27 Winnie Lane, Poughkeepsie, NY 12603
OFF MARKET

$480,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,358 sqft (on 0.81 acres)

27 Winnie Lane, Poughkeepsie, NY 12603

Red Oaks Mill
Est. Refi. Payment $3,333/mo*
Refinance Your Home
Currently Off Market - Sold Oct 25, 2024 for $437,500

Home Value

Trulia Estimate
$480K
Since last month
Decreased$5K (-1%)
Since last year
Increased$23K (+5.2%)
Since last sale
Increased$39K (+8.9%)
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 +120% in the last 10 years
MonthEstimated value
2026
September 2026$477K
August 2026$480K
July 2026$482K
June 2026$487K
May 2026$474K
April 2026$479K
March 2026$473K
February 2026$478K
January 2026$480K
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
10 Memory Lane, Poughkeepsie, NY
0.13
Single-Family Home
$412,500
01/16/26
3
1.5
1,534
16 Reno Road, Poughkeepsie, NY
0.24
Single-Family Home
$500,000
11/19/25
3
2
2,022
86 Vassar Road, Poughkeepsie, NY
0.21
Single-Family Home
$429,000
05/06/26
3
2
1,773
39 Alda Drive, Poughkeepsie, NY
0.17
Single-Family Home
$395,000
02/03/26
3
2
2,084
22 Carmen Drive, Poughkeepsie, NY
0.21
Single-Family Home
$501,000
07/08/26
4
2
2,016
8 Walker Road, Poughkeepsie, NY
0.42
Single-Family Home
$388,000
04/22/26
3
1
1,412
13 Jane Street, Poughkeepsie, NY
0.17
Single-Family Home
$501,000
06/03/26
3
2.5
1,790
31 Pine Tree Drive, Poughkeepsie, NY
0.28
Single-Family Home
$460,000
12/30/25
3
2
2,194
2123 New Hackensack Rd, Poughkeepsie, NY
0.61
Single-Family Home
$490,000
02/20/26
3
1.5
1,824
49 Colburn Drive, Poughkeepsie, NY
0.83
Single-Family Home
$445,000
02/20/26
3
2
1,200

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
21 Memory Lane, Poughkeepsie, NY 12603
0.05
$459,100
3
2
1,622
Off Market
41 Winnie Lane, Poughkeepsie, NY 12603
0.11
$405,500
3
1
1,176
Off Market
22 Memory Lane, Poughkeepsie, NY 12603
0.08
$406,100
3
1.5
1,680
Off Market
43 Winnie Lane, Poughkeepsie, NY 12603
0.12
$493,000
2
2
1,900
Off Market
30 Alda Drive, Poughkeepsie, NY 12603
0.15
$468,000
3
2
2,179
Off Market
10 Memory Lane, Poughkeepsie, NY 12603
0.13
$412,500
3
1.5
1,534
Recently Sold
46 Winnie Lane, Poughkeepsie, NY 12603
0.15
$447,300
3
1.5
1,260
Off Market
39 Alda Drive, Poughkeepsie, NY 12603
0.17
$395,000
3
2
2,084
Recently Sold
14 Jane Street, Poughkeepsie, NY 12603
0.13
$499,600
3
1.5
1,895
Off Market
9 Memory Lane, Poughkeepsie, NY 12603
0.16
$389,900
2
1
1,032
For Sale
3 Jane Street, Poughkeepsie, NY 12603
0.16
$432,000
3
1
1,664
Off Market

Local Information

  • Map ViewExplore the area around 27 Winnie Lane.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1951
0.81 acre lot
1,358 sqft
$353/sqft
Open Parking

About this House

Welcome home!! This meticulously maintained 4 bed/2 bath home is located in one of the most desirable neighborhoods, Red Oaks Mill area in the town of Poughkeepsie! This charming Ranch-style gem is move in ready with so many upgrades and features! The layout has a great flow: huge living room with fireplace, formal dining room with sliding doors to the enclosed porch, updated kitchen with stainless steel appliances, huge primary bedroom with a primary updated bath, attached one car garage, huge flat fenced yard, spacious lower level for storage, hardwood floors throughout and so much more! Amazing location: close to schools, parks, shops and just minutes away from train station. This home will not last so please come take a look and feel at home! Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,
27 Winnie Lane, Poughkeepsie, NY 12603 is a 3 bedroom, 2 bathroom, 1,358 sqft single-family home in Red Oaks Mill, built in 1951. It last sold for $437,500 on Oct 25, 2024 (5% above the $415,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $480,000, with a rent estimate of $3,309/month.
Last check for updates: about 21 hours ago
Listed by Khuzama Y. DaCosta, (914) 414-1069
Christie's Int. Real Estate, (914) 200-1515
Bought with: Justin M. LaFalce, (845) 224-5792, Keller Williams Realty Partner, (914) 962-0007
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6320026

Home Details for 27 Winnie Lane

Interior Features

Interior Details
Basement: FullNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1358 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Tankless Water Heater, Dishwasher, Dryer, Refrigerator, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,See RemarksHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: PorchFencing: FencedExterior: Mailbox
Parking & Garage
No CarportHas Open ParkingParking Spaces: 1Parking: Attached,Driveway
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: Other, Aluminum SidingNot Attached Property
Property Information
Included in Sale: Light Fixtures, Oven/RangeParcel Number: 1346896260034201870000

Price & Status

Price
List Price: $415,000
Status Change & Dates
Off Market Date: Thu Aug 15 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Vassar Road Elementary SchoolJr High / Middle School: Wappingers Junior High SchoolHigh School: Roy C Ketcham Senior High SchHigh School District: Wappingers

Building

Building Area
Building Area: 1358 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.81 acres

Offer

Listing Agreement Type: Exclusive Agency

Miscellaneous

BasementMls Number: H6320026Attic: NoneAttribution Contact: 914-414-1069Showing Requirements: Combination Lock Box

Additional Information

HOA Amenities: Park

Price and Tax history

DateEventPrice
Oct 25, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6320026
Sold
$437,500
Aug 26, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6320026
Pending
$415,000
Aug 15, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6320026
ListingRemoved
Jul 25, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6320026
Listed For Sale
$415,000
Jun 7, 2013
Source: OneKey® MLS as distributed by MLS GRID #M307309
Sold
$195,000

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

Based on information submitted to the MLS GRID as of 2026-09-13 14:28:12 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 27 Winnie Lane

  • What is 27 Winnie Lane estimated to be worth?
    Trulia's estimated value for 27 Winnie Lane in Poughkeepsie, NY is $480,000.
  • What is the price history for 27 Winnie Lane?
    27 Winnie Lane in Poughkeepsie, NY last sold for $437,500 in October 2024.
  • 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 27 Winnie Lane have air conditioning?
    Yes, 27 Winnie Lane in Poughkeepsie, NY has air conditioning.
  • Does 27 Winnie Lane have laundry facilities?
    Yes, 27 Winnie Lane in Poughkeepsie, NY has in-unit laundry.

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