Affordable homes for sale in Winchester, MA

$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.

$699,900

2 beds • 1.5 baths • 1,326 sqft

32 Clark St, Winchester, MA 01890

#73364104, Rodrigo Serrano, Listing Office: Leading Edge Real Estate

$749,900

2 beds • 2 baths • 1,545 sqft

7 Conant Rd Unit 34, Winchester, MA 01890

#73362463, Melanie Lentini, Listing Office: Leading Edge Real Estate

$998,000

4 beds • 3 baths • 2,333 sqft

48 Tremont St, Winchester, MA 01890

#73357199, Michael Rauseo, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,099,000

3 beds • 3.5 baths • 2,290 sqft

160 Swanton St Unit 160, Winchester, MA 01890

#73350237, The Marrocco Group, Listing Office: Coldwell Banker Realty - Lexington

$1,149,000

4 beds • 2.5 baths • 2,300 sqft

83 Canal Unit 83, Winchester, MA 01890

#73360866, Mary O'Hagan, Listing Office: Barrett Sotheby's International Realty

$1,199,000

3 beds • 1.5 baths • 1,906 sqft

44 Forest St, Winchester, MA 01890

#73363618, Kim Covino & Co. Team, Listing Office: Compass

$1,199,000

4 beds • 2 baths • 2,621 sqft

61 Westland Ave, Winchester, MA 01890

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

$1,269,000

3 beds • 3.5 baths • 2,136 sqft

158 Swanton St Unit 158, Winchester, MA 01890

#73363316, The Marrocco Group, Listing Office: Coldwell Banker Realty - Lexington

$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.

$1,299,000

3 beds • 2.5 baths • 2,705 sqft

261 Cambridge St Unit 261, Winchester, MA 01890

#73342253, Katie Tully, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,299,000

3 beds • 1.5 baths • 1,520 sqft

10 Allen Rd, Winchester, MA 01890

#73356684, Sally Baldwin, Listing Office: Coldwell Banker Realty - Lexington

$1,375,000

3 beds • 2 baths • 3,406 sqft

7 Hutchinson Rd, Winchester, MA 01890

#73362193, Kim Covino & Co. Team, Listing Office: Compass

$1,499,000

3 beds • 1.5 baths • 2,351 sqft

19 Cox Rd, Winchester, MA 01890

#73363545, Kim Covino & Co. Team, Listing Office: Compass

$1,499,000

3 beds • 3 baths • 3,351 sqft

34 Fells Rd, Winchester, MA 01890

#73352886, Andersen Group Realty, Listing Office: Keller Williams Realty Boston Northwest

$1,499,900

5 beds • 2 baths • 3,033 sqft

7 Thornberry Rd, Winchester, MA 01890

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

$1,595,000

3 beds • 3.5 baths • 3,763 sqft

7 Wainwright Rd Unit 8, Winchester, MA 01890

#73350252, Nannette Shanahan, Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group

$1,599,000

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

3 beds • 2.5 baths • 2,605 sqft

14 Hillside Ave, Winchester, MA 01890

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

$1,949,000

5 beds • 3.5 baths • 3,478 sqft

10 Olde Lyme Rd, Winchester, MA 01890

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

$1,995,000

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

$2,199,000

6 beds • 3.5 baths • 4,696 sqft

5 Squire Rd, Winchester, MA 01890

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

$2,199,900

4 beds • 3.5 baths • 3,039 sqft

11 Chesterford Rd E, Winchester, MA 01890

#73360401, Joseph Pollack, Listing Office: Redfin Corp.

$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

$2,449,000

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

$2,450,000

5 beds • 5 baths • 3,940 sqft

17 Wagon Wheel Rd, Winchester, MA 01890

#73357313, Dream Team, Listing Office: Dreamega International Realty LLC

$2,499,000

6 beds • 3.5 baths • 4,667 sqft

9 Prospect St, Winchester, MA 01890

#73354228, The Pallotta Group, Listing Office: Advisors Living - Winchester

$2,499,000

6 beds • 3.5 baths • 4,212 sqft

19 Yale St, Winchester, MA 01890

#73360850, The Pallotta Group, Listing Office: Advisors Living - Winchester

$2,499,000

4 beds • 3.5 baths • 5,218 sqft

31 Lawson Rd, Winchester, MA 01890

#73351001, The Marrocco Group, Listing Office: Coldwell Banker Realty - Lexington

$2,599,000

7 beds • 5.5 baths • 4,829 sqft

89 Wildwood St, Winchester, MA 01890

#73350878, The Marrocco Group, Listing Office: Coldwell Banker Realty - Lexington

$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

$2,695,000

4 beds • 4.5 baths • 5,233 sqft

18 Middlesex St, Winchester, MA 01890

#73347754, Candice Macoul, Listing Office: Luxury Living Real Estate

$2,850,000

4 beds • 3 baths • 4,276 sqft

8 Tanglewood Ln, Winchester, MA 01890

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

$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

$2,999,000

5 beds • 5 baths • 5,354 sqft

8 Chestnut St, Winchester, MA 01890

#73342518, The McLaren Team, Listing Office: Compass

$3,149,000

7 beds • 5.5 baths • 6,200 sqft

10 Sheffield Rd, Winchester, MA 01890

#73349102, Andersen Group Realty, Listing Office: Keller Williams Realty Boston Northwest

$3,350,000

6 beds • 4 baths • 5,198 sqft

21 Sheffield W, Winchester, MA 01890

#73350559, Kim Covino & Co. Team, Listing Office: Compass

$3,599,000

6 beds • 5.5 baths • 7,431 sqft

27 Everett Ave, Winchester, MA 01890

#73356139, The Pallotta Group, Listing Office: Advisors Living - Winchester

$3,698,000

6 beds • 7 baths • 8,866 sqft

20 Amberwood Dr, Winchester, MA 01890

#73348642, Sino-US Realty Team, Listing Office: Keller Williams Realty