1 Four Winds Drive, Poughkeepsie, NY 12603
Property image
Property image
PENDING
0.83 ACRES

$594,999

  • 4 Beds
  • 3 Baths
  • 2,809 sqft (on 0.83 acres)

1 Four Winds Drive, Poughkeepsie, NY 12603

Est. Mortgage $4,085/mo*
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Home Highlights

Single-Family Home
Built in 1986
0.83 acre lot
$212/sqft
Garage

Local Information

  • Map ViewExplore the area around 1 Four Winds Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Recent transaction fell through which opens a new opportunity for you to own this turn-key home in the Arlington School District! This beautifully updated and meticulously maintained home is situated in one of the most desirable neighborhoods. The three full bathrooms are newly renovated and feature contemporary finishes and quality tile work. Enjoy the granite and custom woodwork throughout the home including elegant wainscoting and built-in bookshelves. You’ll never be cold in the winter as there is a new gas boiler and a heat-pump back up system but you can still enjoy the crackle of the fire in your cozy fireplace with custom built red oak mantle. In the summers you will enjoy staying cool with the central air conditioning and the pool! The lower level has a great private space for extended family. The home comes complete with a Backup generator for uninterrupted power. Other upgrades include: NEW GAS BOILER and NEW HOT WATER system, New water softener and NEW SEPTIC SYSTEM (with sewer pipe), new floors, Fenced-in backyard—perfect for pets, play, or private outdoor entertaining.

Nestled in a quiet, established neighborhood, this home offers easy access to shopping, dining, parks, and major transportation routes. Just minutes from Route 9, Metro-North, and local schools. Don’t miss the opportunity to make this exceptional property your new home!
Last check for updates: about 3 hours ago
Listing by: RE/MAX Prestige Properties, (914) 831-3090
Shaun Manning, (347) 612-9825
Source: OneKey® MLS as distributed by MLS GRID, MLS#930033
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 1 Four Winds Drive

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2809 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity ConnectedAppliances: Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Range, Refrigerator, Washer, Water Softener OwnedDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Has a FireplaceNo Spa
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
Number of Garage Spaces: 2.5Number of Covered Spaces: 2.5No CarportHas a GarageHas Open ParkingParking Spaces: 2.5Parking: Attached,Driveway
Pool
Pool: Above GroundPool
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 223Days on Market: 180+

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Raised Ranch
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 1334006260049592440000

Price & Status

Price
List Price: $594,999Price Per Sqft: $212
Status Change & Dates
Off Market Date: Mon Jun 22 2026

Active Status

MLS Status: Pending

Location

Direction & Address
City: LagrangevilleCommunity: Four Winds
School Information
Elementary School: Overlook Primary SchoolJr High / Middle School: Union Vale Middle SchoolHigh School: Arlington High SchoolHigh School District: Arlington

Agent Information

Listing Agent
Listing ID: 930033

Building

Building Area
Building Area: 2809 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.83 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 930033Attic: Pull StairsAttribution Contact: 914-831-3090Showing Requirements: Appointment Only

Around this home

What Locals Say about Poughkeepsie

At least 909 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 82 % Say it's dog friendly

  • 75 % Say parking is easy

  • 69 % Say yards are well-kept

  • 68 % Say there's holiday spirit

  • 64 % Say there are sidewalks

  • 62 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 55 % Say people would walk alone at night

  • 54 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to grocery stores

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • cmportune@gmail.com
    "I see people walking their dogs all the time. It seems to be no problem. "
    0
    Flag
  • Lschuder
    "Lots of people own dogs, you would see constant neighbors walking them! Great neighborhood to walk or exercise."
    0
    Flag
  • Colleen marrin
    "I love it "
    1
    Flag
  • 97jrdwf5w2
    "The night walk over the Hudson is amazing and a can’t miss opportunity. College food trucks and pop up events keep the area hot. "
    1
    Flag
  • Jose Gonzalez
    "Poughkeepsie is an amazing town to live in. Moved from NYC and never regretting the decision. I welcome anyone who wishes to live in Poughkeepsie. "
    1
    Flag
  • Evooirene600
    "Public libraries with many programs and clubs ,for example gardening and board games. Local farms markets "
    1
    Flag
  • Andrina Simengwa
    "Public buses run on weekdays from early morning until late evening, providing transportation for commuters and local residents. On Saturdays, they operate with reduced hours but still maintain regular routes to serve shopping centers and community facilities."
    3
    Flag
  • Rebekah Hemingway
    "Ok, however im not used to the city. Except theres not a lot of busses. Theyre are busses, just not a lot. So you need a car to get where a short 14min car ride takes over 1 hr to bus or over 2- more hrs to walk some places. Say if this was albany we could catch a bus every 15-20mins 7days a week, pretty much every block and get anywhere you want."
    1
    Flag
  • Evooirene600
    "There is Traffic congestion during rush hours, moderate traffic otherwise, rt. 9 always busy, round abouts. Bridge traffic can be heavy."
    0
    Flag
  • Tiasteph2019
    "Although we only just moved into this section of the district—Crown Heights, or Nassau—we’ve actually been connected to this school community for a long time. My daughters have grown up visiting their friends here, and we’ve always known this area to be calm, peaceful, and family-friendly. "
    0
    Flag
  • Meeshzdunczyk
    "This neighborhood has great access to route 9 amenities and city of Poughkeepsie. Short drive to train stations for longer commutes"
    0
    Flag
  • Btissier323
    "There are many families here we have a tennis court and basketball court we can play pickle ball there is also a playground "
    0
    Flag
  • Trulia User
    "Mostly amazing with some days ruined by a few crazy drivers who need to retake drivers ed!!!!!!!!!!!!"
    0
    Flag
  • Edith Perez
    "The cultural diversity and the beautiful autumn colors. The Hudson River and the beautiful sunsets make this area unique. "
    1
    Flag
  • Sergio
    "Suburbs/Towns of Poughkeepsie are very safe. City of Poughkeepsie is a high crime area and should be visited with vigilance. "
    22
    Flag
  • Darryl Hendricks
    "It’s extremely quiet all year long. When someone has a party that is going to run late, they will let neighbors know ahead of time. "
    0
    Flag
  • Sarah Muller
    " Live near the town, Hyde Park School district. This spot is better than the city of Poughkeepsie, which is not so nice."
    15
    Flag
  • Trulia User
    "it's a nice area. most people pick up after their dogs. Dog owners and pups know each other.The barking is not bad at all. Most pups are friendly t"
    2
    Flag
  • Trulia User
    " I’ve lived here for 10 years and it has been a very safe and enjoyable neighborhood to live in. The schools are very good both public and parochial. There is great access to shopping, groceries and restaurants. There are lots of parks, museums and rail trails in the area. The city also has the walkway over the Hudson which is a great attraction. Access to NYVc is easy and 1:30 minutes on the train with a ride along the Hudson River. Overall the area is safe. The four seasons give a great opportunity to enjoy the holidays. "
    5
    Flag
  • Trulia User
    "I love this place. I feel safe living here and my children feel free to do what they want without having to worry about their safety. "
    1
    Flag
  • Eliasreyes.music
    "There are cultured festivals. High school games, the neighbors are so sweet and generous. They’ve become family to me. I don’t see myself living anywhere else"
    29
    Flag
  • Eliasreyes.music
    "There are friendly dogs everywhere. The dog park is beautiful here. People are very friendly. There are walking paths everywhere"
    8
    Flag
  • Danielle
    "My commute is okay - you def need a car to drive to places. I haven’t taken public transportation around here but college students might and it is friendly around there"
    9
    Flag
  • Danielle
    "Great families lovely neighborhood and just a great place to live. I think this is also a great neighborhood "
    2
    Flag
  • Freddie M. J.
    "easy commute to Westchester and the surrounding areas. Hopefully I will move closer to route 9 within a few months"
    1
    Flag
  • Danielle
    "Safe neighborhood, good schools and overall great environment for many famIlies and even for pets - love it"
    3
    Flag
  • Megw801
    "There are no sidewalks in this area of Poughkeepsie but I actually like that. The lack of sidewalks gives that suburban feel and I don’t like the idea of random people walking by my home."
    11
    Flag
  • Alberto B. Q.
    "there is a good choice of parks, but they are not always close by. Alternatively there are a lot of side walks."
    0
    Flag
  • Sherry M.
    "Several people have dogs and cats on the street that we live on. Neighbors are protective and keep an eye on speeders"
    0
    Flag
  • Eliasreyes.music
    "It’s awesome, I love living here. It’s so peaceful, my dogs and my daughter are very happy here. My neighbors are like family to me."
    5
    Flag
  • Ciara N. D.
    "The walkway give good overlook site of town lots of event take place on walkway.. or a nice place to walk or ride bikes with family and friends "
    2
    Flag
  • Ed
    "Great schools in town. Quiet place to raise your kids. Close proximity to metro north train and access to the city is great."
    6
    Flag
  • Jamilgafur
    "Ok The neighborhood is very safe and is a good place to raise a family very quiet private a real sense of family"
    5
    Flag
  • Luisroddi
    "Several festivals. Like Italian festival, Greek festival, lost of college activities. Etc. the area is full of outdoors activities "
    2
    Flag
  • Csalvad1
    "My friends live here and everything is great besides road maintenance It is located close to Poughkeepsie wappingers fishkill and beacon so there is a lot to do. I the neighborhoods are friendly and it has easy access to most main roads and highways. "
    0
    Flag
  • Pearl R.
    "There are community events. However, ALL are not always welcome. For the community to be so diverse, there's a lot of prejudice and judgement. It is a small community with a lot of negativity, drugs and gangs. Not a lot of free inner city activities and/or activities with small fees aren't close for non drivers."
    5
    Flag
  • Gina G
    "We have a lake for the residents, an annual carnival and community day, the schools are great and the people in the town are really good families, we have great sports leagues an all around great place to raise your kids. "
    0
    Flag
  • Coachkathycitera
    "It’s lovely here. Peaceful and lots of nature. Very private, blue ribbon schools. It is an executive neighborhood."
    0
    Flag
  • Sas62
    "I have lived in the Spackenkill part of Poughkeepsis over 20 years. Raised my children here and love the schools. People are friendly and very nice. "
    0
    Flag
  • Jaheim G.
    "I was born and lived in Poughkeepsie until I was 10 years old. It was always great to me. I remember going down by the river and waiting for the ice cream to come. Smith Street hot dogs, TJ’s Pizza, and La Deliziosa Pastry Shop are some of the best places to eat from if you’re visiting. "
    0
    Flag

Market trends in Poughkeepsie

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$5.83KMoM
Sale-to-List Price
101.1%
0.8%MoM
Price per sq ft
$236
$2MoM
Available listings
216
13MoM

Home Value

Trulia Estimate
$589K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$78K (+15.2%)
Since last sale
Increased$381K (+181.3%)
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
August 2026$591K
August 2026$591K
July 2026$591K
June 2026$591K
May 2026$595K
April 2026$597K
March 2026$617K
February 2026$617K
January 2026$631K
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
23 Robert Road, Poughkeepsie, NY
0.41
Single-Family Home
$500,000
05/05/26
3
2
2,228
107 Noxon Road, Poughkeepsie, NY
0.20
Single-Family Home
$399,000
02/06/26
3
2
1,738
8 Robert Road, Poughkeepsie, NY
0.30
Single-Family Home
$510,000
01/14/26
3
3.5
2,790
284 Titusville Road, Poughkeepsie, NY
0.00
Single-Family Home
$305,000
09/18/25
3
1
1,160
122 King Drive, Poughkeepsie, NY
0.38
Single-Family Home
$532,500
11/18/25
3
1.5
2,114
9 Ridgeline Drive, Poughkeepsie, NY
0.32
Single-Family Home
$770,000
10/15/25
4
4
3,500
15 Orchard Road, Poughkeepsie, NY
0.50
Single-Family Home
$470,000
01/08/26
3
2
2,330
163 Bower Road, Poughkeepsie, NY
0.00
Single-Family Home
$277,850
07/13/26
2
1
925
20 Greenfield Street, Poughkeepsie, NY
0.53
Single-Family Home
$430,000
12/23/25
4
2
1,812

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
284 Titusville Road, Poughkeepsie, NY 12603
0.00
$324,400
3
1
1,160
Off Market
16 Exeter Road, Poughkeepsie, NY 12603
0.00
$560,000
3
3
2,300
For Sale
47 Stringham Road, Poughkeepsie, NY 12603
0.00
$630,500
3
3
2,200
Off Market
163 Bower Road, Poughkeepsie, NY 12603
0.00
$277,850
2
1
925
Recently Sold
15 Naples Drive, Poughkeepsie, NY 12603
0.00
$368,000
2
2
1,500
Off Market
100 Noxon Road, Poughkeepsie, NY 12603
0.15
$433,100
3
1.5
1,304
Off Market
107 Noxon Road, Poughkeepsie, NY 12603
0.19
$399,000
3
2
1,738
Recently Sold
Noxon Road, Poughkeepsie, NY 12603
0.20
$350,000
-
-
-
For Sale
4 Meier Road, Poughkeepsie, NY 12603
0.24
$464,300
3
1.5
1,300
Off Market
137 Noxon Road, Poughkeepsie, NY 12603
0.25
$366,800
2
2
2,505
Off Market
10 Meier Road, Poughkeepsie, NY 12603
0.28
$414,000
2
2
1,562
Recently Sold
8 Robert Road, Poughkeepsie, NY 12603
0.30
$510,000
3
3.5
2,790
Recently Sold

Price and Tax history

DateEventPrice
Jun 22, 2026
Source: OneKey® MLS as distributed by MLS GRID #930033
Pending
$594,999
Jun 2, 2026
Source: OneKey® MLS as distributed by MLS GRID #930033
PriceChange
$594,999
Price decreased by 1%
Apr 23, 2026
Source: OneKey® MLS as distributed by MLS GRID #930033
PriceChange
$599,999
Price decreased by 3%
Apr 1, 2026
Source: OneKey® MLS as distributed by MLS GRID #930033
PriceChange
$618,000
Price decreased by 1%
Feb 13, 2026
Source: OneKey® MLS as distributed by MLS GRID #930033
PriceChange
$625,500
Price decreased by 2%

LGBTQ Local Legal Protections

Shaun Manning, RE/MAX Prestige Properties, (914) 831-3090
Agent Phone: (347) 612-9825
Based on information submitted to the MLS GRID as of 2026-09-06 01:03:44 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

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Frequently asked questions about 1 Four Winds Drive

  • What is the estimated monthly payment for 1 Four Winds Drive?
    Based on a $594,999 list price with 20% down at today's rates, the estimated monthly payment for 1 Four Winds Drive in Poughkeepsie, NY is approximately $4,104 (about $3,087 principal & interest, $942 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1 Four Winds Drive compare to homes in Poughkeepsie?
    1 Four Winds Drive in Poughkeepsie, NY is listed at $594,999, about 45% above the $411K median sale price in Poughkeepsie.
  • What do residents say about Poughkeepsie?
    Residents describe Poughkeepsie, NY as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Poughkeepsie, NY.
  • What are the closest schools to 1 Four Winds Drive?
    The closest schools to 1 Four Winds Drive in Poughkeepsie, NY are Arlington High School (rated 6/10), Overlook Primary School, Titusville Intermediate School (Elementary, rated 4/10).
  • Does 1 Four Winds Drive have air conditioning?
    Yes, 1 Four Winds Drive in Poughkeepsie, NY has air conditioning.
  • Does 1 Four Winds Drive have a pool?
    Yes, 1 Four Winds Drive in Poughkeepsie, NY has a pool.
1 Four Winds Drive, Poughkeepsie, NY 12603 is a 4 bedroom, 3 bathroom, 2,809 sqft single-family home built in 1986. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Dec 27, 2025. The MLS # for this home is MLS# 930033.