Bridgehampton Classified Ad Listings

37 Squires Blvd. Newly Furnished, Private and Spacious. 6 Bedrooms. 4 Bathroom. 4634 ft . Furnished

144 Gerard Dr. $285,000 Year round $15,000 October 1-31st $15,000 November 1-30th $15,000 December 1-31st Panoramic views from both sides of the house in this beautifully renovated and stylish cottage. One side of the house has water views of Accabonac Harbor, the other side of the house has views of Gardiners Bay. Breathtaking sunsets are seen from living room, dining room ,kitchen and deck. T...

36 Whooping Hollow Rd. This thoughtfully renovated one-level home with heated saltwater pool is newly available for various periods this summer and early fall. Sited on a half an acre and tucked beside the protected Greenbelt Reserve, this property offers privacy as well as direct access to the villages of both Sag Harbor and East Hampton. Well-sized and appointed, this classic cedar shingled h...

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...

141 Merchants Path. Available for July 2026. Experience luxury living at this stunning brand new construction with designer furnishings available to rent for the first time. Sited on a private 1.5 acres, this transitional masterpiece offers ample space for entertainment and relaxation. As you enter through the foyer, you're swept into the dramatic light-filled great room, featuring soaring ceil...

260 Orchard St. Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef's kitchen and dining room, living room with wood burning fireplace, den, 2 bedrooms with deck ...

12 Harbor St. This well-cared for three bedroom, three and one-half bath transitional style saltbox home with heated pool is turnkey and ready for you! The natural light from skylights welcomes you to the living room, which offers generous vaulted ceilings. A beautiful wood-burning white brick fireplace is featured in the living room, bookended by two transom-topped sets of French doors which g...

This Preforeclosure is located in Southold, NY 11971 This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank.

3825 S Harbor Rd. Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2027 Rates: January- April $3500, May...

4 Arbor Ln. Furnished 3-bedroom, 2-bath home for year-round occupancy. Enjoy the comfort and convenience of a move-in-ready home in a quiet, peaceful neighborhood, while being close to town, shopping, restaurants, and the railroad. This home offers spacious living areas and a cozy fireplace, creating a warm, inviting place to call home year-round.. 3 Bedrooms. 2 Bathroom. 1496 ft . Furnished

17 Dongan Way. Set on an ultra-private 2.5-acre estate, this stylish modern residence embodies the best of contemporary Hamptons living-where design, comfort, and coastal sophistication meet. Bathed in natural light, the open-concept layout features a soaring double-height living room with fireplace, a sleek eat-in kitchen with informal dining area, and a custom wet bar for effortless entertain...

185 Newtown Ln. Nestled in the heart of East Hampton Village, 185 Newtown Lane perfectly blends modern amenities with timeless traditional architecture. Located just steps from shops, the beach, and transportation, this custom-built home boasts a classic, timeless exterior paired with sleek, contemporary interior details. Enjoy the outdoor space with a fully equipped kitchen, a cozy living area...

25 Cooper Ln. East Hampton Village, central to all. 5 Bedrooms. 7 Bathroom. 4000 ft

23 Tanglewood Trl. Welcome to your new escape in Hampton Bays! This one-of-a-kind, secluded, octagon-shaped main house offers a spacious layout with three bedrooms and two bathrooms, designed for comfort with a touch of architectural charm. Multiple decks invite you to take in the natural surroundings from every angle-- perfect for relaxing, entertaining, or enjoying your morning coffee with a ...

30 Fox Hunt Ln. This beautifully renovated house in Amagansett has everything you want for a summer vacation. This home features 4 bedrooms, 2.5 baths, large gourmet kitchen, and spacious living room.With a large deck there is plenty of space to barbecue and entertain outdoors... 4 Bedrooms. 3 Bathroom. 2700 ft

15 Amagansett Dr E. Only moments to the Village of East Hampton, this 1,500 sq. ft. home is the perfect retreat to enjoy your summer. East Hampton's "Main Beach" is just a quick car ride away, plus, it's close to some of the hidden bays to the north! The half-acre +/- sheltered backyard is perfect for outdoor grilling and fun. The new heated, salt-water, in-ground pool, and the Southwest facing...

55 Shore Rd. This luxurious 6 bedroom, 5.5 bathroom Shelter Island waterfront home is a modern beauty on 1.31 acres, with 332' of private sandy beach, dock that has a 5-6' low tide draft, a heated swimming pool and gorgeous elevated views over Shelter Island Sound. With 7500 +/- SF of modern living space on 2 stories plus a finished lower level, there is no more perfect place to vacation or ent...

22 W Gate Rd. Step into this fully renovated 4-bedroom, 4-bathroom home offering over 3,300+/- sq. ft. of living space on 0.52+/- acres in the heart of Wainscott. Designed for versatility, the layout includes two primary bedroom suites with walk-in closets-one on the main level and one upstairs-plus additional rooms ideal for a home office, studio, or guest accommodations. An accessory apartmen...

85 Woodbine Dr. Classic Springs meets modern convenience in this fully furnished 3 Bedroom rental. Centrally located on.81 acres of lush landscaping and mature trees, the property has multiple outdoor entertaining areas. Inside you'll find a modern kitchen, dining area, charming living room with fireplace and a spacious light filled family room. Rounding out the first floor is the primary bedro...

44 Diane Dr. This lovely bright 4 bedroom contemporary offers 4 bedrooms and 2.5 baths. Exterior amenities include a large deck, heated pool and outdoor shower... 4 Bedrooms. 3 Bathroom. 2400 ft