736 West Wakefield Boulevard Winchester, CT $ 544,000
736 West Wakefield Boulevard
$ 544,000
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736 West Wakefield Boulevard

Winchester, CT, 06098
$ 544,000
Bedrooms1 Baths1.1 Sq 1,308

Monthly Estimate*

$ 3,350

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Single Family Home for sale in Winchester, CT

for $544,000 with 1 bedroom and 1 full bath, 1 half bath. This 1,308 square foot home was built in 1913 on a lot size of 0.2.

Welcome to "WatersEdge" a Seasonal Cottage perched on a landscaped hillside overlooking Third Bay of beautiful Highland Lake. Views Views Views! Highland is a fully recreational lake. On the main floor of the cottage you will find one bedroom, a bath with shower, a spacious family room with a stone fireplace, and an efficient kitchen with storage. The lower walk-out level can be accessed by the spiral staircase, and includes a 1/2 bath with potential for additional sleeping and a closet. Off the lower level is a patio overlooking the private beach and dock. There is also an outdoor shower! The expansive deck off the main level, truly gives one a treehouse vibe, with the stunning vista of Third Bay. It is a wonderful, outdoor space for relaxing or entertaining. From the deck one can wind their way down the stone stairway lined with rhododendrons, and when in blossom a tranquil, private oasis is yours to enjoy. Unlike many lakeside homes this three season cottage has privacy areas both shaded and sunny. The cottage is connected to a town sewer system and has a shared private well. Highland Lake has two public beaches, a privately owned marina and a public boat launch. Over the years downtown known as Winsted, has been experiencing a renaissance, with new restaurants, a brewery, grocery stores, and unique shops along Main Street. Don't miss this quintessential Lakefront retreat! A parcel of .72 acres across the road, known as #735 is included with the sale.

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Single Family Active

Price

$ 544,000

Bedrooms

1

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 10,704

Style

Lot Size

0.2

Year Built

1913

Town/City

Winchester

MLS | Web ID

24098872

Features
General
Zoning HL
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.2
Directions Use GPS. Park on Street or across the street in parking spot to left of the well.
High School Gilbert
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1308
DOM 2
Year Built 1913
Style Cottage
Year Built Source Public Records
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Interior
Cooling System Ductless Heat Pump Split System
Total Rooms 4
Basement Description Partial Storage Walk-out Concrete Floor Partial With Walk-Out
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Exterior
Water Source Private Well Shared Well
Lot Description Sloping Lot Water View
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* Excluded Features
List By
Ed Richman

Listing Agent

Lakefront Living Realty, Llc

Broker

homegallery.elr@gmail.com

Email

Affordability Calculator

$4,242
Per Month
79%
21%
0%
Monthly Principal & Interest
$3,350
Monthly Property Taxes
$892
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
2060047 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
5/18/2026$544,000 Listed Price

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736 West Wakefield Boulevard, Winchester, CT, 06098 is a Single Family Home for sale at $544,000 with 1,308 sqft and a lot size of 0.2. 736 West Wakefield Boulevard has 1 bedrooms, 1.1 baths, and was built in 1913. The property's zip code is 06098 which is in Winchester, CT