39 Winnie Ln, Poughkeepsie, NY 12603
Property image
Property image
OFF MARKET

$529,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,320 sqft (on 0.87 acres)

39 Winnie Ln, Poughkeepsie, NY 12603

Red Oaks Mill
Est. Refi. Payment $3,717/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2015 for $265,000

Home Value

Trulia Estimate
$529K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$23K (+4.5%)
Since last sale
Increased$262K (+98.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +98% in the last 10 years
MonthEstimated value
2026
September 2026$527K
August 2026$530K
July 2026$530K
June 2026$537K
May 2026$528K
April 2026$515K
March 2026$504K
February 2026$501K
January 2026$506K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Reno Road, Poughkeepsie, NY
0.27
Single-Family Home
$500,000
11/19/25
3
2
2,022
22 Carmen Drive, Poughkeepsie, NY
0.18
Single-Family Home
$501,000
07/08/26
4
2
2,016
39 Alda Drive, Poughkeepsie, NY
0.18
Single-Family Home
$395,000
02/03/26
3
2
2,084
86 Vassar Road, Poughkeepsie, NY
0.14
Single-Family Home
$429,000
05/06/26
3
2
1,773
10 Memory Lane, Poughkeepsie, NY
0.22
Single-Family Home
$412,500
01/16/26
3
1.5
1,534
40 Brentwood Drive, Poughkeepsie, NY
0.45
Single-Family Home
$600,000
07/20/26
4
2.5
2,373
13 Jane Street, Poughkeepsie, NY
0.25
Single-Family Home
$501,000
06/03/26
3
2.5
1,790
34 Brentwood Drive, Poughkeepsie, NY
0.44
Single-Family Home
$490,000
10/27/25
4
3.5
2,811
1942 New Hackensack Rd, Poughkeepsie, NY
0.43
Single-Family Home
$175,000
07/22/26
3
2
1,860
9 Pleasant Lane, Poughkeepsie, NY
0.48
Single-Family Home
$540,000
09/02/26
3
2.5
1,830

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
41 Winnie Lane, Poughkeepsie, NY 12603
0.02
$401,400
3
1
1,176
Off Market
43 Winnie Lane, Poughkeepsie, NY 12603
0.03
$493,000
2
2
1,900
Off Market
46 Winnie Lane, Poughkeepsie, NY 12603
0.06
$443,700
3
1.5
1,260
Off Market
27 Winnie Lane, Poughkeepsie, NY 12603
0.09
$476,500
3
2
1,358
Off Market
14 Mainetti Drive, Poughkeepsie, NY 12603
0.10
$392,800
3
1
1,134
Off Market
17 MAINETTI Drive, Poughkeepsie, NY 12603
0.13
$473,300
4
2
3,010
Off Market
86 Vassar Road, Poughkeepsie, NY 12603
0.14
$429,000
3
2
1,773
Recently Sold
21 Memory Lane, Poughkeepsie, NY 12603
0.14
$459,100
3
2
1,622
Off Market
22 Memory Lane, Poughkeepsie, NY 12603
0.17
$403,900
3
1.5
1,680
Off Market
39 Alda Drive, Poughkeepsie, NY 12603
0.18
$395,000
3
2
2,084
Recently Sold
22 Carmen Drive, Poughkeepsie, NY 12603
0.18
$501,000
4
2
2,016
Recently Sold
60 Carmen Drive, Poughkeepsie, NY 12603
0.18
$470,500
2
1
1,960
Off Market

Local Information

  • Map ViewExplore the area around 39 Winnie Ln.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1948
0.87 acre lot
2,320 sqft
$228/sqft
Garage

About this House

MUST SEE TO APPRECIATE!! Almost entirely renovated 4 BR Cape. Great home boasts fabulous cook's kit w/SS Applncs,Corian,custom cabinets,wine cooler. Huge 1st Flr MBR Suite has WIC,MBTH w/jetted tub,TV,Shower. Addtl 1st Flr BR has access to full Bth. 2nd level has another huge BR,4th BR,Bth.Full finishable, clean, dry basement has many use options. Unbelievable updates: Some radiant flr heating,roof,boiler,windows,bths,electric,CAC,plumbing, septic,Trex deck,HW Heater,more! ADA Access & Interior. Lovely level backyard. Great Convenient location!
39 Winnie Ln, Poughkeepsie, NY 12603 is a 4 bedroom, 3 bathroom, 2,320 sqft single-family home in Red Oaks Mill, built in 1948. It last sold for $265,000 on Aug 31, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $529,000, with a rent estimate of $4,417/month.

Home Details for 39 Winnie Ln

Interior Features

Heating & Cooling
Heating: Baseboard, RadiantAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1.7000000476837158Floors: Tile, Carpet, Linoleum Vinyl
Interior Details
Number of Rooms: 8Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: Vinyl, WoodPatio
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1948Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.87 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Aug 31, 2015
Source: OneKey® MLS as distributed by MLS GRID #H4509346
Sold
$265,000
Mar 12, 2015
Source: Agent Provided
PriceChange
$259,000
Price decreased by 4%
Aug 27, 2014
Source: Agent Provided
PriceChange
$269,997
Price decreased by 4%
Jun 5, 2014
Source: Agent Provided
Listed For Sale
$279,997

Market trends in Poughkeepsie

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$431K
$23.33KMoM
Sale-to-List Price
101.0%
0.1%MoM
Price per sq ft
$244
$7MoM
Available listings
243
26MoM

Around this home

Neighborhood Overview

Red Oaks Mill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Red Oaks Mill

At least 1 Trulia users voted on each feature.

  • 100 % Say neighbors are friendly

  • 100 % Say there are community events

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say people would walk alone at night

  • 100 % Say kids play outside

  • 100 % Say it's walkable to restaurants

  • 50 % Say it's dog friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 39 Winnie Ln

  • What is 39 Winnie Ln estimated to be worth?
    Trulia's estimated value for 39 Winnie Ln in Poughkeepsie, NY is $529,000.
  • What is the price history for 39 Winnie Ln?
    39 Winnie Ln in Poughkeepsie, NY last sold for $265,000 in August 2015.
  • Is Poughkeepsie a buyer's or seller's market?
    Poughkeepsie is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Poughkeepsie?
    The median sale price in Poughkeepsie is $431K. That is up $23.33K from the prior month.
  • Does 39 Winnie Ln have air conditioning?
    Yes, 39 Winnie Ln in Poughkeepsie, NY has air conditioning.
  • Does 39 Winnie Ln have laundry facilities?
    Yes, 39 Winnie Ln in Poughkeepsie, NY has in-unit laundry.

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Apartments for Rent

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Off Market Homes Near 39 Winnie Ln

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