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Back 190 Winnikee Ave
Off Market

190 Winnikee Ave

Poughkeepsie NY 12601

2
1742 sq. ft.
Duplex
Last sold for $325,000
Michael CahillMichael Cahill, last sold this property on 21 November 2025 after 100 days on market.

Overview

Exceptional investment opportunity in the City of Poughkeepsie! Legal two-family property offering strong rental income upside. Each apartment features 2 bedrooms + large bonus room, 1 full bath, spacious living areas, and eat-in kitchens. One rent-ready apartment is currently vacant, and one is occupied providing immediate cash flow. Full unfinished basement with laundry. Prime location close to Metro-North, major highways, colleges, hospitals, and shopping—highly desirable for long-term tenant retention. Whether you’re expanding your portfolio or looking for an owner-occupied income property, this is a solid, income-producing asset with room to increase value over time.

Features

2 bathrooms
1742 sq. ft. lot size
Duplex

Estimated Value

Based on this property and similar duplexes sold in Poughkeepsie over the last 12 months, the estimated median property value of 190 Winnikee Ave is $419.5k.

Median value
$419.5k
Estimated value range
$50.5k - $828k
Median days on market
49
Estimated value trend
12%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Poughkeepsie. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 190 Winnikee Ave

2026
Rented
Undisclosed
27 Feb 2026 by Priority Management
2025
Sold
$325,000
21 Nov 2025 by Michael Cahill, of HomeSmart Homes & Estates
2021
Sold
$155,000
09 Apr 2021 by Lindsay Stevens

Happy sellers in Poughkeepsie

~%

We have insufficient information to provide an overview of customer satisfaction for Poughkeepsie. Viewing the agent profiles, reviews and sales for Poughkeepsie can provide insights for this location.

Local market activity for duplexes in Poughkeepsie

In the last 12 months, 59 duplexes similar to 190 Winnikee Ave, have been sold.

This represents a 37% decrease in duplexes sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Poughkeepsie

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Robin Dennard

Robin Dennard is a recommended agent for Poughkeepsie.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (9 reviews)
  •  1 Review in Poughkeepsie
  •  1 Sale in Poughkeepsie
View profile
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Ernest Smajlaj

Ernest Smajlaj is a recommended agent for Poughkeepsie.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (14 reviews)
  •  1 Review in Poughkeepsie
  •  1 Sale in Poughkeepsie
View profile
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Dionne Harris-Jackman

Sellers who recommend Dionne Harris-Jackman have praised them for being local expert, patient, clear communication, reliable, supportive, responsive, and dedicated

  •   5   (30 reviews)
  •  1 Review in Poughkeepsie
View profile
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Justin LaFalce

Justin LaFalce is a recommended agent for Poughkeepsie.  They have 16 local sales across the last 12 months.

  •  16 Sales in Poughkeepsie
View profile
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