33 Machine Shop Hill Road, Windham, Connecticut

$549,900

Previous Next

4

Beds

4

Baths

2,548

Square feet

0.42

Acres

About 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!!!

Features of 33 Machine Shop Hill Road

MLS® # 24200058
Price $549,900
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,548
Acres 0.42
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 33 Machine Shop Hill Road
Area N/A
City Windham
County Windham
State Connecticut
Zip Code 06266

Amenities

Parking Detached Garage
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Oven/Range, Microwave, Refrigerator, Dishwasher
Heating Hot Air, Oil
Cooling Ceiling Fans
Fireplace No
Has Basement Yes
Basement Full, Unfinished, Full With Walk-Out

Exterior

Exterior Vinyl Siding
Exterior Features Porch, Deck, Gutters, Lighting, Stone Wall
Lot Description Lightly Wooded, Dry, Rolling
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 21st, 2026
Days on Market 20
Zoning RVD
RE / Bank Owned No

Listing Details

OfficeRE/MAX Bell Park Realty

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement.
Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 SmartMLS, Inc.

Listing information last updated on September 10th, 2026 at 6:56am EDT.