Bridgehampton Classified Ad Listings

20 Stuart Ct. Summer in the Hampton at 20 Stuart Ct, a newly renovated, post-modern home nestled in the heart of Hampton Bays, NY. This summer dream rental boasts five spacious bedrooms and four well-appointed bathrooms, ensuring ample space for everyone. Indulge in the expansive, private entertainment options including a full basement with a media room. The property also features an oversized ...

113 Northside Dr. 113 NORTHSIDE DR. 5 Bedrooms. 5 Bathroom. 3846 ft

62 Birchwood Lane. Property for Rent in Bridgehampton, NY for $75,000 with 6 bedrooms and 5 full baths, 2 half baths. This 4,226 square foot property was built in 2022 on a lot size of 0.51.. Your Two-Week Summer Escape Awaits in Bridgehampton Discover the ultimate Hamptons getaway at this exceptional Bridgehampton retreat, where effortless luxury meets the art of summer living. Perfect for an ...

2380 S Harbor Rd. Available: August $15.5K, Oct 1, 2026 to Sept 30, 2027 - Monthly Rate $3,700. The Yellow House sits on five secluded acres in Southold on the North Fork of Long Island, offering sweeping vineyard views and stunning sunsets. One of the North Fork's best bay beaches is just a five-minute stroll to the end of the road. The home has been newly painted and furnished and features ce...

9 Dartmouth Rd. July $95,000 Located in Sag Harbor Village's desirable Redwood Island neighborhood with with water views and easy convenience to village charms, this bright and beachy 4-bedroom shingled traditional home has a heated gunite pool, attached garage, and finished lower level. Leave your car at home to explore the village on the house-provided bicycles or paddle board on Sag Harbor C...

56 Mako Ln. This relaxed 2-bedroom, 2-bath beach getaway offers the perfect mix of comfort and convenience, complete with private beach access just moments away. A Bright and inviting interior creates an easygoing vibe, with open living spaces designed for laid-back weekends and effortless entertaining with the oversized wrap around deck overlooking reserve. Outside, enjoy sunny afternoons, sal...

41 Columbine Ave N. Spectacular high ranch with beautiful mature trees and landscape, 6 bedrooms, 4 bathrooms, huge living room and kitchen, den and huge deck.. 6 Bedrooms. 4 Bathroom. 2680 ft

1700 Cedar Dr. 2026 Availability: June $30,000. July RENTED. Perfect summer getaway with 5 bed, 4.5 bath in the heart of the North Fork. The home sits on 1.24 acres and features an open floor plan, large screened-in porch, full finished basement, wood burning fireplace, outdoor shower, and a saltwater, gunite pool. The primary bedroom has a large roof deck overlooking the pool and rear yard. Be...

Odometer: 0. This is a top-tier, no-expense-spared collector-grade restoration Metal & Paint: Silver #180 ( DB 180 Silver Metallic ) rendered in Glasurit the period-correct OEM paint system for classic Mercedes-Benz. Drivetrain: A mechanical rebuild by Metric Motors is the premier authority for vintage Mercedes engines, ensuring factory clearances and performance. Interior & Trim: GAHH leather ...

83 Laurel Ln. Just outside Sag Harbor Village 83 Laural Lane is a lofty, open concept home overlooking Lily Pond. Features a wonderful deck, fire pit, sunset views in a quiet neighborhood only 5 minutes to the center of Sag Harbor's Main Street. There is also a detached art studio to enjoy yoga or simply retreat to another peaceful space. Only one mile from shopping and restaurants on Main Stre...

65 Walker Ave. Sag Harbor Village Rental With BeachAccess.. 3 Bedrooms. 3 Bathroom. 2500 ft

37 Tuthill Dr. WHEN AN ARTIST MAKES A HOME Serena Dugan, Co-Founder of SerenaandLily has completed her renovation of 37 Tuthill Drive, Shelter Island. This property is a robust representation of Serena's vision as an artist and a designer. Each detail was carefully considered and selected, and her point of view is visible throughout the house. The artwork, fabrics, and wallpapers are of her des...

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

4900 Depot Ln. Bucolic farmhouse in the heart of Cutchogue! This home features two large bedrooms on the second floor. There is a sunporch with outside entrance that would make an ideal work from home space or third bedroom. Half bathroom is on the first floor and a full bathroom newly tiled on the second floor with shower. Outbuilding/shed on site can be used for storage. No tenant use of larg...

23 Tuthill Dr. This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms...

8 Hilltop Ln. Rental Registration #: 18-189 This very private 4 bedroom, 4 bath house has many amenities. The open living room, gourmet kitchen, separate study. Bedrooms are en suite. Extra rooms for guests and relaxing. Back yard has nice decking with large yard and heated pool. Pets allowed on a case by case basis.. 4 Bedrooms. 4 Bathroom. 4800 ft

11 Cedar Ln. Be the first to step into this charming, newly modernized 3 bedroom, 2 bath Serena and Lilly decorated cottage and make all your vacation dreams come true! Just a few steps to the Bay you can enjoy your morning coffee or sunset cocktails on the neighborhood dock! In five minutes and only a few blocks you can enjoy the private community sandy bay beach. Drive 10 minutes to the Ocean...

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...

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...

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 ...