22 Four Winds Drive, Poughkeepsie, NY 12603
OFF MARKET

$625,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,332 sqft (on 0.90 acres)

22 Four Winds Drive, Poughkeepsie, NY 12603

Red Oaks Mill
Est. Refi. Payment $4,371/mo*
Refinance Your Home
Currently Off Market - Sold May 20, 2025 for $570,000

Home Value

Trulia Estimate
$625K
Since last month
Increased$4K (+0.6%)
Since last year
Increased$50K (+8.7%)
Since last sale
Increased$56K (+9.9%)
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 +133% in the last 10 years
MonthEstimated value
2026
September 2026$626K
August 2026$622K
July 2026$617K
June 2026$627K
May 2026$598K
April 2026$605K
March 2026$596K
February 2026$602K
January 2026$601K
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
96 Daley Road, Poughkeepsie, NY
0.39
Single-Family Home
$515,000
12/17/25
3
3
1,728
13 Bray Farm Lane, Wappingers Falls, NY
0.60
Single-Family Home
$635,000
05/28/26
4
2.5
2,470
11 Caudie Drive, Poughkeepsie, NY
0.33
Single-Family Home
$365,000
08/18/26
3
2
1,736
4 North Drive, Poughkeepsie, NY
0.32
Single-Family Home
$450,000
07/31/26
3
2
1,660
30 Daisy Lane, Poughkeepsie, NY
0.41
Single-Family Home
$480,000
07/13/26
2
2
1,968
27 King Drive, Poughkeepsie, NY
0.75
Single-Family Home
$700,000
04/24/26
4
4
2,529
6 North Drive, Poughkeepsie, NY
0.30
Single-Family Home
$550,000
05/06/26
5
3
2,362
24 Maloney Drive, Wappingers Falls, NY
0.63
Single-Family Home
$665,000
10/22/25
4
2.5
3,474
1 Bray Farm Lane, Wappingers Falls, NY
0.78
Single-Family Home
$665,000
11/26/25
4
3.5
2,567

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
20 Four Winds Drive, Poughkeepsie, NY 12603
0.02
$525,400
4
2.5
1,968
Off Market
16 Four Winds Drive, Poughkeepsie, NY 12603
0.05
$549,900
3
3
2,000
For Sale
11 Four Winds Drive, Poughkeepsie, NY 12603
0.09
$505,100
3
2
1,486
Off Market
11 Robin Hill Road, Poughkeepsie, NY 12603
0.14
$479,500
3
2.5
2,567
Off Market
26 Kevin Heights, Poughkeepsie, NY 12603
0.18
$528,400
4
2.5
2,085
Off Market
25 Cochran Hill Road, Poughkeepsie, NY 12603
0.23
$522,900
3
2
2,400
Off Market
40 Cochran Hill Road, Poughkeepsie, NY 12603
0.23
$424,700
2
1
1,176
Off Market
6 North Drive, Poughkeepsie, NY 12603
0.30
$550,000
5
3
2,362
Recently Sold
4 North Drive, Poughkeepsie, NY 12603
0.32
$450,000
3
2
1,660
Recently Sold
23 Westview Drive, Poughkeepsie, NY 12603
0.32
$499,000
3
2
1,584
For Sale
11 Caudie Drive, Poughkeepsie, NY 12603
0.33
$365,000
3
2
1,736
Recently Sold

Local Information

  • Map ViewExplore the area around 22 Four Winds Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
0.9 acre lot
2,332 sqft
$268/sqft
Garage

About this House

Welcome to your dream Colonial in LaGrange, NY! Nestled on a peaceful cul-de-sac in the sought-after Arlington School District, this stunning 4-bedroom, 2.5-bath home sits on two lots, offering extra space and privacy along with breathtaking views. The spacious kitchen is perfect for entertaining, while the cozy living area invites relaxation. The primary suite features a full bath and a walk-in closet for ultimate comfort. Step onto the expansive deck for outdoor recreation with direct access to your private sauna. The full basement connects to a two-car garage, providing ample storage or potential for a home gym or office. Outside, a separate shed offers additional storage space. A whole-house Generac generator, municipal water, central A/C, and natural gas for heating and hot water ensure year-round comfort. Ideally located just minutes from schools, shopping, dining, the Poughkeepsie train station, Route 9, and the Taconic State Parkway, with nearby trails and endless recreational opportunities. Experience the best of Hudson Valley living in LaGrange—where tranquility meets convenience!
22 Four Winds Drive, Poughkeepsie, NY 12603 is a 4 bedroom, 3 bathroom, 2,332 sqft single-family home in Red Oaks Mill, built in 1987. It last sold for $570,000 on May 20, 2025 (3% below the $589,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $625,000, with a rent estimate of $3,948/month.
Last check for updates: about 6 hours ago
Listed by Joseph L. Dangelo, (914) 574-1081
BHHS Hudson Valley Properties, (845) 473-1650
Bought with: Ann Costigan, (347) 861-6933, BHHS Hudson Valley Properties, (845) 473-1650
Source: OneKey® MLS as distributed by MLS GRID, MLS#816868

Home Details for 22 Four Winds Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Basement, Dining Room, Family Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2332 Square Feet
Appliances & Utilities
Utilities: Natural Gas ConnectedAppliances: Dishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Softener OwnedDishwasherDryerLaundry: Washer/Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: BaseboardHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family Room, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Carpet, Tile, Wood
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: None
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage,Garage Door Opener
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 29

Property Information

Year Built
Year Built: 1987Year Renovated: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Brick, Vinyl SidingNot Attached Property
Property Information
Condition: ActualParcel Number: 1334006260048791920000

Price & Status

Price
List Price: $589,000
Status Change & Dates
Off Market Date: Thu Mar 27 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Overlook Primary SchoolJr High / Middle School: Lagrange Middle SchoolHigh School: Arlington High SchoolHigh School District: Arlington

Building

Building Area
Building Area: 2332 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.90 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 816868Attic: Full, Pull Stairs, UnfinishedAttribution Contact: 845-473-1650Showing Requirements: 24 Hour Notice, Appointment Only, Combination Lock Box, Occupied, See Remarks, Showing Service

Price and Tax history

DateEventPrice
May 20, 2025
Source: OneKey® MLS as distributed by MLS GRID #816868
Sold
$570,000
Mar 28, 2025
Source: BHHS broker feed #816868
Pending
$589,000
Mar 28, 2025
Source: Berkshire Hathaway HomeServices New England Properties #816868
Contingent
$589,000
Feb 26, 2025
Source: OneKey® MLS as distributed by MLS GRID #816868
Listed For Sale
$589,000

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 2026-09-24 00:03:30 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 22 Four Winds Drive

  • What is 22 Four Winds Drive estimated to be worth?
    Trulia's estimated value for 22 Four Winds Drive in Poughkeepsie, NY is $625,000.
  • What is the price history for 22 Four Winds Drive?
    22 Four Winds Drive in Poughkeepsie, NY last sold for $570,000 in May 2025.
  • 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 22 Four Winds Drive have air conditioning?
    Yes, 22 Four Winds Drive in Poughkeepsie, NY has air conditioning.
  • Does 22 Four Winds Drive have laundry facilities?
    Yes, 22 Four Winds Drive in Poughkeepsie, NY has in-unit laundry.

Explore by feature - Pet Friendly

73 pet-friendly rentals in Poughkeepsie, NY

Explore by feature - Garage

11 rentals with a garage in Poughkeepsie, NY

Explore by feature - Air Conditioning

111 rentals with air conditioning in Poughkeepsie, NY

Explore by feature - Pool

13 rentals with a pool in Poughkeepsie, NY

Explore by feature - Washer/dryer

84 rentals with a washer/dryer in Poughkeepsie, NY

Explore by feature - Outdoor Space

33 rentals with an outdoor space in Poughkeepsie, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 22 Four Winds Drive

Skip to last item
Skip to first item

Homes for sale near 22 Four Winds Drive

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item