Sold for $160,000 on 12/24/25
$160,000
33 Machine Shop Hill Road, Windham, CT 06266
5beds
2,548sqft
Multi Family
Built in 1850
-- sqft lot
$-- Zestimate®
$63/sqft
$2,704 Estimated rent
Home value
Not available
Estimated sales range
Not available
$2,704/mo
Zestimate® history
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Owner options
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What's special
Welcome to a unique chance to own a spacious multi-family property in the charming South Windham area. This home presents an outstanding opportunity for investors seeking rental income and invites a creative new owner to explore the renovation potential. With a total of five bedrooms and two bathrooms spread across 2,548 square feet, this property is ideal for offering flexibility to operate as a side-by-side duplex or be converted to a single-family residence. Each unit features its own living space, making it suitable for an owner-occupant with rental plans or a full investment property. The basement offers additional storage or workshop options. The versatile layout also includes covered side porches for each unit, a shared back deck providing additional outdoor living space, a practical storage shed, and an oversized one-car garage that could easily accommodate two vehicles. Property sold AS IS.
Zillow last checked: 8 hours ago
Listing updated: January 14, 2026 at 11:40am
Listed by:
Franchesca M. Pescatello (860)630-0103,
Prue Realty LLC 860-450-1080
Bought with:
Michele Geragotelis, RES.0807404
RE/MAX Bell Park Realty
Source: Smart MLS,MLS#: 24109877
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air, Oil
Cooling
- None
Features
- Basement: Full,Unfinished
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 2,548
- Total interior livable area: 2,548 sqft
- Finished area above ground: 2,548
Property
Parking
- Total spaces: 1
- Parking features: Detached
- Garage spaces: 1
Features
- Patio & porch: Porch, Deck
Lot
- Size: 0.42 Acres
- Features: Sloped
Details
- Parcel number: 2290405
- Zoning: RVD
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units are Side-by-Side
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Asphalt,Gable
Condition
- New construction: No
- Year built: 1850
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: South Windham
- Subdivision: South Windham
Price history
| Date | Event | Price |
|---|---|---|
| 12/24/2025 | Sold | $160,000-5.9%$63/sqft |
Source: | ||
| 12/2/2025 | Pending sale | $170,000$67/sqft |
Source: | ||
| 11/6/2025 | Price change | $170,000-12.8%$67/sqft |
Source: | ||
| 9/13/2025 | Pending sale | $195,000$77/sqft |
Source: | ||
| 9/8/2025 | Price change | $195,000-17.9%$77/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,963 -0.1% | $166,280 |
| 2024 | $4,970 +20.5% | $166,280 +56.5% |
| 2023 | $4,124 +2.6% | $106,260 |
Find assessor info on the county website
Neighborhood: 06266
Nearby schools
GreatSchools rating
- 4/10Windham Center SchoolGrades: K-5Distance: 1.7 mi
- 5/10Charles High Barrows Stem AcademyGrades: K-8Distance: 2.8 mi
- 2/10Windham High SchoolGrades: 9-12Distance: 3.8 mi

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