Under contract

Price cut: $25K (11/6)

$170,000

33 Machine Shop Hill Road, Windham, CT 06266

5beds

2,548sqft

Est.:

Multi Family

Built in 1850

-- sqft lot

$-- Zestimate^®

$67/sqft

$-- HOA

What's special

Covered side porchesShared back deckOversized one-car garage

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.

153 days

1,408

86

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 & HOA

Community

Subdivision: South Windham

HOA

Has HOA: No

Location

Region: South Windham

Financial & listing details

Price per square foot: $67/sqft
Tax assessed value: $166,280
Annual tax amount: $4,963
Date on market: 7/10/2025
Exclusions: Tenants personal belongings.

Estimated market value

Not available

Estimated sales range

Not available

$2,573/mo

Price history

Date	Event	Price
12/2/2025	Pending sale	$170,000$67/sqft
Source: Smart MLS #24109877 Report a problem
11/6/2025	Price change	$170,000-12.8%$67/sqft
Source: Smart MLS #24109877 Report a problem
9/13/2025	Pending sale	$195,000$77/sqft
Source: Smart MLS #24109877 Report a problem
9/8/2025	Price change	$195,000-17.9%$77/sqft
Source: Smart MLS #24109877 Report a problem
7/10/2025	Listed for sale	$237,500+84.1%$93/sqft
Source: Smart MLS #24109877 Report a problem