament to Southold’s rich heritage. The interior offers a gracious and functional layout anchored by an enclosed brick porch, a large formal dining room, a newly renovated expansive eat-in kitchen, a classic parlor room, and a comfortable living room—all thoughtfully arranged for both elegant entertaining and everyday living. Adding to the home’s exceptional character are three stunning fireplaces, each serving as a striking focal point and a reminder of the home’s historic craftsmanship. The residence features three bedrooms and two and a half bathrooms. The first floor includes the primary bedroom and two full bathrooms, allowing for convenient main-level living, while the second floor offers two additional bedrooms and a half bath, providing privacy and flexibility for guests . Outside, the property includes a two-car detached garage and is set on a quiet, peaceful lot in close proximity to Southold Bay, offering the serenity of North Fork living with easy access to the water and surrounding natural beauty. With official historic status, this home carries both distinction and prestige—appealing to discerning buyers who value provenance, integrity, and timeless elegance. Opportunities to own a property of this caliber, condition, and historical significance are exceedingly rare. This is more than a home—it is the stewardship of a true legacy. Lastly, the final photos on this listing demonstrate the secret hatch in the floor and each person to visit between 1750-1800's carved their names into the china cabinet paneling. So interesting to explore all the names. ** NOTE: The legal address for this home is 3500. However, the number on the post outside the home is 3290. CPF Tax/The Peconic Bay Region Community Preservation Fund applies to this listing.**
Courtesy: The Agency Northshore NY
631-870-0753
Dream big, live LARGE! This newly renovated home is ready for it's close-up! The new Chef's Kitchen is designed with easy summer hosting in mind, with new appliances, gorgeous counter-tops and a Hamptons vibe. Large open plan living room with a wood-burning fire-place, and large dining area are ready for your whole tribe! All of the upstairs bedrooms (including the primary suite) have a shared balcony that overlook the pool and grounds. Plus, so much bonus space that it really must be seen to be believed! The beautifully renovated In-law suite in the walk-out basement makes summer hosting hassle-free. Set on a park-like property that boasts a spa-like heated saltwater pool, water slide, pizza oven, areas for sports, a built-in fire pit and so much more!
Southold is located in New York. Southold, New York 11971has a population of 23,571. Southold 11971 is less family-centric than the surrounding county with 29.66% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Southold, New York 11971 is $92,229. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Southold 11971 is 56.1 years.
The average high temperature in July is 80.9 degrees, with an average low temperature in January of 23.6 degrees. The average rainfall is approximately 48 inches per year, with 27.3 inches of snow per year.
