71-73 Wheeler Street
Winchester, Connecticut 06098
- Beds
- 8
- Baths
- 4
- SqFt
- 2,000
- Acres
- 0.58
- Year Built
- 1900
- Property Type
- 4 Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
A positive income even if you live in one of the units. Two 2 family homes(4 units total) on one parcel. Good parking. Large lot. Residential setting. Second floor of back house has a private deck, back yard and woods, yet is convenient to downtown. Highest and best offers must be submitted by 6/12/26 at 12pm.
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 60 days
- Beds
- 8
- Baths
- 4 full
- Living Area
- 2,000 sq ft
- Lot Size
- 0.58 acres
- Garage / Parking
- 8 total
- Property Taxes
- $5,090 / Annually
Market Snapshot
The Winchester Market
Multi-Family · trailing 12 months
Active Listings
6
7 under contract
Median List Price
$524,450
6 active listings
Median Closed Price
$305,000
17 sales
Median Days on Market
17
6 active listings
Median $ / Sq Ft
$191
6 active listings
Sale-to-List Ratio
100.0%
17 sales
How this home compares
List Price
$450,000
vs $524,450 median
14.2% below median
Price / Sq Ft
$225
vs $191 median
17.8% above median
Days on Market
60 days
vs 17 days median
43 days longer than median
Based on 6 active and 17 closed sales (trailing 12 mo) of multi-family in Winchester. Source: SmartMLS · As of July 29, 2026.
Location
71-73 Wheeler Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,294
- Property Taxes$424
- Insurance$150
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Multi-Family
- Subtype
- Quadruplex
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,000 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Gas on GasWall Unit
- Cooling
- Window Unit
- Laundry
- Basement Hook-Up(s)
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.58 acres
- Zoning
- R-3
- Garage / Parking
- 8 total parking spacesOn Street ParkingDrivewayGravel
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Level LotSloping Lot
Listing & Financials
- Property Taxes
- $5,090 / Annually
- Days on Market
- 60
- MLS #
- 24178174
- MLS Status
- Under Contract - Continue to Show
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:55 AM UTC.