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
May Rental: $45,000
MD - LD Rental: $250,000
June Rental: $50,000
July Rental: $100,000
August Rental: $100,000
August - LD Rental: $100,000
September Rental: $45,000
October Rental: $20,000
November Rental: $20,000
December Rental: $25,000
David Tenenbaum
(631) 771-5322
55 Old Town Crossing
$100,000
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 Rental: $100,000
August - LD Rental: $100,000
Two Week Rental: $45,000
John P. Vitello
(631) 204-2407
54 Old Sag Harbor Road
$100,000
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...
MD - LD Rental: $250,000
July Rental: $100,000
July / Aug Rental: $195,000
August - LD Rental: $100,000
Christopher J. Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
312 Ocean Road
$100,000
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
MD - LD Rental: $250,000
July Rental: $100,000
July / Aug Rental: $200,000
August - LD Rental: $110,000
September Rental: $60,000
Cynthia R. Barrett
(631) 537-4322
22 Rosko Lane
$100,000
Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 911255
RP#240238. This new Southampton rental represents the zenith of the Hamptons lifestyle with a touch of resort-like elegance where every detail signifies the ultimate in custom luxury and sophistication. Conceptualized and decorated by a renowned interior designer, the remarkable brand new 4400 sq.ft , 6 bedroom, 7.5 bath custom transitional home is a true embodiment of Hamptons elegance and timelessness. This 3 story haven, nestled behind a gated community, offers a luxurious and peaceful living experience. The grand double-height foyer, with its stunning custom lighting installation above floating stairs, welcomes you into a space of opulence. The home's open layout features 10' ceilings and a gas fireplace in the great room, ensuring a warm atmosphere for social events. The custom eat-in kitchen boasts exquisite custom made cabinetry, a center island and high-end appliances alongside a chic formal dining room. The main level also hosts an ensuite junior primary bedroom with...
July Rental: $100,000
Cristina Matos
(631) 204-2408
11 Carver Street
$100,000
Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 910809
Welcome to 11 Carver Street in Sag Harbor Village. This just completed new contemporary was built to impress. Located prominently in Sag Harbor Village just minutes to Main St. The thoughtfully designed 4,400 square foot home over three levels features 5 bedrooms, 5 full baths, 2 half baths, finished lower level and includes a cabana pool house and detached garage. Exquisite details and finishes throughout. The living room offers dramatic 16' ceilings, with plenty of natural light flowing through the glass sliding doors and gas fireplace. Gourmet chef's kitchen includes Bertazzoni appliances, 36' range, custom Miralys cabinetry, two dishwashers, Caesar stone countertops and tremendous views of the pool. The first-floor primary boasts spacious room with king bed, modern primary bathroom with Italian porcelain floors, floating vanity, 63'' soaking tub and walk-in rain shower. The two additional guest suites are ensuite that complete the main level. Upstairs ascend to your second...
June Rental: $50,000
July Rental: $100,000
September Rental: $40,000
October Rental: $15,000
Maria Pashby Dual Lic
(631) 537-4330
Kimberly Kakerbeck
(631) 537-4351
Sagaponack
$95,000
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: $95,000
July Rental: $95,000
Two Week Rental: $55,000
Mary Ellen McGuire
(631) 537-4324
Water Mill
$95,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7
Web ID: 898564
Welcome to the ultimate luxury lifestyle. This stunning 6 bedroom, 7 bathroom estate is located South of the Highway on a park-like property with gated entrance. Inside, you will find an open floor plan perfect for entertaining, a gourmet kitchen, and a fully finished basement with a sauna, gym, steam room, and theater. Enjoy the tranquil outdoors with a heated pool, built in kitchen, jacuzzi tub, multiple patios, waterfall, and pond.
MD - LD Rental: $265,000
June Rental: $75,000
July Rental: $95,000
August - LD Rental: $105,000
Clare J. Tenkarian
(631) 725-5586
East Hampton
$95,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 755288
Rental Registration #: 22-1394 Very close to the Village of East Hampton is this newly constructed, beautiful home with 5 bedrooms and 6.5 baths. Generous proportions and set on .83 landscaped acres with heated gunite pool. This home offers a gourmet kitchen with top of the line appliances and granite counters; there's a living room with fireplace, formal dining room, and master bedroom with fireplace on the first floor. It has been newly furnished by an interior decorator. There is also a 2-car attached garage, full basement, and central air. Call to come and take a look at it; it has a lot more to offer than we could possibly list. Updated for 2023. Listing ID 755288
MD - LD Rental: $175,000
July / Aug Rental: $145,000
August - LD Rental: $95,000
Year Round: $225,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
East Hampton
$95,000
East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 880431
Rental Reg. # 23-425. Built in 1990 and renovated to perfection, this home is ready for summer 2021. From July 1 through Labor Day, you can be the lucky tenant if you act fast.There are 6 Bedrooms , 4 1/2 baths, a first floor master, heated pool and even a tesla wall connector in the 2 car garage. With all the bells and whistles and proximity to town and beaches, summer could not be enjoyed in a better place. Hurry.... Listing ID: 880431
MD - LD Rental: $245,000
July Rental: $95,000
July / Aug Rental: $195,000
August - LD Rental: $105,000
Mary Ellen McGuire
(631) 537-4324
Bridgehampton
$95,000
Bridgehampton, NY
Rental
Bedrooms: 8
Bathrooms: 7.5
Web ID: 738833
Rental Reg # RP201647 On 2.7+/- private acres moments to Bridgehampton's Main Street, is this 5,800+ square feet home of well arrived luxury. The exclusive retreat borders a 23-acre reserve affording true privacy and tranquil views. The interior offers a combination of the best indoor amenities and unsurpassed comfort. There is an oversized kitchen and a great flow between the den, living room and formal dining room. The floor plan includes 8 bedrooms and 7 1/2 baths. The master bedroom has a fireplace, luxurious bath and a private terrace with views of the saline water gunite pool, sunken tennis court and reserve. Plenty of room for guests and/or staff accommodations. Set well back from the road down a long driveway, this property offers privacy and luxury with vast views of fields and sky. Tons of other bells and whistles including stocked gym, wet bar, pool table, ping-pong table, media area...
Custom Rental: $95,000
David Tenenbaum
(631) 771-5322
36 Huntting Street
$95,000
Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736551
The perfect Hamptons getaway in the Estate section of Southampton Village only 3 blocks from the Little Plains Beach and walking/biking distance to the Village. Impeccably decorated with a sophisticated palette, the house is bright, spacious and perfect for entertaining. The first floor has an en-suite Junior Primary, the second floor has 4 spacious en-suite bedrooms, and the basement a great game and entertaining room, a full gym, laundry, staff quarters and access to the outdoors where you can find a heated Gunite pool, jacuzzi and pool house with full entertaining facilities, bar . Property is private with lovely landscaping. Listing ID: 736551
May Rental: $40,000
June Rental: $95,000
Lillian A. Holtzclaw
(631) 204-2430
Village Of Sagaponack
$90,000
Village of Sagaponack, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 844449
Rent this elegant 6 bedroom traditional with its oversized Gunite pool with spa and pickleball/tennis court with basketball hoop on almost 5 acres of open land, offering magnificent sunset and water views. French doors lead out to a walled patio, with a huge outdoor kitchen. Entertaining is a breeze with the multiple indoor and outdoor gathering areas. There is also a 3-car garage. The professional kitchen and dining room is open to a double-sided fireplace that is shared with a sunken living room. The finished lower level offers a professional style gym, a mahogany bar for entertaining, a wine cellar and other amenities. This is a very special very beautiful property.
May Rental: $50,000
June Rental: $90,000
September Rental: $70,000
October Rental: $50,000
November Rental: $50,000
December Rental: $50,000
Short Term Weekly: $40,000
Andrea L. Ackerman
(631) 537-4340
Elizabeth A. Phenis
(631) 537-4357
Village Of East Hampton
$90,000
Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736190
In East Hampton Village, captivating rental property formerly the historic theater on the old 'Woodhouse' Estate evoking European old world style, complete with pipe organ, large entertaining hall, doorways, walkways and atmosphere. Totally renovated with all modern conveniences, including marble baths, granite and stainless kitchen, and central air conditioning. This six-bedroom home is a unique East Hampton Village fixture with many tales to tell. The outstanding mature specimen trees and shrubs provide the backdrop to stunning this 2.8+/- acre estate. Luxuriate on one of the secluded terraces and under the shade of the 100-year-old stately beech trees surrounding the new gunite pool. The magnificent property is only a short distance to all of the shops and restaurants on one of the best historic village streets. Very close to the Maidstone ocean beach.
July Rental: $90,000
July / Aug Rental: $170,000
August Rental: $90,000
James J. MacMillan
(631) 267-7171
Shannan M. North
(631) 903-6174
Wainscott
$90,000
Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 898675
Rental Registry #22-1446. This elegant new construction home is just moments from desirable Beach Lane in Wainscott. This traditional-style home is 5,200+/- sq. ft on three levels with 6 bedrooms, 6 full baths, and is situated on .59 acre in a quiet Wainscott street. Complete with chic furnishings throughout three finished levels, with great backyard for entertaining around the heated gunite pool and sun deck. Inside, through the double-height entry foyer, light shines from the walls of rear-facing sliding glass doors throughout the open-concept main level. Pristine gathering and living spaces are anchored by a freestanding fireplace and complimented by stunning shiplap accents, elegant hardwood white oak floors, and recessed lighting. The impressive eat-in kitchen features premium appliances, quartzite countertops, and a convenient adjacent dining space. On the main level, the spacious and bright Primary bedroom has arched ceilings and boasts a luxe bath with a deep soaking tub, a...
May Rental: $40,000
August Rental: $90,000
August - LD Rental: $97,500
September Rental: $30,000
October Rental: $30,000
November Rental: $30,000
December Rental: $30,000
Jeffrey C. Carter
(631) 771-5323
Timothy R. O'Connor
(631) 771-5321
Village Of Southampton
$90,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 741210
Listen to the ocean from this beautiful summer retreat. Located on a quiet road in Southampton Village, this secluded home nestled into a shy acre and a half of sun drenched gardens and grounds, offers five en-suite bedrooms, heated pool, a very spacious lawn, and large inside and outside entertainment areas for social distance. Listing ID:741210
August - LD Rental: $90,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
Richard Finder
(631) 702-7511
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