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38 Winter Street

Ansonia, Connecticut 06401

ACTIVE$399,900
Beds
7
Baths
2 | 2
SqFt
2,784
Acres
0.10
Year Built
1940
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,189

per 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.

Listed By

Michael W. Tarantino

(203) 520-9912

West Shore Realty

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.