Active Under Contract
Single family home for sale at 804 W Wakefield Blvd, Winsted, CT 06098 | MLS# 24195283 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 804 W Wakefield Blvd, Winsted, CT 06098 | MLS# 24195283 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 804 W Wakefield Blvd, Winsted, CT 06098 | MLS# 24195283 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 804 W Wakefield Blvd, Winsted, CT 06098 | MLS# 24195283 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 804 W Wakefield Blvd, Winsted, CT 06098 | MLS# 24195283 | Listing updated on 2026-09-18
33+
Beds Icon

Street View

$799,900

Monthly Est:$3,981

  • Beds Icon2 Beds
  • Beds Icon
    1 Bath
  • Beds Icon1,044sqft

804 W Wakefield Blvd, Winsted, CT 06098

$3,981/moEst:

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  • Single Family Residence

  • Built in 1924

  • $-- HOA

  • 3,484.8 sqft lot

  • $766/sq.ft

Description

Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead from your expansive lakeside deck. With over $100,000 in owner upgrades, this move-in ready home offers effortless lakefront living with a newer roof, owned solar panels, updated systems, a permanent grandfathered dock, seawall, outdoor shower, firepit, and direct access to motorboating, kayaking, paddleboarding, swimming, and outstanding fishing. A rare additional 0.24-acre lot across the street provides a total of 5 parking spaces perfect for family and guests. Enjoy easy access to Route 8, a short drive to Bradley International Airport, and year-round recreation with nearby Ski Sundown, Butternut Ski Area, scenic hiking trails, wineries, breweries, restaurants, and charming New England towns. This is your opportunity to own one of Highland Lake's most desirable waterfront homes-simply unpack, relax, and make every day feel like a vacation.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 18, 2026 at 8:45 pm
  • Listing Provided by: Pamela Dostilio | Coldwell Banker Realty
  • Source: SMART MLS-CT | MLS#: 24195283 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Winsted

  • Neighborhood

    --

  • Year Built

    1924

  • HOA Fees

    -

  • Finished Area

    1,044 sqft

  • Lot Size

    3,484.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24195283

  • MLS Status

    Under Contract

  • Days on Market

    51

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathroom: 1

Interior

  • Sewer

    Public Sewer Connected

  • Heating

    Other, Solar

  • Appliances

    Oven/range, Refrigerator, Washer, Dryer

  • Interior Features

    Cable Available, Open Floor Plan

  • Cooling

    Split System

  • Exterior Features

    Deck, Lighting, Stone Wall, Patio

Construction

  • Year Built

    Year Built: 1924

  • Home type

    Single Family Residence

  • Architectural Style

    Ranch, Cottage

  • Foundation Details

    Stone

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Parking Features

    Off Street Parking, Driveway

  • Laundry Features

    Main Level

  • Water Source

    Private Well

  • Basement

    Crawl Space, Unfinished

Other Features

  • Lot Features

    Level Lot, Sloping Lot, Professionally Landscaped, Water View

  • Subdivision Name

    N/a

Price History

DateEventPrice

09/04/2026

Source: mls_logoSMART MLS-CT #24195283

Contingent (Active Under Contract)

$799,900

$766/sqft

08/17/2026

Source: mls_logoSMART MLS-CT #24195283

Listed for Sale

$799,900

$766/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 07, 2026, 11:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group