When was property at 431 West Wakefield Boulevard built and last sold?

The property at 431 West Wakefield Boulevard was built in 2002 and last sold on Jan 1, 1970 for $0.

How much is this home worth?

The estimated value of the home located at 431 West Wakefield Boulevard is $1,868,500.

What are some comparable homes to 431 West Wakefield Boulevard?

There are currently no comparable homes to 431 West Wakefield Boulevard.

Litchfield

06098

431 Wakefield Boulevard

Sold on Sep 4, 2026

Map

Listing Courtesy of: Lisa Ogren, Berkshire Hathaway NE Prop., (860) 416-2085

$1,850,000

● House - Off Market

431 Wakefield Boulevard

Winchester, CT 06098

9 Beds

5 Baths, 1 Half Bath

7,000 Ft²

$11,166

Est. Monthly

About This Property

Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your gateway to the ultimate lake life. Wake each morning to panoramic water views, and step outside to a world of four-season recreation. In summer, enjoy boating, jet skiing, swimming, and fishing right from your private dock, or simply relax by the shoreline. When winter arrives, the lake transforms into your own frozen wonderland for ice fishing, skating, and fireside gatherings. Inside, luxury awaits. The main home features gourmet finishes, a chef's kitchen, and custom craftsmanship throughout. A charming guest bungalow offers privacy for family, friends, or guests. Zoned for a bed and breakfast, and featuring an extra subdividable lot, the property offers immense potential - whether as a private retreat, an upscale B&B, or an investment in future development. Set on 425 feet of pristine water frontage, this estate captures the essence of Highland Lake living - natural beauty, year-round recreation, and endless opportunity.

Unit Size

7,000 Ft²

Days on Market

Land Size

3.00 acres

Price per sqft

$264

Property Type

House

Property Taxes

$2,082

HOA Dues

Year Built

2002

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Last updated: 29 days ago (Smart MLS #24159989)

Price History

Date / Event	Date	Event
Sep 4, 2026	Sold	Premium
Sold
Aug 4, 2026	In contract	-
In contract
May 8, 2026	Relisted	$1,850,000
Relisted
Apr 24, 2026	No longer available	-
No longer available
Mar 18, 2026	Listed by Berkshire Hathaway NE Prop.	$1,850,000
Listed by Berkshire Hathaway NE Prop.
Jul 10, 2025	Price Decreased	$2,199,000 ↓ $401K (15.4%)
Price Decreased
Mar 27, 2025	Price Decreased	$2,600,000 ↓ $200K (7.1%)
Price Decreased
Aug 28, 2024	Listed	$2,800,000
Listed

	SUMMER IS JUST AROUND THE CORNER!!!!!! IMAGINE LIVING THE RESORT LIFE YEAR ROUND!!!!! LOCAL NEWS JUST ANNOUNCED THAT WINSTED WAS 1 OF THE MOST DESIRABLE TOWNS TO LIVE WITH EMPHASIS ON BEAUTIFUL HIGHLAND LAKE. This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life. Guest home is loaded with privacy sitting on 425ft of prime water frontage

Property Highlights

Garage

Air Conditioning

Fireplace

Building Info

Overview

General

Year Built: 2002

Effective Year Built: 2002
Building Count: 1
Total Rooms: 12
Bedroom Count: 8
Bathroom Count: 6
Full Bathrooms: 5
Partial Bathrooms: 6
Building Condition: 3
Building Quality: 0
Construction Type: 3
Building Style: 4
Exterior Walls Type: 19
Interior Walls Type: 0
Roof Shape Type: 1
Roof Cover Type: 15
Floor Count: 200
Living Units: 1
Floor Cover: 0
Basement Type: 9
Basement Area: 2,496
Garage Type: 17
Parking Space Count: 2
Patio Type: 0
Porch Type: 0
Pool Type: 0

Dimensions

Lot Size Square Feet: 74,052

Total Building Area: 5,530
Gross Building Area: 9,408
Building Area: 5,530
Building Area Measurement: L

Heating and Cooling

Fireplace Count: 1

Air Conditioning: 0
Heating: 10
Heated Square Feet: 5,530
Heating Fuel Type: 6

Utilities

Sewer System: 0

Water Service: 0

Building

Building Type: 0

Property Class: R
Land Acres: 0000001700
Standard Land Use Code: 1001
County Land Use Code: 101

Neighborhood

School District Name: Winchester School District

School Tax School District: WINCHESTER SD
Census Tract: 320200

Zoning

Zoning: HL

Geography

Account Number: 1513

Parcel: WINC M:032 B:118 L:004
Block: 118
Lot: 4
Municipality: WINCHESTER
Latitude: 41.905
Longitude: -73.0961

Address

Full Address: 431 W Wakefield Blvd

Address - House Number: 431
Street Direction: W
Address - Street Name: Wakefield
Address - Suffix Type: Blvd
State: CT
City Name: Winsted
Carrier Code: R007
4-Digit Zip Code: 2955
Zip Code: 06098

Valuation

Tax

Tax Year: 2023

Tax Amount: $2,187,900

Appraisal Valuation

Standard Deviation: 0.1745

Valuation Date: Sep 27, 2023
Confidence Score: 77
Final Value: 1,267,012
High Value: 1,488,158
Low Value: 1,045,865

Assessments Valuation

Assessed Year: 2023

Assessed Total Value: $829,080
Assessed Land Value: $241,430
Assessed Improvements Value: $587,650

Data used for valuation calculations is provided by RealtyHop, and other third party sources

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Comparables

About Litchfield

Stats & Trends

Median Asking:

$395,000

Sale Price/ft²

$242

Below Asking

0.02%

Average Days on Market

Average Home Size

2000 ft²

Average Home Age

74.3 years

Currently For Sale

644 Listings

Based on RH Advisors, Inc. calculations of home data from MLS and/or public records.

Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 59 Cook Street, Winchester, CT, 06098

$1,900 /mo

2 Beds
2 Baths
1,289 ft²

59 Cook Street #7, Winchester, CT, 06098 Listing by Debra Jablonski

Unit for rent at 840 Main Street, Winchester, CT, 06098

$1,500 /mo

3 Beds
1 Bath
922 ft²

840 Main Street #2, Winchester, CT, 06098 Listing by Diane Carroll

Unit for rent at 188 Lake Street, Winchester, CT, 06098

$2,500 /mo

2 Beds
1 Bath
1,040 ft²

188 Lake Street, Winchester, CT, 06098 Listing by Annie Simard

Rentals Near You

Click here to view more rentals in the neighborhood.

Listed by: Lisa Ogren
Berkshire Hathaway NE Prop.
Last Updated: 29 days ago
Data Source: Smart MLS, MLS# 24159989

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.