33 Machine Shop Hill Rd

Windham, CT 06266

$170,000
Price
5
Beds
2,548 Sq. Ft.
$67 / Sq. Ft.
2,548
Sq. Ft.
$67
per Sq. Ft.
Under Contract
Under Contract

Description

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,...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.
  1. Listed by Franchesca M Pescatello • Prue Realty LLC
    P: (860)-630-0103 C: (860)-630-0103 franchesca.pruerealty@gmail.com

Property Details for 33 Machine Shop Hill Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
1
Neighborhood
South Windham
Style
Units are Side-by-Side
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 12/23/2025 08:25 PM

Property Details for 33 Machine Shop Hill Road

StatusUnder Contract
MLS #24109877
Days on Market91
Taxes$4,963 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1850
Lot Size0.42 AC / 18,295 SF
CountyWindham County

Location

Listing Courtesy of Prue Realty LLC, Franchesca M Pescatello
Add your commute

Building Information for 33 Machine Shop Hill Road

Stories-Residences2Year Built1850Building Size-Lot Size0.42 AC / 18,295 SF

Payment Calculator

$1,254 per month

30 year fixed, 6.28% Interest

Principal and Interest

$840

Property Taxes

$414

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 33 Machine Shop Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 6 to Route 32 to Machine Shop Hill Road OR Route 14 to Route 203 to Machine Shop Hill Road
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.678146
  • Longitude: -72.173348
  • Middle Jr High School: Per Board of Ed
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $4,963
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck
  • Waterfront Description: Not Applicable
Interior Features
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 0
  • Rooms Total: 14
Property
Property and Assessments
  • Color: Beige
  • Construction Description: Frame
  • Exclusions: Tenants personal belongings.
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Gable
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2548
Lot Information
  • Lot Description: Sloping Lot
  • Parcel Number: 2290405
  • Sq Ft Est Heated Above Grade: 2548.0
  • Sq Ft Total: 2548.0
  • Zoning: RVD
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 2
  • Total Rooms Multi Family: 14
Unit 1
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 11-06-2025
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 7
Unit 2
  • Lease: Monthly
  • Unit Entry Order: 1
  • Unit Modified Date: 11-06-2025
  • Unit Num Bedrms: 3
  • Unit Num Rooms: 7
  • Unit Occupied By: Tenant

Public Records for 33 Machine Shop Hill Road

Taxable ValueLand$30,060Additions$136,220Total$166,280
Tax Record2024$4,963 ($414 / month)
Home Facts
Beds5Baths2Total Finished SqFt2,548 SqFtAbove Grade Finished SqFt2,548 SqFtUnfinished Basement SqFt1,508 SqFtStories2Lot Size18,295 SqFtStyleSingle Family ResidenceYear Built1850ZoningRVDCountyWINDHAMAPNWNDH M:16-03 B:183 L:2

Schools near 33 Machine Shop Hill Road

This home is within Windham School District.
Rating
School
Type
Grades
Distance
Windham Center School
Public - K to 5
Windham Middle School
Public - 6 to 8
Windham High School
Public - 9 to 12
Charles High Barrows Stem Academy
Public - K to 8
Rating
School
Distance
Windham Center School
PublicK to 5

Windham Middle School
Public6 to 8

Windham High School
Public9 to 12

Charles High Barrows Stem Academy
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Prue Realty LLC, Franchesca M Pescatello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.