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Shelter Island Heights
$33,000

Shelter Island Heights, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 912354

Shelter Island - Exceptional turnkey classic 4 bedroom architecturally designed Waterfront Cottage in Silver Beach now available for rent. Clean, airy and chic home with an original farmhouse feel. The ultimate summer beach cottage with the most magnificent water views and sunsets while sitting on arguably the best outdoor covered porch on the East End. Detached garage, outdoor dining area and down the street from Shelter Island's bucolic Shell Beach and near shops and restaurants in Shelter Island Heights. Listing ID:912354

June Rental: $18,000
July Rental: $33,000
July / Aug Rental: $67,000
August - LD Rental: $35,000

Cynthia R. Barrett
(631) 537-4322

77 Jericho Road
$12,595,000

Village of East Hampton, NY
House
Bedrooms: 6
Bathrooms: 5.5
Web ID: 912491

Beautiful architectural design, exquisite details and a coveted location in East Hampton Village's estate area combine to create an exceptional home. Providing over 6,000 square-feet of elegant living space, the five-bedroom, five-full and two half-bath house is thoughtfully designed, with a floor plan that flows seamlessly throughout, from the formal living room with fireplace, the formal dining room with butler's pantry, great room with fireplace, to the spacious kitchen that will satisfy any chef. There is also a lovely sunroom with French doors leading to a blue-stone patio and heated gunite pool. An impressive primary suite with fireplace, dual closets and luxurious bath with radiant heat and whirlpool tub. Additional highlights include first and second floor laundry rooms, custom sound system throughout, and a finished lower level with game room and gym. A special treat is the professional-grade home theater with stadium seating designed to host 'movie night.' The finely...

JB Jose B. DosSantos
(631) 903-6147

Village Of Southampton
$20,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 742304

Light-filled two-story condominium features a screened porch; comfortable living room with fireplace and double-height ceiling, dining area, kitchen, three bedrooms (including first-floor master), two baths, and a powder room. Additional amenities include central air-conditioning; community pool and tennis. Listing ID: 742304

July Rental: $20,000
August Rental: $22,000
August - LD Rental: $22,500

Village Of Southampton
$40,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 859236

Southampton Village prime location with Tennis! Designer high-end furnishings and art work throughout. This home boasts four amazingly large en-suite bedrooms on 3 levels with incredible outdoor living spaces and a beautiful heated pool. Outside areas include a furnished covered back porch overlooking the landscaped yard. There is an additional flagstone patio with a wood burning fireplace and grill for nighttime enjoyment. The main floor living room has a large screen tv in an intimate setting with a wood burning fireplace. There is a gorgeous designer chefs kitchen to express your creativity or just relax with friends and family. The kitchen features Viking, Bertazonni and Bosch appliances There is a large master suite on the main floor with French doors out to the yard. The second floor has two private large en-suite bedrooms with...

MD - LD Rental: $100,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $45,000

Cristina Matos
(631) 204-2408

Undisclosed Address
$25,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 741122

RR#: 24-540. Traditional home with one car attached garage is located in the sought after beach community of Barnes Landing. Mere blocks from bay beach and a short distance to the ocean, this beautiful half acre +/- corner property features three bedrooms, two baths, large living room with fireplace, dining room, kitchen, with bonus room for use as office, den/sitting room or additional bedroom. Sliding doors off dining room lead to a large outside deck with room for dining, seating and lounging with access to outdoor shower. Lovely large lawn with trees

MD - LD Rental: $40,000
July / Aug Rental: $35,000
August - LD Rental: $25,000
Year Round: $60,000

Sharman S. Peddy
(631) 903-6171

Dennis Gallagher
(631) 771-5309

21 Bayside Avenue
$30,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 896234

Rental Reg. #RP220423 Open Bay with a delightful sandy beach and the most glorious all-encompassing Shinnecock Bay views. In the charming Hamlet of East Quogue situated in the Hampton Point beach community, this home features 4 bedrooms and 3 full baths, including a primary en suite. There is a huge kitchen, with seating around the marble island, open to the dining area, and a great room with a wood-burning fireplace. A beachy interior with plenty of natural light throughout. The den could also be used as a 5th bedroom for guests. The screened-in room overlooks the glistening waters and a huge deck for lounging. Available full season or by the month. The perfect summer vacation home. Listing ID #896234

MD - LD Rental: $65,000
June Rental: $20,000
July Rental: $30,000
August - LD Rental: $35,000

Gayle Osman Lopata
(631) 288-5124

Village Of Southampton
$290,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735460

A wonderful south of the highway location in the Village estate area. The immaculate and stylish five-bedroom house features a living room with fireplace and beamed cathedral ceiling, handsome library/media room, dramatic dining room with curved glass wall, four baths and sauna/steam bath. Master suite with cathedral ceiling fireplace and steam bath. Two of the 5 bedrooms are located on the walk-out lower level with media extra sitting room. Central air conditioning and new Sonos sound system. The landscaped one-acre grounds feature rolling lawns and a courtyard with heated swimming pool, Jacuzzi, gazebo and studio above garage. Minutes to Coopers Beach. Listing ID: 735460

September Rental: $40,000
October Rental: $20,000
November Rental: $20,000
December Rental: $20,000
Year Round: $290,000

Village Of Sag Harbor
$115,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 911691

Welcome to this exquisite 5-bedroom, 6-bathroom home nestled in the sought-after Redwood waterfront neighborhood of Sag Harbor Village. The moment you arrive, the first thing that captures your attention is the white castle-like exterior of the residence. With meticulous attention to detail and high-end finishes, this home seamlessly blends traditional charm with modern elegance. Inside, the custom kitchen boasts top-of-the-line Sub Zero and Wolf appliances, complemented by a spacious island-a culinary enthusiast's dream. Floor-to-ceiling windows in the living room flood the space with natural light, offering serene views of the pool. Smart light switches and built-in speakers add sophistication to this brand-new home. For outdoor entertainment, the backyard oasis awaits. An outdoor kitchen with a teak dining set invites you to host gatherings around the heated gunite pool. The outdoor audio systems, along with carefully placed lighting, create a resort-like ambiance. Whether you prefer basking in the...

May Rental: $50,000
MD - LD Rental: $250,000
June Rental: $60,000
July Rental: $115,000
July / Aug Rental: $220,000
August Rental: $120,000
September Rental: $60,000

15 Tredwell Lane
$35,000

Northampton, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 911559

RR#: RP240185 New to the Rental Market! Freshly updated and ready for the Season. Brand new kitchen showcasing an open floor plan. The gourmet kitchen features Wolf, SubZero and Bosch appliances, an oversized stone island and an abundance of natural light. The park-like property is set on a shy acre, best enjoyed from the lovely screened in porch which overlooks the wonderfully private yard. Spend summer days lounging by the gunite pool or at the nearby community bay beach. This inviting home has 6 bedrooms (including two primary bedrooms on the first floor), 4 baths, 1000+ sf of finished lower level, C/A and an oversized 2 car garage. Listing ID:911559

MD - LD Rental: $85,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $70,000
August - LD Rental: $40,000

Jeanne Galante
(631) 903-6184

28 Bowden Square
$25,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 885760

Classic cedar shingle cottage with stylish modern updates. Historic Southampton Village setting. Just a few blocks to Main Street's restaurants and shopping and convenient to train station and beaches. Gourmet cook's kitchen, new expanded bedrooms, breakfast terrace, herb garden and secluded English gardens around private south facing brick patio with heated pool and outside shower. Listing ID:885760

May Rental: $16,000
June Rental: $20,000
August Rental: $25,000
August - LD Rental: $28,000

Robert M. Lohman
(631) 204-2404

79 Bishops Lane
$110,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 905516

Located in Southampton Village, this sophisticated post-modern boasts 6,600+/- sq/ft of living space across 3 levels with 6 bedrooms and 7.5 baths, including 2 primary suites. The double-height foyer leads to a very spacious great room with a wood-burning fireplace and oversized glass windows, immersing the space in natural light. The first floor features an eat-in chef's kitchen with Wolf and Sub-Zero appliances, a dining room, a sizable den/office, an elegant primary suite, powder room, laundry room and a 2 car garage. The second floor offers an additional primary suite and 2 additional guest bedrooms. The finished 10 foot ceiling, lower-level showcases a spacious lounge/media room, 2 additional guest rooms, full bath, game room with gym equipment and a temperature-controlled wine cellar. The meticulously-landscaped outdoors with mature plantings creates a lush environment with a large mahogany sun-drenched deck with gas fireplace, built-in barbeque, heated 20x40 pool with spa, pool...

July Rental: $110,000

Cristina Matos
(631) 204-2408

12 Bob White Drive
$40,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 877713

RR# RP23004. This lovely-shingled, private traditional sits on a shy acre in a coveted Water Mill location. Situated off a very private cul-de-sac, this home offers a tranquil, peaceful location within easy reach of surrounding villages and beaches. The spacious interior was smartly-designed for maximum living space. With hardwood flooring throughout, this home offers 4 bedrooms and 4.5 recently-updated baths, including master suites on both the first and second floors. In addition, there is a light-filled living room and a recently-renovated chef's kitchen with high-end appliances and a dining room that opens to a deck right off the kitchen for easy indoor/outdoor entertaining. Lush grounds with mature landscaping, there is a heated pool and gazebo with a sun deck for lounging and entertaining in total privacy. With plenty of sun during the day, this is a perfect getaway for fun and entertaining. Listing ID: 877713

MD - LD Rental: $100,000
June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Cristina Matos
(631) 204-2408

Michael Petersohn
(631) 771-5336

232 Hill Street
$60,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908240

Boasting of charm, this beautifully-gated property offers a sweetly-renovated Hamptons traditional home with 4 bedroom, 3.5 baths and 4,136 +/- sf of living space. Featuring modern amenities with a nod towards classic design, the well-planned home has a semi-open concept floor plan, 2 living rooms with fireplace that flow into the formal dining room and chef's kitchen with a breakfast nook and French doors to the enclosed porch. The upper level features a primary bedroom with fireplace and private balcony and 3 additional guest bedrooms. The secluded backyard is surrounded with mature plantings and a spacious patio for dining creating the perfect environment for outdoor entertaining. Behind the heated gunite pool, there is a pool house/studio with full bath, sauna and outdoor shower. Just a stone's throw from miles of ocean beaches, restaurants and shops, this home sets the scene for the ultimate summer vacation and Hamptons lifestyle. Listing...

August - LD Rental: $60,000

Cristina Matos
(631) 204-2408

421 Edge Of Woods Road
$13,000

Water Mill, NY
Rental
Bedrooms: 7
Bathrooms: 8.5
Web ID: 737889

RR# RP201387. Down a long driveway, this wonderfully appointed home situated on 2.5+/- acres offers exceptional privacy and seclusion in Water Mill. The compound features a beautiful main house, a guest cottage, and a pool house, this newly-updated traditional offers 7 bedrooms and 8.5 baths. The main house features an oversized gourmet kitchen with stainless steel appliances with an open floor plan to the spacious living room with a fireplace. The dining area features several French doors leading to the deck, which overlooks the pool area. Additionally, the main floor features a den with a fireplace, powder room, and a full bath with access to the backyard. The second floor features 2 primary suites. One features a fireplace, access to the balcony, a spa bath with a floating tub, and a 6-foot shower. The other spacious primary suite also features balcony access. Two additional ensuite bedrooms and a laundry...

May Rental: $13,000

Cristina Matos
(631) 204-2408

51 White Oak Lane
$33,000

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

RR #RP230300 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...

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $33,000
July / Aug Rental: $65,000
August - LD Rental: $35,000

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

67 Peconic Hills Drive
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 737924

RR# RP150490. Newly renovated, this open floor plan and bright home has four bedrooms, two baths and one half bath. On the first floor, there is an open concept floor plan featuring a kitchen, dining and living area with double height ceilings and it's flooded with light, two bedrooms, one bathroom, den, laundry room, and a powder room. On the second floor, there are two additional bedrooms and bathroom. Sliders on the first floor lead out to the heated pool and lushly landscaped secluded and quiet backyard. All furnishings are new and modern. Excellent location close to bay beaches and the village. Listing ID:737924

August Rental: $40,000
Year Round: $145,000

Cristina Matos
(631) 204-2408

Tuckahoe
$25,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735861

RR# RP190635. Privately situated on over an acre, this four bedroom traditional home is very close to Southampton Village amenities and is far enough West to offer a convenient commute to the Hamptons. The open concept first floor features an updated kitchen with granite counters, center island and breakfast area. There are double sitting rooms attached and a formal dining room with piano. With access to the rear deck and pool area, the great room has views of the abundant nature behind the home, as well as lovely perennials. The upstairs features a large primary suite with daybed, and three guest rooms, which sleep a total of eight. House has a high speed fiber optic internet system. This is a perfect summer 2024 destination. Also available year-round or by month. Listing ID: 735861

MD - LD Rental: $65,000
June Rental: $17,000
July Rental: $25,000
July / Aug Rental: $50,000
August - LD Rental: $32,000
September Rental: $15,000
October Rental: $10,000
November Rental: $10,000

Amelia M. Doggwiler
(631) 204-2426

1476 Scuttle Hole Road
$42,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 911695

Rental Reg. # RA240753 New owners on this turn of century farmhouse in Bridgehampton North. Surrounded by pastures and tree nurseries, this shy acre property is ready to be enjoyed for summer 2024! Enter the fully fenced yard and pass koi ponds and flower beds to the screened in back porch and covered front porch. The first floor offers a bright Living room, Dining room, separate kitchen, sunny Master bedroom with King size bed, a full bath, laundry room and office. The second floor has another Master Bedroom with King bed and en suite bath, and three additional bedrooms (one King, one full and one with 2 sets of bunks) as well as another full bath. A huge flat yard surrounds the decked pool area. Listing ID: 911695

MD - LD Rental: $95,000
June Rental: $15,000
July Rental: $42,000
August - LD Rental: $42,000

2 Doris Lane
$1,950,000

Southampton, NY
House
Bedrooms: 3
Bathrooms: 2
Web ID: 911406

The home is Southampton waterfront at its finest. The property is perfectly situated on the water with your own private dock that gives perfect exposure to majestic sunsets and comfortable swimming. You can launch your kayak, paddleboard, or boat right from your dock. The interior is warm, cozy and incredibly serene with wildlife of birds chirping that create a very special stillness. The vast property allows you the ability to expand the home as you see fit while maintaining the building footprint that would not be able to be built today due to its closeness to the water! You can throw a rock from your bedroom window into the water! The primary suite is on the second floor with two guest bedrooms on the first floor. The high ceilings allow the home to feel very spacious and create a depth to allow your guests to feel...

Michael C. Dougherty
(631) 702-7526

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