Real Estate for Sale

Browse all available properties in Winchester, MA and surrounding towns
(Lexington, Lincoln, Arlington, Belmont, Weston, Watertown).
Find your perfect home with our comprehensive listings and smart filters

Currently 342 properties in our database.

Last updated: July 14, 2025 at 01:40 PM

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18 Belknap Street Unit 2 - Winchester Real Estate

$1,249,900 -  Condominium

18 Belknap Street Unit 2 - Arlington, 02474

4 beds • 4.5 baths • 2,100 sqft

MLS ID: 73397474

Agent: O'Connor

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

837 Massachusetts Ave Unit 1 - Winchester Real Estate

$598,000 -  Condominium

837 Massachusetts Ave Unit 1 - Lexington, 02420

2 beds • 2 baths • 1,044 sqft

MLS ID: 73397422

Agent: Savage

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

1468 Massachusetts Ave - Winchester Real Estate

$1,535,000 -  Single Family Home

1468 Massachusetts Ave - Lexington, 02420

4 beds • 2.5 baths • 3,204 sqft

MLS ID: 73397196

Agent: The Murphy Group Lexington

Office: William Raveis R.E. & Home Services

225 Mystic St - Winchester Real Estate

$799,000 -  Single Family Home

225 Mystic St - Arlington, 02474

2 beds • 1 baths • 1,064 sqft

MLS ID: 73396405

Agent: Steve McKenna & The Home Advantage Team

Office: Gibson Sotheby's International Realty

131 Coolidge Ave. Unit 621 - Winchester Real Estate

$629,900 -  Condominium

131 Coolidge Ave. Unit 621 - Watertown, 02472

1 beds • 1 baths • 850 sqft

MLS ID: 73395996

Agent: Christine Norcross & Partners

Office: William Raveis R.E. & Home Services

16 Field Rd Unit 16 - Winchester Real Estate

$849,000 -  Condominium

16 Field Rd Unit 16 - Arlington, 02476

3 beds • 2 baths • 1,587 sqft

MLS ID: 73395751

Agent: Ryerson-Greeley

Office: Gibson Sotheby's International Realty

11 Nichols Road - Winchester Real Estate

$1,485,000 -  Single Family Home

11 Nichols Road - Lexington, 02420

4 beds • 3.5 baths • 2,627 sqft

MLS ID: 73395494

Agent: The Murphy Group Lexington

Office: William Raveis R.E. & Home Services

34 Lewis Ave Unit 34 - Winchester Real Estate

$1,200,000 -  Condominium

34 Lewis Ave Unit 34 - Arlington, 02474

4 beds • 2.5 baths • 2,748 sqft

MLS ID: 73394089

Agent: New England's Finest Real Estate Group

Office: Real Broker MA, LLC

65 Blake Rd - Winchester Real Estate

$1,995,000 -  Single Family Home

65 Blake Rd - Lexington, 02420

4 beds • 2.5 baths • 3,650 sqft

MLS ID: 73394050

Agent: The LIV Group

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

338 Forest St - Winchester Real Estate

$895,000 -  Single Family Home

338 Forest St - Arlington, 02474

3 beds • 2 baths • 1,691 sqft

MLS ID: 73393867

Agent: Steve McKenna & The Home Advantage Team

Office: Gibson Sotheby's International Realty

196 Old River Rd Unit 147 - Winchester Real Estate

$279,900 -  Condominium

196 Old River Rd Unit 147 - Lincoln, 02865

2 beds • 1 baths • 1,090 sqft

MLS ID: 73393244

Agent: Spectrum Real Estate Consultants

Office: Keller Williams Realty Leading Edge

24 Constitution Road - Winchester Real Estate

$1,980,000 -  Single Family Home

24 Constitution Road - Lexington, 02421

5 beds • 3.5 baths • 3,628 sqft

MLS ID: 73393184

Agent: Beth Sager Group

Office: Keller Williams Realty Boston Northwest

1437 Massachusetts Ave - Winchester Real Estate

$895,000 -  Single Family Home

1437 Massachusetts Ave - Lexington, 02420

3 beds • 1 baths • 1,212 sqft

MLS ID: 73393131

Agent: Savage

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

2 Third Street - Winchester Real Estate

$349,900 -  Single Family Home

2 Third Street - Belmont, 03220

2 beds • 1.5 baths • 1,120 sqft

MLS ID: 73390610

Agent: Gendron

Office: Berkshire Hathaway HomeServices Verani Realty

58 Aldrich Rd Unit A - Winchester Real Estate

$489,500 -  Condominium

58 Aldrich Rd Unit A - Watertown, 02472

2 beds • 1 baths • 744 sqft

MLS ID: 73390026

Agent: The Madden Team

Office: Keller Williams Realty Boston Northwest

14 Reiling Pond Rd - Winchester Real Estate

$3,195,000 -  Single Family Home

14 Reiling Pond Rd - Lincoln, 01773

5 beds • 5 baths • 8,066 sqft

MLS ID: 73389487

Agent: The Sarkis Team

Office: Douglas Elliman Real Estate - The Sarkis Team

14 Percy Rd - Winchester Real Estate

$3,650,000 -  Single Family Home

14 Percy Rd - Lexington, 02421

7 beds • 5 baths • 8,577 sqft

MLS ID: 73389244

Agent: The Kelleher Spalding Team

Office: Gibson Sotheby's International Realty

7 Broad St - Winchester Real Estate

$1,089,000 -  Single Family Home

7 Broad St - Belmont, 02478

3 beds • 1 baths • 1,153 sqft

MLS ID: 73389213

Agent: Jim & Mike Savas Team

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

342 Payson Rd - Winchester Real Estate

$1,625,000 -  Single Family Home

342 Payson Rd - Belmont, 02478

3 beds • 3.5 baths • 2,876 sqft

MLS ID: 73389209

Agent: Jim & Mike Savas Team

Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

418 Mystic St - Winchester Real Estate

$1,795,000 -  Single Family Home

418 Mystic St - Arlington, 02474

4 beds • 4 baths • 3,446 sqft

MLS ID: 73388302

Agent: The North Star Group

Office: Keller Williams Realty Evolution

10 Williams Unit 39 - Winchester Real Estate

$449,000 -  Condominium

10 Williams Unit 39 - Watertown, 02472

2 beds • 1 baths • 950 sqft

MLS ID: 73381927

Agent: DelRose McShane Team

Office: Coldwell Banker Realty - Belmont

164 Galen St Unit 65 - Winchester Real Estate

$449,000 -  Condominium

164 Galen St Unit 65 - Watertown, 02472

2 beds • 1 baths • 950 sqft

MLS ID: 73381921

Agent: DelRose McShane Team

Office: Coldwell Banker Realty - Belmont