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33 Machine Shop Hill Road, Windham, CT 06266

Single Family For Sale

$549,900
$216/sqft
33 Machine Shop Hill Road, Windham, CT
Active
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4
Bedrooms
4
Bathrooms
2,548
Sq Ft
0.42
Acres
1850
Year Built

About This Home

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!!!

Listed by Michele Geragotelis (860) 917-6090 with RE/MAX Bell Park Realty (860) 774-7600

Listing Snapshot

Price $549,900 Days on Our Site 26 days
Property Tax $4,963/yr Style Colonial
Year Built 1850 Total Sq Ft 2,548
Lot Size 0.42 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 14 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
Outdoor
  • Porch
  • Deck
  • Gutters
  • Lighting
  • Stone Wall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Detached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Ceiling Fans
Hot Water Oil, 50 Gallon Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $414/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 20, 2026 Listed $549,900

Frequently Asked Questions

How much does 33 Machine Shop Hill Road in Windham, CT cost?
This property is listed at $549,900, which works out to $216 per square foot.
How many bedrooms does 33 Machine Shop Hill Road have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 33 Machine Shop Hill Road?
The home is 2,548 square feet, situated on 0.42 acres.
When was 33 Machine Shop Hill Road in Windham built?
This property was built in 1850.
Is 33 Machine Shop Hill Road, Windham, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 33 Machine Shop Hill Road, Windham in?
This home is served by the Windham public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 33 Machine Shop Hill Road, Windham, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Michele Geragotelis · (860) 917-6090

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

MLS# 24200058 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 12, 2026 8:40 PM UTC