98 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/33 33
Active$ 3,700
3 Beds3 Baths2,500 SqFt11 Elmwood Avenue #11, Winchester, MA 01890
Multi-Family, Townhouse
Listed by Melanie Lentini of Leading Edge Real Estate
- 1/26 26
Active$ 3,300
2 Beds2.5 Baths1,486 SqFt7 Conant Road #67, Winchester, MA 01890
Multi-Family, Townhouse
Listed by Dave Ledwig of Coldwell Banker Realty - Lexington
- 1/32 32
Active Under Contract$ 1,725,000
7 Beds2.5 Baths2,998 SqFt1 Copley Street, Winchester, MA 01890
Single Family Home
Listed by Nannette Shanahan of Better Homes and Gardens Real Estate - The Shanahan Group
- 1/40 40
Active Under Contract$ 2,399,000
6 Beds5 Baths4,594 SqFt29 Shepard Ct, Winchester, MA 01890
Single Family Home
Listed by Pirani & Wile Group of Gibson Sotheby's International Realty
- 1/17 17
Active$ 269,000
1 Bath388 SqFt200 Swanton Street #234, Winchester, MA 01890
Condo
Listed by Devin Caglayan of All County Select Property Management
- 1/16 16
Active$ 3,000
2 Beds1 Bath1,200 SqFt36 Cross St #1, Winchester, MA 01890
Condo
Listed by Dawn Felicani of Gibson Sotheby's International Realty
- 1/42 42
Pending$ 2,099,000
4 Beds3 Baths2,519 SqFt30 Prospect St, Winchester, MA 01890
Single Family Home
Listed by Karima Alami of Compass
- 1/23 23
Active$ 5,750
4 Beds2 Baths2,948 SqFt113 Cambridge, Winchester, MA 01890
Single Family Home
Listed by Ryan Clunan of Campion & Company Fine Homes Real Estate
- 1/27 27
Active Under Contract$ 1,399,000
4 Beds4.5 Baths2,500 SqFt4 Wyman Court #4, Winchester, MA 01890
Condo
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
- 1/25 25
Price Dropped by $40K$ 949,000
4 Beds1.5 Baths2,162 SqFt41 Squire Road, Winchester, MA 01890
Single Family Home
Listed by William Cordts of Charlesgate Realty Group, llc
- 1/42 42
Pending$ 2,399,000
6 Beds3.5 Baths4,320 SqFt9 Norfolk Rd, Winchester, MA 01890
Single Family Home
Listed by Jody Fricia Geany of Citylight Homes LLC
- 1/16 16
Active$ 3,400
3 Beds1 Bath1,350 SqFt317 Cross Street #317, Winchester, MA 01890
Multi-Family, Townhouse
Listed by Robin Griffiths of J. Mulkerin Realty
- 3D
Pending$ 2,299,000
3 Beds2.5 Baths3,953 SqFt19 Gershon Way, Winchester, MA 01890
Single Family Home
Listed by Vita Realty Group of Compass
- 3D
Pending$ 2,299,000
3 Beds2.5 Baths3,953 SqFt19 Gershon Way #1, Winchester, MA 01890
Condo
Listed by Vita Realty Group of Compass
- 1/34 34
Pending$ 1,230,000
2 Beds2 Baths1,342 SqFt36 Elmwood Ave #2, Winchester, MA 01890
Condo
Listed by Charles Ginsberg of Coldwell Banker Realty - Lexington
- 1/41 41
Pending$ 1,150,000
4 Beds3 Baths2,126 SqFt189 High Street, Winchester, MA 01890
Single Family Home
Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group
- 1/16 16
Active$ 799,999
2 Beds2 Baths1,240 SqFt666 Main St #312, Winchester, MA 01890
Condo
Listed by Walace Nogueira of Fellsway Realty, LLC
- 1/11 11
Active$ 2,200
1 Bed1 Bath634 SqFt200 Swanton St #T28, Winchester, MA 01890
Condo
Listed by Joan Powell of RE/MAX Andrew Realty Services
- 1/41 41
Active$ 1,475,000
3 Beds2.5 Baths2,316 SqFt26 Berkshire Dr, Winchester, MA 01890
Single Family Home
Listed by Daniel Beirne of OpenDoor Brokerage LLC
- 1/33 33
Pending$ 1,200,000
3 Beds2.5 Baths1,942 SqFt12 Canterbury Road, Winchester, MA 01890
Single Family Home
Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group
- 1/35 35
Active$ 385,000
1 Bed1 Bath634 SqFt200 Swanton St #T28, Winchester, MA 01890
Condo
Listed by Joan Powell of RE/MAX Andrew Realty Services
- 3D
Pending$ 999,000
2 Beds1.5 Baths2,033 SqFt446 Highland Ave, Winchester, MA 01890
Single Family Home
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
- 1/42 42
Pending$ 1,950,000
3 Beds2.5 Baths2,443 SqFt5 Wood Lane, Winchester, MA 01890
Single Family Home
Listed by Kim Covino & Co. Team of Compass
- 1/35 35
Pending$ 1,499,000
5 Beds3.5 Baths3,141 SqFt209 Washington St #209, Winchester, MA 01890
Condo
Listed by Kim Covino & Co. Team of Compass


