14 Carey Street
Windham, Connecticut 06226
- Beds
- 6
- Baths
- 3
- SqFt
- 2,700
- Acres
- 0.27
- Year Built
- 1890
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive. Whether you're looking to expand your investment portfolio, live in one unit and rent the other, or accommodate extended living arrangements, this multi-family home offers versatility, functionality, and long-term value. Sold as is where is. Needs work
Key Facts
- City/Town
- Windham
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1890
- Days on Market
- 31 days
- Beds
- 6
- Baths
- 3 full
- Living Area
- 2,700 sq ft
- Lot Size
- 0.27 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $3,639 / Annually
Market Snapshot
The Windham Market
Multi-Family · trailing 12 months
Active Listings
4
2 under contract
Median List Price
$312,500
4 active listings
Median Closed Price
$323,000
25 sales
Median Days on Market
55
4 active listings
Median $ / Sq Ft
$139
4 active listings
Sale-to-List Ratio
100.0%
25 sales
How this home compares
List Price
$299,900
vs $312,500 median
In line with median
Price / Sq Ft
$111
vs $139 median
20.1% below median
Days on Market
31 days
vs 55 days median
24 days fresher than median
Based on 4 active and 25 closed sales (trailing 12 mo) of multi-family in Windham. Source: SmartMLS · As of July 28, 2026.
Location
14 Carey Street, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,529
- Property Taxes$303
- Insurance$100
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windham
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 2,700 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Windham
Interior
- Heating
- Steam
- Heat Fuel
- Natural GasOil
- Cooling
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.27 acres
- Zoning
- NPR2
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Asbestos
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $3,639 / Annually
- Days on Market
- 31
- MLS #
- 24187426
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Listed By
Amy Rio
Better Homes and Gardens Real Estate Executive Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:20 AM UTC.