279 Millstone Brook Road
$20,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 743664
RP240645 - Enjoy tranquil water views and sunsets daily from this contemporary four bedroom, three and one half bath home. Open kitchen, living and dining area with cozy fireplaces make this a wonderful place to to entertain your summer guests. Take advantage of living on the water, one is able to moor a boat in Bullhead Bay in the summer with a permit. Located near 4 world class golf courses, Wolf Swamp Sanctuary and Scallop Pond Preserve this home is in a quiet and natural area to be enjoyed every day.
MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $20,000
Elizabeth A Phenis
(631) 537-4357
28 Bowden Square
$28,000
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
Custom Rental: $16,000
August Rental: $27,000
August - LD Rental: $28,000
Robert M Lohman
(631) 204-2404
28 Dartmouth Road
$100,000
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...
MD - LD Rental: $240,000
June Rental: $60,000
July Rental: $100,000
July / Aug Rental: $190,000
August Rental: $100,000
Year Round: $340,000
Galina Stancheva Kaloyanova
(631) 903-6117
28 Parkway Drive
$75,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 877646
RR#: RP230356 AVAILABLE for July & August through Labor Day 2025. Conveniently situated between Sag Harbor Village and Long Beach, this immaculate 4 bedroom, 3 1/2-bathroom home, is an oasis of well curated art, blended with a sophisticated and monochromatic Interior style, in harmony with the simple proportions of this 2018 built CONTEMPORARY FARMHOUSE. An open plan kitchen, dining and living space flow perfectly to a 32' x 16' gunite heated pool, surrounded with a bluestone patio, perfect for entertaining and relaxing poolside. A first-floor meditation room can double as an office. 4 comfortable bedrooms, 2 ensuite and a full 3rd bathroom complete the sunny 2nd Floor. Double washer and dryers located in a dedicated laundry room, add ease to your stay. Minutes to Long Beach and Sag Harbor, with the convenience of Serene Green Farm Stand, offering local produce is literally at the end...
July Rental: $75,000
July / Aug Rental: $150,000
August - LD Rental: $85,000
Rachel Rushforth-Worrell
(631) 903-6160
Jeanne Galante
(631) 903-6184
29 Diane Drive
$35,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014
Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.
July Rental: $35,000
July / Aug Rental: $70,000
August Rental: $35,000
September Rental: $20,000
October Rental: $20,000
Dennis Gallagher
(631) 771-5309
29 South Davis Avenue
$45,000
Montauk, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 897994
Stylish and hip Contemporary home offering distant Atlantic Ocean views. The residence has 3,400 square feet of designer decorated living space. The entry foyer leads into a spacious light filled living room and open chef's kitchen and dining area. The master suite, located on the second floor, has a private outdoor deck overlooking the pool, property and views of the ocean. Entertain outside on multiple decks surrounding the oversized heated pool. Sited on 3/4 acre, this Montauk gem is the perfect summer spot!
July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $45,000
John Scott JT Thomas
(631) 771-5327
Robert Stearns
(631) 771-5317
3 Hayseed Way
$20,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 899308
Rental Reg. # 22-249 Enjoy summer in the Hamptons in this 2-story cedar-shingle farmhouse in East Hampton's desirable Dune Alpin community. A covered front porch welcomes you through to an airy entry foyer. The common spaces flow through living, dining and open concept kitchen and family rooms. The living room has a gas fireplace, ceiling-to-floor windows, French doors, and 11' ceilings. The dining room also connects both the living room and eat-in kitchen. The open concept kitchen and family room features high-end appliances, Caesarstone countertops, and large seating area with wood burning fireplace. The first floor en-suite primary bedroom has large windows, 2 closets, and a luxe bath. A garage and powder room complete the first level. Upstairs, a skylit gallery leads to 2 bedroom suites both with baths and large closets. The second floor also has a large second primary bedroom with multiple closets and ensuite bath. A laundry...
April Rental: $10,000
May Rental: $15,000
June Rental: $20,000
Winter Rental: $9,500
Todd J Buchanan,
(631) 771-5326
30 Clinton Academy Lane
$30,000
Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887915
Amagansett Dunes Summer Rental Reg. # 24-1002 Amazing Value at the Beach! Enjoy this charming and private beach house location at 30 Clinton Academy in the desirable Amagansett Dunes where the beautiful sandy ocean beach is yours only seconds away, right at the end of the street! Offering three spacious bedrooms, two baths plus the large den with a pullout for guest overflow. Nice space for entertaining too with its open kitchen-living areas that lead to a large addition with a dining area and a work station offering lovely views of the natural dunes enhanced with native song birds. This is a great place to de-stress and relax yet it's close to the ocean, village shops and restaurants as well as transportation to NY. Listing ID#:887915
MD - LD Rental: $75,000
July Rental: $30,000
July / Aug Rental: $60,000
August - LD Rental: $35,000
James J MacMillan
(631) 267-7171
30 Wyandanch Lane
$50,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 911822
RR#: 24-156. Nestled in the Dunes that surround and continue to inspire its design, this newly reconstructed, classic Amagansett beach house has been beautifully restored and updated. The finest conveniences and comforts have been masterfully blended with the timeless style and vibe of this celebrated address and coastal community. A covered front deck sets an inviting tone with comfortable arrangements of beautiful teak furniture. The central foyer inside leads to an open living and dining area complete with designer furnishings and appointments set around a wood-burning fireplace and white brick surround. An all-new windowed kitchen showcases three walls of custom cabinets, quartz countertops and high-end appliances, including a built-in, high-capacity ice maker. The full bathroom beyond has been upgraded with designer fixtures and ceramic tiles throughout. The southwest facing primary bedroom completes the main floor and is large enough for its luxury king-sized bed. The second level features...
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $16,000
June Rental: $25,000
July Rental: $50,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
3029 Mitchell Road
$50,000
Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 3.5
Web ID: 899296
This canal front Westhampton Beach Village condominium has just been completely renovated. Enjoy water views, use of a boat slip and the heated pool. The bright, open floor plan offers plenty natural light and is beautifully decorated with a minimal sensibility. The perfect summer rental with 2 plus bedrooms, 3 and one-half baths, and a lovely deck overlooking the canal. On the second floor are the two primary bedrooms each with its own bathroom. The lower level has a large second living space, a full bath, and sliding glass doors leading to a lovely patio and the condominium grounds lush with greenery. Ideally located in the heart of the Village near Main Street. Listing ID#899296
July / Aug Rental: $50,000
Gayle Osman Lopata
(631) 288-5124
31 Diane Drive
$40,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743733
Rental Registration # 22-604. Spacious, Modern living. Full renovation completed in 2020. Located 1.5 miles from East Hampton Village and ocean beaches. In sought after East Hampton Oaks community. Private, crisp, and immaculate one floor home offers living room with wood burning fireplace, family and dining rooms, luxury galley kitchen, primary plus 2 additional guest bedrooms, 2.5 baths and laundry. Contemporary kitchen design is fully equipped with Sub-Zero, Bosche and Wolfe appliances and opens, partially, to all main living areas. Primary is ensuite with king bed, walk in closet and opens to teak deck, pool and outdoor shower. Guest bedrooms 1 & 2 offer Queen and Twin beds with shared full bath. Outdoor living space includes teak deck, professional grill, dining for 8, wood burning fireplace with seating, both overlooking the 18' x 36' gunite pool with auto closing cover and a private outdoor shower. Front facing porch is off...
June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $40,000
September Rental: $25,000
Dennis Gallagher
(631) 771-5309
31 Hartley Boulevard
$18,000
Springs, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 908423
RR24-58. Located in East Hampton, this perfect summer contemporary home with elegant and stylish new furnishings has it all! Be the first to enjoy this spacious home featuring 4 bedrooms and 4 baths. The expansive and bright living room, with 17 foot high vaulted ceilings, large glass windows and a wood burning fireplace flow seamlessly to a den and eat-in kitchen with stainless steel appliances. A guest bedroom and a renovated full bath completes the first level. On the second level is the primary bedroom with en suite bathroom and walk-in closet, 2 additional guest bedrooms and a full bath. Hardwood flooring throughout the house. Privacy is ensured in the beautiful and lush mature landscaped backyard surrounded by specimen trees and mature plantings, as well as a heated pool with outdoor firepit patio area. Amenities include solar panels, which produce a wallet-friendly power supply....
June Rental: $18,000
Cristina Matos
(631) 204-2408
31 Pond View Drive
$72,000
Wading River, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 909709
Spacious four bedroom and 2 1/2 bath home available for year round in the beautiful area of Wading River! Minutes to a Bay beach and sweet town. The new owner has refreshed the home with all new paint, high hat lighting, wood floors throughout! There is a large living room, dining room, large eat in kitchen and den/TV room with fireplace along with a 1/2 bath all on the first floor. Upstairs you will find a nice en-suite primary bedroom with walk in closet, along with three additional bedrooms and another full bath. Outside there is a large deck and nice yard all in a lovely, quiet neighborhood! There is a full unfinished basement and two car garage. Washer and dryer on main level. Oil heat.
Year Round: $72,000
Margaret Turner
(631) 771-5314
312 Ocean Road
$110,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755480
Come experience everything the Hamptons has to offer in this gorgeous 5 bedroom, 4.5 bathroom traditional in the estate section of Bridgehampton. This completely restored farmhouse set on .73 acre of picture perfect landscaping and gated entry. It is tastefully decorated with wide-plank floors, 2 fireplaces, a large living room, formal dining room, eat-in kitchen, and breakfast area with french doors leading to the pool. Outback, enjoy the 20x40 heated gunite pool, pool house with the fourth full bath, a back porch and patio, for classic Hamptons entertaining, accessed through the quintessential farm style kitchen. Head down the pristine and famous Ocean Road to world renown white sand ocean beaches and dunes indigenous to the Hamptons or make your way up the street to Bridgehampton's Main Street filled with History, restaurants with abundant outdoor dining and local shops for a magnificent summer get-a-way. Listing ID:755480
Custom Rental: $250,000
July Rental: $110,000
July / Aug Rental: $210,000
August - LD Rental: $110,000
September Rental: $60,000
Cynthia R Barrett
(631) 537-4322
316 Deerfield Road
$175,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 736995
RP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to the heated Gunite pool and spa. The family room with bar and fireplace are adjacent to the paneled study. A top-of-the line chef's kitchen and large prep kitchen add to the unique quality of this extraordinary house. The spacious first floor master suite offers dual baths, giant custom closets and a sliding glass door providing private access to the grounds. Additionally, a second master suite and 3 more en-suite bedrooms with terraces are separated by a gallery on the upper level. The lower level includes a light-filled...
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
July Rental: $175,000
July / Aug Rental: $425,000
August - LD Rental: $195,000
Two Week Rental: $85,000
Andrea L Ackerman
(631) 537-4340
Elizabeth A Phenis
(631) 537-4357
319 Brick Kiln Road
$85,000
Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 735899
Located near and equidistant between Bridgehampton and Sag Harbor villages, this recently built 7,000 +/- sf residence is set amid 1.4 +/-acres of pristine natural privacy in Bridgehampton and blends the best elements of contemporary state-of-the-art living with Hamptons charm. Featuring 5 bedrooms and 4.5 bathrooms, the home also provides a massive double-height living room with a wall of glass windows, an open chef's kitchen with professional appliances, a dining room with fireplace, and primary/secondary suites with vaulted ceilings, balconies, and crisp marble bathrooms. An attached cabana has a media room with a fireplace, 3 additional guest rooms, and 2 baths. A large heated pool with an expansive back deck bridges the grounds between the main house and the cabana with additional amenities including a 3-car attached garage and a finished basement.
MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $85,000
August Rental: $90,000
August - LD Rental: $95,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
327 Georgica Road
$250,000
East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 897770
In the world class destination of the Hamptons is this classic gabled traditional on over 1.3 gorgeous acres in the coveted Georgica enclave of East Hampton Village offering a fortunate tenant a rare opportunity. Newly designer decorated, painted and floors done, this South of the highway jewel should not be overlooked. With elements of size and construction that could not be duplicated again on this parcel, a 7-bedroom, 8,000 SF+/-, residence, on 3 levels of finely articulated living space, down a long driveway, and sequestered behind a gated entry, brings the combination of masterful construction, exquisite finishes, copious amenities and a sensible floor plan that has become the hallmark of fine East End design. Newly refinished oak floors welcome all into a grand entrance that fans out to find the living room and formal dining room, both warmed by their own fireplaces. The expansive kitchen and family room...
MD - LD Rental: $565,000
July Rental: $250,000
July / Aug Rental: $515,000
August Rental: $300,000
August - LD Rental: $300,000
Andrea L Ackerman
(631) 537-4340
Elizabeth A Phenis
(631) 537-4357
33 Park Circle
$55,000
Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 902518
This lovely home is situated in the Ice Pond Estates area of Quogue. Enter into a grand open living room with two seating areas and a large dining area that seats up to twelve and is adjacent to an enormous open kitchen. The kitchen was renovated in 2021 and includes a 48' Viking stove with two ovens, two Miele dishwashers, under-counter wine refrigerator, island with sink, and a Sub-Zero refrigerator. There are three bedrooms on the first floor, one is en-suite which has been newly renovated with access to the heated pool and patio. The second and third bedrooms share by a newly renovated bathroom as well. Also on this floor is a separate laundry room. The second floor includes a spacious primary suite and family room/office with en-suite full bathroom. The large patio and 18'x36' heated salt water pool is surrounded by a planted garden with southeast exposure to...
August - LD Rental: $55,000
Nydia Gaffey
(631) 288-5415
Gayle Osman Lopata
(631) 288-5124
33 Gingerbread Lane
$75,000
Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 898208
Stunning one-level home beautifully appointed with stellar art in the center of East Hampton Village set back from the road and down a long driveway. You can entertain outside on the large 1,000-square-foot screened-in porch with Italian-designed furniture in front of a gas fireplace. Outdoor gas and charcoal grills. Expansive magnificently landscaped backyard with 15 x 50 gas-heated gunite pool and 8 x 8 spa. Chef's kitchen with Viking stove, Sub Zero refrigerator, two dishwashers, and large center island opening to the living area with gas fireplace and dining area filled with natural light. Split floor plan with two bedrooms on one side and two bedrooms on the other, each with its own TV and ensuite baths. Additional room to be used as den or office. Sonos system, Apple TV, organic vegetable/herb garden (will be maintained by gardner), and composting vessel. Perfect summer rental in East Hampton...
July Rental: $75,000
July / Aug Rental: $135,000
August - LD Rental: $75,000
Kimberly Kakerbeck
(631) 537-4351
33 Horseshoe Drive
$65,000
East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 759373
Rental Registration #: 24-914.Owners have transformed this 6 bedroom 5.5 bath house into a family paradise. Stephen Saint-Onge has designed the home with simple elegance yet sophisticated glamour. The flow is perfect for summer living with an open first floor plan that makes entertaining easy. The living room with fireplace flows into the dining area which is open to the chef's kitchen and family room with bar. There are floor to ceiling accordion glass doors that lead to the outside deck with its' outdoor dining area. A few steps down is the brick patio and oversized pool. First floor has master bedroom and a bathroom with a soaking tub and steam shower. Additionally, two guest bedrooms share a bathroom. Upstairs from the entry hall there are two bedrooms and a bathroom. And a second staircase leads to an en suite bedroom....
MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000
Leslie Hillel
(631) 771-5311
Philip Judson
(631) 771-5328
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