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$549,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,548 Sq. Ft.
  • 3 Car Garage
  • Updated 16 hours ago
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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!!!

Full Property Details for 33 Machine Shop Hill Rd

General

  • Price: $549,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24200058
  • Updated: 8/21/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 14
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Doubl, Upper
  • Full Bath: Double-Sink, Stall Shower, Tile Floor, Main
  • Partial Bath: Laundry Hookup, Tile Floor, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Walk-In Closet, Upper
  • Bedroom 1: Bedroom - Ceiling Fan, Laundry Hookup, Walk-In Closet, Laminate Floor, Main
  • Bedroom 2: Bedroom - Ceiling Fan, Upper
  • Bedroom 3: Bedroom - Ceiling Fan, Upper

Other Rooms

  • Living Room: Living Room - Ceiling Fan, Main
  • Kitchen: Kitchen - Beams, Breakfast Bar, Granite Counters, Island, Tile Floor, Main
  • 2nd Kitchen: Kitchen, Main
  • Dining Room: Dining Room - Balcony/Deck, Beams, Tile Floor, Main
  • Office: Office, Main
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Porch, Deck, Gutters, Lighting, Stone Wall
  • Color: white

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: Windham
  • Driving Directions: Use GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,548
  • Above Ground: 2,548 Sq. Ft.
  • Year Built: 1850

Lot Features

  • Lot Size (Acres): 0.42
  • Zoning: RVD
  • Lot Description: Lightly Wooded, Dry, Rolling

Financial Considerations

  • Assessment Amount: $166,280
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2290405

Listed by RE/MAX Bell Park Realty, Michele Geragotelis

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Listing agent

— 33 Machine Shop Hill Rd —

  • Michele Geragotelis

    RE/MAX Bell Park Realty

Agent Contact: (860) 917-6090 Office Contact: (860) 774-7600

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 33 Machine Shop Hill Rd

School District:Windham School District
NameGradesDistance
Windham Center School
45 North Road, Windham, CT 06280
K-51.7 mi
Charles High Barrows Stem Academy
141 Tuckie Road, Windham, CT 06256
K-62.8 mi
Windham Middle School
123 Quarry St., Windham, CT 06226
6-84.2 mi
Windham High School
355 High St., Windham, CT 06226
9-123.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 33 Machine Shop Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$549,900
243.69%
MLS
12/23/2025
Sold
$160,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 33 Machine Shop Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,963
—
$166,280
—
2023
$4,970
21%
$166,280
56%
2023
$4,124
3%
$106,260
—
2022
$4,018
-4%
$106,260
—
2021
$4,188
1%
$106,260
—
2020
$4,134
1%
$106,260
—
2019
$4,080
8%
$106,260
9%
2017
$3,769
12%
$97,830
—
2015
$3,360
6%
$97,830
—
2014
$3,171
-23%
$97,830
-31%
2011
$4,116
—
$141,630
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 33 Machine Shop Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by RE/MAX Bell Park Realty, Michele Geragotelis

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33 Machine Shop Hill Road, Windham, CT 06266 (MLS# 24200058) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 33 Machine Shop Hill Road is currently listed for $549,900 and was received on August 20, 2026. Want to learn more about 33 Machine Shop Hill Road? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

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