Recently Listed Open House 10/24 11am - 12:30pm
33 Machine Shop Hill Road
Windham, CT, 06266 $ 519,900
Bedrooms4 Baths3.1 Sq 2,548 Monthly Estimate*
$ 3,591
for $519,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,548 square foot home was built in 1850 on a lot size of 0.42.
Beautifully Remodeled Home with Modern Updates & Separate In-Law Living! Welcome to this beautifully renovated home offering the perfect combination of modern comfort, spacious living, and versatility! Thoughtfully updated throughout, this home features an inviting layout designed for today's lifestyle. The main living area offers 3 spacious bedrooms, 2.5 bathrooms, and a dedicated home office. The bright, open-concept kitchen, dining, and living areas create a seamless flow, perfect for everyday living and entertaining. Convenient main-level laundry adds to the home's functionality. A separate in-law living area provides an excellent opportunity for multigenerational living, extended family, or guests. This private space features 1 bedroom, 1 full bathroom, its own laundry area, and a comfortable living space, all conveniently located on the first floor. Extensive renovations throughout, including a new roof and new furnace, offer added value and peace of mind. Step outside to enjoy the spacious deck, ideal for outdoor entertaining, relaxing, or hosting summer gatherings. The property also features two detached garages, including an oversized heated garage offering exceptional space for vehicles, storage, a workshop, or hobbies. With its beautifully updated interior, flexible living arrangements, and impressive garage space, this property offers something for everyone. Move-in ready and full of possibilities-schedule your private showing today!
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Open House
10/24/2026 11:00 AM - 12:30 PM
10/25/2026 11:00 AM - 12:30 PM
33 Machine Shop Hill Road Windham, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning RVD
Neighborhood N/A
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.42
Directions Use GPS
High School Per Board of Ed
City Windham
Elementary School Per Board of Ed
Sq Ft Total 2548
DOM 0
Year Built 1850
Style Colonial
Year Built Source Public Records
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InteriorCooling System Ceiling Fans
Total Rooms 14
Basement Description Full Unfinished Full With Walk-Out
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ExteriorWater Source Public Water Connected
Lot Description Lightly Wooded Dry Rolling
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* Excluded FeaturesList ByMichele GeragotelisListing Agent
Re/Max Bell Park RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $3,591
- Monthly Property Taxes
- $414
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Windham, CT
Average List Price $292,279
Percent of Sale Price 44%
About Windham, CT 25,106 Population
10% Since 2002
$ 41,358 Median Income
33.22 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/19/2026 | $519,900 | | Listed Price |