36 Flagg Hill Rd

Winsted CT 06098

1303 sq. ft.

1.08 ac.

Single-Family

Last sold for $285,000

LeeAnn Asklar, last sold this property on 20 January 2026 after 60 days on market.

Overview

Welcome to this charming Ranch-style, 3-bedroom home tucked away on a beautifully wooded cul-de-sac in desirable Colebrook. The open floor plan features an expanded primary bedroom with direct access to the backyard deck-perfect for relaxing afternoons overlooking the peaceful, private yard. The home includes numerous updates such as newer windows, roof, kitchen, bathroom, hot water heater, and all appliances. The kitchen is highlighted by granite countertops and modern recessed lighting that continues into the living room. Additional upgrades include a new electrical service completed just two years ago, featuring a new panel, meter, and generator hookup. The 320 sq. ft. walk-out finished basement provides flexible space ideal for a family room, home office, gym, or guest area. This home truly has so much to offer-come see it for yourself! Owner does have to find suitable housing in order to close and would prefer closing prior to 1/15

Features

3 bedrooms

1 bathroom

1303 sq. ft. floor area

1.08 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Winsted over the last 12 months, the estimated median property value of 36 Flagg Hill Rd is $315k.

Median value

$315k

Estimated value range

$144k - $1.2m

Median days on market

Estimated value trend

-12%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winsted. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 36 Flagg Hill Rd

2026

Sold

$285,000

20 Jan 2026 by LeeAnn Asklar, of E.J. Murphy Realty

2018

Sold

$155,000

13 Dec 2018 by Frank J. Berg Broker

2017

Sold

$51,000

11 Aug 2017 by James Calafiore, of Agnelli Real Estate

Happy sellers in Winsted

We have insufficient information to provide an overview of customer satisfaction for Winsted. Viewing the agent profiles, reviews and sales for Winsted can provide insights for this location.