421 Edge Of Woods Road
$120,000
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...
January Rental: $7,500
February Rental: $7,500
March Rental: $7,500
April Rental: $7,500
May Rental: $7,500
MD - LD Rental: $280,000
June Rental: $40,000
July Rental: $120,000
July / Aug Rental: $240,000
August - LD Rental: $125,000
Cristina Matos
(631) 204-2408
561 Wainscott Northwest Road
$115,000
Wainscott, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 910462
Rental Reg. # 24-1034. 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
May Rental: $45,000
MD - LD Rental: $295,000
June Rental: $50,000
July Rental: $115,000
July / Aug Rental: $250,000
August - LD Rental: $135,000
David Tenenbaum
(631) 771-5322
191 Rose Hill Road
$115,000
Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 896064
RR# RP241211. Offering 5 bedrooms and 5.5 baths on a full acre with a private dock on Hayground Cove in the Water Mill estate section, this exquisite slate roof Georgian carriage house built circa 1920 has been extensively renovated with every modern convenience. It features an open floor plan flooded with light from sets of French doors with interiors finished in a casually elegant décor. On the first floor, a welcoming foyer offers views of the circular dining area, which is bookended by a large formal living room (31'6' x 19'9') with a fireplace on one side and a kitchen/dining/common room with 10'11 ceilings on the other. An en suite bedroom, additional full bath, laundry room, and den with patio leading to the heated gunite pool are also provided. The second floor features a primary en suite with double closets, a private balcony, and three additional guest bedrooms, one...
MD - LD Rental: $270,000
June Rental: $45,000
July Rental: $115,000
July / Aug Rental: $230,000
August - LD Rental: $120,000
Cristina Matos
(631) 204-2408
Anna Kahn
(631) 771-5303
16 Georgica Woods Lane
$115,000
Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 917635
RR#24-1056 Newly renovated, 4+ bedroom rental with pool on Georgica Woods Lane in Wainscott. Step into a beautifully furnished sanctuary that exudes grace and elegance at every turn. The sun-drenched living room boasts double-height ceilings, an abundance of glass, and charming exposed beams, creating a bright and airy atmosphere. Whether you're hosting a gathering or enjoying a quiet evening, this space is sure to impress. For entertainment, the home features both a playroom and a media room, offering endless options for fun and relaxation. The large, informal eat-in kitchen and dining area are perfect for casual meals and lead seamlessly to a spacious dining deck, ideal for alfresco dining. The kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, a large island, and breakfast bar stools for a comfortable and inviting space. Outside, you'll find a stunning 50-foot pool surrounded by pristine white stone decking,...
MD - LD Rental: $127,000
July / Aug Rental: $115,000
Craig Beem
(631) 537-4350
Sagaponack
$110,000
Sagaponack, NY
Rental
Bedrooms: 7
Bathrooms: 4.5
Web ID: 736256
This charming compound offers the best in Sagaponack living. The house and guest cottage sit on a mature 1.9 acre lot. There are 4 bedrooms, 3.5 baths in the main house and 3 bedrooms, 1 bath in the cottage. A heated pool, barn and lots of room to play make the the perfect home. Close to beaches and Sagg Store.
June Rental: $110,000
July Rental: $110,000
Two Week Rental: $55,000
Mary Ellen McGuire
(631) 537-4324
Southampton
$110,000
Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 876834
RR# RP201389. Gorgeous contemporary house offering 6 en-suite bedrooms and 6.5 baths done by world-renowned Italian architect, Leopoldo Rosati. This 5,200 square foot interior offers an abundance light and floor to ceiling walls glass overlooking the Great Peconic Bay. Triple-heighted living room with fireplace, modern kitchen and a large finished basement with a media room, en-suite bedroom and a library. Outside, enjoy the pool house with kitchen and half bath, heated gunite swimming pool and spa on a large deck which overlooks the water. Looking out from the 100' bluff, walk down to the private sandy beach and enjoy your summer with all this gorgeous home has to offer. Listing ID: 876834
June/July Rental: $150,000
August - LD Rental: $110,000
John P Vitello
(631) 204-2407
Village Of Southampton
$110,000
Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 737486
Perfect location South of the Highway on a prestigious block between the Village and the ocean combine to create an ideal summer retreat. The beautiful French mansard is positioned on 1.5-acres of manicured landscaping, complete with a heated swimming pool. The elegant, immaculate interior features a living room with fireplace, dining area, large kitchen, 3 bedrooms, 3 baths and a den. Listing ID: 737486
July / Aug Rental: $110,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Village Of Sag Harbor
$110,000
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: $260,000
June Rental: $60,000
July Rental: $110,000
July / Aug Rental: $210,000
August Rental: $110,000
Year Round: $360,000
Galina Stancheva Kaloyanova
(631) 903-6117
East Hampton
$110,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 859865
Rental Reg. # 23-555 Beautifully refurbished 5 bedroom home on 4 acres with pool, tennis and finished basement. This bright, airy home is a wonderful respite from the hustle and bustle of the rest of the world, with fresh air and mature trees transporting you to leisure and relaxation. The open floor plan welcomes family and friends and the numerous gathering sites make entertaining exciting for all. Summertime finds the over-sized deck, large pool and tennis court enticing visitors to enjoy all that summer has to offer. The game room in the basement, with pool table and ping pong table offers even more fun. Listing ID: 859865.
MD - LD Rental: $110,000
Year Round: $150,000
Anthony C Cerio
(631) 903-6151
Mitchel L Natter
(631) 903-6154
Village Of East Hampton
$110,000
Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 909652
Location, location, location. Imagine summer in the Village without the parking drama, staying in this elegant new home with the perfect back yard. Located in the heart of East Hampton Village and all the attractions that make East Hampton a worldwide destination. Convenient to restaurants, bars, shops, train station, Jitney bus, grocery stores and pristine ocean Beaches. And the best part is that the home is situated on quiet cull-de-sac bordering a wooded area which makes it centrally located; hidden in the woods piece of Paradise. The home is very inviting, meant for indoor and outdoor entertaining. Open concept first floor with sun filled living room flowing into the dining area and chef's kitchen, large second living space on the lower level with gym, wet bar, pool table, media center and easy access to the pool. Right outside the kitchen you have an oversized mahogany deck with teak dining...
MD - LD Rental: $260,000
June Rental: $60,000
July Rental: $110,000
July / Aug Rental: $210,000
August - LD Rental: $110,000
Year Round: $360,000
Galina Stancheva Kaloyanova
(631) 903-6117
8 Foxglove Road
$110,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 880959
Rental Reg#: 23-304: Minutes to Sammy's Beach, immaculate 2021 designer-renovated, pristine 4 bedroom, 2.5 bath Modern home, with heated 38' x 20' saltwater pool, set on a private, lushly-landscaped .62 acre. The interior boasts an open floor plan great room/living area, dining with custom banquette and bar transitioning to the oversized kitchen (quartz countertops, Subzero, Wolf appliances). A spacious first floor primary bedroom suite (sitting area, desk), large first floor office/fourth bedroom and the 2 additional second floor guest bedrooms have desks to accommodate work-from-home needs. The well-appointed upstairs bathroom features high ceilings and skylight. Outdoor BBQ, large IPE deck surround the sparkling pool. Enjoy relaxing on the new premier outdoor chaises poolside in a magical setting. Landscaping includes magnolia trees, Japanese maples, hydrangeas and rhododendrons. Meticulously-presented, immaculate and the perfect tranquil oasis. Listing ID: 880959
MD - LD Rental: $110,000
Christine Sullivan Witker
(631) 204-2403
55 Old Town Crossing
$110,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 904679
Located in the most desirable location between Wyandanch Lane and Little Plains Road, sits this 6 bedroom, 4.5 bathroom classic home spanning 3,620 s/f over 3 levels. With a luxurious open space interior design boasting an abundance of natural light and furnished with meticulous detail. Featuring a captivating and fully-equipped chef's kitchen with state-of-the-art stainless steel appliances, central air conditioning and a music room with equipment for those that want to entertain and play. Outdoors, the spacious backyard features a patio, perfect for entertaining with ease, a beautiful landscape offering mature estate privet hedges with a manicured garden and a 44 x 20 heated gunite pool with outdoor shower. With only a short distance to world class shopping and world famous ocean beaches, this is an opportunity for living the Hamptons life you won't want to miss. Listing ID: 904679
August - LD Rental: $110,000
John P Vitello
(631) 204-2407
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
East Hampton
$105,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 901160
Rental Reg. # 23-358. On the fringe just outside East Hampton Village, this almost new property was again completely redesigned and is nothing short of perfection. There are 5 large ensuite bedrooms, each with 5 star hotel amenities and bedding with chic modern baths. The public areas consist of a beautiful formal dining room, a true great room filled with sumptuous furnishings and stellar artwork that opens to a professionally equipped kitchen with 2 fridges, 2 dishwashers and secondary butler's pantry. The lower level has a serious gym with the latest model Peloton and a spacious comfortable media room with a 75' TV. There are 3,500 sf at first and second floor plus a1,000 sf lower level. The private and sumptuously landscaped yard has a heated gunite pool, firepit, pergola and a built in BBQ. Sonos sound throughout.Listing ID: 901160
August - LD Rental: $105,000
Jennifer Linick
(631) 771-5310
76 White Street
$105,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 874521
Located in the heart of Southampton Village, this newly completed designer furnished 5 bedroom, new construction modern farm-style home with a loft like ultra-chic interior and soaring ceilings make this the ultimate summer Hamptons rental. Combined with a fully finished lower level which has a fifth bedroom and media room, the home has 5400sf+- of living space on 3 levels plus a detached one car garage. Enter the home on the first floor and immediately feel the open and beachy design accented with modern finishes. The vaulted ceiling, grand open living area, chic kitchen and loft used as a home office or gym, has two sets of floor to ceiling foldable glass walls that fully open in the front and to the pool area exemplifying the sense of indoor/outdoor living. Prepare a wonderful summer meal in the Sub-zero & Wolf open kitchen complete with a grand...
Custom Rental: $160,000
March Rental: $20,000
April Rental: $20,000
July Rental: $105,000
July / Aug Rental: $200,000
August - LD Rental: $105,000
Two Week Rental: $55,000
Year Round: $399,000
Cynthia R Barrett
(631) 537-4322
Wainscott
$104,500
Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 737760
Rental Registration #: 24-114 (Feb 2, 2026)• Dynamic great room with two story vaulted ceilings • 1st floor master bedroom suite with fireplace • 6 bedrooms • 4 1/2 bathrooms • 3 fireplaces • Cook's kitchen featuring Wolf stove, Subzero refrigerator and wine refrigerator, Bosh dishwasher and Scotsman ice machine • Covered bluestone patio with ceiling fans and dining and seating area for entertaining with fire pit • 2 washing machines and 2 dryers • Indoor/outdoor sound system • Central air conditioning and heating (Nest Thermostat) • Heated 20 X 40 gunite pool (Jandy pool heater with iPhone control) • Beautiful landscaping including extensive privacy screening • Nest locks and thermostat • Housekeeping, handy-person and chef available on request • Town water connection with top-of-the-line water filtration system; garbage disposal • Dogs allowed with owner permission. Listing ID: 737760
MD - LD Rental: $264,000
June Rental: $82,500
July Rental: $104,500
August - LD Rental: $110,000
Year Round: $440,000
David Blumenfeld
(631) 537-4329
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