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
$30,000
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....
July Rental: $30,000
August - LD Rental: $35,000
Cristina Matos
(631) 204-2408
31 Meredith Avenue
$50,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 901804
This newly constructed 4-bedroom, 4.5-bath house in Sag Harbor is only one year old. With 2,153+/- sf of open concept living space, the first floor features a fireplace, spacious primary ensuite, chef's kitchen with a dining area, stainless steel appliances, and sliding glass doors leading to the patio, which overlooks the heated gunite pool and manicured grounds. The second floor includes three ensuite bedrooms and a sitting area. The lower level, with a separate staircase, hosts a lounge area with a pool table, laundry, and a full bath. Only 1.2 miles to Sag Harbor Village, about four football fields away from a private sandy beach, or halfway between the two is Havens Beach. Listing ID:901804
MD - LD Rental: $125,000
July Rental: $50,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Shannan M North
(631) 903-6174
Roxanne A Briggs
(631) 903-6121
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
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...
January Rental: $10,000
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
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
32 Sag Harbor Road
$20,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736615
Rental Registration #:24-872 - This East Hampton cottage, near village and ocean beaches, offers three second floor bedrooms, two full bathrooms, a sunny living room, an adjacent eat in kitchen, and a finished basement. Set on a beautifully and privately landscaped half acre adjacent to farmland, and just a mile to Main Street. Ocean beach is less than two miles away. The back deck is furnished with chaise lounges, Weber grill, and outdoor dining table for six. Other amenities include outdoor shower, air conditioning, flat screen TVs, Wi-Fi, and premium cable. Listing ID: 736615
MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $30,000
Jeanne Hutson
(631) 903-6144
340 Wainscott Harbor Road
$55,000
Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 867563
RR#: RP230740 Fabulous Sagaponack location, recently renovated, close to everything Hamptons! This 4 bedroom, 4.5 bath home offers wonderful entertaining space with open concept great room, dining, kitchen, and bar. Take your pick of 2 Primary bedrooms, both ensuite; one on the main floor, one upstairs with its own private deck. The 2 additional bedrooms/2 baths are also located on the upper floor. Other features include a den/media room, a separate office on the main floor for your WFH days, and a screened-in porch. Enjoy a full day of sun from late morning until sunset in this gorgeous, very private West-facing backyard showcasing stunning landscaping, heated pool, outdoor shower, deck, patio and perfect sunsets. World-renowned Sagg Main beach, Sag Harbor Village and East Hampton are 4 miles away, Bridgehampton under 3 miles, and 1 mile from Wolffer Estate Vineyard. Perfect Hamptons summer rental! Listing ID:867563
July Rental: $55,000
July / Aug Rental: $115,000
August Rental: $60,000
August - LD Rental: $65,000
Sarah Ferguson
(631) 903-6124
Kimberly Kakerbeck
(631) 537-4351
33 Gingerbread Lane
$65,000
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: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000
Kimberly Kakerbeck
(631) 537-4351
35 Aqua Drive
$20,000
Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888064
RR #RP230366. Originally 1930s carriage house, this charming surf cottage has been lovingly maintained and updated for summer. Offering a total of 3 bedrooms and 3 full baths, 2 bedrooms and 2 full baths on main cottage plus a separate legal guest suite cottage with third bedroom and full bath. The home features beautiful details throughout including hardwood floors and fireplace. Outside the manicured property enjoy mature landscaping, deck with water views, just across the street from Shinnecock Bay, perfect for beach walks, paddle boarding and other water sports. Additional features include central air condition, outdoor shower, just few minutes from the center of the Village of Southampton. Available Summer 2025. Also available April and May as well as longer periods upon request. Listing ID: 888064
April Rental: $6,000
May Rental: $8,000
June Rental: $10,000
July Rental: $20,000
August - LD Rental: $25,000
September Rental: $10,000
Amelia M Doggwiler
(631) 204-2426
John P Vitello
(631) 204-2407
35 West Neck Road
$24,000
North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912623
RR# RP230837. Completely renovated, crisp and bright this adorable home features 3 bedrooms and 2 full baths. Great kitchen with an open floor plan flowing to the living room and den with a flat screen TV providing multiple areas to relax and entertain. Spacious backyard with mature landscaping. Close to Southampton Village's best restaurants and ocean beaches makes this a perfect Hamptons vacation getaway. Listing ID: 912623
May Rental: $8,000
MD - LD Rental: $57,000
June Rental: $14,000
July Rental: $24,000
August Rental: $24,000
Cristina Matos
(631) 204-2408
355 Midway Road
$18,000
Southold, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888811
This impeccable modern 3 bedroom, 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes a kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with a gas grill and plenty of room for entertaining and sunning. The three bedrooms, including the primary suite, all have water views. A private beach is nearby and there's easy access to renowned North Fork wineries, farm stands, restaurants and shops. This home has everything needed for an exceptional East End retreat. Listing ID #888811
MD - LD Rental: $45,000
June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000
September Rental: $8,000
Winter Rental: $6,000
Marianne Collins
(631) 734-2957
35 Quaquanantuck Lane
$37,500
Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736818
Available for two weeks in July or August 2025. Located in the estate section south of Quogue Street, this home was completely renovated and meticulously restored with all of the modern conveniences needed. Enter the light filled foyer with a soaring ceiling that leads to a spacious great room with stone fireplace and ample seating. A formal dining area, spacious den, powder room, and chef's kitchen with custom hand-crafted cabinets, designer stainless appliances, Carrera marble counters and island complete the first floor. The primary suite has a marble spa bath and its own private deck with unobstructed water views of the bay. There are two additional bedrooms, each with their own private baths. Additional details include wide-plank floors throughout, custom doors, and moldings. Outside you will find a large deck for entertaining, gunite pool and a charming, light filled, 2 bedroom guest cottage with its...
Two Week Rental: $37,500
Lauren A Battista
(631) 288-5534
36 Deerfield Way
$4,500
Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 740348
This light filled contemporary home was recently renovated and offers the perfect setting for summer. An open floor plan with a great room, dining area, and breakfast island is ideal for entertaining. The spacious primary suite includes a seating/office area. A second en suite bedroom, two guest bedrooms and bath complete the main floor. An expansive outdoor deck offers plenty of room for al fresco dining. The heated pool and hot tub await. On cooler evenings, a firepit seating area provides a warm gathering place. A har-tru tennis court is ready for enjoyment. Located in Quogue Village with access to the residents only Quogue Village Beach. Listing ID #740348
February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
May Rental: $4,500
Lauren A Battista
(631) 288-5534
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
37 Scallop Avenue
$40,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609
RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...
July Rental: $40,000
August - LD Rental: $50,000
Philip Judson
(631) 771-5328
36 Talmage Farm Lane
$20,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914404
Rental Reg. # 24-1229. Welcome to 36 Talmage Farm Lane, a stunning retreat in the heart of East Hampton Springs. Nestled on a peaceful, tree-lined lane, this elegant property offers the perfect blend of modern luxury and Hamptons charm. With 3 bedrooms and 3.5 bathrooms, this home features spacious, light-filled living areas, soaring ceilings, and beautiful hardwood floors throughout. The gourmet kitchen is complete with high-end appliances and an expansive island. The open-concept living and dining spaces flow seamlessly to the outdoor entertaining area, where you'll find a heated pool and beautifully landscaped grounds. Upstairs, the primary suite offers a spa-like bathroom, and a generously sized closet. The additional bedrooms are newly renovated and equally well-appointed, offering comfort and style for family and guests alike. Located just minutes from East Hampton's finest beaches, shopping, and dining, 36 Talmage Farm Lane is...
January Rental: $6,500
February Rental: $6,500
March Rental: $6,500
April Rental: $6,500
June Rental: $20,000
Philip Judson
(631) 771-5328
3705 Noyac Road #Unit H
$21,500
Noyac, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 908851
What could be more inviting than sitting on your expansive waterside deck overlooking Long beach and spectacular sunsets! Spend your summer or year-round in this expansive 2,100sf 3 bedroom 3 1/2 bath Waterside Condo. Spectacular water views are not to be missed. Amenities include a lower-level indoor parking garage, golf simulator, small gym, elevator access up to the 2nd floor condo unit and down to the lower level. Use the deep-water dock, lie on the beach or enjoy the fresh air while meeting friends on Foster Memorial Long Beach for a bonfire or dip in the bay, one of the best Southampton town beaches in the Hamptons with 2 lifeguard stations. Fabulous area for kite surfing, kayaking, yoga or quietly reading a book. A rooftop deck has soaring views of Noyack Bay, Noyac Harbor and surrounding, Shelter Island, North Fork, Southold and Greenport. Only...
July Rental: $21,500
August - LD Rental: $21,500
Year Round: $110,000
Cynthia R Barrett
(631) 537-4322
36 John Street
$80,000
Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 5
Web ID: 913469
Ideally located on the tranquil waters of Upper Sag Harbor Cove with a private dock and waterside pool, this Sag Harbor Village summer house is only one block to the Main St sidewalk for direct access to restaurants, shopping, and Long Wharf. The magic happens outside where sunsets can be enjoyed from the patio furnished with ample seating, umbrellas, and gas grill. This beautiful traditional home is bathed in natural sunlight from an abundance of sliding glass doors on 2 levels. The open floor plan boasts a large kitchen with granite counters, 4 burner Wolf range, rolling butcher block island, wine fridge, and stainless steel appliances. It leads to the living room with a big comfortable sectional sofa and dining for 4. The first level primary suite with tile bathroom and stall shower has views over the pool and the water beyond. A convenient den with ensuite bathroom and access...
August - LD Rental: $80,000
Clare J Tenkarian
(631) 725-5586
38 Aqua Drive
$140,000
Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738962
RR #RA241924. Situated high on a bluff with wide open views of Shinnecock Bay, Meadow Lane and beyond. This stunning shingle-style house radiates elegance and sophistication with its soothing color palettes, chic decor, beautifully handcrafted wood paneling and crisp moldings throughout. The open floor plan boasts southern exposures and an abundance of windows and French doors, drenching the space with natural light. With 5,900+/- square feet spanning 3 levels, there is plenty of separate space for everyone. Six bedrooms, 5.2 baths and an array of magnificent amenities form an airy, contemporary vibe. When you are not soaking in views from the walls of glass, you can enjoy the spacious chef's kitchen with stainless steel appliances and center island. Also included are 2 fireplaces, a luxurious master bedroom with second floor balcony, gaming area, study room, covered loggia, butler's pantry and a gym. Adding to its charm is a neatly...
Custom Rental: $175,000
July Rental: $140,000
John P Vitello
(631) 204-2407
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