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
Jeanne Galante
(631) 903-6184
23 Widgeon Ln
$75,000
Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 919578
MD - LD Rental: $90,000
July / Aug Rental: $75,000
Christopher J Burnside
(516) 521-6007
Sag Harbor
$70,000
Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736949
This 5BR chic and private Traditional home is stunning and surrounded by lush landscaping and beautiful gardens which backs on an 18 acre reserve. First floor features gourmet kitchen, open concept living space with dining areas with fireplace and bar, en suite guest room, office, play area, powder room and screened in porch. Second floor features master bedroom suite with walk in closet, master bath, and large spacious deck overlooking pool and pavillion and two guest bedrooms with shared bath. Finished lower level Includes large en suite bedroom, brand new gym, and washer/dryer. All bedrooms have tv's, sonos sytemss, Xbox and WiFi. Large covered pavillion features 2 flat screen tv's, large wooden bar, and stone fireplace overlooking heated pool and 7 person, 47 jet hot tub. Lastly, there is a large children's playground in the expansive back yard bordered by reserve.Listing ID: 736949
March Rental: $7,500
April Rental: $10,000
May Rental: $25,000
June Rental: $35,000
August - LD Rental: $70,000
Two Week Rental: $35,000
Astrid Pillay
(631) 771-5312
Village Of Sag Harbor
$70,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 742725
Rental Reg. # R-24-0004 Designer's own newly renovated home is the perfect blend of village charm and modern amenities. Located equidistant to the beach and the village center, the house has a gracious open floor plan that makes summer entertaining ideal, with an easy flow to back deck and tastefully landscaped backyard. This 4 bedroom, 3 1/2 bath has it all: large spacious and light-filled bedrooms, modern designer bathrooms; fully-loaded gourmet kitchen with top-of-the-line appliances and a large comfortable living room with wood-burning brick fireplace and 40' 3D-HDTV. Master bedroom features en-suite bathroom with oversize glass shower and radiant heat floor as well as Romeo and Juliet balcony overlooking its own peach tree and heated gunite pool.. Additional conveniences include: large mudroom, double W/D, high speed wireless internet broadband, state of the art and super efficient 3-zone AC/heat, instant hot water, central vac, irrigation system, covered porch, garage,quiet street...
MD - LD Rental: $165,000
June Rental: $35,000
July Rental: $70,000
July / Aug Rental: $135,000
August - LD Rental: $70,000
Winter Rental: $45,000
Mary Ellen McGuire
(631) 537-4324
Timothy R O'Connor
(631) 771-5321
Sag Harbor
$70,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 742566
RP#170704. Stunning Sag Harbor summer rental with large gunite pool approximately 1.5 miles to Sag Harbor Main Street.Stylishly renovated and appointed 4 bedroom, 4 bath home on 5 acres with heated gunite pool (20x50) and plenty of privacy. This post modern/post & beam home has an open floor plan incorporating double height great room that features gorgeous large fireplace, gourmet kitchen, as well as dining and two seating areas. In addition there is a separate den w/ large TV overlooking the garden. Off of the main living room is access to a beautiful outdoor lounge area and gas grill. The primary has french doors leading to a private outdoor seating area w/ hammock and outdoor shower. Also on the main floor is a guest bedroom w/ bath. On the second level there are 2 more bedrooms, one of which is a junior suite as well as a sitting room...
MD - LD Rental: $175,000
June Rental: $35,000
July Rental: $70,000
July / Aug Rental: $140,000
August - LD Rental: $75,000
Kimberly Kakerbeck
(631) 537-4351
Sag Harbor
$70,000
Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 909698
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 to moor a boat. 4-Zone central air/heat, 2,200+/- square foot basement, and...
July Rental: $70,000
August - LD Rental: $85,000
Matthew Melinger
(212) 906-9276
21 Cove Road
$68,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736991
Rental Reg. # R-24-0118 Architect's own striking and virtually brand new 4 bedroom 3.5 bath modern interior with a victorian exterior just totally renovated and expanded with harbor views, heated pool, boat mooring availability and water access across the street. Two long blocks to Sag Harbor's Main Street. Fabulous beach house with a wrap around porch, mahogany and stone patios, spectacular kitchen and baths in Sag Harbor Village's Redwood waterfront community with water views. The lower level great room is complete with a lounge area and flat screen for movies or streaming music, gym area and pool/pingpong table. Enjoy your water sports and serene lifestyle while, at the same time, have the convenience of village life. Close to both ocean and bay beaches.
MD - LD Rental: $155,000
July Rental: $68,000
July / Aug Rental: $135,000
August - LD Rental: $68,000
Cynthia R Barrett
(631) 537-4322
Village Of Sag Harbor
$57,500
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 862056
Located in the Village of Sag Harbor, this pristine contemporary home features 4 bedrooms, 3 full and 1 half bathrooms. Natural light floods the spacious double-height living room with a fireplace and is open to a formal dining room and a sleek white chef's kitchen with a center island. Two primary en suite bedrooms and two guest rooms provide accommodations together with a large entertainment area fitted with surround sound, a game room, and a gym on the finished lower level. The back grounds are highlighted by a beautiful gunite swimming pool.
MD - LD Rental: $162,000
June Rental: $42,000
July Rental: $57,500
August - LD Rental: $63,000
Shannan M North
(631) 903-6174
Sag Harbor
$55,000
Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 833456
Affectionately known as 'The Treehouse,' this gut-renovated 5 bedroom home is truly an entertainer's paradise. Completely re-imagined inside and out, this getaway has it all. Featuring a grand entertaining floor complete with an open kitchen, a dining room as well as a living room with a fireplace, vaulted ceilings, and an outdoor deck. 5 bedrooms, sun room, and laundry room occupy the remaining floors, each promoting privacy and allowing for maximum natural sunlight throughout the day. Outdoors, a heated pool with pool house/bar awaits, surrounded by lush landscaping, a secondary outdoor dining area, and gas fire pit. Located minutes from Sag Harbor and Bridgehampton. 2 week minimum. Listing ID #833456 Rental Reg. # RP230862.
August Rental: $50,000
August - LD Rental: $55,000
September Rental: $30,000
Short Term Weekly: $15,000
Matthew Melinger
(212) 906-9276
5 Scrimshaw Drive
$50,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 885714
First time available for rent, this pristine 4-5 bedroom with pool and privacy abutting reserve in the premier Whalebone landing waterfront community with community bay beach, cabana pavilion, tennis and beach volleyball. The newly refurbished 4,000sf home has all that you could wish for in a seasonal getaway in the Hamptons with easy access to ocean beaches, golf courses, Elizabeth Morton Wildlife Preserve, Southampton and Sag Harbor's village restaurants and shopping. The light-filled living-room, sitting room and dining room have french doors leading out to a substantial mahogany deck for outdoor entertaining that also extends to the pool area and lawn. Also, on the first floor is an oversized den/office, and a grand master suite with an ensuite newly renovated marble bathroom. The second floor has yet another sitting room for those that want their own privacy or kids space, a second master suite plus 2...
Custom Rental: $110,000
MD - LD Rental: $110,000
June Rental: $30,000
June/July Rental: $80,000
July Rental: $50,000
July / Aug Rental: $99,000
August - LD Rental: $55,000
Cynthia R Barrett
(631) 537-4322
Craig Beem
(631) 537-4350
Village Of Sag Harbor
$45,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754580
Newly renovated - Wonderful Village home, within a short distance to all the shops, restaurants, and Wharf of Sag Harbor. 4 bedrooms, 2 bathrooms, beautifully furnished, well appointed kitchen, and roomy living room. Great deck area with very private and secluded heated pool with a salt water aqua pure cleaning system. Great value. Great location. New BBQ grill and New 50' flat screen TV! Have the summer you always dreamed about! . Listing ID: 754580
May Rental: $15,000
June Rental: $20,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000
Philip Judson
(631) 771-5328
Linley Pennebaker Hagen
(631) 725-5583
Sag Harbor
$45,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 756366
Rental Reg. # RP230430. This shingled Cape styled home offers over 2,000 square feet of living space with an eat-in kitchen, dining room, living room, screened in porch, four bedrooms, and 2 bathrooms. Outdoors is a large patio with outdoor dining, heated gunite pool with bluestone surround and lounge area. A great summer rental in Sag Harbor. Listing ID: 756366
MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $45,000
August - LD Rental: $48,000
Richard Finder
(631) 702-7511
Sag Harbor
$45,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 737503
Charming Cape near Sag Harbor Village - Escape to this immaculately kept sun-filled cottage, nestled in a quiet neighborhood just around the corner from beautiful Long Beach and just minutes to the village. There are also two nearby areas for launching paddle boards and kayaks. This four-bedroom, two-bathroom retreat offers a bright and airy layout, with two bedrooms and full bath on each floor, providing privacy and convenience. The open concept kitchen, dining, and living areas feature beautiful wood flooring, creating a warm and inviting atmosphere for summer gatherings. Relax with your morning coffee on the front porch and enjoy alfresco dining on the backyard patio. Whether you're exploring nearby beaches and farmstands, dining and shopping in the village, or simply unwinding in this peaceful setting, this cottage is the perfect place to make unforgettable summer memories!
MD - LD Rental: $45,000
Jeanne Hutson
(631) 903-6144
Sag Harbor
$45,000
Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 898321
Rental Registry#: RP241011 Now available for rental is this perfectly situated beach house located just 500 feet from beautiful Long Beach. Boasting 4 bedrooms and 3 bathrooms over three floors, this home provides an abundance of comfort and convenience. The newly renovated Chef's kitchen has stainless steel appliances and quartz countertops. This home has so much to love, cozy up in front of the Living Room's wood burning fireplace, watch a movie in the downstairs den or take in the peek-a-boo view from the upstairs balcony. The real gem of this property is its outdoor space. The freeform, gunite pool shimmers against a backdrop of specimen trees and plantings. Multiple levels provide distinct areas for entertaining, dining, lounging or sunbathing. Ready see the sights.... Sag Harbor Village's restaurants, shops and harbor is less than 10 minutes away. This is a truly special property, not to be missed.Listing ID: 898321
MD - LD Rental: $100,000
June Rental: $15,000
July Rental: $45,000
July / Aug Rental: $85,000
August - LD Rental: $50,000
Richard Finder
(631) 702-7511
Sag Harbor
$45,000
Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755692
RP170834. Close to Long Beach resides this Sag Harbor three bedroom, two full bath Harbor front home. The home has a newly renovated eat-in kitchen, above level partially finished basement with a playroom/den and a deck overlooking the cove. In addition, the home has a private dock. Close to village, shops and restaurants. Listing ID: 756614
MD - LD Rental: $45,000
Richard Finder
(631) 702-7511
62 Eastville Avenue
$45,000
Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743513
The choices will be hard to make, spend days and night by the heated pool, or relax, and enjoy the lovely interiors of this Sag Harbor Village home. The magnificently landscaped pool area will be the center of your experience. Complete with different seating and dining areas, you'll never want to go inside. But when you do, you'll find a large, vaulted living room with skylights, fabulous kitchen with Sub-zero and Thermador appliances, and 2 renovated bathrooms. The kitchen is open to the dining area which has walls of windows, a peaked ceiling, and views out to the backyard oasis. All 3 bedrooms are substantial in size and sheets and towels are included. There is also a comfortable den/office on the first floor if you want to combine work and play. Conveniently located to Haven's Beach and Main St shopping and restaurants. Listing ID: 743513
August - LD Rental: $45,000
Kathleen Mulcahy
(631) 725-5582
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