Southold, NY Homes for Sale

2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

Thomas McCarthy Thomas J McCarthy Real Estate

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

Kristy Naddell Douglas Elliman Real Estate

Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as many custom details including maple cabinetry and vanities, Marvin Elevate windows, sliding and French doors, mahogany

Jeffrey Mead Corcoran

This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a 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

Cathleen Dolson Corcoran

Southold Stunner- New ConstructionThis one's a North Fork knockout. Set at the end of a quiet cul de sac on over 2 private acres, minutes from the sand, the house was built to check every box. Inside you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths (sanitary system in place for 7 bedrooms), and a true chef's kitchen-with a 48" Sub Zero, Wolf double range + wall oven,

Sheri Winter Parker Corcoran

Southold-West Creek Estates - Beautifully appointed, light-filled home. Recently completed with attention to every detail. A wood and glass front door and natural wood architectural accents set the tone at the front entrance. The large great room features a living area with a two-sided gas fireplace, dining area, and a generous chefs eat-in kitchen. The second side of the fireplace faces the

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporary home offers wide-open water views, beautiful sunrises and sunsets, and a seamless indoor–outdoor flow. The light-filled main level features a newly built modern kitchen that opens directly to the outdoor entertaining area,

Thomas McCarthy Thomas J McCarthy Real Estate

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen,

Maureen Sullivan Daniel Gale Sothebys Intl Rlty

Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in 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,

Trish Bergin Signature Premier Properties

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

Cathleen Dolson Corcoran

Seasonal Condo Near a Memorable Long Island Sound Beach (Town Beach). Studio Apartment with Efficiency Kitchen and is Located on the 2nd Floor. The Condo Offers a Community Room, Lawn with BBQ Area, Laundry, Off Street Parking, Boat Storage, Beach Storage. Electric, Water, Cable and Sewer/Cesspool included in Common Charge of $253 Monthly. SEASONAL CONDO OPEN APRIL TO NOVEMBER. NOT YEAR ROUND.

Paul Loeb Douglas Elliman Real Estate

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

Catherine Flood Compass Greater NY LLC

Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a

Nicholas Planamento William Raveis New York LLC

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Kim Pirreca BERKSHIRE HATHAWAY

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

Trish Bergin Signature Premier Properties

Welcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embodies the perfect balance of comfort and potential. This property is a blank canvas for your imagination, boasting a full attic that presents an exciting opportunity for expansion, allowing you to customize the loft space to your unique needs and taste. The home is situated in a vibrant community that thrives

Amanda Lin Douglas Elliman Real Estate

Wake up to 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,

Thomas McCarthy Thomas J McCarthy Real Estate

Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside

Kris Pilles East End Luxury Ltd

Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6-bedroom, 4-bath colonial offers a den/office, bonus room, and sweeping water views from nearly every room. Thoughtfully designed for both comfort and future flexibility, the residence provides substantial expansion potential.

Roric Tobin Compass Greater NY LLC

Charming North Fork Country Colonial! Main Level Features LR, FDR, Large Open Eat-In Kitchen, Den, 1/2 Bath. Second Floor Features 4 Bdrms, 2 Baths. Finished Attic. Finished Basement. Beautiful Wood Floors Thru-Out, High Ceilings, Lots Of Natural Light. Detached Oversized 2.5 Car Garage & Long Driveway. Beautiful 1 Acre Property. Very Convenient to Transportation and Shopping to Nearby Old

Deirdre Folan Keller Williams Rlty Landmark

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

Kristy Naddell Douglas Elliman Real Estate

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

Jerry Cibulski Century 21 Albertson Realty

Okay, I have to call you right now because I just walked into a house and I’m kind of... excited? Like, where was this one hiding while we’ve been touring all those “cute but...” places?You know how every other house has been some version of:“Love the idea, hate the layout,” or“Great location, but it feels cramped,” or“Nice kitchen... if you enjoy standing on top of people,”

Jerry Cibulski Century 21 Albertson Realty

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

Katie Schimpf Daniel Gale Sothebys Intl Rlty

North Fork Coastal Living by the Sound Located in Peconic near Goldsmith Inlet and the Long Island Sound, this post-modern 4-bedroom home blends modern comfort with the essence of coastal living. The open living, dining, and kitchen areas extend to a balcony that showcases beautiful sunsets and water views, creating a seamless indoor-outdoor experience. Currently unfurnished and ready for your

Scott Bennett Douglas Elliman Real Estate

Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering

Paul Loeb Douglas Elliman Real Estate