47 Properties Available In Winchester
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$270,000
Single Family Home
141 Maloney Court, Winchester, CT 06098
A charming ranch-style home, located in a desirable area, offers the convenience of single-level living. It features 4 b...
Listed by Marcy D'angelo of Coldwell Banker Realty
$2,100
Single Family Home
800 East Wakefield Boulevard, Winchester, CT 06098
Highland Lake direct waterfront - nice location on the lake. Fully renovated - in antique cottage style. Central Air. ...
Listed by John Herman of The Buyer's Representative LLC
$229,900
Single Family Home
30 Mountain Avenue, Winchester, CT 06098
Not afraid of some peeling paint or rotting wood? This is the house for you! 30 Mountain Ave with 5 beds, 1.5 baths is y...
Listed by Derek Greene of Derek Greene
$335,000
Single Family Home
50 Manchester Heights, Winchester, CT 06098
Charming Country Cape with Cottagecore appeal on just over an acre of land and situated on a culd-de-sac. Located off th...
Listed by Lisa Bredice of William Raveis Real Estate
$319,900
Single Family Home
284 Gilbert Avenue, Winchester, CT 06098
Welcome to 284 Gilbert Avenue-a charming 4-bedroom Cape that combines efficient updates with inviting living spaces. App...
Listed by David Sartirana of Northwest CT Realty
$259,000
Single Family Home
343 West Wakefield Boulevard, Winchester, CT 06098
Your oasis awaits!!! Schedule your appointment today and come view this adorable Bungalow. There is so much potential to...
Listed by Patrick Precourt of Dorrance Realty
$1,595,000
Single Family Home
424 East Wakefield Boulevard, Winchester, CT 06098
Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality ...
Listed by Karen Newton of William Pitt Sotheby's Int'l
$889,000
Single Family Home
112 Shore Drive, Winchester, CT 06098
Live like you're on vacation every day! This beautifully updated lakefront home sits directly on the water in Highland L...
Listed by Nancy Reardon of Berkshire Hathaway NE Prop.
$499,000
Single Family Home
117 South Road, Winchester, CT 06098
Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character ...
Listed by Christina Niziolek of William Raveis Real Estate
$1,595
Multi-Family
98 Spencer Street #4N, Winchester, CT 06098
Spacious 4 bedroom, 2nd floor apartment. Washer/dryer hook-up in the unit. Off street parking. Pets considered. Credit a...
Listed by Amanda Balaski of Northwest CT Realty
$1,575
Multi-Family
19 Center Street #1R, Winchester, CT 06098
Three bedroom apartment on the first floor. Large kitchen, light filled living room and a recently remodeled bath. Washe...
Listed by Amanda Balaski of Northwest CT Realty
$329,000
Single Family Home
150 Mathew Road, Winchester, CT 06098
Highland Lake, 3 Bedroom, 2 Bath, well maintained home. Lake views, newer appliances, hardwood floors, move-in ready, la...
Listed by Josh Dionne of Commercial Services Realty
$995,000
Single Family Home
469 Platt Hill Road, Winchester, CT 06098
HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're...
Listed by Marshall Cohen of Cohen Agency
$559,999
Single Family Home
144 Marshall Street, Winchester, CT 06098
Welcome to your own private paradise! Nestled on an incredible 55 acres, this one-of-a-kind property offers peace, priva...
Listed by Monica Palmerie of RE/MAX RISE
$749,900
Multi-Family
39 South Main Street, Winchester, CT 06098
THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2...
Listed by Ryan Horvay of Smith & DeGroat Real Estate
$230,000
Single Family Home
39 Orchard Street, Winchester, CT 06098
Back on the market, buyer's financing fell through. Welcome to this beautifully updated 3-bedroom, 1.5-bath colonial in ...
Listed by Michael Flaherty Jr of Sullivan Real Estate Inc
$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
$450,000
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
$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.
$525,000
Single Family Home
55 Walnut Street, Winchester, CT 06098
Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a land...
Listed by David Sartirana of Northwest CT Realty
$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
$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
$1,400,000
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.