- 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
110 Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/38 384 Beds 4.5 Baths 5,233 SqFt$2,695,000Open Sun 12PM-1PM
18 Middlesex St, Winchester, MA 01890
Listed by Candice Macoul of Luxury Living Real Estate
Single Family Home
- 1/38 384 Beds 3.5 Baths 4,060 SqFt$2,649,000Pending
3 Lagrange St, Winchester, MA 01890
Listed by Mark Donnellan of Advisors Living - Winchester
Single Family Home
- 1/42 424 Beds 4.5 Baths 5,501 SqFt$2,599,000Open Sat 12PM-1PM
15 Churchill Road, Winchester, MA 01890
Listed by Kim Covino & Co. Team of Compass
Single Family Home
- 1/9 97 Beds 5.5 Baths 4,829 SqFt$2,599,000Open Sat 2PM-3:30PM
89 Wildwood St, Winchester, MA 01890
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
Single Family Home
- 1/42 426 Beds 3.5 Baths 4,212 SqFt$2,499,000Active
19 Yale St, Winchester, MA 01890
Listed by The Pallotta Group of Advisors Living - Winchester
Single Family Home
- 3D4 Beds 3.5 Baths 5,218 SqFt$2,499,000Pending
31 Lawson Rd, Winchester, MA 01890
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
Single Family Home
- 1/42 425 Beds 4.5 Baths 4,270 SqFt$2,499,000Pending
- 1/39 396 Beds 3.5 Baths 4,667 SqFt$2,499,000Open Sat 12:30PM-2PM
9 Prospect St, Winchester, MA 01890
Listed by The Pallotta Group of Advisors Living - Winchester
Single Family Home
- 1/41 415 Beds 5 Baths 3,940 SqFt$2,450,000Active
17 Wagon Wheel Rd, Winchester, MA 01890
Listed by Dream Team of Dreamega International Realty LLC
Single Family Home
- 1/19 194 Beds 3.5 Baths 4,959 SqFt$2,449,000Active
5 Azalea Rd, Winchester, MA 01890
Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate
Single Family Home
- 3D5 Beds 3.5 Baths 5,077 SqFt$2,399,000Open Sat 2PM-3PM
276 High Street, Winchester, MA 01890
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
Single Family Home
- 1/42 425 Beds 3.5 Baths 4,097 SqFt$2,399,000Pending
88 Arlington Street, Winchester, MA 01890
Listed by Kim Covino & Co. Team of Compass
Single Family Home
- 3D5 Beds 3 Baths 4,468 SqFt$2,398,000Pending
74 Hillcrest Parkway, Winchester, MA 01890
Listed by Ann Charlotte Hogstadius of RE/MAX Real Estate Center
Single Family Home
- 1/42 425 Beds 3.5 Baths 3,719 SqFt$2,250,000Open Sat 12PM-1:30PM
17 Harrison Street, Winchester, MA 01890
Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group
Single Family Home
- 3D4 Beds 3.5 Baths 3,039 SqFt$2,199,900Active Under Contract
11 Chesterford Rd E, Winchester, MA 01890
Listed by Joseph Pollack of Redfin Corp.
Single Family Home
- 1/40 406 Beds 3.5 Baths 4,696 SqFt$2,099,000Open Sat 12:30PM-2PM
5 Squire Rd, Winchester, MA 01890
Listed by Alina Wang Team of Coldwell Banker Realty - Lexington
Single Family Home
- 1/42 424 Beds 3.5 Baths 3,274 SqFt$2,050,000Pending
57 Jefferson Rd, Winchester, MA 01890
Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate
Single Family Home
- 1/40 403 Beds 2 Baths 2,813 SqFt$1,995,000Open Sat 12PM-1PM
20 Seneca Road, Winchester, MA 01890
Listed by Stephanie Mcgowan of Better Homes and Gardens Real Estate - The Shanahan Group
Single Family Home
- 1/42 425 Beds 3 Baths 4,744 SqFt$1,949,000Pending
- 1/37 375 Beds 3.5 Baths 3,478 SqFt$1,899,000Price Dropped by $50K
10 Olde Lyme Road, Winchester, MA 01890
Listed by Darryl E. Brian of RE/MAX Bentley's
Single Family Home
- 1/25 254 Beds 4 Baths 3,488 SqFt$1,899,000Pending
4 Olde Lyme Rd, Winchester, MA 01890
Listed by The Pallotta Group of Advisors Living - Winchester
Single Family Home
- 1/42 424 Beds 3.5 Baths 3,148 SqFt$1,849,000Open Sat 1PM-2:30PM
15 Kendall Street, Winchester, MA 01890
Listed by Kim Covino & Co. Team of Compass
Single Family Home
- 1/33 335 Beds 3.5 Baths 2,848 SqFt$1,745,000Pending
85 Thornberry Rd, Winchester, MA 01890
Listed by Diane Basemera of Coldwell Banker Realty - Newton
Single Family Home
- 1/42 423 Beds 2.5 Baths 2,605 SqFt$1,650,000Open Sat 11AM-1PM
14 Hillside Ave, Winchester, MA 01890
Listed by Seeme Moreira of Coldwell Banker Realty - Lexington
Single Family Home