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.
Accepting backups
$309,000
81 Chestnut Street, Windham, CT 06226
3beds
2,412sqft
Single Family Residence
Built in 1918
0.36 Acres Lot
$-- Zestimate®
$128/sqft
$-- HOA
What's special
Classic fireplaceCovered front porchStunning original woodworkOriginal charm and craftsmanshipArchitectural detailsOriginal sleeping porchPeriod lighting fixtures
- 21 days |
- 1,315 |
- 88 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jeanne L. Crum (860)942-4970,
Home Selling Team 860-456-7653
Source: Smart MLS,MLS#: 24180787
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 195 Square Feet
- Dimensions: 13 x 15
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 13 x 12
Dining room
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 156 Square Feet
- Dimensions: 13 x 12
Family room
- Features: Hardwood Floor
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 14 x 16
Kitchen
- Features: Built-in Features, Eating Space, Laundry Hookup
- Level: Main
- Area: 484 Square Feet
- Dimensions: 22 x 22
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 299 Square Feet
- Dimensions: 13 x 23
Office
- Features: Hardwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Heating
- Steam, Natural Gas
Cooling
- None
Appliances
- Included: Oven/Range, Refrigerator, Washer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Doors: Storm Door(s)
- Basement: Full,Unfinished,Storage Space,Interior Entry,Concrete
- Attic: Storage,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 2,412
- Total interior livable area: 2,412 sqft
- Finished area above ground: 2,412
Property
Parking
- Total spaces: 2
- Parking features: Detached, Off Street
- Garage spaces: 1
Features
- Patio & porch: Screened, Enclosed, Porch
- Exterior features: Sidewalk, Garden, Stone Wall
Lot
- Size: 0.36 Acres
- Features: Historic District
Details
- Additional structures: Shed(s)
- Parcel number: 2291324
- Zoning: NPR2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Brick
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1918
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Doors
Community & HOA
Community
- Features: Near Public Transport, Health Club, Library, Medical Facilities, Park, Shopping/Mall
- Subdivision: Willimantic
HOA
- Has HOA: No
Location
- Region: Willimantic
Financial & listing details
- Price per square foot: $128/sqft
- Tax assessed value: $216,630
- Annual tax amount: $8,020
- Date on market: 6/12/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Listed for sale | $309,000$128/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,020 -0.1% | $216,630 |
| 2024 | $8,028 +37.4% | $216,630 +75.7% |
| 2023 | $5,844 +1.5% | $123,290 |
| 2022 | $5,758 -6.8% | $123,290 |
| 2021 | $6,176 +0.2% | $123,290 |
| 2020 | $6,162 +1.6% | $123,290 |
| 2019 | $6,062 +6.8% | $123,290 +7.8% |
| 2017 | $5,674 +7.2% | $114,390 |
| 2015 | $5,294 +6.6% | $114,390 |
| 2014 | $4,968 -16.8% | $114,390 -24.7% |
| 2013 | $5,972 +2.7% | $151,990 |
| 2012 | $5,817 +4.3% | $151,990 |
| 2011 | $5,575 | $151,990 |
| 2010 | $5,575 +37.5% | $151,990 |
| 2009 | $4,054 +6.9% | $151,990 |
| 2008 | $3,791 -26.9% | $151,990 |
| 2007 | $5,184 +10.3% | $151,990 |
| 2006 | $4,701 +16.9% | $151,990 +61.9% |
| 2005 | $4,022 +1.5% | $93,880 |
| 2004 | $3,964 +23.8% | $93,880 +14.8% |
| 2001 | $3,202 | $81,802 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06226
Nearby schools
GreatSchools rating
- 3/10W. B. Sweeney SchoolGrades: K-5Distance: 1 mi
- 4/10Windham Middle SchoolGrades: 6-8Distance: 0.9 mi
- 2/10Windham High SchoolGrades: 9-12Distance: 0.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Windham County
- Willimantic
- 06226
- 81 Chestnut Street






