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156 Main Street
$150,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 902781

Four level historic house at 156 Main Street has been completely renovated (2023) and is offered for rent. In the heart of Sag Harbor Village this beautiful compound which includes a separate lower level with kitchen, two bathrooms and its own entrance. One of several 'Captain's' houses dating back to 1806, this Sag Harbor classic offers twin parlors plus a large modern kitchen with dining area on the first floor. Three bedrooms including the master on the second floor and a third-floor bedroom suite with kitchenette. Elaborate brick and bluestone terrace with built in barbecue grill and outdoor furniture and dining tables. Heated gunite swimming pool with hot tub plus pool house with sink, refrigerator and full bath. Expertly decorated and furnished, experience the sensational design and craftmanship of this total renovation. Listing ID:902781

Custom Rental: $225,000
MD - LD Rental: $350,000
July Rental: $150,000
July / Aug Rental: $275,000
August - LD Rental: $150,000
Short Term Weekly: $20,000

Roxanne A. Briggs
(631) 903-6121

Peter M. Turino
(631) 903-6115

158 Halsey Street
$80,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 889908

New to the rental market, this completely renovated Village Traditional Beach Cottage is available for the summer season. A classic shingled-style home with a Dutch Gambrel gabled roofline, this property is a short distance to the Village center. A 4-bedroom, 3.5-bath home on three levels, this is the perfect spot for the summer. There is also a heated gunite pool sequestered behind high hedges providing privacy. Completing the property is a wonderful summer porch in the front of the house and a detached 2-car garage, with its cathedral ceiling, exposed beams and finished walls which can double as a charming cabana adjacent to the pool. Your opportunity to enjoy the Summer in Southampton Village. Listing ID:889908

August Rental: $75,000
August - LD Rental: $80,000
Two Week Rental: $40,000

Timothy R. O'Connor
(631) 771-5321

159 Bishops Lane
$45,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 905701

This comfortable Southampton Village farmhouse style home, privately situated on .8 +/- property features 4 bedrooms and 5.5 bathrooms (including a first floor bedroom and second floor primary suite with balcony. Recent upgrades include new wood flooring on the first floor and 4 newly-renovated bathrooms. The second floor has 3 ensuite bedrooms with a walk-in closet in the primary bedroom, washer and dryer and an additional hall with half bathroom. There are 2 living rooms with fireplaces and a deck off the bright eat-in-kitchen. Outside, there is a sparkling, heated 18' x 36' heated pool with pool house with full bathroom. Mature landscaping, 2 car garage. Minutes to both Village ocean beaches and Village restaurants and shops. Listing ID: 905701

MD - LD Rental: $110,000
July Rental: $45,000
July / Aug Rental: $95,000
August - LD Rental: $55,000
Year Round: $140,000

16 Bittersweet Lane
$80,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 909698

AVAILABLE JULY, 2024 (open to first two weeks of Aug-inquire for pricing). Located off a quaint private road this stately +/- 4,790 square foot 5 bedroom, 4.5 bath home makes for a fabulous retreat that can be enjoyed 365 days a year. Boasting a free-flowing, versatile floor plan that feels 'just right,' guests are met with a stunning double height entry hall giving way to a two-story great room accented by soaring ceilings and partial bay views. Prime for entertaining yet spacious enough to offer privacy for one and all, no detail was spared in this masterful build. Standout features include two primary bedroom suites (one upstairs, one downstairs), three guest bedrooms, gourmet kitchen, 800 square foot bonus room, screened in porch, palatial deck leading to a heated pool, Har-tru tennis court, bay views from the 2nd floor, and private access to a secluded bay front beach with the ability...

July Rental: $80,000

162 Dune Road
$130,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 736808

The ideal retreat on the ocean. Privacy and tranquility await at this oceanside Dune Road property nestled in the dunes and surrounded by lush gardens and natural foliage. In addition to the beautiful ocean beach, a private bayside dock for boating is included. This French Barn style home is loaded with charm and offers 5100+/- sq. ft. of living space including 5 bedrooms and 4 baths. Among the home's unique offerings is a magnificent two-story living room with walls of glass, reclaimed wood beams, and grand fireplace. The entertaining area continues with a large dining space, a spacious den and gourmet chef's kitchen with custom cabinetry and professional grade Sub Zero and Viking appliances. Upstairs is a recently added primary suite with expansive bay views, walk-in closet, and spa bath with a relaxing soaking tub. A private wing of three guest bedrooms and two full baths features a beautiful stained-glass...

MD - LD Rental: $300,000
June Rental: $50,000
July Rental: $130,000
August - LD Rental: $140,000

Lauren A. Battista
(631) 288-5534

16640 Main St
$3,800

New Suffolk, NY
Rental
Bedrooms: 1
Bathrooms: 1
Web ID: 738902

Just two blocks to a sandy bay beach, this renovated cottage is the perfect summer getaway. The bedroom has a queen size bed, the bathroom is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms. Available seasonally only. Listing ID #738902

June Rental: $2,300
July Rental: $3,800
August - LD Rental: $3,800

Marianne Collins
(631) 734-2957

17 Bay View Road West
$55,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 889763

RR #RP220496 Located in Bayview Oaks, a Southampton waterfront community with its own access to Peconic Bay. Bright and airy with an open floor plan, this custom built home with high-end designer furnishings offers 4 bedrooms, plus a large bunk room and 3.5 bathrooms. Living room with fireplace, dining room and gourmet eat-in kitchen have 13+ foot ceilings. With the master bedroom on one side, bunk room and the 3 guest rooms on the other, the layout is ideal. Amenities include radiant heated floors and an attached 2 car garage. Beautifully-landscaped gardens, outdoor kitchen, multiple patios and entertaining spaces. Just a short stroll to the deeded community beach, boat launch. This is a great place to escape or settle down. Close to the village of Southampton, Sag Harbor, Water Mill and Bridgehampton for restaurants, shopping, movie theaters, art galleries, bay and ocean beaches. Listing ID: 889763

June Rental: $40,000
August - LD Rental: $55,000
Two Week Rental: $22,500

John P. Vitello
(631) 204-2407

17 Bayside Avenue
$50,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 863428

Rental Reg. # RP240370 Waterfront. Custom-Built Modern Masterpiece South of the Highway in East Quogue. Situated on 0.32+/- acres with 3010 sf of open floor plan living and an attached 550 sf 2 car garage. The first floor features a gorgeous custom kitchen with state-of-the-art appliances, open dining, open living and second entertaining area, all adjacent to the outdoor deck with vast views of the Shinnecock Bay. This four bedroom home offers first floor bedroom or additional media room/living space. The second floor offers 3 bedrooms, both featuring custom built-in closets, as well as a full laundry room and a bonus room for use as a gym or office. The Master Bedroom with a luxurious en suite master bathroom offers unobstructed views of the Shinnecock Bay as well as a private balcony. This pristine turnkey house also includes an 18'X36' heated gunite pool surrounded by specimen trees and landscaping by...

MD - LD Rental: $135,000
July Rental: $50,000
August - LD Rental: $55,000
September/October Rental: $30,000
Winter Rental: $9,500

Catherine Toscano
(631) 537-4342

17 Emersen Place
$7,500

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 894737

Beautifully furnished spacious four bedrooms three and a half bathroom home. The first floor has two large primary bedroom suites and the second floor offers two additional private guest rooms. Enjoy open layout living/dining and a brand-new chef's kitchen with Statuario Tucci Italian marble, a Sub-Zero refrigerator, wine fridge, Bertazzoni range and a custom hood. A separate large cathedral ceiling sunroom overlooks the heated gunite pool surrounded by a Solus Decor poured concrete gas fire pit and a honeysuckle covered pergola. The landscape is stunning with Japanese maple trees, seagrasses, hydrangeas, roses and much much more. There is a separate heated two car garage. Perfect home for year-round entertaining. The house is in a quiet cul-de-sac on a privatized +/- 1-acre property. Pets allowed at the owner's discretion; on a case-by-case basis. Available for short term: monthly rent (minimum) or six-month max term.

January Rental: $7,500
February Rental: $7,500
April Rental: $12,000
November Rental: $7,500
December Rental: $7,500

171 Springy Banks Road
$80,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 861722

Rental Registration # 22-223. This newly constructed custom home offers resort-style amenities. Light-filled open living areas all have walls of glass opening to the grounds for indoor-outdoor living. These include a living room with fireplace, sunroom, formal dining area, and eat-in kitchen featuring island with seating, top-grade stainless steel appliances including wood-paneled Sub-Zero refrigerator/freezer and separate Sub-Zero refrigerator drawers, Wolf range, Italian-inspired custom cabinetry and breakfast area with expansive banquette. The six exquisite bedrooms and six and a half baths include three master suites incorporating features such as multiple fireplaces, sitting room, huge walk-in closets, luxurious baths and private roof terraces perched over the beautifully landscaped grounds. Pick your favorite spot and relax in the sun-drenched open living room or sunroom,or sit quietly with a good book behind 8' tall glass doors in the library. The finished lower level includes huge recreation areas with two fireplaces, glass-partitioned office or gym...

MD - LD Rental: $205,000
June Rental: $55,000
July Rental: $80,000
August - LD Rental: $90,000
Winter Rental: $15,000

Timothy R. O'Connor
(631) 771-5321

Jeffrey C. Carter
(631) 771-5323

172 Narrow Lane E
$10,000

Village of Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 873770

Enjoy the bucolic life of living across from Wolfer Estate Stables, the Premier horse farm, in Sagaponack Village in this quaint newly built 3 bedroom 2 bath cottage. Conveniently located equidistant from Sagaponack ocean beaches, Bridgehampton, East Hampton and Sag Harbor. The pasture like property is completely fenced in with newly planted trees and hedges. Amazing find.

May Rental: $10,000
Winter Rental: $45,000

Cynthia R. Barrett
(631) 537-4322

Village Of Sagaponack
$190,000

Village of Sagaponack, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 873838

Enjoy quintessential Sagaponack farm views all Summer! This newly built Modern farm style 7 bedroom Compound for rent is a rare find in the Hamptons. It includes a 4,000sf 4 bedroom Main Farmhouse and an adjoining 2,500sf 3 bedroom Cottage exquisitely designed by Val Florio set on 1.7 pasture-like acres indicative of Sagaponack's agricultural history. The grounds boast a magnificent lawn, specimen trees and landscaping, a heated gunite pool, pool/zen pavilion with bar and a state-of-the-art pickle-ball court and volleyball station. Located across from Wolffer Estate Stables,Sagaponack's premier horse farm, around the corner from Wolffer Estate Vineyards, close to Sagaponack's world class Sagg Main Beach, the compound is a few miles from Bridgehampton and Sag Harbor Main Street shops, restaurants and marinas. The Main House first floor double height foyer sets the stage for an easy flow into the great room, dining area and...

Custom Rental: $275,000
April/May Rental: $140,000
June Rental: $90,000
June/July Rental: $270,000
July Rental: $190,000
August Rental: $192,000
August - LD Rental: $200,000
September Rental: $120,000
October Rental: $70,000

Cynthia R. Barrett
(631) 537-4322

18 School Street
$14,950

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 908679

Bright, comfortable and beautifully appointed house in historic Springs. Close to bay beaches and harborside restaurants. Short distance to weekend farmers market, general store, library, school tennis courts and favorite local attractions such as Ashawagh Hall, the Parsons Blacksmith Shop, Pussy's Pond and the Pollock-Krasner House. This three bedroom home features an eat in kitchen and a lovely, bright home office that opens onto the patio and backyard. Backyard features a hammock, Weber grill and furnished patio for outdoor relaxing and entertaining. This home offers the perfect escape and an opportunity to unwind and enjoy the peace and quiet of beautiful Springs while close to all the Hamptons have to offer.

August Rental: $14,950

Steven Dorn
(631) 771-5325

189 Middle Highway
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 740765

RR#: 23-1235 Located in the Northwest woods, just a few miles from the village, this stylish contemporary home has 3 bedrooms and 2.5 baths of spacious airy living and is set on a gorgeous private 3 acre lot bordering a reserve. The open floor plan allows for effortless indoor/outdoor entertaining starting with the beautifully appointed living room, dining room and den with a 65 inch flat screen TV all with sliders out to the spacious cedar deck with oversized heated pool, BBQ station, and outdoor shower. Other amenities include an indoor-outdoor audio/video system, wifi enabled lights, thermostat, and universal remote. There is a bonus room downstairs with double washer and dryers. 189 Middle Highway is your ticket to a fabulous and memorable Hamptons summer. Listing ID:740765

June Rental: $30,000
July Rental: $40,000
August - LD Rental: $45,000
September Rental: $25,000
Two Week Rental: $25,000

James Blueweiss
(631) 903-6133

19 Blue Jay Way
$22,500

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 876775

RR#:23-805. Fantastic location! Located on a quiet street, minutes from EH village and ocean beaches. Around the corner from Buckskill Tennis Club and Hampton Racquet Club. Light pours through sky lights of the high ceiling living room adorned with comfy sectional couch, TV and a wood burning fireplace. The back yard has a great seating area, private and cheerfully planted, easily accessible through kitchen and dining room. The barbecue , outdoor seating and outdoor shower are some of the great features of this awesome beach house. Move in for the warm days of summer in the Hamptons and enjoy surfing, kayaking, biking , boating, fishing,great outdoor dining and shopping fun . Or simply relaxing without a schedule. Listing ID: 876775

August - LD Rental: $22,500

Ani Antreasyan
(631) 771-5335

19 Will Curl Highway
$75,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 743915

RR# 22-1267 Timeless 0.6-acre waterfront property situated on a bluff commanding full western view of Three Mile Harbor. The well cared for three bedroom, three bath house is a custom build on two levels. The main level includes primary suite with vanity station, two guest bedrooms, one full bath, double height living room with fireplace, sunroom, formal dining room, and kitchen with breakfast nook. The lower level includes a generous recreational space, full bath, separate office and two- and one-half car garage. Exquisitely landscaped grounds lush, green lawns, July fireworks and memorable stunning sunsets. Close to Round Swamp and Damark's for takeout or dine at one of the popular restaurants nearby. Boaters are exactly one mile to full-service Marinas. If needed East Hampton Village is only 3.5 miles from here.

MD - LD Rental: $160,000
July Rental: $75,000
July / Aug Rental: $145,000
August Rental: $80,000

Shannan M. North
(631) 903-6174

Peter M. Turino
(631) 903-6115

1903 Deerfield Road
$90,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 909955

RR# RP220164. Perched atop a hill down a long, winding drive, 'Whispering Winds' will transport you to the European countryside without ever having to leave home. After passing through the gated entrance and traveling down a private driveway accented by stone retaining walls, a majestic stucco-clad house appears as you reach the top of the hill. Situated on 6+/- bucolic acres with sweeping views from every room, it feels as if you are living in your own private park. Through the arched doorway, a double height entry foyer greets guests and beckons them out to an expansive veranda. To the left, the palatial eat-in kitchen with massive center island features a comprehensive Viking appliance suite, stately checkerboard marble floor, and ample pantry storage. Beyond the kitchen, the solarium with fireplace and built-in pizza oven doubles as an breakfast room or informal dining room and plays host to casual gatherings....

May Rental: $50,000
MD - LD Rental: $250,000
June Rental: $60,000
July Rental: $90,000
August - LD Rental: $150,000
September Rental: $50,000

2 Linda Road
$20,000

Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 908359

Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island's South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and french doors leading out to a huge mahogany deck for entertaining and casual lounging. The first floor also includes a den, a formal living area with walls of windows a primary bedroom and bath. while a secondary den offers plenty of space for entertaining. An additional four bedrooms and full bath are located on the second floor. The South Ferry Hills Association private community beach is around the corner with picnic benches, a boat launch and enclosed waters of Smith Cove for paddleboarding, kayaking and boating. Close to the South Ferry and not far from Shelter Island's, restaurants (including Leon 1909, The Pridwin, Vine Street Cafe, The Chequit, Sunset Beach, Salt and The Rams Head Inn), ...

MD - LD Rental: $45,000
July Rental: $20,000
July / Aug Rental: $43,000
August - LD Rental: $23,000

Cynthia R. Barrett
(631) 537-4322

Lynn Romer Deeg
(631) 275-6835

2 Hannahs Court
$150,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 737859

RP# 180383. This 6000 s/f above ground beautiful 2018 construction is located on one landscaped acre on a quiet cul-de-sac and conveniently located minutes from Southampton Village, Beaches, Southampton Recreation Center and the Peconic Bay. The first floor has a large eat-in kitchen with sub-zero/thermador appliances and a beautiful center island with French doors that lead to an outdoor partially covered patio with a wood burning fireplace. There is a bright and sunny family room with a gas fireplace, a wet bar and two sets of french doors that open to the 20 x 40 heated gunite pool with an electric cover, there is a powder room, formal dining room, and an ensuite guest bedroom as well as a mudroom located off the two-car attached garage and basketball in the driveway. The second floor offers a beautiful master suite with a large balcony and three additional ensuite guest bedrooms, in...

July / Aug Rental: $250,000
August - LD Rental: $150,000

Lillian A. Holtzclaw
(631) 204-2430

196 County Road 39A
$50,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 902581

Newly Renovated and Redesigned 2023.This Southampton Village Home is Ready to Move Right In! Short Distance to Famous Southampton Village shopping and restaurants. Walk to train station and Hampton Jitney. The Main floor features open floor plan with Custom Chefs' Kitchen with pantry and dining room leading out to a relaxing sunporch. Separate living room with fireplace and powder room complete the first floor. There are three bedrooms on second floor. First goes to one Primary In-Suite, two Guest Rooms plus a full bathroom. Generous closet space throughout. The fabulous yard boasts a meticulously landscaped garden paved Blue Stone Patio for dinning and lounging Poolside. Fully outfitted pool house for additional entertainment or just relaxing. Not to be missed! Listing ID: 902581

June Rental: $35,000
August - LD Rental: $50,000
Two Week Rental: $20,000

Maritza Jimenez
(631) 204-2411

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