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$309,000 Just Listed
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Property Description
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.
Full Property Details
Full Property Details for 81 Chestnut St
General
- Price: $309,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24180787
- Updated: Today (6/12/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Interior Features: Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Hardwood Floor, 15 x 13, Upper
- Bedroom 1: Bedroom - Hardwood Floor, 12 x 10, Main
- Bedroom 2: Bedroom - Hardwood Floor, 12 x 13, Upper
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, 23 x 13, Main
- Family Room: Family Room - Hardwood Floor, 16 x 14, Upper
- Kitchen: Kitchen - Built-In Hutch, Eating Space, Laundry Hookup, 22 x 22, Main
- Dining Room: Dining Room - French Doors, Hardwood Floor, 12 x 13, Main
- Office: Office - Hardwood Floor, 14 x 10, Upper
- Laundry: Main Level
Exterior
- Exterior Features: Porch-Screened, Porch-Enclosed, Sidewalk, Shed, Porch, Garden Area, Stone Wall
- Color: Brown and Brick
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 2
- Parking: Detached Garage, Off Street Parking
Location
- County: Windham
- Neighborhood: Willimantic
- Driving Directions: Prospect St to Chestnut Street
School Information
- Elementary School: Per Board of Ed
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: Willimantic
Heating & Cooling
- Cooling Type: None
- Heating Type: Steam, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Electric, Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle, Brick
- Basement Desc.: Full, Unfinished, Storage, Interior Access, Concrete Floor, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,412
- Above Ground: 2,412 Sq. Ft.
- Year Built: 1918
Lot Features
- Lot Size (Acres): 0.36
- Zoning: NPR2
- Lot Description: Historic District
Green Features
- Energy Features: Storm Doors
Financial Considerations
- Assessment Amount: $216,630
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 2291324
Listed by Home Selling Team, Jeanne Crum
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Price & Sales History for 81 Chestnut St
Date
Details
Price
Change
Source
6/12/2026
Listed
$309,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 81 Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,020
—
$216,630
—
2023
$8,028
37%
$216,630
76%
2023
$5,844
1%
$123,290
—
2022
$5,758
-7%
$123,290
—
2021
$6,176
—
$123,290
—
2020
$6,162
2%
$123,290
—
2019
$6,062
11%
$123,290
8%
2017
$5,446
4%
$114,390
—
2015
$5,260
6%
$114,390
—
2014
$4,968
-17%
$114,390
-25%
2011
$5,972
—
$151,990
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 81 Chestnut St
81 Chestnut Street, Windham, CT 06226 (MLS# 24180787) is a Single Family property with 3 bedrooms and 2 full bathrooms. 81 Chestnut Street is currently listed for $309,000 and was received on June 12, 2026. Want to learn more about 81 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Willimantic? You can browse all Willimantic real estate or contact a Coldwell Banker agent to request more information.

