33 Machine Shop Hill Road Windham, CT $ 519,900
33 Machine Shop Hill Road
$ 519,900
Recently Listed
Open House 10/24 11am - 12:30pm
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33 Machine Shop Hill Road

Windham, CT, 06266
$ 519,900
Bedrooms4 Baths3.1 Sq 2,548

Monthly Estimate*

$ 3,591

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Single Family Home for sale in Windham, CT

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

Single Family Active

Price

$ 519,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 4,963

Style

Lot Size

0.42

Year Built

1850

Town/City

Windham

MLS | Web ID

24215433

Features
General
Zoning 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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Interior
Cooling System Ceiling Fans
Total Rooms 14
Basement Description Full Unfinished Full With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Dry Rolling
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* Excluded Features
List By
Michele Geragotelis

Listing Agent

Re/Max Bell Park Realty

Broker

mlg0378@gmail.com

Email

Affordability Calculator

$4,004
Per Month
90%
10%
0%
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.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
10/19/2026$519,900 Listed Price

Map


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33 Machine Shop Hill Road, Windham, CT, 06266 is a Single Family Home for sale at $519,900 with 2,548 sqft and a lot size of 0.42. 33 Machine Shop Hill Road has 4 bedrooms, 3.1 baths, and was built in 1850. The property's zip code is 06266 which is in Windham, CT