Bridgehampton Classified Ad Listings

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

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...

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...

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 ...

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...

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

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...

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...

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

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...

32 Glover St. Offering spectacular sunset vistas and quick access to all Sag Harbor Village has to offer, this new construction is located directly across from Sag Harbor Cove with water views from most rooms and a sparkling gunite pool. The home features beautifully appointed open spaces, 5 bedrooms, 5 full and 2 half baths, and multiple entertaining areas. An impressive entry foyer leads to a...

23 Mulford Ln. An Exceptional First-Time Rental in Sag Harbor Village. 5 Bedrooms. 4 Bathroom

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...

25 Harrys Ln. State-of-the-art and eloquently constructed by notable architect Frank Greenwald is this modern gem on Harry's Lane in Sag Harbor. Pull up to a towering wall of glass above the lower-level garage and drop your bags. The proper entry foyer with a powder room opens up to the living room with vaulted ceilings and Mill Creek Harbor water views. The three bedrooms are upstairs all with...

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 ...

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...

127 Bay St. Off-season per month $8,700; September $20,000 RENTED; May 2027 $20,000; June 2027 $45,000; July 2027 $85,000; August-LD 2027 $95,000 Overlooking Havens Beach with a 450 foot path to Sag Harbor Bay and pristine, sandy beaches, this 4 bedroom Sag Harbor Village beach house has bright, voluminous interiors with French doors to the expansive al fresco dining deck and waterside, heated,...

11 Cliff Dr. Experience Incredible Sunsets over Noyack Bay. 3 Bedrooms. 2 Bathroom. 1450 ft

16125 Soundview Ave. Available 2026: September $12,500; October $12,500 - Available 2027: May $12,500; July $22,500; Aug-LD $28,000; September $12,500; October $12,500; November $8,500 Experience the very best of the North Fork in this extraordinary soundfront retreat, where miles of pristine Long Island Sound beachfront become your backyard and sunsets RSVP nightly just for you. Wake each morn...