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81 Chestnut Street, 
Windham, CT 06226

$309,000


3

Beds


2

Baths


2,412

Sq Ft


Single Family

Pending

Listed by

Jeanne Crum, (860) 942-4970

Home Selling Team, (860) 456-7653

(860) 456-7653

Last updated:

July 1, 2026, 11:49 AM

MLS#

24180787

Source:

CT

About This Home

81 Chestnut Street

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.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1918

Price Summary

309,000

$128 per Sq. Ft.

MLS #:

24180787

Last Updated:

July 1, 2026, 11:49 AM

Added:

20 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,412 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,412 Sq. Ft.

Year Built:

1918


Lot

Lot Size (Sq. Ft):

15,681


Finances & Disclosures

Finances

Price:

$309,000

Price per Sq. Ft:

$128 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.