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33 Machine Shop Hill Road, 
Windham, CT 06266

$549,900


4

Beds


4

Baths


2,548

Sq Ft


Single Family

Active

Listed by

Michele Geragotelis, (860) 917-6090

RE/MAX Bell Park Realty, (860) 774-7600

(860) 774-7600

Last updated:

August 25, 2026, 11:33 AM

MLS#

24200058

Source:

CT

About This Home

33 Machine Shop Hill Road

Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept kitchen, dining room, and living room, providing a comfortable layout for everyday living and entertaining. Main-level laundry adds even more convenience. The separate in-law living area offers first-floor living with 1 bedroom, 1 full bath, its own laundry area, and comfortable living space-ideal for extended family, guests, or multigenerational living. Major improvements include a new roof and new furnace, along with extensive interior renovations throughout. Outside, enjoy a large deck perfect for relaxing, entertaining, or summer gatherings. The property also features 2 detached garages, one that is oversized with heat, providing plenty of room for vehicles, storage, a workshop, or hobbies. It's a must see!!!

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1850

Price Summary

549,900

$215 per Sq. Ft.

MLS #:

24200058

Last Updated:

August 25, 2026, 11:33 AM

Added:

6 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

2,548 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,548 Sq. Ft.

Year Built:

1850


Lot

Lot Size (Sq. Ft):

18,295


Finances & Disclosures

Finances

Price:

$549,900

Price per Sq. Ft:

$215 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.