119 West Wakefield Boulevard

Winchester, CT
$ 849,900 Beds 4 Baths 2 Sq 1,781 Virtual Tour
Monthly Estimate* How much can I afford?

Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating investment. Featuring modern upgrades throughout, the home boasts C/A, high-efficiency propane furnaces, newer appliances, windows, and siding-all designed for comfort and style. Inside, you'll find gorgeous details at every turn. The first-floor unit showcases a custom rustic kitchen with granite countertops, a Sub-Zero refrigerator, beverage fridge, gas range, and dishwasher. A luxurious marble-accented bathroom with a walk-in shower, two spacious bedrooms, and a large family room with French doors leading to a wraparound covered porch complete this level-perfect for soaking in those incredible views! The second-floor unit offers flexibility, featuring a kitchenette, dining room/office space, two additional bedrooms, and a family room with sliding doors opening to another covered porch-all with the same stunning lake vistas! Addt'l highlights include an oversized two-car detached garage with a carport, a hot tub (sold as-is), a level yard area, and a side deck. Situated just steps from the water, this home provides easy access to all lake activities. Rustic charm meets upscale living!

Single Family

  • Price
  • $ 849,900
  • City
  • Winchester
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • Litchfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.62 Acres
  • Zip
  • 06098
  • Sqr Footage
  • 1,781
  • Year Built
  • 1904
  • Taxes
  • $ 12308
  • Style
  • MLS#
  • 24191186
Listed By: Mela Veltri Case 203-209-8403 with KW Legacy Partners. - (860) 313-0700
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 0.62
Directions W. Wakefield Blvd
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1781
DOM 50
Year Built 1904
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System Ceiling Fans,Central Air
Total Rooms 10
Basement Description Partial

Exterior Features

Water Source Public Water Connected
Lot Description Lightly Wooded,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 Per Board of Ed High School

Price History

7/15/2026 Listed $849,900

Property vs Zip Code Average in 06098

Price
AVG $570K
$850K
Taxes
AVG $7,409
$12,308
Year Built
AVG 1943
1904

119 West Wakefield Boulevard Winchester, CT is a Single Family Home for sale at $849900 with 1781 sqft and a lot size of 0.62 Acres Acre(s). 119 West Wakefield Boulevard Winchester has 4 bedrooms, 2 baths and was built in 1904. 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.