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81 Chestnut Street, Windham, CT 06226

Single Family For Sale

$309,000
$128/sqft
81 Chestnut Street, Windham, CT
Active
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3
Bedrooms
2
Bathrooms
2,412
Sq Ft
0.36
Acres
1918
Year Built

About This Home

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.

Listed by Jeanne Crum (860) 942-4970 with Home Selling Team (860) 456-7653

Listing Snapshot

Price $309,000 Days on Our Site 4 days
Property Tax $8,020/yr Style Colonial
Year Built 1918 Total Sq Ft 2,412
Lot Size 0.36 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 8 Half Baths 0

Key Features

Interior
  • Cable - Available
Appliances
  • Oven/Range
  • Refrigerator
  • Washer
Outdoor
  • Porch-Screened
  • Porch-Enclosed
  • Sidewalk
  • Shed
  • Porch
  • Garden Area
  • Stone Wall
Nearby
  • Commuter Bus
  • Health Club
  • Library
  • Medical Facilities
  • Park
  • Public Transportation
  • Shopping/Mall
  • Walk to Bus Lines

Structure & Parking

Construction Frame,Brick
Roof Asphalt Shingle
Garage Spaces 1
Garage Type Detached Garage, Off Street Parking

Systems & Utilities

Heat Steam
Fuel Natural Gas
Cooling None
Hot Water Electric, Domestic
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $668/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 12, 2026 Listed $309,000

Frequently Asked Questions

How much does 81 Chestnut Street in Windham, CT cost?
This property is listed at $309,000, which works out to $128 per square foot.
How many bedrooms does 81 Chestnut Street have?
This home has 3 bedrooms and 2 bathrooms.
What is the square footage of 81 Chestnut Street?
The home is 2,412 square feet, situated on 0.36 acres.
When was 81 Chestnut Street in Windham built?
This property was built in 1918.
Is 81 Chestnut Street, Windham, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 81 Chestnut Street, Windham in?
This home is served by the Windham public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 81 Chestnut Street, Windham, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Jeanne Crum · (860) 942-4970

Home Selling Team · (860) 456-7653

MLS# 24180787 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 12, 2026 3:45 PM UTC