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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New Listing
72 Smith Street Chatham MA 02633

$1,230,000

Chatham, MA

72 Smith Street

  • 3 Beds
  • 3 Baths
  • 0.23 Acres
  • 2,294 SqFt
  • 2 Days on Market
MLS#: 22603611
Open House

$1,230,000

Chatham, MA

72 Smith Street

NEXT OPEN HOUSE:

Sat 8/1 11:00 AM to 2:00 PM

  • 3 Beds
  • 3 Baths
  • 0.23 Acres
  • 2,294 SqFt
  • 1 Day on Market
MLS#: 73555753

$1,275,000

Chatham, MA

240 Riverview Drive

  • 3 Beds
  • 2 Baths
  • 0.47 Acres
  • 2,070 SqFt
  • 36 Days on Market
MLS#: 22603060

$1,199,000

Chatham, MA

68 Chippingstone Road

  • 4 Beds
  • 3 Baths
  • 0.73 Acres
  • 2,391 SqFt
  • 44 Days on Market
MLS#: 73535939
New Listing

$12,000,000

Chatham, MA

166 Shore Road

  • 4 Beds
  • 3 Baths
  • 1.12 Acre
  • 1,738 SqFt
  • 2 Days on Market
MLS#: 22603612
New Listing

$4,500,000

Chatham, MA

66 Ethelma Drive

  • 4 Beds
  • 5 Baths
  • 0.55 Acres
  • 4,689 SqFt
  • 2 Days on Market
MLS#: 22603629

$2,950,000

Chatham, MA

60 Harbor Hill Road

  • 4 Beds
  • 4 Baths
  • 0.93 Acres
  • 3,978 SqFt
  • 94 Days on Market
MLS#: 22601737
New Listing

$2,390,000

Chatham, MA

55 Winterset Drive

  • 4 Beds
  • 4 Baths
  • 1.94 Acre
  • 4,066 SqFt
  • 17 Days on Market
MLS#: 22603375

$829,000

Chatham, MA

33 Duck Marsh Lane

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

$695,000

Chatham, MA

40 Uncle Abners Path

  • 2 Beds
  • 1 Bath
  • 0.23 Acres
  • 992 SqFt
  • 6 Days on Market
MLS#: 73550743

$5,495,000

Chatham, MA

99 Uncle Alberts Drive Extension

  • 2 Beds
  • 3 Baths
  • 1.44 Acre
  • 1,850 SqFt
  • 356 Days on Market
MLS#: 22503829

$5,495,000

Chatham, MA

99 Uncle Alberts Drive Extension

  • 2 Beds
  • 3 Baths
  • 1.44 Acre
  • 1,850 SqFt
  • 344 Days on Market
MLS#: 73419421

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 July 28, 2026 9:38 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.