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$1,950
Multi-Family
69 Upson Avenue, Winchester, CT 06098
Opportunity is Knocking! Beautifully Renovated Apartment for Rent. Step into this fully renovated second-floor apartment...
Listed by Gabby Addison of Keller Williams Realty
$229,900
Single Family Home
32 Charles Street, Winchester, CT 06098
Charming Cape on a Quiet Dead-End Street Welcome to 32 Charles Street - a cute and cozy 1,044 sq. ft. Cape-style home lo...
Listed by David Sartirana of Northwest CT Realty
$4,000
Single Family Home
880 West Wakefield Boulevard, Winchester, CT 06098
Discover lakeside living at its finest with this fully renovated 3 bedroom, sleeps 10, 2 full-baths, family estate set o...
Listed by Matthew Crossen of Coldwell Banker Realty
$1,525
Multi-Family
103 Elm Street, Winchester, CT 06098
First Floor, three bedroom apartment. In-town location, eat-in kitchen, laundry room and off street parking. Pets consid...
Listed by Amanda Balaski of Northwest CT Realty
$309,900
Single Family Home
156 Lincoln Avenue, Winchester, CT 06098
Welcome to your cozy cottage retreat in beautiful Highland Lake Community. Views of the lake from deck, public beach rig...
Listed by Kristin Leblanc of Mary LeBlanc Realty
$2,500
Multi-Family
26 Elm Street, Winchester, CT 06098
Be the first to live in this completely renovated 3-bedroom, 1-bath apartment located just half a block from Main Street...
Listed by Annie Simard of LPT Realty
$1,800
Multi-Family
830 Main Street, Winchester, CT 06098
Fabulous opportunity for the growing family to rent a 3-4 bedroom duplex that is completely renovated. Large Walk-up att...
Listed by Christine Hunter of Hunter Real Estate, LLC
$499,000
Single Family Home
197 Spencer Hill Road, Winchester, CT 06098
Discover the charm of this spacious contemporary Cape, set on a peaceful one-acre lot in a desirable rural neighborhood....
Listed by David Sartirana of Northwest CT Realty
$349,900
Multi-Family
135 Elm Street, Winchester, CT 06098
Welcome to 135-137 Elm Street! This well-maintained two-family home offers an excellent opportunity for owner-occupants ...
Listed by David Sartirana of Northwest CT Realty
$500,000
Single Family Home
440 Platt Hill Road, Winchester, CT 06098
Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique prop...
Listed by David D'Amore of Northwest CT Realty
$620,000
Commercial
45 Elm Street, Winchester, CT 06098
Unlock the potential of this solid 7-unit brick building, featuring a versatile mix of 5 residential apartments and 2 co...
Listed by Ashley Chaia of Oxford Realty
$298,000
Single Family Home
73 Norfolk Road, Winchester, CT 06098
New to the market! Check out this upgraded colonial home with 3 bedrooms and 2.5 baths located on a 2.6-acre wooded lot ...
Listed by Lisa Hilliard of Litchfield Hills Real Estate
$4,200
Single Family Home
121 West Wakefield Boulevard, Winchester, CT 06098
Discover lakeside living at its finest with this renovated 5-bedroom, 4-bath family estate set privately on a full acre ...
Listed by Elizabeth Stockwell of Coldwell Banker Realty
$319,900
Commercial
25 Center Street, Winchester, CT 06098
Don't miss this unique opportunity to own a multifamily residential property and an office space! (Owner currently has p...
Listed by Anthony Gioia of The Washington Agency
$269,000
Single Family Home
38 Upland Road, Winchester, CT 06098
TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet s...
Listed by Marshall Cohen of Cohen Agency
$194,900
Condo
111 Riverton Road #Apt 61, Winchester, CT 06098
Beautifully Maintained Townhouse Condo Located in Small, Quiet Complex in Charming Winchester, CT! Unit Comes with Newer...
Listed by Bethany Lydem of Stone Crest Realty LLC
$1,600
Multi-Family
29 Benton Street, Winchester, CT 06098
Adorable Duplex, newly remodeled Kitchen and bath. Harwood floors throughout with a new gas furnace. Deck off kitchen. A...
Listed by Victoria Stillings of Coldwell Banker Realty
$279,923
Single Family Home
39 Orchard Street, Winchester, CT 06098
Seller is working on final details. Welcome to your dream home, 39 Orchard st ! This beautifully updated colonial offers...
Listed by Dayris Del Castillo of eRealty Advisors, Inc.
$249,900
Single Family Home
115 Wallens Street, Winchester, CT 06098
Coming Soon! Spacious Cape-style home offering over 2,000 sq. ft. with 4 bedrooms and 2 full baths. This solid home sit...
Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.
$179,900
Condo
111 Riverton Road #APT 90, Winchester, CT 06098
Discover the ease of condo living with the charm of a riverside retreat at Riverwalk Condos. This beautifully cared-for ...
Listed by David Sartirana of Northwest CT Realty
$239,900
Single Family Home
22 Curtice Street, Winchester, CT 06098
Step into timeless elegance with this beautifully updated colonial-style home, where classic charm meets modern convenie...
Listed by Terence Dominick of Complete Real Estate
$225,000
Multi-Family
30 Rock Street, Winchester, CT 06098
Charming 2-family home offering 2,299 sq ft of living space in Litchfield County. Featuring a total of 4 bedrooms and 2 ...
Listed by Patrick Precourt of Dorrance Realty
$949,000
Single Family Home
43 East Lake Street, Winchester, CT 06098
Enjoy beautiful sunsets from the large composite deck of this year-round, westerly facing, 4 bedroom, 3 full bath, water...
Listed by Keith Meyer of Northwest CT Realty
$299,000
Single Family Home
152 East Lake Street, Winchester, CT 06098
Well-maintained and move-in ready, this charming one-level ranch offers 900 square feet of comfortable living just steps...
Listed by Bryan Palladino of Showcase Realty, Inc.