Southold Classified Ad Listings

570 Hampton Rd Apt 30. Southampton Village Fully Renovated Condo. 3 Bedrooms. 2 Bathroom. 1830 ft

65 Prospect St. 65 Prospect Street. 4 Bedrooms. 8 Bathroom. 3852 ft

345 Colonial Road. Property for Rent in Southold, NY for $20,000 with 3 bedrooms and 3 full baths, 1 half bath. This 2,724 square foot property was built in 1975 on a lot size of 0.37.. Tucked away on a private setting in a peaceful North Fork neighborhood just minutes from Corey Creek, Croteaux Vineyards and Greenport Brewery, this exceptional colonial offers the perfect backdrop for an unforg...

1340 Ships Dr. Welcome to the effortless elegance of North Fork living at 1340 Ships Drive, a stunning Southold new construction where every inch has been masterfully planned and designed. This pristine retreat welcomes you with an expansive open floor plan and gorgeous wood floors that flow throughout the entire residence. At the heart of the home lies a true gourmet kitchen, centered around a...

1 Blue Jay Way. QUOGUE CONTEMPORARY WITH HEATED POOL and ALL-WEATHER COURT Enjoy bright, airy, and easy resort-style living at this contemporary Home located in The Wildlife community, north of Quogue Village. This postmodern features 4,330 +/- sq. ft. of living space, including 5 bedrooms (1st and 2nd level primary suites), 5 baths, and a light-filled great room that seamlessly flows into the ...

51 Mill Rd. This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office space and restroom, currently operating as a tile showroom. Large windows provide excellent visibility and...

15 Downs Blvd. July only $21,000! North Fork. Bay Front Charmer On The Beach at 15 Downs Boulevard in Jamesport. In coveted Fairhaven Private Community. Vintage cottage right on sandy bay beachfront. Summer 2026 June $14,000, July $21,000, Spring and Fall/Winter Rates Available. Lovely and well kept getaway full of olde time appeal. Spacious open plan with water views, new central air, new wate...

15 Highland Ter. COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has...

29 Harris Ln. European Modern Design near the Bay. 4 Bedrooms. 5 Bathroom. 2600 ft

6 Jean Dr. ** seller requests offers by Tuesday 7/14 at noon** Welcome to this beautifully maintained and extensively updated home offering over 3,500 square feet of exceptional living space in a sought-after cul-de-sac neighborhood. Featuring 4 bedrooms, 3 full baths, and 1 half bath, this move-in-ready residence combines generous room sizes, a flexible floor plan, and major recent improvement...

17 Hathaway Road. Single Family Home for sale in East Lyme, CT for $1,395,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,412 square foot home was built in 2010 on a lot size of 4.7.. Set along a picturesque, winding driveway in one of East Lyme's peaceful settings, 17 Hathaway Road offers an exceptional combination of privacy, quality craftsmanship, and natural beauty. Surrounded by ...

117 Fox Hollow Ln. An exceptional six bedroom home on a quiet street just moments from Meadow Lane ocean beaches. Spacious entry foyer, formal living and dining rooms, media room, an island kitchen and first floor guest bedroom with en-suite bath. The main second floor offers a primary bedroom with en-suite bath and two additional bedrooms. The private second floor guest wing features two spaci...

6 Bower Rd. Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while ...

305 N Main St. $75,000 August 1-31st $145,000 July 1st thru Labor Day $80,000 August 1-31st $75,000 July 1-31st $50,000 June 1-30th $200,000 Memorial Day to Labor Day Stunning 6 bedroom 4.5 bath two hundred year old farmhouse and separate cottage with a rich history. This home has being lovingly restored throughout - mixing refined antiques, period details and modern amenities for maximum style...

11 Kitteridge Hill Road. Single Family Home for sale in Old Saybrook, CT for $679,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,755 square foot home was built in 1978 on a lot size of 1.26.. Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700...

10 Hunters Ln. Charming Apartment in Southampton-Little Fresh Pond Area Enjoy comfortable living in this legal attached apartment ideally located in the desirable Little Fresh Pond area of Southampton. This well-maintained unit features 2 spacious bedrooms, 1 full bathroom, a bright living room, and a fully equipped kitchen, along with a dedicated dining area perfect for everyday living. Additi...

50 Old Main Rd. Available Two weeks: August 13-August 27 2027. In Quogue Village, 50 Old Main is a vacation dream-this 4 bed, 4 1/2 bath home features generous open spaces for entertaining, a heated pool set in an endless lawn, and a separate 2 story studio cottage. The first floor features an open plan with a bright entry foyer, sunken living room, and a huge cook's kitchen meant for prepping ...

40 Lincoln St. Get ready to enjoy an unforgettable Hamptons Summer experience in this newly constructed Sag Harbor contemporary, just a moments' walk to the powdery sands of (private) Ninevah Beach, complete with mooring rights. This remarkable rental is furnished with chic decorations by the renowned decorator Elsa Soyars'. This 5-bedroom has everything you'll need and features the finest fini...

951 Old Clinton Rd Unit 18. Welcome to Redwood Common, a desirable condo community of just 20 meticulously maintained units ideally located close to downtown, beaches, shopping, restaurants, and all the Connecticut shoreline has to offer. This beautifully maintained townhouse offers a flexible floor plan with hardwood floors throughout, elegant crown moldings, and an abundance of natural light....

228 White St. Recently completed and located very close to Main Street in Southampton Village, this stunning traditional home is the perfect setting for Summer in the Hamptons. There are three finished-levels of living space, offering 4,470 +/- SF (with a finished walkout lower level) 6 bedrooms, 5.5 baths, 2 fireplaces, detached garage, outdoor shower, and a gorgeous heated gunite pool. Enter ...