38 Winter Street
Ansonia, Connecticut 06401
- Beds
- 7
- Baths
- 2 | 2
- SqFt
- 2,784
- Acres
- 0.10
- Year Built
- 1940
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
2-Family Duplex that offers great investment opportunity. This residence presents an ideal opportunity for both spacious living and potential rental income. Adjacent to the 4-bedroom unit, the 3-bedroom unit follows a similar layout, ensuring a consistent design throughout the home. The upper level in both units features a bedroom that can serve as a master suite or a versatile space for a home office or recreation room. Also offers storage with multiple crawl spaces. Washer/Dryer hook-ups in basement. Private driveway. 2-car garage currently only accessible by owner. Tenants pay all utilities except for water. Long-term tenants.
Key Facts
- City/Town
- Ansonia
- Property Type
- Multi-Family
- Year Built
- 1940
- Days on Market
- 963 days
- Beds
- 7
- Baths
- 2 full · 2 half
- Living Area
- 2,784 sq ft
- Lot Size
- 0.10 acres
- Property Taxes
- Not on file from MLS
Market Snapshot
The Ansonia Market
Multi-Family · trailing 12 months
Active Listings
4
7 under contract
Median List Price
$489,450
4 active listings
Median Closed Price
$477,000
48 sales
Median Days on Market
28
4 active listings
Median $ / Sq Ft
$171
4 active listings
Sale-to-List Ratio
101.5%
48 sales
How this home compares
List Price
$399,900
vs $489,450 median
18.3% below median
Price / Sq Ft
$144
vs $171 median
15.8% below median
Days on Market
963 days
vs 28 days median
935 days longer than median
Based on 4 active and 48 closed sales (trailing 12 mo) of multi-family in Ansonia. Source: SmartMLS · As of August 2, 2026.
Location
38 Winter Street, Ansonia, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$2,056
- Property Taxes$0
- Insurance$133
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ansonia
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Year Built
- 1940
- Living Area
- 2,784 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Cooling
- None
- Laundry
- Washer/Dryer All Units
Exterior & Lot
- Lot Size
- 0.10 acres
- Garage / Parking
- Detached Garage
- Waterfront Details
- Not Applicable
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch
- Lot Description
- N/A
Listing & Financials
- Days on Market
- 963
- MLS #
- 170614429
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Leslie Terres
West Shore Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/2/2026. 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 8/2/2026 at 5:01 AM UTC.