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Shelter Island, NY Homes for Sale with Acreage

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  • /23

    $2,999,000

    • 3 Beds
    • 2 Baths
    • 1,373 Sq Ft

    13 Tarkettle Rd, Shelter Island, NY 11964

    Nestled on a 1.08 acre lot along Shelter Island’s coveted Dickerson Creek, this Scandinavian-style waterfront cottage embodies quintessential Hamptons elegance with 100 feet of picturesque shoreline and a sparkling pool.Inside, a light-filled and inviting floor plan features three bedrooms and two newly updated bathrooms, designed for modern comfort. The stylishly renovated kitchen is sure to

    Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    13 Tarkettle Rd, Shelter Island, NY 11964
  • /20

    $2,675,000

    • 4 Beds
    • 3 Baths

    55 Peconic Ave, Shelter Island, NY 11964

    Welcome to 55 Peconic Avenue, a bold, newly built statement home completed in 2022 and set on an expansive 1.4-acre parcel in one of Shelter Island's most coveted locations. Designed for true year-round living, this residence captures southwest-facing water views, dramatic light, and a seamless indoor-outdoor lifestyle that today's buyers demand. The main level delivers a clean, open-concept

    Jack Richardson SERHANT.

    55 Peconic Ave, Shelter Island, NY 11964
  • /15

    $3,850,000

    • 4 Beds
    • 5.5 Baths
    • 3,985 Sq Ft

    8 Hilo Dr, Shelter Island, NY 11964

    This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail,

    Enzo Morabito Douglas Elliman Real Estate

    8 Hilo Dr, Shelter Island, NY 11964
  • /28

    $4,445,000

    • 6 Beds
    • 8 Baths
    • 5,622 Sq Ft

    100 S Ferry Rd, Shelter Island, NY 11964

    A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep.Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style

    Christine Beckwith Douglas Elliman Real Estate

    100 S Ferry Rd, Shelter Island, NY 11964
  • /7

    $695,000

    • Land
    • 1 Acre
    • $695,000 per Acre

    1 Strawberry Ln, Shelter Island, NY 11964

    This truly magical building lot is ready for your dream home. A full acre of land with test well in place. "C" Zone which is the least restrictive residential zone on Shelter Island. A stone's throw from Fresh Pond and short distance to Wades Beach. Quiet location. Close to shops, school, library, restaurants and beaches. Exclusive: $695K

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    1 Strawberry Ln, Shelter Island, NY 11964
  • /49

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 1,702 Sq Ft

    26 S Menantic Rd, Shelter Island, NY 11964

    Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    26 S Menantic Rd, Shelter Island, NY 11964
  • /18

    $6,999,000

    • Land
    • 6 Acres
    • $1,166,500 per Acre

    3a/3b Pandion Rd Unit 3a/3b, Shelter Island, NY 11964

    In a market where exceptional land opportunities are scarce, this rare property on Shelter Island presents the chance to create your ultimate Hamptons waterfront compound. With 875 feet of water frontage, this six-acre, two-parcel offering along Coecles Harbor comes with architectural plans fully approved by both the Suffolk County Department of Health Services and the Department of Environmental

    Breitenbach Advisory Team Compass

    3a/3b Pandion Rd Unit 3a/3b, Shelter Island, NY 11964
  • /47

    $4,250,000

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

    141A N Ferry Rd, Sag Harbor, NY 11963

    Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to

    Annmarie Seddio Atlas Sales Realty

    141A N Ferry Rd, Sag Harbor, NY 11963

Home Trends in Shelter Island, NY

Housing Trends

Median Sale Price
$2,300,000
Median Single Family Sale Price
$2,739,000
Average Price Per Sq Ft
$1,218
Number of Homes for Sale
17
Last 12 months Home Sales
10
Months of Supply
20.40
Median List Price
$2,750,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
15%
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