Recently Updated Listings

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5 Scrimshaw Drive
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 885714

First time available for rent, this pristine 4-5 bedroom with pool and privacy abutting reserve in the premier Whalebone landing waterfront community with community bay beach, cabana pavilion, tennis and beach volleyball. The newly refurbished 4,000sf home has all that you could wish for in a seasonal getaway in the Hamptons with easy access to ocean beaches, golf courses, Elizabeth Morton Wildlife Preserve, Southampton and Sag Harbor's village restaurants and shopping. The light-filled living-room, sitting room and dining room have french doors leading out to a substantial mahogany deck for outdoor entertaining that also extends to the pool area and lawn. Also, on the first floor is an oversized den/office, and a grand master suite with an ensuite newly renovated marble bathroom. The second floor has yet another sitting room for those that want their own privacy or kids space, a second master suite plus 2...

August - LD Rental: $45,000

Cynthia R. Barrett
(631) 537-4322

5 Spinnaker Way
$45,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736830

Located on an oversized 2.42+/- acre parcel on a cul-de-sac in the North Sea area of Southampton, this stunning traditional with a lake view and bright, modern interiors is the perfect Hamptons vacation home. It offers proximity to North Sea Beach, Southampton Village, and renowned Atlantic Ocean Beaches. The residence features 6 en suite bedrooms, 6.5 full baths and a chef's kitchen which opens to an exceptional family room with a wood burning fireplace below a 75' wall mounted TV monitor. Proper living and dining rooms are provided for more formal entertaining. The residence has sound throughout and has numerous smart TV's as well as multiple Sub Zero / Wolf appliances integrated within custom kitchen cabinetry. A pristinely finished lower level features a media room with Sonos surround sound, a foosball table and workout equipment as well as a complete, separate bedroom/ensuite bath with private...

July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $80,000

51 Cooper Street
$27,000

Village of Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 3.5
Web ID: 879349

Fresh new renovation in Southampton Village. Two bedroom perfection with 3 full baths gracious floor plan, living room with fireplace, formal dining room, gourmet kitchen with a cozy breakfast nook and a first floor laundry room. Each floor has an en-suite bedroom with shower. The second floor primary has a large bath with double sinks, soaking tub and shower and a walk-in closet with a light-filled dressing area. Hedged property with blue stone patio with arbor. Listing ID: 879349

August Rental: $27,000
August - LD Rental: $27,000
Two Week Rental: $14,000

Robert M. Lohman
(631) 204-2404

51 Egypt Close
$45,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 899212

Rare find. Located on coveted quiet lane SOH. Moments to all village amenities, ocean beaches and Maidstone Golf Club. Complete remodel in 2023, interior and exterior, tastefully decorated w/all new furnishings and accessories. Formal living/dining room, eat-in kitchen, gym/yoga room, bar room, Primary, Jr Primary and Guest bedrooms all en-suite on main level, 2 additional bedrooms, fully bath and office located on upper level. Beautifully landscaped with tall mature perimeter privet ensures privacy for expansive front and back lawns. Stone patio with built-in grill, fireplace, 20' x 40' heated gunite pool, spa and enclosed outdoor shower.Listing ID:899212

October Rental: $45,000
November Rental: $45,000
December Rental: $45,000

Dennis Gallagher
(631) 771-5309

51 White Oak Lane
$35,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 901746

RP# 230300. Welcome to a one-of-a-kind charming home in the Hamptons! This stunning first time rental 3800+/- sf home, boasts a perfect blend of quality and style that will take your breath away. As you step inside, you'll be greeted by a tranquil setting that immediately sets the tone for the upscale lifestyle that awaits. The classic covered front porch and cedar shingled exterior are just the beginning of the architectural beauty you'll find here. Inside, a dramatic 2-story living room, bathed in natural light from its southern exposure, features a wood-burning fireplace that creates an inviting atmosphere perfect for cozy nights in. The eat-in kitchen is a masterpiece of design, featuring marble countertops and top appliances. The first floor also includes a formal dining room, powder room, and a spacious master suite. Upstairs, accessed by front or back stairways, you'll discover four double bedrooms, two full baths, and a...

August - LD Rental: $35,000

Cristina Matos
(631) 204-2408

561 Wainscott Northwest Road
$100,000

Wainscott, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 910462

Rental Reg. # 22-940. Privacy abounds in this beautifully renovated Wainscott traditional home. Sited on 5.5 acres with deco turf tennis/basketball. This 4500 Sq ft with 2500 sq ft lower level, 7 bedroom, 6.5 bath home is the perfect summer rental. As you enter the grand open living areas, you are greeted with tons of natural light from a wall of French doors that open to expansive outdoor deck area. The living room flows into dining area and huge eat in renovated chef's kitchen with island seating, marble counter tops, stainless steel appliances, and breakfast area with window seating. Bedrooms and baths consist of a first floor primary suite with vaulted ceilings, access to the backyard and a renovated expansive en -suite bathroom. There is another main floor bedroom as well. The second floor boast an additional primary bedroom with double granite vanity and soaking tub and...

January Rental: $20,000
February Rental: $20,000
March Rental: $20,000
July Rental: $100,000
September Rental: $45,000
October Rental: $20,000
November Rental: $20,000
December Rental: $25,000

David Tenenbaum
(631) 771-5322

541 Wainscott Northwest Road
$55,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584

Rental Reg # 22-1177 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...

August - LD Rental: $55,000

David Tenenbaum
(631) 771-5322

6 Bull Path
$70,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 908043

Rental Reg #: 23-372. Only short moments to Atlantic Ocean beaches, renowned shops and restaurants of both East Hampton village and Sag Harbor village, this stunning contemporary home provides 6 bedrooms and 4 bathrooms across 4,554 +\- sf of bright expansive living space. Surrounded by beautiful landscaping and mature trees, complete natural privacy is guaranteed on an oversized 2+ acre parcel. A double-height foyer opens to a great room with a fireplace, vaulted ceiling, a dining room, glass windows and sliders overlooking the heated pool, inclusive of outdoor entertainment spaces and serene backgrounds. A sleek, modern kitchen includes a large center counter island with a cooktop and casual dining. Opening directly to both the interior dining area and an exterior/al fresco dining space, either option is convenient. The main level also provides a large primary en suite with a soaking tub, an ensuite guest bedroom, a separate family/office/entertainment room, dedicated...

August - LD Rental: $70,000

Aubri Peele
(631) 252-5434

Christopher J. Burnside
(516) 521-6007

54 Old Sag Harbor Road
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 912158

Located in Bridgehampton, and just 2.5+\- miles to the Village of Sag Harbor, this open, airy retreat features 5 bedrooms with 5 full and 2 half baths across 5,000+\- sf. The sophisticated modern farmhouse has been expertly crafted and is sited on an impressive 4+\- acre setting that affords complete privacy and tranquility. Large expanses of glass and elegant terraces throughout foster stunning views of forest and field. An open floor plan provides a large living room with fireplace, formal dining area, and professional chefs kitchen with a center island workspace and casual counter dining for 4. On the second level, a primary en suite with fireplace and terrace also includes a soaking tub, double sinks and walk-in closet. Two additional en suite guest rooms as well as a dedicated laundry room are offered. The lower level includes a guest bedroom, powder room, and a sauna with additional unfinished storage...

July Rental: $85,000
July / Aug Rental: $170,000
August - LD Rental: $85,000

Christopher J. Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

53 Sandpiper Lane
$100,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735911

Rental Registration #24-873. A rare oceanfront home, with large heated pool and Jacuzzi, sits just steps to a beautiful Amagansett beach. With 5 bedrooms (all with TV's) and 5 1/2 baths, this Mediterranean style palacio is ideally suited for indoor/outdoor summertime living at its best. The oceanfront terrace provides endless clear views stretching up and down the coast and over the ocean beyond. The gorgeous pool area with built in spa offers an expansive entertaining space with a Pool House w/ TV, Kitchenette, Powder Room and outdoor shower. Two additional dens offer TV rooms. Sonos sound inside and out. The generous one acre +/- property with 220 feet of oceanfront is beautifully landscaped and also offers a private community tennis court. Ideally located approximately 1 mile from the Village of Amagansett and its shops and restaurants. Bask in summer's glory. Listing ID: 735911

Custom Rental: $100,000

Jeannette Schwagerl
(631) 267-7113

52 Manor Lane South
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200

Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200

Custom Rental: $10,000
June Rental: $25,000
July Rental: $40,000
Two Week Rental: $19,000

Dennis Gallagher
(631) 771-5309

57 Sammy S Beach Road
$100,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 878838

Rental Reg. # 23-719 Offered for the first time. Stunning new construction directly on Gardiners Bay beach front. Sparkling bright interiors and high end, clean finishes and furnishings throughout. Main level has a large open concept living/ dining and kitchen, office/ den with full bath, another 1/2 bath and laundry and a custom built in bar with wine fridge. Floor to ceiling custom doors open to a massive back deck with Restoration Hardware furniture, gas and charcoal grills and outdoor shower. Step off the deck into the sand and to the path leading to the beach. Upstairs is a huge gallery landing with floor to ceiling doors leading to a large deck on the front overlooking Three Mile Harbor and Sammy's Beach Preserve and an even larger deck on the back looking out to Gardiners Bay, The North Fork, Shelter Island and Gardiners...

August Rental: $100,000
Two Week Rental: $62,500

Philip Judson
(631) 771-5328

56 Lower Seven Ponds Road
$60,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 865878

#RP201032. Situated just shy of 2 acres and home set on a rise at the end of a 400 ft. winding driveway. Within minutes of local shopping, dining and beaches. This fresh 4 bedroom, 3 bath retreat has been completely remodeled. A newly-refurbished single-level 2.500+-/ sq. ft. interior has just been renovated with new kitchen, lounge, bed, and bath. The heated pool and new surrounding stone has outdoor showers, lounges and dining areas and is a perfect setting for entertaining guests. Listing ID: 865878

June Rental: $55,000
July Rental: $60,000

Robert Nass
(631) 702-7506

Maritza Jimenez
(631) 204-2411

59 North Captains Neck Lane
$30,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879997

Estate-like, lush privet hedges surround this immaculate, Traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding doors leading out to the spacious deck. The home offers 4 bedrooms, 3.5 baths, including an impressive master suite. Amenities include glistening wood floors, central air-conditioning, a full basement and an attached 2 car garage. You can relax outside enjoying the spacious lawn, mature landscaping and gather around the large sun-filled deck overlooking the 20x40 heated pool, just perfect for entertaining, or just sit on the front porch and relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that...

June Rental: $30,000
September Rental: $30,000

Cristina Matos
(631) 204-2408

6 Ocean View Parkway
$22,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 895597

RR #RP230249 This secluded, warm, beautiful, and amenity-filled property features an expansive 5,000+/- s/f of immaculate interior living space over 3 levels, as well as a fantastic mix of both indoor and outdoor multiple entertaining areas. This Southampton rental has it all, from the large and private property to the luxurious, feature-rich home with a 3.5-car garage. All 6 bedrooms, and 5.5 bathrooms are well-appointed. The interiors are drenched in natural light. The great room showcases a living room with double-height, floor-to-ceiling, stacked stone fireplace flanked by walls of windows, and a professionally equipped kitchen with breakfast area. Formal dining, den, powder room, laundry room and a spacious principal bedroom completes this first floor. Both the kitchen and living room offer convenient access to outdoor lounging and BBQ area. The second floor offers a second principal bedroom with balcony and 3 additional bedrooms and 2...

June Rental: $22,000
Two Week Rental: $37,000

Cristina Matos
(631) 204-2408

62 Ocean View Lane
$90,000

Amagansett, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 737364

Rental Registration #: 23-211 Overlooking the Napeague Bay and the Devon Yacht Club is this very special property of five landscaped acres of sweeping lawns and gardens complete with a 60-foot pool. There is plenty of space to relax and entertain in this beautifully decorated, comfortable home with six bedrooms and six and one half baths, large great room/kitchen with fireplace, living room and formal dining room, large screened in porch. There is a media room with large screen, and a fully equipped gym. A complete private guest wing contains 2 bedrooms and baths and a parlor. Perfect for guests or live-in help. The Hamptons does not get any more perfect than this magnificent estate. Available for two-week period. Listing ID: 737364

Two Week Rental: $90,000

Jeannette Schwagerl
(631) 267-7113

63 Landfall Road
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 739642

Rental Registration # 24-290: Interior Remodel 2024 One-Level Modern Minimalist. One Acre property located mere yards from Private Beach access. Offering includes fresh new open design Living Room with gas fireplace, Dining room and kitchen, with all new high end appliances, plus three bedrooms, two full baths and front and back decks that lead to the 20 x 40 pool. This sophisticated home is located in the celebrity favorite 'Landfall' enclave.

MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $45,000
September Rental: $25,000
Two Week Rental: $19,000

Dennis Gallagher
(631) 771-5309

6 West Way
$45,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 869652

Rental Reg #: 22-1095 - This impeccably renovated cedar shingle ranch offers the perfect combination of comfort and luxury. An inviting entrance foyer leads to a spacious and sunny living and dining area with vaulted ceilings and skylight. A wood-burning fireplace serves as the focal point of the room, covered in stone and shiplap it features a hidden 50' flat screen TV above the mantle. The open contemporary kitchen features new Liebherr & Miele appliances, custom cabinets, brilliant quartz countertops and tiled backsplash. A large and private master bedroom features an ensuite windowed bathroom with marble flooring, vanity, tiled walk-in shower and stylish designer fixtures throughout. A second ensuite bedroom boasts an abundance of natural light and views of the freshly landscaped property. The third bedroom adjacent to another full bath wows with a 5ft x 5 ft picture window. A new Cumaru wood deck off...

July Rental: $45,000
August Rental: $45,000

Robert Stearns
(631) 771-5317

6 Saddle Lane
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 910505

RR#: 24-403 Newly available for August - Labor Day rental, this recently renovated contemporary Beach House offers a chic & stylish 3 bed/3 bath home to enjoy the best of summer activities. A wrap-around elevated deck offers multiple areas to lounge and entertain. Step down & enjoy the sundrenched patio and gunite pool nestled among trees and grasses. The main floor offers open-plan living spaces, a primary ensuite bedroom, and a wood-burning fireplace perfect for cooler summer evenings. A mezzanine level features 2 additional bedrooms with ensuite bathrooms, and a basement level offers additional space for binge-watching your favorite shows and hanging out. Minutes to Easthampton Sammys Beach & conveniently located equidistant to Easthampton and Sag Harbor Villages. Listing ID:910505

August - LD Rental: $40,000

6 Tarpon Road
$20,000

East Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912715

This waterfront home is a boater's dream. Newly renovated, this beautiful home offers the opportunity to dock a boat in the backyard with 75 feet of private bulkhead. The light-filled open floor plan includes a primary suite, two guests bedrooms and bath. An open kitchen with spacious island is perfect for entertaining. The outdoor space provides a dining area, seating, and a new hot tub. Private playground and beach is available in the Shinnecock Shores community. Close to shops, restaurants and ocean beaches. Available for summer or year-round rental. Listing ID#912715

July Rental: $20,000
August Rental: $20,000
September Rental: $10,000
Year Round: $5,000

Lauren A. Battista
(631) 288-5534

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