Affordable homes for sale in Winchester, MA

$499,000

2 beds • 1.5 baths • 1,007 sqft

27 Elm St, Winchester, MA 01890

#73373673, Paul Shao, Listing Office: RE/MAX Executive Realty

$674,900

2 beds • 1 bath • 1,084 sqft

20 Arthur St Unit 20, Winchester, MA 01890

#73377297, Dan O'Connell Sr, Listing Office: LAER Realty Partners

$699,900

2 beds • 2 baths • 1,168 sqft

7 Conant Rd Unit 20, Winchester, MA 01890

#73339113, Brian Woods, Listing Office: Woods Properties Inc.

$734,900

2 beds • 2.5 baths • 1,634 sqft

7 Conant Rd Unit 60, Winchester, MA 01890

#73368504, Irene Novia Loka, Listing Office: Matahari Real Estate LLC

$749,900

2 beds • 2.5 baths • 1,539 sqft

7 Conant Rd Unit 37, Winchester, MA 01890

#73371092, McGlynn & Nigro Team, Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

$849,900

2 beds • 1 bath • 1,528 sqft

703 Washington St, Winchester, MA 01890

#73375144, Michael Barrett, Listing Office: Barrett, Chris. J., REALTORS®

$859,000

2 beds • 1 bath • 1,123 sqft

22 Grove Pl Unit 4, Winchester, MA 01890

#73376518, Kim Covino & Co. Team, Listing Office: Compass

$1,100,000

3 beds • 1 bath • 1,425 sqft

571 Washington St, Winchester, MA 01890

#73373872, Wilson Group, Listing Office: Keller Williams Realty

$1,150,000

4 beds • 2 baths • 2,621 sqft

61 Westland Ave, Winchester, MA 01890

#73353927, Elizabeth Darby, Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

$1,295,000

4 beds • 1.5 baths • 2,202 sqft

71 Woodside Rd, Winchester, MA 01890

#73354724, Jorge Rodriguez, Listing Office: Carlton's Wharf & Co.

$1,300,000

3 beds • 2 baths • 1,629 sqft

17 Mason St, Winchester, MA 01890

#73374660, Karen Garrett, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,325,000

4 beds • 3 baths • 2,496 sqft

9 Thornberry Rd, Winchester, MA 01890

#73375278, Louise Coakley, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,359,900

5 beds • 3.5 baths • 2,137 sqft

18 Hemingway St, Winchester, MA 01890

#73374220, Julia and Joanne (Guozhen) Team, Listing Office: Keller Williams Realty-Merrimack

$1,389,900

4 beds • 2.5 baths • 3,157 sqft

63 Church St, Winchester, MA 01890

#73376901, Nancy McLaughlin, Listing Office: Redfin Corp.

$1,389,900

4 beds • 2.5 baths • 3,157 sqft

63 Church St Unit 63, Winchester, MA 01890

#73371836, Nancy McLaughlin, Listing Office: Redfin Corp.

$1,399,000

3 beds • 2 baths • 1,884 sqft

147 Highland Ave, Winchester, MA 01890

#73366046, Kim Covino & Co. Team, Listing Office: Compass

$1,449,000

3 beds • 2.5 baths • 2,282 sqft

20 Fletcher St Unit 20, Winchester, MA 01890

#73369089, Kim Covino & Co. Team, Listing Office: Compass

$1,449,000

3 beds • 4.5 baths • 3,186 sqft

7 Wainwright Rd Unit 13, Winchester, MA 01890

#73375416, The Pallotta Group, Listing Office: Advisors Living - Winchester

$1,449,900

5 beds • 2 baths • 3,033 sqft

7 Thornberry Rd, Winchester, MA 01890

#73362481, Salim Chowdhury, Listing Office: TAJ Mahal Realty LLC

$1,499,000

3 beds • 2.5 baths • 2,605 sqft

14 Hillside Ave, Winchester, MA 01890

#73362145, Seeme Moreira, Listing Office: Coldwell Banker Realty - Lexington

$1,500,000

4 beds • 2 baths • 2,897 sqft

195 Mystic Valley Pkwy, Winchester, MA 01890

#73365328, Elizabeth Darby, Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

$1,550,000

6 beds • 2.5 baths • 3,543 sqft

189 Mystic Valley Pkwy, Winchester, MA 01890

#73332625, Anne Spry, Listing Office: Barrett Sotheby's International Realty

$1,650,000

5 beds • 2.5 baths • 2,597 sqft

18 Englewood Rd, Winchester, MA 01890

#73374060, Elizabeth Darby, Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

$1,699,000

3 beds • 3 baths • 2,646 sqft

50 Johnson Rd, Winchester, MA 01890

#73373998, Robert Ellington, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,825,000

5 beds • 3.5 baths • 3,478 sqft

10 Olde Lyme Rd, Winchester, MA 01890

#73362881, Darryl Brian, Listing Office: RE/MAX Bentley's

$1,899,000

3 beds • 2 baths • 2,813 sqft

20 Seneca Rd, Winchester, MA 01890

#73363882, Stephanie Mcgowan, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,950,000

6 beds • 3.5 baths • 3,901 sqft

20 Elm St, Winchester, MA 01890

#73376080, Kim Covino & Co. Team, Listing Office: Compass

$2,099,000

6 beds • 3.5 baths • 4,696 sqft

5 Squire Rd, Winchester, MA 01890

#73356942, Alina Wang Team, Listing Office: Coldwell Banker Realty - Lexington

$2,249,900

4 beds • 3.5 baths • 4,023 sqft

19 Sussex Rd, Winchester, MA 01890

#73374158, Ida Bianco, Listing Office: Coldwell Banker Realty - Lexington

$2,379,000

6 beds • 3.5 baths • 4,667 sqft

9 Prospect St, Winchester, MA 01890

#73375353, The Pallotta Group, Listing Office: Advisors Living - Winchester

$2,399,000

5 beds • 3.5 baths • 5,077 sqft

276 High St, Winchester, MA 01890

#73349101, Andersen Group Realty, Listing Office: Keller Williams Realty Boston Northwest

$2,400,000

5 beds • 4.5 baths • 4,215 sqft

12 Olde Lyme Rd, Winchester, MA 01890

#73377775, Mary Beth McGillicuddy, Listing Office: Engel & Volkers, South Shore

$2,449,000

4 beds • 3.5 baths • 4,959 sqft

5 Azalea Rd, Winchester, MA 01890

#73355225, Giordana Fioravanti Smith, Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate

$2,599,000

4 beds • 4.5 baths • 5,501 sqft

15 Churchill Rd, Winchester, MA 01890

#73364169, Kim Covino & Co. Team, Listing Office: Compass

$2,650,000

4 beds • 3 baths • 4,276 sqft

8 Tanglewood Ln, Winchester, MA 01890

#73350143, Kim Covino & Co. Team, Listing Office: Compass

$2,749,000

6 beds • 4.5 baths • 5,824 sqft

107 Cambridge St, Winchester, MA 01890

#73371975, Maija Sawyer, Listing Office: William Raveis R.E. & Home Services

$2,890,000

5 beds • 5 baths • 5,354 sqft

8 Chestnut St, Winchester, MA 01890

#73342518, The McLaren Team, Listing Office: Compass

$2,899,000

5 beds • 4.5 baths • 6,904 sqft

11 Fieldstone Dr, Winchester, MA 01890

#73366222, Andersen Group Realty, Listing Office: Keller Williams Realty Boston Northwest

$2,899,000

5 beds • 5.5 baths • 4,627 sqft

11 Taft Dr, Winchester, MA 01890

#73359733, The Marrocco Group, Listing Office: Coldwell Banker Realty - Lexington

$2,950,000

6 beds • 6 baths • 6,968 sqft

14 Nassau Dr, Winchester, MA 01890

#73360219, Weidong Li, Listing Office: WINN Real Estate & Consulting