Skip main navigation
Accepting backups
  • $309,000

    81 Chestnut Street, Windham, CT 06226

    3beds
    2,412sqft
    : 
    Loading
    Get pre-qualified
    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
    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.
    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#: 24180787MLS Logo

      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

        DateEventPrice
        6/12/2026Listed for sale$309,000$128/sqft
        Source: Smart MLS #24180787 Report a problem

        Public tax history

        YearProperty taxesTax 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

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06226

        Getting around

        80 / 100
        Very Walkable
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel