- Home
- Search Listings
- Fairfield County
- Fairfield County Towns
- Greenwich Overview
- Darien Overview
- New Canaan Overview
- Stamford Overview
- Bethel Overview
- Bridgeport Overview
- Brookfield Overview
- Danbury Overview
- Easton Overview
- Fairfield Overview
- Monroe Overview
- New Fairfield Overview
- Newtown Overview
- Norwalk Overview
- Redding Overview
- Ridgefield Overview
- Shelton Overview
- Sherman Overview
- Stratford Overview
- Trumbull Overview
- Weston Overview
- Westport Overview
- Wilton Overview
- Westchester County
- About Us
- Contact Us
- Register
- /
- Sign In
Winchester
Market InsightsThere are no active listings right now, you can subscribe this page to receive alert when new listing hit the market.
- 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
53 homes for sale in Winchester
- 1/40 40
Active$ 2,800,000
9 Beds6 Baths7,000 SqFt431 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Lisa Ogren of Berkshire Hathaway NE Prop.
- 1/25 25
Price Dropped by $25K$ 650,000
5 Beds3 Baths3,404 SqFt441 Platt Hill Road, Winchester, CT 06098
Single Family Home
Listed by Thomas Bepko of YellowBrick Real Estate LLC
- 1/40 40
Price Dropped by $15K$ 859,900
4 Beds2 Baths1,781 SqFt119 West Wakefield Boulevard, Winchester, CT 06098
Multi-Family
Listed by Mela Veltri Case of Coldwell Banker Realty
- 1/36 36
Active$ 1,500,000
3 Beds3 Baths2,664 SqFt711 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Peter Kores of The Washington Agency
- 1/40 40
Price Dropped by $105K$ 995,000
9 Baths10,432 SqFt175 Main Street, Winchester, CT 06098
Commercial
Listed by Ryan Rea of Berkshire Hathaway NE Prop.
- 1/13 13
Active$ 1,550
2 Beds2 Baths1,250 SqFt39 Pratt Street, Winchester, CT 06098
Multi-Family
Listed by Ellie Peterson of Northwest CT Realty
- 1/40 40
Active$ 649,900
9 Beds5 Baths4,446 SqFt39 South Main Street, Winchester, CT 06098
Multi-Family
Listed by Ryan Horvay of Northwest CT Realty
- 1/20 20
Active$ 1,650,000
7 Beds4 Baths2,687 SqFt508 West Wakefield Boulevard, Winchester, CT 06098
Single Family Home
Listed by Pierre Moran of William Pitt Sotheby's Int'l
- 1/39 39
Active$ 1,100,000
4 Beds2 Baths3,088 SqFt469 Platt Hill Road, Winchester, CT 06098
Single Family Home
Listed by Marshall Cohen of Cohen Agency
- 1/34 34
Price Dropped by $5K$ 694,000
4 Beds3 Baths3,870 SqFt110 South Road, Winchester, CT 06098
Single Family Home
Listed by Lisa Bredice of William Pitt Sotheby's Int'l
- 1/5 5
Active$ 750,000
2 Baths5,220 SqFt2 East Lake Street, Winchester, CT 06098
Commercial
Listed by Gary Giordano of Coldwell Banker Commercial NRT
- 1/27 27
Active$ 950,000
4 Baths11,972 SqFt354 Main Street, Winchester, CT 06098
Commercial
Listed by Jordan Ostrofsky of KW Legacy Partners
- 1/30 30
Active$ 650,000
3 Beds3 Baths2,135 SqFt18-4A Taylor Brook Road, Winchester, CT 06098
Single Family Home
Listed by Peter Kores of The Washington Agency
- 1/10 10
Active$ 699,000
2,400 SqFt115 Main Street, Winchester, CT 06098
Commercial
Listed by Islam Ahmad of Regency Real Estate, LLC
- 1/24 24
Active$ 325,000
4,852 SqFt1 Lake Street, Winchester, CT 06098
Commercial
Listed by David Sartirana of Northwest CT Realty
- 1/13 13
Active$ 319,900
648 SqFt896-898 Main Street, Winchester, CT 06098
Commercial
Listed by David Sartirana of Northwest CT Realty
- 1/10 10
Active$ 225,000
0.23 Acres129 Shore Drive, Winchester, CT 06098
Vacant Land
Listed by Annie Simard of KW Legacy Partners
- 1/10 10
Active$ 3,700
2,400 SqFt115 Main Street, Winchester, CT 06098
Commercial
Listed by Islam Ahmad of Regency Real Estate, LLC
- 1/3 3
Active$ 320,000
0.61 Acres711 West Wakefield Boulevard, Winchester, CT 06098
Vacant Land
Listed by Peter Kores of The Washington Agency
- 1/8 8
Active$ 2,500
2,400 SqFt19 Rowley Street, Winchester, CT 06098
Commercial
Listed by Jeffrey Liskin of Northwest CT Realty
- 1/5 5
Active$ 169,000
1.18 Acres843-845 (lots - 10A, 10 &1 East wakefield, Winchester, CT 06098
Vacant Land
Listed by David D'Amore of Northwest CT Realty
- 1/35 35
Active$ 1,150,000
65.29 Acres259 Torringford Street, Winchester, CT 06098
Vacant Land
Listed by Brandon Riley of eXp Realty
- 1/15 15
Active$ 860,000
55,880 SqFt108 East Lake Street, Winchester, CT 06098
Commercial
Listed by Vincenzo Valentino of Advise Realty Services
- 1/2 2
Active$ 39,900
0.92 Acres256 Colebrook Road, Winchester, CT 06098
Vacant Land
Listed by Austin Brochu of Sullivan Real Estate Inc