33 Machine Shop Hill Road Windham, CT $ 549,900
33 Machine Shop Hill Road
$ 549,900
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33 Machine Shop Hill Road

Windham, CT, 06266
$ 549,900
Bedrooms4 Baths3.1 Sq 2,548

Monthly Estimate*

$ 3,472

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Single Family Home for sale in Windham, CT

for $549,900 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.

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!!!

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Single Family Active

Price

$ 549,900

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

24200058

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 1
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

$3,886
Per Month
89%
11%
0%
Monthly Principal & Interest
$3,472
Monthly Property Taxes
$414
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
8/21/2026$549,900 Listed Price

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33 Machine Shop Hill Road, Windham, CT, 06266 is a Single Family Home for sale at $549,900 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