81 Chestnut Street Windham, CT $ 309,000
81 Chestnut Street
$ 309,000
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81 Chestnut Street

Windham, CT, 06226
$ 309,000
Bedrooms3 Baths2.0 Sq 2,412

Monthly Estimate*

$ 1,903

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Single Family Home for sale in Windham, CT

for $309,000 with 3 bedrooms and 2 full baths. This 2,412 square foot home was built in 1918 on a lot size of 0.36.

Step into timeless elegance with this beautiful Colonial home, nestled in the historic Hill section of town. Built in 1918, this character-filled residence showcases the original charm and craftsmanship that make historic homes so special. From the moment you enter, you'll appreciate the stunning original woodwork, period lighting fixtures, welcoming entryway, and classic fireplace. Large windows throughout the home fill every room with natural light, highlighting the beautiful hardwood floors and architectural details. The main level features a spacious living room, formal dining room, kitchen, full bathroom, and a convenient first-floor bedroom. Upstairs, you'll find two to three additional bedrooms, a second full bathroom, and a large family room offering flexible living space for today's lifestyle. Enjoy relaxing on the covered front porch or take advantage of the home's original sleeping porch, a unique feature that adds to its historic appeal. Many of the home's mechanical systems have been updated, providing peace of mind while preserving its vintage character. Ideally located within walking distance to downtown, you'll have easy access to local restaurants, galleries, shops, and community events. This is a rare opportunity to own a home filled with charm, character, and history.

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Single Family Active

Price

$ 309,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 8,020

Style

Lot Size

0.36

Year Built

1918

Town/City

Windham

MLS | Web ID

24180787

Features
General
Zoning NPR2
Neighborhood Willimantic
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.36
Directions Prospect St to Chestnut Street
High School Per Board of Ed
City Windham
Elementary School Per Board of Ed
Sq Ft Total 2412
DOM 0
Year Built 1918
Style Colonial
Year Built Source Public Records
Energy Features Storm Doors
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Interior
Cooling System None
Total Rooms 8
Basement Description Full Unfinished Storage Interior Access Concrete Floor Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Historic District
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* Excluded Features
List By
Jeanne Crum

Listing Agent

Home Selling Team

Broker

jeanne@homesellingteam.com

Email

Affordability Calculator

$2,571
Per Month
74%
26%
0%
Monthly Principal & Interest
$1,903
Monthly Property Taxes
$668
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
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
6/12/2026$309,000 Listed Price

Map


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81 Chestnut Street, Windham, CT, 06226 is a Single Family Home for sale at $309,000 with 2,412 sqft and a lot size of 0.36. 81 Chestnut Street has 3 bedrooms, 2.0 baths, and was built in 1918. The property's zip code is 06226 which is in Windham, CT