Southold Classified Ad Listings

As experienced East Hampton contractors, AleximBuilders understand the unique coastal style and architectural expectations of the Hamptons. From custom builds to luxury renovations, we create spaces designed for beauty, comfort, and long-lasting value. Looking for expert home renovation and custom home building services in East Hampton AleximBuilders bring your vision to life with precision, cr...

183 Daniels Ln. Spectacular Modern Gem Close to Ocean. 7 Bedrooms. 10 Bathroom. 10000 ft

16 Springfield Rd. Fully furnished, recently updated with new floors through out including new carpet, truly turn key condition 3-bedroom August-June academic rental just steps from the highly sought-after White Sands Beach! Bright and airy with a modern coastal feel, this home features a stylish updated kitchen, two full baths, and a comfortable living area with a cozy fireplace. Enjoy the sun...

119 Great Hammock Rd. Every Day a Getaway! Some properties ask you to choose between full-time living and vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths and includes a coveted 1st fl bdrm for ...

49 Georgica Rd. Tranquil South of the Highway Traditional. 4 Bedrooms. 4 Bathroom. 3638 ft

17 Bon Pinck Way. This bright Beach house is set back on a quiet street two blocks from Clearwater Beach. The front entrance introduces the expansive living room which is has beaming natural light entering from the gorgeous backyard area. The one level layout provides open and bright living with three bedrooms and two baths. A dining area sits right off the kitchen and a large lounge area occup...

17 Grandview Ter. Discover the charm of village living in one of Connecticut's most picturesque shoreline communities. Nestled on a quiet residential street moments from the heart of historic Essex Village, 17 Grandview Terrace offers the rare opportunity to enjoy boutique shopping, waterfront restaurants, marinas, parks, and the Connecticut River-all just a short stroll from your front door. T...

6 Howard St. This tucked-away one-level home featuring 3 bedrooms, 2 baths, an open living room, dining and kitchen space with vaulted ceilings and central air conditioning is now available for the summer season. Attached garage allows a separate area for media and play off the dining area as well. Covered front porch, rear patio for dining and an open outdoor shower complete this getaway locat...

30 Pheasant Run. Enjoy your vacation in this turn-key 4 BR/4 BA rental compound located on a quiet street in Quogue village. The chic multi-level home features 3 guest bedrooms, a lower-level den, and a private primary suite on the top level. The main floor has soaring ceilings, an open kitchen, a bright living room with fireplace and comfortable seating, and an adjacent music/sitting room. A w...

47 Bayside Ave. Bay Front Bargain, $5000 a month, five bedrooms, sugar sand beach, private yard with garden, on site parking- large eat in kitchen, living room with fireplace, fully equipped kitchen, laundry ( washing machine and clothes dryer) wood burning fireplace and great bay views ! Call for apppointment. No pets, no smoking- ideal winter get away or short term rental while you remodel or...

60 Lynncliff Rd. Welcome to "The Beach House", a chic Hamptons home with every amenity. This three bedroom, two bath, open concept stunner is recently renovated with an urban-chic aesthetic. The gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in the hot tub or laps in the heated saltwater in-ground pool. Other ameniti...

355 Midway Rd. Available seasonally, this impeccable modern 3 bedroom 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedro...

12 Ridge Ln. Great location with water views and walking distance to the water.. 2 Bedrooms. 1 Bathroom. 900 ft

8 Belaire Mnr. June 2027 available (taken July, August, September). This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio r...

310 Montauk Hwy. Wake up to breathtaking water views and experience the best of Hamptons waterfront living in this beautifully renovated 3-bedroom, 2-bathroom retreat overlooking Shinnecock Bay. Designed for effortless summer living, this stylish home blends sophisticated interiors with the relaxed coastal lifestyle everyone dreams of. The open-concept main living space creates the perfect sett...

21 Hillover Road East Shinnecock Hls. Chic Designer Beach House. 3 Bedrooms. 2 Bathroom. 1200 ft

1100 Pine Ave. Permit #: 0160. Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Perfectly Located Near Goose Creek Beach And The Pulsating Heart Of Southold. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement And A Seamless Blend Of Indoor And Outd...

38 Sherrill Rd. This custom built designer home is truly a piece of art, with impeccable interior and architectural design. The first and second floors total 3700+/- sqft with open concept floor plans, offering ample room for lounging and entertaining. In addition the living area lined by walls of glass opens up to a poolside patio, with a spacious outdoor setting and easy transition for indoor...

150 King St. NEW SUFFOLK SEASONAL RENTAL: Available for winter. Just three blocks from the sandy bay beaches and restaurants of historic New Suffolk on the North Fork, this inviting home offers the perfect blend of charm and comfort in the heart of the hamlet. Filled with natural light, the interior features high ceilings, 4 bedrooms and 2.5 baths including a primary en-suite. The renovated kit...

26 Village Circle 26. Condo for sale in Guilford, CT for $989,900 with 2 bedrooms and 2 full baths, 1 half bath. This 2,797 square foot condo was built in 2026.. Welcome to 26 Village Circle! An "Under Construction" in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and ful...