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Browse Real Estate For Sale in the Winchester Area of MA

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New Listing
153 Oakmont Drive Barnstable MA 02675

$2,349,000

Barnstable, MA

Cummaquid

153 Oakmont Drive

  • 4 Beds
  • 5 Baths
  • 3.09 Acres
  • 4,379 SqFt
  • 0 Days on Market
MLS#: 73523766
New Listing

$1,350,000

Newburyport, MA

11 Allen Street

  • 4 Beds
  • 2 Baths
  • 0.22 Acres
  • 2,133 SqFt
  • 0 Days on Market
MLS#: 73523770

$575,000

Groton, MA

25 Whitney Pond Road

  • 2 Beds
  • 2 Baths
  • 0.33 Acres
  • 1,257 SqFt
  • 40 Days on Market
MLS#: 73503068
Open House

$725,000

Franklin, MA

61 Pine Ridge Drive

NEXT OPEN HOUSE:

Sat 5/30 10:00 AM to 11:30 AM

  • 5 Beds
  • 3 Baths
  • 0.34 Acres
  • 2,661 SqFt
  • 0 Days on Market
MLS#: 73523655
New Listing

$340,000

Auburn, MA

Pakachoag Hill

4 Victoria Drive, Unit 1

  • 2 Beds
  • 3 Baths
  • 1,434 SqFt
  • Pine Ledge Unit Name
  • 0 Days on Market
MLS#: 73523767
New Listing

$695,000

Boston, MA

Dorchester

112 Armandine Street, Unit 3

  • 3 Beds
  • 3 Baths
  • 1,250 SqFt
  • 0 Days on Market
MLS#: 73523768
New Listing

$1,945,000

Marblehead, MA

Old Town

44 Pleasant Street, Unit 1

  • 3 Beds
  • 4 Baths
  • 3,463 SqFt
  • Marblehead Academy Condominium Unit Name
  • 0 Days on Market
MLS#: 73523769

$359,000

Dedham, MA

3 S Stone Mill Drive, Unit 225

  • 1 Bed
  • 1 Bath
  • 818 SqFt
  • Mother Brook Condominiums Unit Name
  • 41 Days on Market
MLS#: 73502481
New Listing

$379,900

Worcester, MA

20 Rosslare Drive, Unit 20

  • 2 Beds
  • 3 Baths
  • 1,536 SqFt
  • Botany Bay Unit Name
  • 0 Days on Market
MLS#: 73523604
New Listing

$2,795

Arlington, MA

Arlington Heights

882 Mass Avenue, Unit 4D

  • 1 Bed
  • 1 Bath
  • 9,999 SqFt
  • 0 Days on Market
MLS#: 73523764
New Listing

$4,500

Boston, MA

South Boston

39 Gates Street, Unit 1

  • 2 Beds
  • 2 Baths
  • 1,200 SqFt
  • 0 Days on Market
MLS#: 73523765

$4,990,000

Barnstable, MA

Hyannisport

46 Washington Avenue

  • 5 Beds
  • 5 Baths
  • 1.01 Acre
  • 2,972 SqFt
  • 84 Days on Market
MLS#: 73481754

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.

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.

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 May 26, 2026 9:22 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.