152 Chestnut St, Windham, CT 06226
OFF MARKET

$261,200

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,308 sqft (on 0.37 acres)

152 Chestnut St, Windham, CT 06226

Est. Refi. Payment $1,778/mo*
Refinance Your Home

Home Value

Trulia Estimate
$261K
Since last month
Decreased$6K (-2.1%)
Since last year
Increased$2K (+0.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +99% in the last 10 years
MonthEstimated value
2026
August 2026$261K
July 2026$267K
June 2026$265K
May 2026$261K
April 2026$261K
March 2026$251K
February 2026$251K
January 2026$241K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$290,000
08/06/26
4
1.5
1,900
0.15
Single-Family Home
$250,000
09/24/25
4
2
1,265
0.16
Single-Family Home
$320,000
08/20/26
3
2
2,412
0.19
Single-Family Home
$332,500
08/10/26
3
1.5
1,494
0.16
Single-Family Home
$390,000
06/04/26
3
2.5
1,995
0.16
Single-Family Home
$269,000
11/25/25
4
1.5
2,032
0.14
Single-Family Home
$330,000
08/11/26
4
2
1,756
0.51
Single-Family Home
$405,000
05/06/26
3
2
1,457
0.42
Single-Family Home
$242,000
01/28/26
4
1
1,425
0.30
Single-Family Home
$263,000
02/25/26
4
1.5
1,907

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.05
$379,200
3
1.5
2,085
Off Market
0.06
$430,000
3
2
1,708
Off Market
0.08
$423,000
3
2.5
2,160
Off Market
0.06
$290,000
4
1.5
1,900
Recently Sold
0.10
$315,000
3
1.5
1,778
Off Market
0.08
$366,200
4
1
1,855
Off Market
0.12
$365,000
3
2
2,318
For Sale
0.15
$480,000
9
4
2,939
For Sale
0.15
$293,600
4
1.5
1,520
Off Market
0.15
$290,000
4
2
1,560
For Sale
0.15
$266,400
4
2
1,265
Off Market
0.16
$320,000
3
2
2,412
Recently Sold

Local Information

  • Map ViewExplore the area around 152 Chestnut St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1923
Lot Size
0.37 acres
Living Area
1,308 sqft
Price/Sqft
$200

About this House

Home has good bones, but needs work. Garage in back needs to come down and removed per town hall building department. Taxes are not right there are two lots that total .37 acres and taxes on second parcel of land are $399.46. This is also a reverse mortgage short sale. Great Investment opportunity for rental or flip. Close to Eastern State University walking distance and a short drive to UCONN.
152 Chestnut St, Windham, CT 06226 is a 3 bedroom, 2 bathroom, 1,308 sqft single-family home built in 1923. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $261,200, with a rent estimate of $2,720/month.

Home Details for 152 Chestnut St

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Appliances & Utilities
Cable ReadyRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Vinyl, WoodGarden

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Jun 1, 2019
Source: Agent Provided
ListingRemoved
$90,000
Sep 5, 2018
Source: Agent Provided
Listed For Sale
$90,000

Market trends in Willimantic

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
18
1
MoM

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Willimantic

At least 122 Trulia users voted on each feature.
  • 83 % Say it's dog friendly

  • 78 % Say there are sidewalks

  • 77 % Say parking is easy

  • 73 % Say it's walkable to restaurants

  • 70 % Say kids play outside

  • 68 % Say car is needed

  • 68 % Say it's walkable to grocery stores

  • 66 % Say streets are well-lit

  • 65 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 54 % Say people would walk alone at night

  • 50 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 44 % Say there are community events

  • 39 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Tjflaherty29
    "Plenty of nice places to walk your dogs. Always get safe walking around here. Only issues are when people don’t leash there dogs but that’s anywhere really."
  • Debora.escalona
    "I have to drive at least 25 min to get to most places outside of here. Don’t really see public transportation, not very walkable. "
  • Aaron D.
    "Densely populated area. Never have any issues living here. Well situated from major cities but also feels very country. "
  • Flor R.
    "My neighborhood is quiet and neighbors are friendly. Could benefit from more lighting around. Is dark at night."
  • Liz S.
    "Me as a dog owner love this area cause everyone respect when you are walking your dog or at a park. People have their dog on leash. This neighborhood need a dog park."
  • Flor R.
    "Is a nice neighborhood just wish the city would provide more lighting since us really dark at night. "
  • Flor R.
    "Great town but public transport needs to increase and get better. For the most part you will need a car."
  • Kyle
    "Long time resident of Willi. I've never had a problem here. I think of it as the oasis to the surrounding farmland"
  • L s
    "overall it's pretty quiet and you see people walking their dogs. we have a lot of university students walking and enjoying themselves on the weekends. police servaillance is a plus. lots of young kids in the neighborhood "
  • Kennyacalzada
    "The dog owner maintained the areas clean!! Never I see trash in my area or in the neighborhood area!! "
  • Flor R.
    "Is a nice family oriented neighborhood. Everything is close and accessible ,schools, agencies, grocery stores."
  • Pweissenborn84
    "Willimantic is a racially diverse small college town in New England with lots of historic Victorian buildings. It also has high poverty and drug use due to poor employment opportunities."

LGBTQ Local Legal Protections

Frequently asked questions about 152 Chestnut St

  • What is 152 Chestnut St estimated to be worth?
    Trulia's estimated value for 152 Chestnut St in Windham, CT is $261,200.
  • Is Windham a buyer's or seller's market?
    Windham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, CT as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Windham, CT.
  • What are the closest schools to 152 Chestnut St?
    The closest schools to 152 Chestnut St in Windham, CT are Charles High Barrows Stem Academy (Elementary/Middle, rated 5/10), W. B. Sweeney School (Elementary, rated 3/10), Windham High School (rated 2/10).
  • How big is the lot at 152 Chestnut St?
    The lot at 152 Chestnut St in Windham, CT is about 0.37 acres (16,117 sq ft).

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