MLS Search Results - Better Homes and Gardens | The Shanahan Group

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Browse Real Estate For Sale in the Winchester Area of MA

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Open House
7 Aunt Matties Road Chatham MA 02633

$799,000

Chatham, MA

7 Aunt Matties Road

NEXT OPEN HOUSE:

Sat 6/13 11:30 AM to 1:00 PM

  • 2 Beds
  • 2 Baths
  • 0.26 Acres
  • 1,563 SqFt
  • 21 Days on Market
MLS#: 22602367
New Listing

$849,000

Chatham, MA

66 Snow Lane

  • 2 Beds
  • 1 Bath
  • 0.37 Acres
  • 864 SqFt
  • 19 Days on Market
MLS#: 73523077

$1,350,000

Chatham, MA

32 Tip Cart Drive

  • 3 Beds
  • 2 Baths
  • 0.3 Acres
  • 1,802 SqFt
  • 76 Days on Market
MLS#: 73492178

$4,250,000

Chatham, MA

222 Barcliff Avenue

  • 4 Beds
  • 6 Baths
  • 0.47 Acres
  • 3,980 SqFt
  • 78 Days on Market
MLS#: 22600932
Open House

$1,650,000

Chatham, MA

48 Glover Square

NEXT OPEN HOUSE:

Sat 6/13 1:00 PM to 3:00 PM

  • 3 Beds
  • 2 Baths
  • 0.68 Acres
  • 2,169 SqFt
  • 49 Days on Market
MLS#: 22601653
Open House

$842,000

Chatham, MA

33 Duck Marsh Lane

NEXT OPEN HOUSE:

Sun 6/14 11:30 AM to 1:00 PM

  • 3 Beds
  • 2 Baths
  • 0.56 Acres
  • 1,192 SqFt
  • 187 Days on Market
MLS#: 22505803

$5,995,000

Chatham, MA

101 Morris Island Road

  • 5 Beds
  • 5 Baths
  • 0.48 Acres
  • 3,225 SqFt
  • 70 Days on Market
MLS#: 22601118
New Listing

$2,400,000

Chatham, MA

7 Fox Hill Road

  • 4 Beds
  • 3 Baths
  • 0.8 Acres
  • 2,317 SqFt
  • 5 Days on Market
MLS#: 22602702
New Listing

$1,350,000

Chatham, MA

35 Duncan Lane

  • 3 Beds
  • 2 Baths
  • 0.47 Acres
  • 2,176 SqFt
  • 3 Days on Market
MLS#: 73531412

$5,995,000

Chatham, MA

101 Morris Island Road

  • 4 Beds
  • 5 Baths
  • 0.48 Acres
  • 3,225 SqFt
  • 70 Days on Market
MLS#: 73494797
New Listing

$910,000

Chatham, MA

304 Round Cove Road

  • 3 Beds
  • 2 Baths
  • 0.76 Acres
  • 1,896 SqFt
  • 7 Days on Market
MLS#: 73529549
New Listing

$1,495,000

Chatham, MA

333 Old Comers Road

  • 4 Beds
  • 3 Baths
  • 0.33 Acres
  • 2,384 SqFt
  • 7 Days on Market
MLS#: 73529537

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 June 10, 2026 3:22 AM 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.