Woods Hole Massachusetts Real Estate & Homes For Sale

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$2,200
4bd
2ba
3252sqft
2,500Sqft

2 Huettner Road
Woods Hole, Massachusetts 02543

Ryan Mann
Sotheby's International Realty
WINTER RENTAL. 4 bedroom, 2.5 bath Cape within walking distance of Woods Hole village and waterfront, Martha's Vineyard ferry, MBL, and WHOI. Near beaches, shopping, and Shining Sea Bikeway. House is furnished and fully-equipped. Spacious first floor living room with gas fireplace and dining room; 3 bedrooms and 1 full bath; half bath off the main bedroom.
$7,000
4bd
3ba
2429sqft
90,050Sqft

169 Penzance Road
Woods Hole, Massachusetts 02543

Danielle Rokosz
Sotheby's International Realty
Exclusive oceanfront on Penzance Point - A Classic Cape Cod Summer Awaits. Nestled in the private enclave of Penzance Point, this nostalgic Cape offers a rare blend of seclusion, charm, and sweeping water views. This spacious oceanfront haven hosts 5 bedrooms and 3.
$4,500
4bd
4ba
475sqft
9,300Sqft

4 Leslie Street
Woods Hole, Massachusetts 02543

Kimberly K Stockwell
Ermine Lovell Real Estate, LLC
Woods Hole WINTER RENTAL. 3 bedroom, 3.5 bath home available starting October 15th 2025 through June 30th 2026.Beautifully built in 2021, this home is conveniently located near the Village of Woods Hole and local beaches. The first floor features a bright living room, an office space, and an open kitchen and dining area.
$1,695,000
4bd
1ba
1630.2sqft
3,485Sqft

5 Park Road
Woods Hole, Massachusetts 02543

Megan Zottoli
Weichert, Realtors-Donahue Partners
Discover the essence of Woods Hole living at 5 Park Rd. This 4Bed 2Bath home is just 0.3 miles (600 yards) to Stoney Beach & offers a refined open layout w/ custom inlaid wood flooring, sunlit interiors, ocean peeks & a setting that blends coastal charm w/ convenience.
$1,675,000
2bd
2ba
1546sqft
234,788Sqft

533 Woods Hole Road # E301
Woods Hole, Massachusetts 02543

Mark Bogosian
Waterside Real Estate LLC
Walk to Woods Hole Village - Construction Pricing! Luxury Townhome within walking distance to Woods Hole Village - Ready Late 2025. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this lovely, 1546 SF 2 bedroom/2.
$1,325,000
2bd
2ba
1466sqft
234,788Sqft

533 Woods Hole Road # E202
Woods Hole, Massachusetts 02543

Mark Bogosian
Waterside Real Estate LLC
Walk to Woods Hole Village - Construction Pricing! Luxury Townhome within walking distance to Woods Hole Village - Ready Late 2025. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this lovely, 1466+ SF 2 bedroom/2.5 bath one-level unit on the 2nd story overlooking a quiet, wooded neighborhood.
$2,185,000
3bd
3ba
2519sqft
234,788Sqft

533 Woods Hole Road # D101
Woods Hole, Massachusetts 02543

Mark Bogosian
Waterside Real Estate LLC
Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Vineyard Sound & Martha's Vineyard. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this spacious, 2400+ SF 3 bedroom/3 bathroom 2-story townhome with an open concept great room & professionally designed kitchen.
$999,900
2681sqft
1,742Sqft

56 Water Street
Woods Hole, Massachusetts 02543

Tracey Spellman
Rand Atlantic Inc.
A once-in-a-lifetime opportunity awaits in the heart of the vibrant Woods Hole Community! This charming waterfront property on the Channel overlooking Great Harbor was built in 1916 as a restaurant and now houses only the third restaurant in over 100 years of their ownership.
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