Home Homes for Sale Winchester, CT 736 West Wakefield Boulevard

736 West Wakefield Boulevard, Winchester, CT 06098

Single Family For Sale

$544,000
$416/sqft
736 West Wakefield Boulevard, Winchester, CT
Active
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1
Bedrooms
2
Bathrooms
1,308
Sq Ft
0.2
Acres
1913
Year Built

About This Home

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.

Listed by Ed Richman (860) 209-7620 with Lakefront Living Realty, LLC (508) 377-7167

Listing Snapshot

Price $544,000 Days on Our Site 2 days
Property Tax $10,704/yr Style Cottage
Year Built 1913 Total Sq Ft 1,308
Lot Size 0.2 acres HOA Fees N/A
Bedrooms 1 Full Bathrooms 1
Total Rooms 4 Half Baths 1

Key Features

Interior
  • Cable - Available
Appliances
  • Oven/Range
  • Refrigerator
Outdoor
  • Deck
  • Patio
  • Lake
  • Dock or Mooring
  • View
  • Seasonal
Nearby
  • Golf Course
  • Lake
  • Library
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Type Off Street Parking, Unpaved
Below Grade 504 sq ft

Systems & Utilities

Heat Heat Pump
Fuel Electric
Cooling Ductless, Heat Pump, Split System
Hot Water Electric, 30 Gallon Tank
Water Private Well, Shared Well
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Gilbert

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $892/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 16, 2026 Listed $544,000

Frequently Asked Questions

How much does 736 West Wakefield Boulevard in Winchester, CT cost?
This property is listed at $544,000, which works out to $416 per square foot.
How many bedrooms does 736 West Wakefield Boulevard have?
This home has 1 bedroom and 2 bathrooms.
What is the square footage of 736 West Wakefield Boulevard?
The home is 1,308 square feet, situated on 0.2 acres.
When was 736 West Wakefield Boulevard in Winchester built?
This property was built in 1913.
Is 736 West Wakefield Boulevard, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 736 West Wakefield Boulevard, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Gilbert as the high school.
How do I schedule a tour of 736 West Wakefield Boulevard, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Ed Richman · (860) 209-7620

Lakefront Living Realty, LLC · (508) 377-7167

MLS# 24098872 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 18, 2026 7:25 PM UTC