Local Real Estate · Local Coupons & Deals · Local Lodging · Local Food · Local Events · Contact · · · · ·
Single Family Home Multi-Family Home Rental Condo / Co-op Mobile Home Land Commercial Business Opportunity to Beds: Any1234567891011121314151617181920 to Any1234567891011121314151617181920Sort by RandomNewestOldestPrice: Low > HighPrice: High > LowBedrooms: Low > HighBedrooms: High > LowMatching Property ListingsView 36 photos!Click for details!Single Family Home9 Glengarry Road, Winchester, MA$2,099,0006bedrooms4full bath11/2 bath13rooms6 bedrooms4 full bath1 1/2 bath13 roomsSingle Family Home9 Glengarry Road, Winchester, MA$2,099,0006bedrooms4full bath11/2 bath13roomsView 26 photos!Click for details!Single Family Home3 Orient Street, Winchester, MA$839,0003bedrooms2full bath8rooms3 bedrooms2 full bath8 roomsSingle Family Home3 Orient Street, Winchester, MA$839,0003bedrooms2full bath8roomsView 26 photos!Click for details!Single Family Home310 Main Street, Winchester, MA$1,050,0006bedrooms2full bath13rooms6 bedrooms2 full bath13 roomsSingle Family Home310 Main Street, Winchester, MA$1,050,0006bedrooms2full bath13roomsView 8 photos!Click for details!Commercial / Industrial72 Swanton Street, Winchester, MA$750Commercial / Industrial72 Swanton Street, Winchester, MA$750View 29 photos!Click for details!Condominium / Co-op3 Myrtle St, Winchester, MA$549,9002bedrooms1full bath4rooms2 bedrooms1 full bath4 roomsCondominium / Co-op3 Myrtle St, Winchester, MA$549,9002bedrooms1full bath4roomsView 30 photos!Click for details!Single Family Home112 Highland Avenue, Winchester, MA$1,900,0006bedrooms3full bath11/2 bath12rooms6 bedrooms3 full bath1 1/2 bath12 roomsSingle Family Home112 Highland Avenue, Winchester, MA$1,900,0006bedrooms3full bath11/2 bath12roomsView 23 photos!Click for details!Rental57 Bacon Street, Winchester, MA$5,4003bedrooms2full bath11/2 bath7rooms3 bedrooms2 full bath1 1/2 bath7 roomsRental57 Bacon Street, Winchester, MA$5,4003bedrooms2full bath11/2 bath7roomsView 19 photos!Click for details!Condominium / Co-op200 Swanton St, Winchester, MA$300,0001bedrooms1full bath4rooms1 bedrooms1 full bath4 roomsCondominium / Co-op200 Swanton St, Winchester, MA$300,0001bedrooms1full bath4roomsView 7 photos!Click for details!Commercial / Industrial72 Swanton Street, Winchester, MA$1,000Commercial / Industrial72 Swanton Street, Winchester, MA$1,000View 30 photos!Click for details!Single Family Home51 Amberwood Dr, Winchester, MA$1,280,0005bedrooms3full bath9rooms5 bedrooms3 full bath9 roomsSingle Family Home51 Amberwood Dr, Winchester, MA$1,280,0005bedrooms3full bath9roomsView 36 photos!Click for details!Single Family Home336 Cambridge St, Winchester, MA$720,0007bedrooms2full bath11/2 bath12rooms7 bedrooms2 full bath1 1/2 bath12 roomsSingle Family Home336 Cambridge St, Winchester, MA$720,0007bedrooms2full bath11/2 bath12roomsView 14 photos!Click for details!Single Family Home33 Dunster ln, Winchester, MA$779,9003bedrooms2full bath7rooms3 bedrooms2 full bath7 roomsSingle Family Home33 Dunster ln, Winchester, MA$779,9003bedrooms2full bath7roomsView 30 photos!Click for details!Single Family Home38 Prospect Street, Winchester, MA$2,349,0004bedrooms3full bath11/2 bath9rooms4 bedrooms3 full bath1 1/2 bath9 roomsSingle Family Home38 Prospect Street, Winchester, MA$2,349,0004bedrooms3full bath11/2 bath9roomsView 25 photos!Click for details!Condominium / Co-op21 - 23 Shepard Ct, Winchester, MA$509,0003bedrooms1full bath5rooms3 bedrooms1 full bath5 roomsCondominium / Co-op21 - 23 Shepard Ct, Winchester, MA$509,0003bedrooms1full bath5roomsView 28 photos!Click for details!Single Family Home33 Lockeland Rd, Winchester, MA$999,0004bedrooms3full bath11/2 bath13rooms4 bedrooms3 full bath1 1/2 bath13 roomsSingle Family Home33 Lockeland Rd, Winchester, MA$999,0004bedrooms3full bath11/2 bath13roomsView 19 photos!Click for details!Condominium / Co-op17 George Road, Winchester, MA$480,0002bedrooms1full bath5rooms2 bedrooms1 full bath5 roomsCondominium / Co-op17 George Road, Winchester, MA$480,0002bedrooms1full bath5roomsView 40 photos!Click for details!Single Family Home16 Calumet Road, Winchester, MA$2,499,0005bedrooms4full bath11/2 bath12rooms5 bedrooms4 full bath1 1/2 bath12 roomsSingle Family Home16 Calumet Road, Winchester, MA$2,499,0005bedrooms4full bath11/2 bath12roomsView 30 photos!Click for details!Single Family Home5 Cambridge Street, Winchester, MA$4,499,0005bedrooms4full bath21/2 bath13rooms5 bedrooms4 full bath2 1/2 bath13 roomsSingle Family Home5 Cambridge Street, Winchester, MA$4,499,0005bedrooms4full bath21/2 bath13roomsView 40 photos!Click for details!Single Family Home993 Main Street, Winchester, MA$1,225,0005bedrooms2full bath11/2 bath11rooms5 bedrooms2 full bath1 1/2 bath11 roomsSingle Family Home993 Main Street, Winchester, MA$1,225,0005bedrooms2full bath11/2 bath11roomsView 29 photos!Click for details!Single Family Home20 St. Thomas More Dr., Winchester, MA$2,499,0006bedrooms4full bath11/2 bath14rooms6 bedrooms4 full bath1 1/2 bath14 roomsSingle Family Home20 St. Thomas More Dr., Winchester, MA$2,499,0006bedrooms4full bath11/2 bath14roomsView 12 photos!Click for details!Rental19 George Road, Winchester, MA$2,9953bedrooms1full bath11/2 bath5rooms3 bedrooms1 full bath1 1/2 bath5 roomsRental19 George Road, Winchester, MA$2,9953bedrooms1full bath11/2 bath5roomsView 21 photos!Click for details!Rental276 High St, Winchester, MA$6,8005bedrooms3full bath11/2 bath12rooms5 bedrooms3 full bath1 1/2 bath12 roomsRental276 High St, Winchester, MA$6,8005bedrooms3full bath11/2 bath12roomsView 18 photos!Click for details!Single Family Home9 Grove St, Winchester, MA$3,990,0008bedrooms6full bath21/2 bath13rooms8 bedrooms6 full bath2 1/2 bath13 roomsSingle Family Home9 Grove St, Winchester, MA$3,990,0008bedrooms6full bath21/2 bath13roomsView 26 photos!Click for details!Single Family Home45 Cross Street, Winchester, MA$599,9003bedrooms1full bath11/2 bath6rooms3 bedrooms1 full bath1 1/2 bath6 roomsSingle Family Home45 Cross Street, Winchester, MA$599,9003bedrooms1full bath11/2 bath6roomsView 25 photos!Click for details!Single Family Home37 Lockeland Road, Winchester, MA$920,0004bedrooms2full bath11/2 bath8rooms4 bedrooms2 full bath1 1/2 bath8 roomsSingle Family Home37 Lockeland Road, Winchester, MA$920,0004bedrooms2full bath11/2 bath8roomsView 33 photos!Click for details!Rental326 Highland Ave, Winchester, MA$10,5006bedrooms3full bath11/2 bath10rooms6 bedrooms3 full bath1 1/2 bath10 roomsRental326 Highland Ave, Winchester, MA$10,5006bedrooms3full bath11/2 bath10roomsView 42 photos!Click for details!Single Family Home113 Church Street, Winchester, MA$2,199,0006bedrooms4full bath11/2 bath14rooms6 bedrooms4 full bath1 1/2 bath14 roomsSingle Family Home113 Church Street, Winchester, MA$2,199,0006bedrooms4full bath11/2 bath14roomsView 29 photos!Click for details!Single Family Home6 Harrison Street, Winchester, MA$3,095,0006bedrooms7full bath11/2 bath20rooms6 bedrooms7 full bath1 1/2 bath20 roomsSingle Family Home6 Harrison Street, Winchester, MA$3,095,0006bedrooms7full bath11/2 bath20roomsView 41 photos!Click for details!Single Family Home6 Fairfield Pl, Winchester, MA$1,699,0005bedrooms4full bath11/2 bath12rooms5 bedrooms4 full bath1 1/2 bath12 roomsSingle Family Home6 Fairfield Pl, Winchester, MA$1,699,0005bedrooms4full bath11/2 bath12roomsView 19 photos!Click for details!Single Family Home10 Sussex Road, Winchester, MA$969,0003bedrooms2full bath8rooms3 bedrooms2 full bath8 roomsSingle Family Home10 Sussex Road, Winchester, MA$969,0003bedrooms2full bath8roomsView 39 photos!Click for details!Single Family Home46 Lorena Road, Winchester, MA$1,749,0005bedrooms3full bath11/2 bath11rooms5 bedrooms3 full bath1 1/2 bath11 roomsSingle Family Home46 Lorena Road, Winchester, MA$1,749,0005bedrooms3full bath11/2 bath11roomsView 30 photos!Click for details!Condominium / Co-op7 Conant Rd, Winchester, MA$579,5002bedrooms2full bath11/2 bath6rooms2 bedrooms2 full bath1 1/2 bath6 roomsCondominium / Co-op7 Conant Rd, Winchester, MA$579,5002bedrooms2full bath11/2 bath6roomsView 30 photos!Click for details!Single Family Home12 Prospect Street, Winchester, MA$2,499,0007bedrooms3full bath21/2 bath14rooms7 bedrooms3 full bath2 1/2 bath14 roomsSingle Family Home12 Prospect Street, Winchester, MA$2,499,0007bedrooms3full bath21/2 bath14roomsView 30 photos!Click for details!Rental4 Edgewater Place, Winchester, MA$8,5005bedrooms4full bath11rooms5 bedrooms4 full bath11 roomsRental4 Edgewater Place, Winchester, MA$8,5005bedrooms4full bath11roomsView 30 photos!Click for details!Single Family Home23 Yale Street, Winchester, MA$2,249,0006bedrooms4full bath11/2 bath15rooms6 bedrooms4 full bath1 1/2 bath15 roomsSingle Family Home23 Yale Street, Winchester, MA$2,249,0006bedrooms4full bath11/2 bath15roomsView 29 photos!Click for details!Single Family Home55 Johnson Rd, Winchester, MA$1,179,9004bedrooms2full bath11/2 bath9rooms4 bedrooms2 full bath1 1/2 bath9 roomsSingle Family Home55 Johnson Rd, Winchester, MA$1,179,9004bedrooms2full bath11/2 bath9roomsView 30 photos!Click for details!Single Family Home5 Fernway, Winchester, MA$2,050,0005bedrooms3full bath11/2 bath13rooms5 bedrooms3 full bath1 1/2 bath13 roomsSingle Family Home5 Fernway, Winchester, MA$2,050,0005bedrooms3full bath11/2 bath13roomsView 42 photos!Click for details!Single Family Home5 W Chardon Rd, Winchester, MA$1,749,9006bedrooms4full bath12rooms6 bedrooms4 full bath12 roomsSingle Family Home5 W Chardon Rd, Winchester, MA$1,749,9006bedrooms4full bath12roomsView 28 photos!Click for details!Single Family Home6 Cabot Street, Winchester, MA$1,975,0005bedrooms2full bath21/2 bath13rooms5 bedrooms2 full bath2 1/2 bath13 roomsSingle Family Home6 Cabot Street, Winchester, MA$1,975,0005bedrooms2full bath21/2 bath13rooms Contact a Winchester Real Estate Agent Your Full Name: or call us at:888-248-4375 Your Phone Number: -- Best time to call? Call Anytime Call Before 10am Call 10am - Noon Call Noon - 3pm Call 3pm - 6pm Call After 6pm Contact an Agent Your Phone Number: -- Best time to call? Call Anytime Call Before 10am Call 10am - Noon Call Noon - 3pm Call 3pm - 6pm Call After 6pm 888-248-4375 Listing Source: MLS Propery Information Network, Inc.(MLSPIN) Local Real Estate · Local Coupons & Deals · Local Lodging · Local Food · Local Events · Contact · · · · ·
View 36 photos!Click for details!Single Family Home9 Glengarry Road, Winchester, MA$2,099,0006bedrooms4full bath11/2 bath13rooms6 bedrooms4 full bath1 1/2 bath13 roomsSingle Family Home9 Glengarry Road, Winchester, MA$2,099,0006bedrooms4full bath11/2 bath13roomsView 26 photos!Click for details!Single Family Home3 Orient Street, Winchester, MA$839,0003bedrooms2full bath8rooms3 bedrooms2 full bath8 roomsSingle Family Home3 Orient Street, Winchester, MA$839,0003bedrooms2full bath8roomsView 26 photos!Click for details!Single Family Home310 Main Street, Winchester, MA$1,050,0006bedrooms2full bath13rooms6 bedrooms2 full bath13 roomsSingle Family Home310 Main Street, Winchester, MA$1,050,0006bedrooms2full bath13roomsView 8 photos!Click for details!Commercial / Industrial72 Swanton Street, Winchester, MA$750Commercial / Industrial72 Swanton Street, Winchester, MA$750View 29 photos!Click for details!Condominium / Co-op3 Myrtle St, Winchester, MA$549,9002bedrooms1full bath4rooms2 bedrooms1 full bath4 roomsCondominium / Co-op3 Myrtle St, Winchester, MA$549,9002bedrooms1full bath4roomsView 30 photos!Click for details!Single Family Home112 Highland Avenue, Winchester, MA$1,900,0006bedrooms3full bath11/2 bath12rooms6 bedrooms3 full bath1 1/2 bath12 roomsSingle Family Home112 Highland Avenue, Winchester, MA$1,900,0006bedrooms3full bath11/2 bath12roomsView 23 photos!Click for details!Rental57 Bacon Street, Winchester, MA$5,4003bedrooms2full bath11/2 bath7rooms3 bedrooms2 full bath1 1/2 bath7 roomsRental57 Bacon Street, Winchester, MA$5,4003bedrooms2full bath11/2 bath7roomsView 19 photos!Click for details!Condominium / Co-op200 Swanton St, Winchester, MA$300,0001bedrooms1full bath4rooms1 bedrooms1 full bath4 roomsCondominium / Co-op200 Swanton St, Winchester, MA$300,0001bedrooms1full bath4roomsView 7 photos!Click for details!Commercial / Industrial72 Swanton Street, Winchester, MA$1,000Commercial / Industrial72 Swanton Street, Winchester, MA$1,000View 30 photos!Click for details!Single Family Home51 Amberwood Dr, Winchester, MA$1,280,0005bedrooms3full bath9rooms5 bedrooms3 full bath9 roomsSingle Family Home51 Amberwood Dr, Winchester, MA$1,280,0005bedrooms3full bath9roomsView 36 photos!Click for details!Single Family Home336 Cambridge St, Winchester, MA$720,0007bedrooms2full bath11/2 bath12rooms7 bedrooms2 full bath1 1/2 bath12 roomsSingle Family Home336 Cambridge St, Winchester, MA$720,0007bedrooms2full bath11/2 bath12roomsView 14 photos!Click for details!Single Family Home33 Dunster ln, Winchester, MA$779,9003bedrooms2full bath7rooms3 bedrooms2 full bath7 roomsSingle Family Home33 Dunster ln, Winchester, MA$779,9003bedrooms2full bath7roomsView 30 photos!Click for details!Single Family Home38 Prospect Street, Winchester, MA$2,349,0004bedrooms3full bath11/2 bath9rooms4 bedrooms3 full bath1 1/2 bath9 roomsSingle Family Home38 Prospect Street, Winchester, MA$2,349,0004bedrooms3full bath11/2 bath9roomsView 25 photos!Click for details!Condominium / Co-op21 - 23 Shepard Ct, Winchester, MA$509,0003bedrooms1full bath5rooms3 bedrooms1 full bath5 roomsCondominium / Co-op21 - 23 Shepard Ct, Winchester, MA$509,0003bedrooms1full bath5roomsView 28 photos!Click for details!Single Family Home33 Lockeland Rd, Winchester, MA$999,0004bedrooms3full bath11/2 bath13rooms4 bedrooms3 full bath1 1/2 bath13 roomsSingle Family Home33 Lockeland Rd, Winchester, MA$999,0004bedrooms3full bath11/2 bath13roomsView 19 photos!Click for details!Condominium / Co-op17 George Road, Winchester, MA$480,0002bedrooms1full bath5rooms2 bedrooms1 full bath5 roomsCondominium / Co-op17 George Road, Winchester, MA$480,0002bedrooms1full bath5roomsView 40 photos!Click for details!Single Family Home16 Calumet Road, Winchester, MA$2,499,0005bedrooms4full bath11/2 bath12rooms5 bedrooms4 full bath1 1/2 bath12 roomsSingle Family Home16 Calumet Road, Winchester, MA$2,499,0005bedrooms4full bath11/2 bath12roomsView 30 photos!Click for details!Single Family Home5 Cambridge Street, Winchester, MA$4,499,0005bedrooms4full bath21/2 bath13rooms5 bedrooms4 full bath2 1/2 bath13 roomsSingle Family Home5 Cambridge Street, Winchester, MA$4,499,0005bedrooms4full bath21/2 bath13roomsView 40 photos!Click for details!Single Family Home993 Main Street, Winchester, MA$1,225,0005bedrooms2full bath11/2 bath11rooms5 bedrooms2 full bath1 1/2 bath11 roomsSingle Family Home993 Main Street, Winchester, MA$1,225,0005bedrooms2full bath11/2 bath11roomsView 29 photos!Click for details!Single Family Home20 St. Thomas More Dr., Winchester, MA$2,499,0006bedrooms4full bath11/2 bath14rooms6 bedrooms4 full bath1 1/2 bath14 roomsSingle Family Home20 St. Thomas More Dr., Winchester, MA$2,499,0006bedrooms4full bath11/2 bath14roomsView 12 photos!Click for details!Rental19 George Road, Winchester, MA$2,9953bedrooms1full bath11/2 bath5rooms3 bedrooms1 full bath1 1/2 bath5 roomsRental19 George Road, Winchester, MA$2,9953bedrooms1full bath11/2 bath5roomsView 21 photos!Click for details!Rental276 High St, Winchester, MA$6,8005bedrooms3full bath11/2 bath12rooms5 bedrooms3 full bath1 1/2 bath12 roomsRental276 High St, Winchester, MA$6,8005bedrooms3full bath11/2 bath12roomsView 18 photos!Click for details!Single Family Home9 Grove St, Winchester, MA$3,990,0008bedrooms6full bath21/2 bath13rooms8 bedrooms6 full bath2 1/2 bath13 roomsSingle Family Home9 Grove St, Winchester, MA$3,990,0008bedrooms6full bath21/2 bath13roomsView 26 photos!Click for details!Single Family Home45 Cross Street, Winchester, MA$599,9003bedrooms1full bath11/2 bath6rooms3 bedrooms1 full bath1 1/2 bath6 roomsSingle Family Home45 Cross Street, Winchester, MA$599,9003bedrooms1full bath11/2 bath6roomsView 25 photos!Click for details!Single Family Home37 Lockeland Road, Winchester, MA$920,0004bedrooms2full bath11/2 bath8rooms4 bedrooms2 full bath1 1/2 bath8 roomsSingle Family Home37 Lockeland Road, Winchester, MA$920,0004bedrooms2full bath11/2 bath8roomsView 33 photos!Click for details!Rental326 Highland Ave, Winchester, MA$10,5006bedrooms3full bath11/2 bath10rooms6 bedrooms3 full bath1 1/2 bath10 roomsRental326 Highland Ave, Winchester, MA$10,5006bedrooms3full bath11/2 bath10roomsView 42 photos!Click for details!Single Family Home113 Church Street, Winchester, MA$2,199,0006bedrooms4full bath11/2 bath14rooms6 bedrooms4 full bath1 1/2 bath14 roomsSingle Family Home113 Church Street, Winchester, MA$2,199,0006bedrooms4full bath11/2 bath14roomsView 29 photos!Click for details!Single Family Home6 Harrison Street, Winchester, MA$3,095,0006bedrooms7full bath11/2 bath20rooms6 bedrooms7 full bath1 1/2 bath20 roomsSingle Family Home6 Harrison Street, Winchester, MA$3,095,0006bedrooms7full bath11/2 bath20roomsView 41 photos!Click for details!Single Family Home6 Fairfield Pl, Winchester, MA$1,699,0005bedrooms4full bath11/2 bath12rooms5 bedrooms4 full bath1 1/2 bath12 roomsSingle Family Home6 Fairfield Pl, Winchester, MA$1,699,0005bedrooms4full bath11/2 bath12roomsView 19 photos!Click for details!Single Family Home10 Sussex Road, Winchester, MA$969,0003bedrooms2full bath8rooms3 bedrooms2 full bath8 roomsSingle Family Home10 Sussex Road, Winchester, MA$969,0003bedrooms2full bath8roomsView 39 photos!Click for details!Single Family Home46 Lorena Road, Winchester, MA$1,749,0005bedrooms3full bath11/2 bath11rooms5 bedrooms3 full bath1 1/2 bath11 roomsSingle Family Home46 Lorena Road, Winchester, MA$1,749,0005bedrooms3full bath11/2 bath11roomsView 30 photos!Click for details!Condominium / Co-op7 Conant Rd, Winchester, MA$579,5002bedrooms2full bath11/2 bath6rooms2 bedrooms2 full bath1 1/2 bath6 roomsCondominium / Co-op7 Conant Rd, Winchester, MA$579,5002bedrooms2full bath11/2 bath6roomsView 30 photos!Click for details!Single Family Home12 Prospect Street, Winchester, MA$2,499,0007bedrooms3full bath21/2 bath14rooms7 bedrooms3 full bath2 1/2 bath14 roomsSingle Family Home12 Prospect Street, Winchester, MA$2,499,0007bedrooms3full bath21/2 bath14roomsView 30 photos!Click for details!Rental4 Edgewater Place, Winchester, MA$8,5005bedrooms4full bath11rooms5 bedrooms4 full bath11 roomsRental4 Edgewater Place, Winchester, MA$8,5005bedrooms4full bath11roomsView 30 photos!Click for details!Single Family Home23 Yale Street, Winchester, MA$2,249,0006bedrooms4full bath11/2 bath15rooms6 bedrooms4 full bath1 1/2 bath15 roomsSingle Family Home23 Yale Street, Winchester, MA$2,249,0006bedrooms4full bath11/2 bath15roomsView 29 photos!Click for details!Single Family Home55 Johnson Rd, Winchester, MA$1,179,9004bedrooms2full bath11/2 bath9rooms4 bedrooms2 full bath1 1/2 bath9 roomsSingle Family Home55 Johnson Rd, Winchester, MA$1,179,9004bedrooms2full bath11/2 bath9roomsView 30 photos!Click for details!Single Family Home5 Fernway, Winchester, MA$2,050,0005bedrooms3full bath11/2 bath13rooms5 bedrooms3 full bath1 1/2 bath13 roomsSingle Family Home5 Fernway, Winchester, MA$2,050,0005bedrooms3full bath11/2 bath13roomsView 42 photos!Click for details!Single Family Home5 W Chardon Rd, Winchester, MA$1,749,9006bedrooms4full bath12rooms6 bedrooms4 full bath12 roomsSingle Family Home5 W Chardon Rd, Winchester, MA$1,749,9006bedrooms4full bath12roomsView 28 photos!Click for details!Single Family Home6 Cabot Street, Winchester, MA$1,975,0005bedrooms2full bath21/2 bath13rooms5 bedrooms2 full bath2 1/2 bath13 roomsSingle Family Home6 Cabot Street, Winchester, MA$1,975,0005bedrooms2full bath21/2 bath13rooms
