$237,500

33 MacHine Shop Hill Rd South Windham, CT 06266

Estimated payment $1,708/month

Total Views 5,395
5 Beds
1 Bath
2,548 Sq Ft
$93 Price per Sq Ft

About This Home

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.

Listing Agent

Franchesca Pescatello

Prue Realty LLC License #RES.0825723 Listed on: 07/10/2025

Property Details

Home Type

  • Multi-Family

Est. Annual Taxes

  • $4,963

Year Built

  • Built in 1850

Lot Details

  • 0.42 Acre Lot
  • Sloped Lot

Home Design

  • Side-by-Side
  • Block Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 2,548 Sq Ft Home
  • Unfinished Basement
  • Basement Fills Entire Space Under The House

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 1 Full Bathroom

Parking

  • 1 Car Garage
  • Parking Deck

Outdoor Features

  • Deck
  • Porch

Utilities

  • Heating System Uses Oil
  • Private Company Owned Well
  • Fuel Tank Located in Basement

Community Details

  • 2 Units

Listing and Financial Details

  • Exclusions: Tenants personal belongings.
  • Assessor Parcel Number 2290405

Property Details

Home Type

Multi-Family

Est. Annual Taxes

$4,963

Year Built

Built in 1850

Lot Details

0

Listing Details

  • Neighborhood: South Windham
  • Property Type: Multi-Family For Sale
  • Style: Units are Side-by-Side
  • Sq Ft Est Heated Above Grade: 2548
  • Total Sq Ft: 2548
  • Year Built: 1850
  • New Construction: No/Resale
  • Property Sub Type: 2 Family
  • Exclusions: Tenants personal belongings.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Route 6 to Route 32 to Machine Shop Hill Road OR Route 14 to Route 203 to Machine Shop Hill Road
  • Living Area Sq Ft Per Public Record: 2548
  • Street Type: Road
  • Special Features: None

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Basement Description: Full, Unfinished
  • Attic: No
  • Street Number Modifier: 33

Exterior Features

  • Exterior Features: Porch, Deck
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Block
  • Roof Information: Asphalt Shingle Gable
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 1
  • Garage And Parking: Detached Garage

Utilities

  • Cooling System: None
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Tank Size Unknown
  • Water Source: Private Well
  • Sewer: Septic

Schools

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

Lot Info

  • Acres: 0.42
  • Lot Description: Sloping Lot
  • Zoning: RVD
  • Parcel #: 2290405

Multi Family

  • Total Number Of Units: 2

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 4963
  • Total Assessed Value: 166280
  • Mil Rate Total: 29.85

MLS Schools

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

Map

Range of Values:

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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,963 $166,280 $30,060 $136,220
2024 $4,970 $166,280 $30,060 $136,220
2023 $4,124 $106,260 $27,510 $78,750
2022 $4,018 $106,260 $27,510 $78,750
2021 $4,188 $106,260 $27,510 $78,750
2020 $4,134 $106,260 $27,510 $78,750
2019 $4,080 $106,260 $27,510 $78,750
2017 $3,769 $97,830 $23,220 $74,610
2015 $3,360 $97,830 $23,220 $74,610
2014 $3,171 $97,830 $23,220 $74,610
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/10/2025 07/10/25 For Sale $237,500 -- $93 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $192,000 Reverse Mortgage Home Equity Conversion Mortgage
Closed $48,500 No Value Available
Closed $58,000 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24109877

SmartMLS

APN: WIND-001603-000183-000002