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63 Properties Available In 06098
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$370,000
Single Family Home
173 Torringford Street, Winchester, CT 06098
Welcome to this beautiful Cape Cod home, offering 2239 square feet of living space. Nestled on a serene 1.79 acre lot, t...
Listed by Sandra Fehrs of Lamacchia Realty

$849,900
Multi-Family
119 West Wakefield Boulevard, Winchester, CT 06098
Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This excep...
Listed by Mela Veltri Case of KW Legacy Partners

$39,000
Single Family Home
104 Norfolk Road, Winchester, CT 06098
An opportunity for redevelopment! This bungalow-style home, situated on a 0.50-acre lot along State-maintained Route 44,...
Listed by David Sartirana of Northwest CT Realty

$460,000
Single Family Home
288 Torringford Street, Winchester, CT 06098
Welcome to this charming four-bedroom antique home that is beautifully renovated to blend timeless character with modern...
Listed by Mark Porriello of RE/MAX Right Choice

$480,000
Single Family Home
51 Pratt Street, Winchester, CT 06098
Welcome to this beautifully renovated home, nicely tucked away in historic Winsted. This lovely property features over 2...
Listed by Lourdes Galvan-Dominguez of Coldwell Banker Realty

$160,000
Condo
37 Riveredge Drive #37, Winchester, CT 06098
Enjoy the private and peaceful setting of Still River right from your bedroom window or private patio all the while bein...
Listed by Erin Ruwet of Century 21 AllPoints Realty

$950,000
Commercial
175 Main Street, Winchester, CT 06098
Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 A...
Listed by Ryan Rea of Berkshire Hathaway NE Prop.

$165,000
Commercial
115 Willow Street, Winchester, CT 06098
Prime commercial opportunity in downtown Winsted, 115 Willow Street offers high traffic exposure, versatile space, and o...
Listed by Samantha Behm of William Pitt Sotheby's Int'l

$369,900
Single Family Home
244 Colebrook Road, Winchester, CT 06098
Welcome to 244 Colebrook Road, a beautifully renovated home that perfectly blends modern upgrades with timeless charm. M...
Listed by Carol York of For Sale By Owner Connecticut

$289,000
Single Family Home
174 Boyd Street, Winchester, CT 06098
A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining roo...
Listed by Margaret Alexson of Elyse Harney Real Estate

$225,000
Multi-Family
39 Baker Street, Winchester, CT 06098
Wonderful opportunity to own a 2 family with a newer 2 car garage. Home has gas heat. Wood floors thru out, in need of r...
Listed by Christine Hunter of Hunter Real Estate, LLC

$299,900
Multi-Family
77 Hubbard Street, Winchester, CT 06098
Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts thr...
Listed by Amy Rio of Executive Real Estate Inc.

$2,200
Multi-Family
188 East Lake Street, Winchester, CT 06098
Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this...
Listed by Annie Simard of KW Legacy Partners

$1,699,500
Single Family Home
538 Wheelers Point, Winchester, CT 06098
Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360' direct lake frontage! Sp...
Listed by Karen Newton of William Pitt Sotheby's Int'l

$1,500,000
Single Family Home
435/434 West Wakefield Boulevard, Winchester, CT 06098
Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres...
Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

$2,600,000
Single Family Home
431 West Wakefield Boulevard, Winchester, CT 06098
This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lif...
Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

$1,500,000
Single Family Home
711 West Wakefield Boulevard, Winchester, CT 06098
Build your DREAM home! Largest lot available on the lake with great views and parking! Will build to suite. Don't miss t...
Listed by Peter Kores of The Washington Agency

$1,650,000
Single Family Home
508 West Wakefield Boulevard, Winchester, CT 06098
Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winche...
Listed by Pierre Moran of William Pitt Sotheby's Int'l

$950,000
Commercial
354 Main Street, Winchester, CT 06098
Once in a lifetime opportunity Business and Building Sale! This commercial building located at 354 Main St. Winsted, CT ...
Listed by Jordan Ostrofsky of KW Legacy Partners

$650,000
Single Family Home
18-4A Taylor Brook Road, Winchester, CT 06098
Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 ...
Listed by Peter Kores of The Washington Agency

$225,000
Vacant Land
129 Shore Drive, Winchester, CT 06098
A RARE OPPORTUNITY on HIGHLAND LAKE! This approved buildable lot is ready and waiting for you to build your dream! Lake ...
Listed by Annie Simard of LPT Realty

$739,900
Vacant Land
Old Robertsville Road, Winchester, CT 06098
Nestled along a peaceful country road near the Colebrook and Barkhamsted town lines, this breathtaking 93.38-acre parcel...
Listed by David Sartirana of Northwest CT Realty

$17,999
Vacant Land
320 White Oak Trail, Winchester, CT 06098
Plot Of Land Valued at $32,060 Property ID #: 033 105C 044+45 Zoning: HL
Listed by Dillon Cass of eRealty Advisors, Inc.

$49,000
Vacant Land
269 Walnut Street, Winchester, CT 06098
Prime Building Lot Near Downtown & Tatro's Pond!-Discover the perfect setting for your dream home on this level and open...
Listed by David Sartirana of Northwest CT Realty