Back 30 Upland Rd
Off Market

30 Upland Rd

Winsted CT 06098

4
2
1
1844 sq. ft.
0.17 ac.
Single-Family
Last sold for $185,000
Jeffrey LiskinJeffrey Liskin, last sold this property on 22 July 2026 after 63 days on market.

Overview

Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**

Features

4 bedrooms
2 bathrooms
1 carspace
1844 sq. ft. floor area
0.17 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winsted over the last 12 months, the estimated median property value of 30 Upland Rd is $425k.

Median value
$425k
Estimated value range
$185k - $2.2m
Median days on market
16
Estimated value trend
18%
increase 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 30 Upland Rd

2026
Sold
$185,000
22 Jul 2026 by Jeffrey Liskin, of Northwest CT Realty
2018
Sold
$110,000
28 Sep 2018 by Jason Della Valle, of Northwest CT Realty

Happy sellers in Winsted

97%
97% of sellers in Winsted reported that their sale price either exceeded or met their price expectations.

Winsted stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 6 reviews in Winsted over the last 12 months.

Local market activity for 4 bedroom single-family properties in Winsted

In the last 12 months, 18 four-bedroom single-family properties similar to 30 Upland Rd, have been sold.

This represents a 37% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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