189 High St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Paula R. Sughrue$1.19M4 bds3 ba2,126 sqft - SoldSold 01/13/26Save this home
8 Felsdale Close, Winchester, MA 01890BARRETT SOTHEBY'S INTERNATIONAL REALTY, Anne Spry$1.93M4 bds3 ba3,658 sqft - SoldSold 01/09/26Save this home
29 Shepard Ct, Winchester, MA 01890GIBSON SOTHEBY'S INTERNATIONAL REALTY, Pirani & Wile Group$2.45M6 bds5 ba4,594 sqft - SoldSold 01/09/26Save this home
53 Bacon St, Winchester, MA 01890LEADING EDGE REAL ESTATE, Taleen Chiofaro$1.39M3 bds3 ba2,865 sqft - SoldSold 01/09/26Save this home
104 Church St, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.26M4 bds2 ba2,696 sqft - SoldSold 01/07/26Save this home
5 Bacon St, Winchester, MA 01890BARRETT SOTHEBY'S INTERNATIONAL REALTY, Anne Spry$2.09M6 bds4 ba4,385 sqft - SoldSold 01/06/26Save this home
571 Washington St, Winchester, MA 01890KELLER WILLIAMS REALTY, Wilson Group$900,0003 bds1 ba1,425 sqft - SoldSold 01/05/26Save this home
82 Hillcrest Pkwy, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Paula R. Sughrue$1.56M3 bds3 ba1,882 sqft - SoldSold 01/05/26Save this home
4 Wyman Ct #4, Winchester, MA 01890COLDWELL BANKER REALTY - LEXINGTON, The Marrocco Group$1.40M4 bds5 ba2,500 sqft - SoldSold 01/05/26Save this home
6 Wyman Ct #6, Winchester, MA 01890COLDWELL BANKER REALTY - LEXINGTON, The Marrocco Group$1.38M3 bds5 ba2,722 sqft - SoldSold 01/05/26Save this home
1 Copley St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Nannette Shanahan$1.87M7 bds3 ba2,998 sqft - SoldSold 12/30/25Save this home
7 Thornberry Rd, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.31M5 bds2 ba3,033 sqft - SoldSold 12/24/25Save this home
209 Washington St #209, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.50M5 bds4 ba3,141 sqft - SoldSold 12/24/25Save this home
446 Highland Ave, Winchester, MA 01890KELLER WILLIAMS REALTY BOSTON NORTHWEST, Andersen Group Realty$940,0002 bds2 ba2,033 sqft - SoldSold 12/23/25Save this home
9 Norfolk Rd, Winchester, MA 01890CITYLIGHT HOMES LLC, Jody Fricia Geany$2.40M6 bds4 ba4,320 sqft - SoldSold 12/23/25Save this home
12 Canterbury Rd, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Paula R. Sughrue$1.33M3 bds3 ba1,942 sqft - SoldSold 12/22/25Save this home
19 Laurel Hill Ln, Winchester, MA 01890GIBSON SOTHEBY'S INTERNATIONAL REALTY, Mark Donnellan$2.40M5 bds5 ba3,700 sqft - SoldSold 12/18/25Save this home
30 Prospect St, Winchester, MA 01890COMPASS, Karima Alami$2.45M4 bds3 ba2,519 sqft - SoldSold 12/16/25Save this home
32 Woodside Rd, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.55M3 bds3 ba2,587 sqft - SoldSold 12/15/25Save this home
50 Lincoln St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Lynne Russo$1.15M4 bds2 ba2,004 sqft - SoldSold 12/12/25Save this home
5 Azalea Rd, Winchester, MA 01890THE MARINO GROUP COLLECTION, Anthony Marino$2.00M5 bds4 ba6,232 sqft - SoldSave this home
14 Grant Rd, Winchester, MA 01890COLDWELL BANKER REALTY - LEXINGTON, The Marrocco Group$2.25M6 bds5 ba4,200 sqft - SoldSold 12/11/25Save this home
846 Main St, Woburn, MA 01801KIKLIS REAL ESTATE, LLC, Mark Kiklis$1.15M6 bds5 ba3,091 sqft - SoldSold 12/11/25Save this home
19 Glengarry Rd, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.83M6 bds4 ba3,521 sqft - SoldSold 12/08/25Save this home
10 Sheffield Rd, Winchester, MA 01890KELLER WILLIAMS REALTY BOSTON NORTHWEST, Andersen Group Realty$2.63M7 bds6 ba5,864 sqft - SoldSold 12/08/25Save this home
36 Elmwood Ave #2, Winchester, MA 01890COLDWELL BANKER REALTY - LEXINGTON, Charles Ginsberg$1.20M2 bds2 ba1,342 sqft - SoldSold 12/08/25Save this home
40 Sargent Rd, Winchester, MA 01890COMPASS, Vita Realty Group$1.29M3 bds2 ba1,492 sqft - SoldSave this home
16 Park Ave #1, Winchester, MA 01890BARRETT SOTHEBY'S INTERNATIONAL REALTY, Andrea Mackey$950,0003 bds2 ba1,535 sqft - SoldSold 12/04/25Save this home
41 Englewood Rd, Winchester, MA 01890BARRETT SOTHEBY'S INTERNATIONAL REALTY, Lesley Smith$1.04M3 bds2 ba1,683 sqft - SoldSold 12/01/25Save this home
102 Hillcrest Pkwy, Winchester, MA 01890HOWE REALTY GROUP, Curtis Howe$1.43M4 bds2 ba1,755 sqft - SoldSold 12/01/25Save this home
73 Grove St, Winchester, MA 01890COLDWELL BANKER REALTY - LEXINGTON, The Marrocco Group$1.63M4 bds3 ba3,279 sqft - SoldSold 12/01/25Save this home
9 Sylvester Ct, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.02M4 bds2 ba2,001 sqft - SoldSold 12/01/25Save this home
58 Bacon St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Katie Tully$2.03M6 bds6 ba5,791 sqft - SoldSold 12/01/25Save this home
26 Swan Rd, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$2.90M6 bds7 ba8,463 sqft - SoldSold 12/01/25Save this home
60 Harvard St, Winchester, MA 01890EXP REALTY, Mark Krasnyansky$899,0004 bds3 ba1,860 sqft - SoldSave this home
48 Salisbury St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Katie Tully$2.60M5 bds4 ba4,779 sqft - SoldSold 11/21/25Save this home
16 Park Ave #2, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Paula R. Sughrue$999,9993 bds2 ba1,756 sqft - SoldSold 11/21/25Save this home
162 Swanton St #162, Winchester, MA 01890COMPASS, Kim Covino & Co. Team$1.20M3 bds4 ba2,459 sqft - SoldSold 11/21/25Save this home
415-417 Washington St, Winchester, MA 01890BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, Paula R. Sughrue$1.20M5 bds2 ba2,610 sqft - SoldSold 11/21/25Save this home