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5-Bedroom Homes for Sale in Wainscott, NY

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  • /36

    $2,995,000

    • 5 Beds
    • 4.5 Baths
    • 2,546 Sq Ft

    14 Debras Way, Wainscott, NY 11975

    At the end of a private cul-de-sac, this Wainscott home offers five bedrooms, four and a half bathrooms, and a heated pool. Situated down a long flag lot, this home has it all. The spacious first-floor primary suite anchors the home, opening to a newly renovated kitchen, freshly refinished pine floors, and a welcoming living room with fireplace. The main level also includes two guest bedrooms

    Kevin Flaherty Compass

    14 Debras Way, Wainscott, NY 11975
  • /28

    $23,995,000

    • 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
  • /31

    $5,975,000

    • 5 Beds
    • 4 Baths
    • 4,192 Sq Ft

    16 Elisha's Path, East Hampton, NY 11937

    Located on a quiet cul-de-sac south of the highway in Wainscott, this 5-bedroom, 4-bathroom contemporary offers a well-balanced layout across two levels and over 4,000 +/- sq. ft. of living space. Set on 1.2 acres, the property features a 20'x40' heated gunite pool, generous outdoor living areas, and mature landscaping with irrigation. The main level includes a large living room with fireplace,

    Vincent Horcasitas Saunders & Associates

    16 Elisha's Path, East Hampton, NY 11937
  • /36

    $8,875,000

    • 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
  • /36

    $67,500,000

    • 8 Beds
    • 14 Baths
    • 25,000 Sq Ft

    38 Mathews Rd, Wainscott, NY 11975

    Privately tucked away on a 25-acre± peninsula fronting Georgica Pond, Burnt Point is a world-class waterfront estate redefining luxury living. Breathtaking in scale and setting, this 25,000 SF± architectural masterpiece offers sweeping water views on three sides-capturing the tranquil beauty across Georgica Pond down to the Atlantic Ocean-and features over 2,000 feet± of direct water frontage,

    James Petrie Compass

    38 Mathews Rd, Wainscott, NY 11975
  • /27

    $3,650,000

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    34 W Gate Rd, Wainscott, NY 11975

    This fully renovated property sets the standard for a Hamptons getaway. Located in the heart of Wainscott this exquisite property combines timeless elegance with modern amenities, making it the perfect retreat. This very bright and welcoming home boasts approximately 3,600 sq.ft. on all levels, with a primary bedroom on the first floor. With 5 inviting bedrooms and 3.5 thoughtfully designed

    Relja Salh Douglas Elliman Real Estate

    34 W Gate Rd, Wainscott, NY 11975
  • /27

    $12,500,000

    • 7 Beds
    • 10 Baths
    • 9,500 Sq Ft

    73 Wainscott Stone Rd, East Hampton, NY 11975

    NOW COMPLETE AND READY FOR OCCUPANCY! Stunning new build on 1.00+/- acre of lush private grounds located in the hamlet of Wainscott. Enter through double doors to a large 2-story foyer with 9,500 +/- sq feet of finished space across 3 floors, with 7 en suite bedrooms and 3 half baths. This home has everything you need to spend quality time with family and entertain both inside and out. There is a

    Lori Schiaffino Compass

    73 Wainscott Stone Rd, East Hampton, NY 11975
  • /5

    $3,595,000

    • 7 Beds
    • 5.5 Baths
    • 4,500 Sq Ft

    3 Cosdrew La, East Hampton, NY 11937

    This beautiful To Be Built home is 4500 sq ft across three levels with 7 bedrooms and 5.5 baths will be complete May 2026 and sits on a .58. Perfectly located minutes to downtown East Hampton and Sag Harbor. This ideal location will provide you with a multitude of choices for dining, shopping, and relaxation. Conveniently located close to East Hampton's world-renowned ocean beaches. This light,

    Caryn Kalisky-Duffy Compass

    3 Cosdrew La, East Hampton, NY 11937
  • /7

    $4,500,000

    • 7 Beds
    • 4 Baths

    240 Montauk Hwy, East Hampton, NY 11937

    Don't miss this opportunity to own this unique property. The roadfront lot is 2.85+/- acres with 4 pre-existing, non-conforming cottages in 2 separate buildings. An adjoining beautifully treed 2.18+/- acre vacant lot with an old storage shed is included. Close to the East Hampton Airport and surrounding villages this property is perfect for a well-healed purchaser, in need of staff quarters close

    Robert Camerino HAMPTON COUNTRY REAL ESTATE INC

    240 Montauk Hwy, East Hampton, NY 11937
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