8

Winchester, CT Homes for Sale under $800,000

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  • /40

    $749,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,131 Sq Ft

    180 Shore Dr, Winsted, CT 06098

    Highest and best offer by noon on Monday 21st. Welcome to 180 Shore Dr - your own beautifully renovated waterfront retreat on highly desirable Lake! This exceptional year-round home offers the perfect combination of modern comfort, stunning water views, and the lake lifestyle you've been dreaming about. Featuring 3 bedrooms and 2 full bathrooms, the home has been extensively remodeled with

    Agent Photo

    Jacek Mikolajczyk

    Berkshire Hathaway NE Prop.

    180 Shore Dr, Winsted, CT 06098
  • /40

    $629,900

    • 3 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    837 E Wakefield Blvd, Winsted, CT 06098

    Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake

    Agent Photo

    David Sartirana

    Northwest CT Realty

    837 E Wakefield Blvd, Winsted, CT 06098
  • /28

    $629,000

    • 8 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    143 Holabird Ave, Winsted, CT 06098

    One of the finest grand classic Colonial homes where timeless charm and beautiful details can still be found throughout. Features include elegant crown molding, rich wood paneling, wide baseboard molding, gleaming hardwood floors, and a sweeping grand staircase-all adding to the warmth and character of this truly special home. This home features formal dining room, sitting room with fireplace,

    Linda Ganem Borla & Associates Real Estate

    143 Holabird Ave, Winsted, CT 06098
  • /38

    $649,900

    • 2 Beds
    • 1 Bath
    • 1,361 Sq Ft

    600 E Wakefield Blvd, Winsted, CT 06098

    Nestled along the coveted east shore of Highland Lake, 600 East Wakefield Boulevard presents a rare opportunity to own a piece of one of Connecticut's most sought-after waterfront communities. Filled with charm and character, this lakeside property offers the perfect canvas to create a custom retreat that reflects your vision and lifestyle. Spend your days swimming, boating, kayaking, and

    Stacy Anselmo Coldwell Banker Realty

    600 E Wakefield Blvd, Winsted, CT 06098
  • /15

    $799,000

    $60K PRICE DROP
    • Land
    • 65.29 Acres
    • $12,238 per Acre

    257-259 Torringford St, Winchester, CT 06098

    Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

    Lisa Toczko Home Valley Realty, LLC

    257-259 Torringford St, Winchester, CT 06098
  • /6

    $525,000

    $270K PRICE DROP
    • Land
    • 10,018 Sq Ft
    • $2,282,609 per Acre

    535,538 W Wakefield Blvd, Winchester, CT 06098

    This waterfront property is ideal for contractors or individuals who want to build a year-round home on Highland Lake's West side. The property is being sold as a package (3 lots have been approved for construction, parking, and a well ). The lots consist of .10 acres across the street from the water and .023 acres on the water.

    chris marino Cohen Agency

    535,538 W Wakefield Blvd, Winchester, CT 06098
  • /40

    $715,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,158 Sq Ft

    44 Pine Rd, Colebrook, CT 06021

    Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living

    Mike Gregor Cohen Agency SiM, LLC

    44 Pine Rd, Colebrook, CT 06021
  • /19

    $549,000

    $30K PRICE DROP
    • 11 Beds
    • 5.5 Baths
    • 5,233 Sq Ft

    150 Oak St, Winsted, CT 06098

    *PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath

    Pamela Silvestri Turning Point Realty, LLC

    150 Oak St, Winsted, CT 06098

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$370,000
Median 2 Bedroom Sale Price
$370,000
Average Price Per Sq Ft
$232
Number of Homes for Sale
8
Last 12 months Home Sales
3
Months of Supply
0.00
Median List Price
$359,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
5%
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