Homes in Southold

4 bd · 3 ba · Single Family Residence

Snappy, Pop Summer Home In Harbor Lights Bay Front Community. Ideal Weekender Features Cac, 4 Bedrooms And 3 Baths, Living Room With Wood Burning Fireplace, Eik, Dinning Room, Den And Family Room/Home Office. Something For Everyone. Inground, Heated Swimming Pool, Koi Pond, Row To Canal And Dock With Access To Peconic Bay. Outdoor Shower, Conven't Location Near Wineries, Additional information: Appearance:Diamond

3 bd · 2 ba · Single Family Residence

Unique 2 Acre Estate Within Short Walk To Expansive Sound Beach. Main House Contains 3 B/R's, 2 Baths, Converted Sun Porch And 2 Car Garage, Plus 3 Seperate Log Cabin Style 1 & 2 Bedroom Seasonal Cottages Situated On Spacious Parklike Setting. Ideal For Large Family Compound Or Good Investment Property.., Additional information: Appearance:Good,Interior Features:Lr/Dr,Separate Hotwater Heater:Y

4 bd · 4 ba · Single Family Residence

Build your dream home on this exceptional waterfront lot offering unobstructed, forever views and breathtaking sunsets over the pristine waters of the sound. With plans already in place, you can break ground on your custom home without delay. Nestled in one of the most sought-after locations on the North Fork, this property offers the perfect blend of privacy and convenience—just minutes from local vineyards, farm stands, dining, beaches, and marinas. Set in a serene and scenic location, this property offers direct access to miles of beach for peaceful walks along the shore, and is just moments from the tranquil Goldsmith Inlet, perfect for kayaking, paddleboarding, or simply enjoying nature at its finest. Whether you’re looking for a peaceful weekend retreat or a full-time coastal haven, this rare opportunity delivers it all. A one-of-a-kind acre-and-a-half property situated on a 40-foot-high bluff above the Long Island Sound, with clear views of the Connecticut shoreline and gorgeous northwest sunsets! Hidden off North Road (County Road 48) in Peconic, access is via a mile-long private road. This is the final piece of a six-lot subdivision. Delivering a powerful feeling of privacy, in a totally natural setting! Truly a MUST SEE for the individual searching for solitude, privacy, and relaxation! Full Building Permits Approved. Price listed is for vacant lot only including permits to build, which can be modified. Come see this extraordinary location and design your dream home! This listing may include images that have been digitally altered or virtually staged.

3 bd · 2 ba · Single Family Residence

Charming English Country style home with water views now available as year round rental. Open kitchen and dining area overlooking Mattituck's Long Creek. Huge grassy backyard with patio. Three large bedrooms, (two bedrooms upstairs and one bedroom on first floor) fully renovated second floor bathroom with large walk-in shower, half bathroom on first floor and outside shower. Kayakers can paddle right from the backyard, close to Strong's Marina and local restaurants. Available year round or seasonally. July - $8,000, August $10,000, August-Labor day $12,000, 4 week min, also available year round after September 15 for $4200. Rental Permit #0083.

4 bd · 4 ba · Single Family Residence

Wake up to the salt air at your new coastal compound, a rare waterfront opportunity for those seeking something truly different. Unapologetically distinctive, this mid-century modern residence offers an extraordinary combination of waterfront, privacy, architectural character, and artistic location. Held in the same family for more than 50 years, the over 4000-square-foot home is set on two private acres overlooking the natural beauty of Great Pond. Expansive, light-filled rooms, walls of glass and bold architectural lines create a residence that feels as compelling today as it was when first conceived. Mature landscaping, an inground pool, abundant wildlife and magnificent sunsets enhance the sense of retreat, while two beautiful Long Island Sound beaches—Kenney’s and McCabe’s—are just moments away. A true North Fork treasure, equal parts architectural time capsule and North Fork , grab this opportunity before it's gone.