Vineyard Haven, MA

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Browse Real Estate For Sale in the Winchester Area of MA

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5 Pine Tree Lane Vineyard Haven MA 02568

$1,999,000

Vineyard Haven, MA

5 Pine Tree Lane

  • 4 Beds
  • 3 Baths
  • 0.18 Acres
  • 2,730 SqFt
  • 35 Days on Market
MLS#: 22603526
Open House

$1,395,000

Vineyard Haven, MA

33 Alyssa Lane

NEXT OPEN HOUSE:

Tue 8/25 11:00 AM to 1:00 PM

  • 4 Beds
  • 4 Baths
  • 0.23 Acres
  • 2,304 SqFt
  • 286 Days on Market
MLS#: 22602337
New Listing

$2,250,000

Vineyard Haven, MA

88 Franklin Street

  • 4 Beds
  • 3 Baths
  • 0.69 Acres
  • 1,938 SqFt
  • 2 Days on Market
MLS#: 22604150

$2,195,000

Vineyard Haven, MA

312 E Chop Drive

  • 3 Beds
  • 2 Baths
  • 0.25 Acres
  • 1,425 SqFt
  • 83 Days on Market
MLS#: 22602660

$1,399,000

Vineyard Haven, MA

41 Edgartown Road

  • 5 Beds
  • 2 Baths
  • 0.15 Acres
  • 1,968 SqFt
  • 35 Days on Market
MLS#: 22603531
New Listing

$1,800,000

Vineyard Haven, MA

528 Main Street

  • 4 Beds
  • 4 Baths
  • 0.57 Acres
  • 2,334 SqFt
  • 12 Days on Market
MLS#: 22603944

$1,300,000

Vineyard Haven, MA

22 Oklahoma Avenue

  • 4 Beds
  • 3 Baths
  • 0.34 Acres
  • 1,738 SqFt
  • 250 Days on Market
MLS#: 22602241

$4,695,000

Vineyard Haven, MA

16 Frog Hollow

  • 3 Beds
  • 2 Baths
  • 0.69 Acres
  • 1,716 SqFt
  • 228 Days on Market
MLS#: 22602744

$1,595,000

Vineyard Haven, MA

22 Old Lighthouse Road

  • 5 Beds
  • 3 Baths
  • 0.34 Acres
  • 1,810 SqFt
  • 299 Days on Market
MLS#: 22602050

$3,995,000

Vineyard Haven, MA

30 Water Gate Road

  • 5 Beds
  • 5 Baths
  • 2 Acres
  • 4,816 SqFt
  • 34 Days on Market
MLS#: 22603552

$3,295,000

Vineyard Haven, MA

29 & 33 Lagoon Pond Road

  • 5 Beds
  • 4 Baths
  • 0.28 Acres
  • 2,330 SqFt
  • 35 Days on Market
MLS#: 22603560

$1,975,000

Vineyard Haven, MA

33 Lagoon Pond Road

  • 2025 Year Built
  • 0.13 Acres
  • 1,680 SqFt
  • 331 Days on Market
MLS#: 22602959

Real estate in the Winchester area offers a mix of charming traditional homes, modern properties, and everything in between. View available listings in Winchester, Arlington, Medford, Woburn, Reading, and surrounding towns.

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate | The Shanahan Group are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Better Homes and Gardens Real Estate | The Shanahan Group shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated August 24, 2026 9:28 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Better Homes and Gardens Real Estate | The Shanahan Group has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.