- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
57 Properties Available In Winchester
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$ 2,499,000
19 Yale St, Winchester, MA 01890
Single Family Home
Listed by The Pallotta Group of Advisors Living - Winchester

$ 1,949,000
14 Grove Street, Winchester, MA 01890
Single Family Home
Listed by Kim Covino & Co. Team of Compass

$ 1,199,000
80 Harvard Street, Winchester, MA 01890
Single Family Home
Listed by Robert Ellington of Better Homes and Gardens Real Estate - The Shanahan Group

$ 2,450,000
17 Wagon Wheel Rd, Winchester, MA 01890
Single Family Home
Listed by Dream Team of Dreamega International Realty LLC

$ 998,000
48 Tremont Street, Winchester, MA 01890
Single Family Home
Listed by Michael Rauseo of Better Homes and Gardens Real Estate - The Shanahan Group

$ 2,199,000
5 Squire Rd, Winchester, MA 01890
Single Family Home
Listed by Alina Wang Team of Coldwell Banker Realty - Lexington

$ 1,499,000
10 Allen Rd, Winchester, MA 01890
Single Family Home
Listed by Sally Baldwin of Coldwell Banker Realty - Lexington

$ 3,599,000
27 Everett Ave, Winchester, MA 01890
Single Family Home
Listed by The Pallotta Group of Advisors Living - Winchester

$ 2,050,000
57 Jefferson Rd, Winchester, MA 01890
Single Family Home
Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate

$ 1,149,000
7 Indian Hill Road, Winchester, MA 01890
Single Family Home
Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

$ 2,449,000
5 Azalea Rd, Winchester, MA 01890
Single Family Home
Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate

$ 1,295,000
71 Woodside Rd, Winchester, MA 01890
Single Family Home
Listed by Jorge Rodriguez of Carlton's Wharf & Co.

$ 2,499,000
9 Prospect St, Winchester, MA 01890
Single Family Home
Listed by The Pallotta Group of Advisors Living - Winchester

$ 1,250,000
61 Westland Avenue, Winchester, MA 01890
Single Family Home
Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$ 2,749,000
35 Lawson Road, Winchester, MA 01890
Single Family Home
Listed by Kim Covino & Co. Team of Compass

$ 1,549,000
34 Fells Road, Winchester, MA 01890
Single Family Home
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$ 2,499,000
31 Lawson Rd, Winchester, MA 01890
Single Family Home
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$ 2,599,000
89 Wildwood St, Winchester, MA 01890
Single Family Home
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$ 3,350,000
21 Sheffield West, Winchester, MA 01890
Single Family Home
Listed by Kim Covino & Co. Team of Compass

$ 1,595,000
7 Wainwright Rd #8, Winchester, MA 01890
Condo
Listed by Nannette Shanahan of Better Homes and Gardens Real Estate - The Shanahan Group

$ 1,099,000
160 Swanton Street #160, Winchester, MA 01890
Condo
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$ 2,399,000
276 High Street, Winchester, MA 01890
Single Family Home
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$ 3,149,000
10 Sheffield Road, Winchester, MA 01890
Single Family Home
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$ 3,989,000
26 Swan Road, Winchester, MA 01890
Single Family Home
Listed by Kim Covino & Co. Team of Compass