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Browse Real Estate For Sale in the Winchester Area of MA

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New Listing
124 Gages Way South Dennis MA 02660

$479,000

South Dennis, MA

124 Gages Way

  • 2 Beds
  • 1 Bath
  • 0.2 Acres
  • 768 SqFt
  • 9 Days on Market
MLS#: 22604442
Open House

$2,795,000

Dennis, MA

93 Cove Road

NEXT OPEN HOUSE:

Sun 9/20 11:00 AM to 12:30 PM

  • 7 Beds
  • 5 Baths
  • 0.51 Acres
  • 5,473 SqFt
  • 11 Days on Market
MLS#: 73562873
New Listing

$800,000

North Falmouth, MA

50 Pine Street

  • 2 Beds
  • 2 Baths
  • 0.27 Acres
  • 1,662 SqFt
  • 26 Days on Market
MLS#: 22604039

$6,750,000

Marstons Mills, MA

359 Baxter Neck Road

  • 5 Beds
  • 8 Baths
  • 2.15 Acres
  • 8,989 SqFt
  • 362 Days on Market
MLS#: 22504597
New Listing

$2,999,000

Wellfleet, MA

120 Highmeadow Road

  • 5 Beds
  • 5 Baths
  • 1.12 Acre
  • 5,184 SqFt
  • 2 Days on Market
MLS#: 22604564
New Listing

$795,000

Buzzards Bay, MA

61 Main Street

  • 1860 Year Built
  • 0.37 Acres
  • 11,276 SqFt
  • 1 Day on Market
MLS#: 22604595
New Listing

$875,000

Pocasset, MA

3 Midway Road

  • 3 Beds
  • 2 Baths
  • 0.56 Acres
  • 2,235 SqFt
  • 12 Days on Market
MLS#: 22604322
Open House

$1,795,000

North Chatham, MA

71 Rowland Drive

NEXT OPEN HOUSE:

Sat 9/19 10:00 AM to 11:00 AM

  • 2 Beds
  • 2 Baths
  • 0.65 Acres
  • 1,398 SqFt
  • 38 Days on Market
MLS#: 22603834
Open House

$5,000,000

Orleans, MA

46 Thayer Lane

NEXT OPEN HOUSE:

Sat 9/19 10:00 AM to 2:00 PM

  • 4 Beds
  • 4 Baths
  • 1.89 Acre
  • 4,644 SqFt
  • 9 Days on Market
MLS#: 22604591

$3,950,000

Orleans, MA

46 Beach Road

  • 4 Beds
  • 4 Baths
  • 1.46 Acre
  • 4,710 SqFt
  • 51 Days on Market
MLS#: 22603586

$1,650,000

Woods Hole, MA

62 School Street

  • 4 Beds
  • 2 Baths
  • 0.16 Acres
  • 1,563 SqFt
  • 32 Days on Market
MLS#: 22603909
New Listing

$799,900

Marstons Mills, MA

126 Willimantic Drive

  • 3 Beds
  • 1 Bath
  • 0.9 Acres
  • 1,492 SqFt
  • 15 Days on Market
MLS#: 22604289

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 September 12, 2026 11:51 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.