Bridgehampton Classified Ad Listings

25 Blue Jay Way. The Perfect Winter Escape at 25 Blue Jay Way, East Hampton, NY Discover your Hamptons winter getaway at this four-bedroom, three-and-a-half-bathroom home, perfectly designed for both quiet retreats and lively gatherings. The open floor plan provides a seamless flow for entertaining, while the separate TV/den offers a cozy space for unwinding. The home's thoughtful layout provid...

18 Rysam St. Spend July and August immersed in the magic of Sag Harbor Village, where sun-drenched days and starlit nights unfold against the stunning backdrop of marina views. This rare Captain's Row gem, a beautifully appointed 3-bedroom home, offers the perfect blend of historic charm and modern luxury. Wake up to the gentle hum of the harbor, just steps from the marina, and the village's mo...

37 Birchwood Ln. Rental Registration #: RP230510 This fabulous four-bedroom, four-bath all just renovated with three en suite is in mint condition and well appointed, plus very close to the Village of Bridgehampton. This Hampton joy is ready for your summer enjoyment. A living room with fireplace plus a second sitting room, lovely porch and outside decks makes entertaining a pleasure. Other ame...

70 S Ferry Rd. Stunning renovation of this ultra charming c. 1822 historic Shelter Island farmhouse. Completely redone for every modern convenience while maintaining the integrity of the original dwelling with great attention to period and detail. This beautifully landscaped acre plus property has an expansive, hedged pool area with new gunite pool, and a bluestone patio with seating and dining...

4 Ivy Pl. $3900 monthly (YEAR-ROUND RENTAL). Located in Hay Beach, this year-round rental is available and fully furnished. 3 Bedrooms and 2 full baths is located in the beautiful area of Hay Beach, just 2 minutes from Gardiners Bay Country Club. Large living room with fireplace and sliders out to the large awning-covered deck. Large loft area off the living room could serve as an office area o...

475 Youngs Ave Unit C. Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnis...

18 Bridge St Unit 3A. SAG HARBOR VILLAGE CONDO. 1 Bedroom. 1 Bathroom. 648 ft

3 Bayview Rd. Some homes have a lot. This one just has IT! Extremely unique and wonderfully private, this stylish waterfront cottage mini-compound is the perfect winter-to-spring retreat. Two shockingly chic, shingled boutique bungalows sit directly on 50' of beachfront in Upper Sag Harbor Cove, with wraparound water views from nearly every room. The compound is professionally designed and impe...

35 Sunset Dr. This exceptional new construction enjoys one of Sag Harbor's most coveted settings, just moments from the water, across from Long Beach's famed sunsets, and minutes to the Village. Spanning 5,200 +/- SF, the home offers 5 bedrooms, 5 full and 2 half baths, a 16'x35' heated gunite pool, attached single-car garage, and 3 marble fireplaces, including one on the rooftop deck and anoth...

23 Bayview Rd. Waterfront and boat lovers, pack your bags! This is an exceptional property to settle into for the fall and winter months - or the month of August - in the Hamptons. This truly magical and very private park-like shy 1/2-acre north-west facing waterfront property enjoys magnificent sunsets over Sag Harbor Cove only moments to the Village of Sag Harbor, Long Beach and a short dista...

649 Hedges Ln. Moments from the iconic Sagg Main Beach, the beloved, newly revamped Sagg Store, Wolffer Estate vineyards, Bridgehampton's celebrated restaurants and boutiques, and all the cultural energy that defines the Hamptons as a world-class summer destination, this exceptional Sagaponack South estate offers an exceedingly rare July 2 week rental opportunity. Perfectly positioned on 1.5 be...

12 Hedge Row Ln. SUMMER CHIC IN EAST HAMPTON. 4 Bedrooms. 4 Bathroom. 3000 ft

27 Brander Pkwy. Masterfully reimagined by renowned architect George Knafo, this modern four-bedroom retreat offers a sophisticated blend of architectural pedigree and coastal tranquility. Set upon a sprawling, private acre in the coveted Silver Beach enclave, the residence is approached via a gated drive, where a welcoming covered front porch opens into an expansive entry gallery and sun-drenc...

880 Lumber Ln. 880 Lumber Lane sits in the perfect location in Bridgehampton. on over 2 acres of beautiful land, this gracious home boasts 2 master bedrooms and 3 en-suite guest bedrooms, living room, TV room, kitchen and a bonus room. The property is highlighted by a large swimming pool area and beautiful lawn. Surrounded by horse farms, this estate will deliver great Hamptons experience. Virt...

74 Hillside Dr E. Set in one of Sag Harbor's most desirable waterfront communities-with deeded beach access, this recently built modern farmhouse by noted local architect Richard Hirt, available for Summer 2026, blends striking design with effortless livability. Inside, clean lines and sunlit spaces define the open floor plan, flowing seamlessly from the soaring double-height great room with fi...

26 Meadowlark Ln. This newly available Sag Harbor Village rental offers easy living in the heart of it all. With two bedrooms, bright and functional interiors, and a relaxed, unfussy style, it's the ideal in-town escape. Step outside and you're moments from Main Street's shops, restaurants, and marinas-yet tucked away on a peaceful street that feels worlds apart. The perfect base for enjoying v...

1A Gerald Ln. Welcome to 1A Gerald Lane, a delightful summer rental nestled in the heart of Hampton Bays, NY. This recently renovated home boasts 3 spacious bedrooms and 3 modern bathrooms, offering plenty of space for comfort and relaxation. Immerse yourself in the tasteful interior design, which perfectly encapsulates the quintessential Hamptons and beach style. Whether you're unwinding after...

1286 Millstone Rd. Pristine Hamptons rental offering chic living, comfort, and plenty of space. Positioned behind mature landscaping, this private residence recently underwent a top-tier full gut interior renovation. Inside, enjoy a beautiful sprawling home with plenty of sunlit stylish living space, turnkey and fully ready for your arrival. The deck and grounds are ideal for al fresco dining, ...

86 Devon Rd. AMAGANSETT DUNES WITH A POOL. 4 Bedrooms. 3 Bathroom. 2000 ft

238 Madison St. This Sag Harbor home built in the 1890's has been lovingly restored with all modern amenities by the architect and fashion designer owners, as featured in HCandG in 2021 (See attached under flip book tab). Attention to detail is evident throughout, with thoughtful finishes and impeccable woodwork. The reclaimed oak floors feature intricate herringbone and parquet de Versailles p...