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$799,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,044 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 804 W Wakefield Blvd

General

  • Price: $799,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24195283
  • Updated: 8/17/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Cable - Available, Open Floor Plan
  • Appliances: Oven/Range, Refrigerator, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Full Bath: Remodeled, Stall Shower, Main

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom - Skylight, Vaulted Ceiling, Hardwood Floor, 12 x 10, Main
  • Bedroom 1: Bedroom - Vaulted Ceiling, Hardwood Floor, 11 x 7, Main

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Beams, Hardwood Floor, 12 x 11, Main
  • Family Room: Family Room - Beams, Dry Bar, Wood Stove, Patio/Terrace, Laminate Floor, 18 x 16, Lower
  • Kitchen: Kitchen - Beams, 17 x 10, Lower
  • Office: Office - Hardwood Floor, 6 x 6, Main
  • Loft: Loft - Hardwood Floor, 9 x 9, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Lighting, Stone Wall, Patio
  • Color: Light Wood

Parking

  • Total Spaces: 5
  • Parking: Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Split System
  • Heating Type: Solar, Wall Unit, Other, Solar
  • Heating Fuel: Solar
  • Water Heater: Electric, Solar Assisted, Tankless Hotwater

Utilities

  • Sewer: Public Sewer Connected
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch, Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Crawl Space, Unfinished
  • Roof: Asphalt Shingle
  • Square Feet: 1,044
  • Above Ground: 638 Sq. Ft.
  • Below Ground: 406 Sq. Ft.
  • Year Built: 1924

Lot Features

  • Lot Size (Acres): 0.08
  • Driveway/Sidewalk: Paved
  • Zoning: HLD
  • Lot Description: Level Lot, Sloping Lot, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake, Beach, Dock or Mooring, Beach Rights, View

Green Features

  • Energy Features: Active Solar, Extra Insulation

Financial Considerations

  • Assessment Amount: $273,840
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 925619
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 804 W Wakefield Blvd —

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 804 W Wakefield Blvd

School District:Winchester School District
NameGradesDistance
Batcheller Early Education Center
201 Pratt Street, Winsted, CT 06098
PK-21.8 mi
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-62.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 804 W Wakefield Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/17/2026
Listed
$799,900
403.08%
MLS
7/06/2000
Sold
$159,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 804 W Wakefield Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,988
7%
$273,840
—
2023
$7,459
3%
$273,840
—
2023
$7,227
35%
$273,840
71%
2022
$5,373
—
$160,200
—
2021
$5,373
1%
$160,200
1%
2020
$5,305
—
$158,170
—
2019
$5,305
—
$158,170
—
2018
$5,305
5%
$158,170
5%
2017
$5,061
—
$150,890
—
2016
$5,061
3%
$150,890
—
2015
$4,934
2%
$150,890
—
2014
$4,815
2%
$150,890
—
2011
$4,708
—
$150,890
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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804 West Wakefield Boulevard, Winchester, CT 06098 (MLS# 24195283) is a Single Family property with 2 bedrooms and 1 full bathroom. 804 West Wakefield Boulevard is currently listed for $799,900 and was received on August 17, 2026. This property is listed by Pamela Dostilio from our Newtown Office.Want to learn more about 804 West Wakefield Boulevard? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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