16

Wainscott, NY Homes for Sale with Pool

Section Image
  • /46

    $7,900,000

    New Construction
    • 7 Beds
    • 10 Baths
    • 6,350 Sq Ft

    21 Westwood Rd, Wainscott, NY 11975

    Experience a one-of-a-kind modern retreat offering a true resort experience, wrapped in tranquility, privacy, and elevated design. Set at the end of a long, wooded driveway on 1.4 acres south of the highway, this brand-new 7-bedroom, 10-bathroom estate delivers architectural drama, refined luxury, and the full Hamptons resort lifestyle and is just minutes from East Hampton Village, Wainscott

    Dave Barkstedt Serhant East End LLC

    21 Westwood Rd, Wainscott, NY 11975
  • /23

    $2,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,966 Sq Ft

    12 Deep View Ct, East Hampton, NY 11937

    Discover 12 Deep View, a rare Wainscott retreat set on 1.17 acres at the end of a private cul-de-sac. With no through traffic and no neighbors beyond you, the setting offers a level of peace and privacy that becomes increasingly difficult to find once a road is built out.Rebuilt in 2024, the contemporary 3-bedroom, 2.5-bath residence spans 2,966 square feet beneath a standing seam metal

    Ed Bruehl

    12 Deep View Ct, East Hampton, NY 11937
  • /33

    $7,995,000

    $500K PRICE DROP
    • 7 Beds
    • 7.5 Baths
    • 7,366 Sq Ft

    7 Lee Ln, Wainscott, NY 11975

    Ready for immediate occupancy and fully furnished. Stunning new construction from renowned Hamptons Paramount Development Group, South of the Highway in Wainscott. Sited on a flag lot off the end of a cul-de-sac and surrounded by scenic easement, this brand-new home has 7,366 +/- sq. ft. of living space on 3 levels with 7 bedrooms, 7.5 baths, an attached 2-car garage, and heated saltwater pool

    Vincent Horcasitas Saunders & Associates

    7 Lee Ln, Wainscott, NY 11975
  • /32

    $6,400,000

    $195K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    26 Osborn Farm Ln, Wainscott, NY 11975

    Relax in style "south of the highway", in this western facing home on a protected agricultural preserve all within a mile of East Hampton's famed Beach Lane beach and Wainscott Main Street. The endless sunsets will awaken the artist in you while you enjoy this charming traditional four bedroom home on a quiet lane off Sayre's Path. Featuring a heated saltwater pool, second floor primary bedroom

    Lawrence Haag Compass

    26 Osborn Farm Ln, Wainscott, NY 11975
  • /22

    $2,400,000

    • 3 Beds
    • 3 Baths
    • 1,730 Sq Ft

    11 Sandown Ct, Wainscott, NY 11975

    Set on a generous, private lot in Wainscott, this inviting Hamptons home is ready to enjoy today, with exciting potential to reimagine over time. The three-bedroom home features two first-floor guest rooms and a private primary suite upstairs. A renovated kitchen opens to the living and dining areas, while skylights fill the home with natural light. Recent improvements include new windows and

    Susan Ryan Compass

    11 Sandown Ct, Wainscott, NY 11975
  • /24

    $3,095,000

    $400K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    16 Georgica Woods Ln, Wainscott, NY 11975

    Wainscott 4BR Rental w 50ft Heated PoolNewly renovated, 4+ bedroom rental with pool on Georgica Woods Lane in Wainscott. Enter 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

    Craig Beem Brown Harris Stevens Hamptons

    16 Georgica Woods Ln, Wainscott, NY 11975
  • /50

    $35,000,000

    • 7 Beds
    • 11 Baths
    • 10,000 Sq Ft

    30 Mathews Rd, Wainscott, NY 11975

    Introducing Goose Creek - an exceptional 7.45 acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion

    Jack Richardson SERHANT.

    30 Mathews Rd, Wainscott, NY 11975
  • /4

    $5,995,000

    $1M PRICE DROP
    • Land
    • 1.9 Acres
    • $3,155,263 per Acre

    7 Town Line Rd, Wainscott, NY 11975

    An iconic address, a celebrated design team, and a fully approved vision for an enviable estate-this is the ultimate Hamptons canvas, ready to be realized. Fully ARB-approved with approved building permit, this rare offering comes with pre-existing clearing and a coveted square footage advantage. Plans are in place for a magnificent new estate by John Lafferty, AIA, to be brought to life by Home

    Vincent Horcasitas Saunders & Associates

    7 Town Line Rd, Wainscott, NY 11975
  • /21

    $2,995,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft

    5 Cowhill Ln, Wainscott, NY 11975

    Contemporary Luxury Living in the Heart of WainscottExperience serene Hamptons living in this turnkey contemporary retreat, ideally set on a quiet lane just behind Wainscott Village. Sun-filled and thoughtfully designed, the residence offers approximately 2,500 square feet of stylish living space on 0.52 acres, blending modern architecture with a relaxed coastal living and seamless

    Angela Boyer Sothebys Int'l Realty Hamptons

    5 Cowhill Ln, Wainscott, NY 11975
  • /28

    $23,995,000

    $1M PRICE INCREASE
    • 8 Beds
    • 13 Baths
    • 11,287 Sq Ft

    84 Wainscott Hollow Rd, Wainscott, NY 11975

    South of the highway and moments from the ocean, this newly constructed estate in Wainscott offers a luxurious, timeless experience. Poised to be your forever home, this property includes a pool, spa, pool house, and private pickleball court, spread across a generous 1.39-acre parcel. Enjoy views over pristine agricultural land, setting the stage for unrivaled estate living. Designed by the

    Vincent Horcasitas Saunders & Associates

    84 Wainscott Hollow Rd, Wainscott, NY 11975
  • /46

    $6,495,000

    • 7 Beds
    • 7.5 Baths
    • 6,000 Sq Ft

    142 Six Pole Hwy, Sag Harbor, NY 11963

    , Additional information: Separate Hotwater Heater:yes

    Nicole Tunick Douglas Elliman Real Estate

    142 Six Pole Hwy, Sag Harbor, NY 11963
  • /20

    $2,975,000

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    18 Cowhill Ln, Wainscott, NY 11975

    Right in the heart of Wainscott Village, this turnkey 4-bedroom, 3.5-bath home offers something increasingly hard to find in the Hamptons: a great house in a location that makes life genuinely easy. About a mile to the ocean and just moments from Wainscott Village, you can leave the car in the garage more often than you might expect. Goldberg's for breakfast, Wainscott Main Wine & Spirits, the

    Bill Williams Compass

    18 Cowhill Ln, Wainscott, NY 11975
  • /29

    $2,179,000

    • 4 Beds
    • 4.5 Baths
    • 2,300 Sq Ft

    55 Red Fox Ln, East Hampton, NY 11937

    Ideally situated on a quiet cul-de-sac in Wainscott, just minutes from both East Hampton and Sag Harbor Villages, 55 Red Fox Lane presents an exciting opportunity to enjoy one of the Hamptons most desirable locations. Set on 0.69± acre, the traditional residence offers four bedrooms, four and one-half baths, a finished lower level, and a generous 18' x 36' swimming pool. The flexible floor plan

    Michael Petersohn Brown Harris Stevens Hamptons

    55 Red Fox Ln, East Hampton, NY 11937
  • /47

    $17,950,000

    $1M PRICE DROP
    • 8 Beds
    • 13 Baths
    • 13,400 Sq Ft

    58 Wainscott Stone Rd, Wainscott, NY 11975

    Welcome to 58 Wainscott Stone Road, a timeless Hamptons classic situated on a 5.4-acre property in Wainscott South. The 13,400 +/- square foot gated estate is surrounded by a 10-acre reserve with a natural pond, enhancing the home's bucolic setting. This home offers unparalleled privacy just minutes from the storied Georgica Pond and pristine Atlantic ocean beaches. As you enter the home, you're

    Lori Schiaffino Compass

    58 Wainscott Stone Rd, Wainscott, NY 11975
  • /39

    $3,995,000

    Open Wed 11:30AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    1314 Town Line Rd, Sagaponack, NY 11962

    Set in the heart of Sagaponack Village, one of the Hamptons' most coveted addresses, this five-bedroom estate offers a rare combination of scale, privacy, and location. Moments from world-famous ocean beaches, the 1.4-acre property (fully clearable) is a peaceful retreat close to everything the Hamptons has to offer. A charming front patio, white columns, and mature landscaping set the tone.

    Alfredo Barreto Saunders & Associates

    1314 Town Line Rd, Sagaponack, NY 11962
  • /23

    $32,995,000

    • 4 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    64 W End Rd, East Hampton, NY 11937

    Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering

    Patrick Giugliano Nest Seekers International LLC

    64 W End Rd, East Hampton, NY 11937
How to Buy a Home How to Finance a Home How to Sell a Home