Southold, NY Homes for Sale with Acreage

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

Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope, this lovely home follows an entertainer's dream layout: open Great Room concept with fireplace, Chef's gourmet kitchen with custom cabinetry and Bertazzoni appliances, large island and breakfast nook, formal dining room with Butler's pantry, a first floor junior

Jeffrey Mead Corcoran

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

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

Experience the epitome of luxury living in this modern newly construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate is move in ready with C/O in hand and spans an impressive 7,300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by

Alexis Meadows Douglas Elliman Real Estate

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 4-bedroom, 3-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

3630 Soundview Avenue in Peconic offers the perfect balance of modern living and coastal charm- a nature lovers paradise Tucked along Southold’s Sound-front corridor, this newly renovated contemporary is just across the street from a dune trail leading directly to a sandy beach. Goldsmith's Inlet, Kenney's Beach and McCabe's Beach are also close by, giving you endless opportunities to enjoy the

Scott Bennett Douglas Elliman Real Estate

Set on over two secluded acres within the coveted Shellfisher Preserve association near Paradise Point, this extraordinary estate offers sweeping water views from the backyard, kitchen, and upstairs rooms. A private deeded beach and your own deep-water dock is just a short pathway away. The property is graced by a pristine tidal lagoon, preserved and maintained by the Peconic Land Trust. The

Melissa Principi Douglas Elliman Real Estate

Designer Modern Farmhouse 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, new flooring, updated designer baths, new boiler, new well pump, new hot water heater.

Arelis Olivieri RIN

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