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81 Chestnut Street

Windham, CT 06226

$309,000 $1,302/Mo

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Overview

Bed

Bath

2,412

Sqft

0.36

Acre(Lot)

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 tod ay'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.

Property Details

Property Type : Residential

Price : $309,000

AD Id : 84767927

MLS Id : 24180787

Beds : 3

Lot Size : 0.36 Acre

Living Area Size : 2,412

Year Built : 1918

Garage : 1

County : Windham

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 3

Bathroom Information

Total Baths: 2 Full Baths: 2

Room Information

Rooms Total: 8 Has Basement: Yes Basement: Full, Storage Space, Unfinished, Concrete
Roofing Information

Asphalt
Interior Features

Roof: Asphalt Appliances: Range, Oven, Refrigerator, Washer, Electric Water Heater Laundry Features: Main Level
Heating & Cooling

Has Heating: Yes Heating: Natural Gas, Steam Cooling: None

Building Information

Year Built: 1918 Building Area Total: 2412 Construction Materials: Brick, Shingle Siding, Frame Patio And Porch Features: Porch, Screened Private Pool: No
Exterior Features

Exterior Features: Garden

Lot Information

Lot Size Acres: 0.36

Listing Price Information

Listing Price: $309000

Tax Information

Parcel Number: 2291324 Annual Tax: $8020

Parking Information

Parking Total: 2 Off Street

Garage Information

Has Garage: Yes Garage Space: 1

School Information

Elementary School: Per Board of Ed

Junior High School: Per Board of Ed

Senior High School: Per Board of Ed
Location Information

Direction: Prospect St to Chestnut Street WaterSource: Public

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
50 Selden Street, Windham, CT, 06226	$249,900	4	2	2,540	2,540 SqFt
104 Fairview Street, Windham, CT, 06226	$269,000	2	2	1,053	1,053 SqFt
119 Quercus Avenue, Windham, CT, 06226	$250,000	3	2	1,160	1,160 SqFt
66 Gifford Avenue, Windham, CT, 06226	$269,000	2	1	1,010	1,010 SqFt
155 Southridge Drive, Windham, CT, 06226	$289,900	3	1	960	960 SqFt
99 Bellevue Street, Windham, CT, 06226	$350,000	5	2	2,166	2,166 SqFt
147 Orchard Hill Lane, Windham, CT, 06226	$224,900	3	1	960	960 SqFt
37 Spring View Lane, Windham, CT, 06226	$220,000	3	1	960	960 SqFt
129 Walnut Street, Windham, CT, 06226	$219,000	4	1	1,078	1,078 SqFt
272 Prospect Street, Windham, CT, 06226	$425,000	5	3	2,848	2,848 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/13/2026 @ 11:25

MLS: 24180787 LISTED BY: Jeanne Crum, Home Selling Team SOURCE: SmartMLS