837 East Wakefield Boulevard

Winchester, CT
$ 629,900 Beds 3 Baths 1.5 Sq 1,168
Monthly Estimate* How much can I afford?

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 views, while a wonderful outdoor gathering area featuring a stone fireplace provides an ideal setting for entertaining family and friends. Just across the street, your private waterfront parcel takes lake living to another level with a 15' x 29' deck overlooking Highland Lake and a dock for your boat. Also located on the waterfront is a 240 sq. ft. structure with a half bath, offering excellent flexibility for storage, a lakeside retreat or additional sleeping accommodations. Spend your days boating, swimming, fishing or simply relaxing by the water, then retreat to the comfort of your home just steps away. A rare opportunity to enjoy your own private waterfront access and all that beautiful Highland Lake has to offer!

Single Family

  • Price
  • $ 629,900
  • City
  • Winchester
  • Bedrooms
  • 3
  • Full Bathrooms
  • 1
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.76 Acres
  • Zip
  • 06098
  • Sqr Footage
  • 1,168
  • Year Built
  • 1930
  • Taxes
  • $ 2646
  • Style
  • MLS#
  • 24199152
Listed By: David Sartirana 860-806-0225 with Northwest CT Realty. - (860) 379-7245
Data Source: Smart MLS

Features

General

Zoning HLD
Neighborhood Winsted
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.76
Directions 837 East Wakefield Blvd
High School Gilbert
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1168
DOM 5
Year Built 1930
Style Ranch
Year Built Source Public Records

Interior Features

Cooling System Window Unit
Total Rooms 7
Basement Description Partial,Partially Finished,Partial With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Treed,Sloping Lot,Water View

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Gilbert High School

Price History

8/26/2026 Listed $629,900

Property vs Zip Code Average in 06098

Price
AVG $570K
$630K
Taxes
AVG $7,409
$2,646
Year Built
AVG 1943
1930

837 East Wakefield Boulevard Winchester, CT is a Single Family Home for sale at $629900 with 1168 sqft and a lot size of 0.76 Acres Acre(s). 837 East Wakefield Boulevard Winchester has 3 bedrooms, 1 baths and was built in 1930. The property's zip code is 06098 which is in Winchester, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.