600 East Wakefield Boulevard

Winchester, CT
$ 649,900 Beds 2 Baths 1 Sq 1,361
Monthly Estimate* How much can I afford?

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 enjoying all that Highland Lake has to offer, with easy lake access and a nearby semi-private boat launch. As evening arrives, breathtaking panoramic sunsets paint the water, creating an unforgettable backdrop for lakeside living. What truly sets this property apart is that, unlike many waterfront homes and open parcels around the lake, it benefits from both a DEEP PRIVATE WELL and PUBLIC SEWER service, offering convenience, reliability, and added value that are increasingly difficult to find. Whether you're seeking a seasonal getaway, YEAR-ROUND waterfront residence, or renovation opportunity, this exceptional property is ready for its next chapter. With waterfront opportunities on Highland Lake becoming increasingly scarce, this is your chance to secure a truly unique lakefront setting. Subject to Probate Court approval. Property sold as-is.

Single Family

  • Price
  • $ 649,900
  • City
  • Winchester
  • Bedrooms
  • 2
  • Full Bathrooms
  • 1
  • County
  • Litchfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.11 Acres
  • Zip
  • 06098
  • Sqr Footage
  • 1,361
  • Year Built
  • 1920
  • Taxes
  • $ 8925
  • Style
  • MLS#
  • 24198153
Listed By: Stacy Anselmo 860-836-9292 with Coldwell Banker Realty. - (860) 633-3661
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 0.11
Directions E Wakefield BLVD
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1361
DOM 19
Year Built 1920
Style Cape Cod
Year Built Source Public Records

Interior Features

Cooling System Wall Unit
Total Rooms 5
Basement Description None

Exterior Features

Water Source Private Well
Lot Description Sloping Lot
Color Brown

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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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 Per Board of Ed High School

Price History

8/12/2026 Listed $649,900

Property vs Zip Code Average in 06098

Price
AVG $570K
$650K
Taxes
AVG $7,409
$8,925
Year Built
AVG 1943
1920

600 East Wakefield Boulevard Winchester, CT is a Single Family Home for sale at $649900 with 1361 sqft and a lot size of 0.11 Acres Acre(s). 600 East Wakefield Boulevard Winchester has 2 bedrooms, 1 baths and was built in 1920. 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.