44 Windmill Road, Poughkeepsie, NY 12601
OFF MARKET

$269,500

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,280 sqft

44 Windmill Road, Poughkeepsie, NY 12601

Est. Refi. Payment $1,967/mo*
Refinance Your Home
Currently Off Market - Sold Apr 25, 2025 for $250,000

Home Value

Trulia Estimate
$270K
Since last month
Decreased$5K (-1.7%)
Since last year
Increased$16K (+6.4%)
Since last sale
Increased$20K (+7.8%)
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 +138% in the last 10 years
MonthEstimated value
2026
September 2026$270K
September 2026$270K
August 2026$274K
July 2026$272K
June 2026$276K
May 2026$263K
April 2026$266K
March 2026$263K
February 2026$266K
January 2026$265K
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
375 Salt Point Turnpike #4C, Poughkeepsie, NY
2.66
Condo
$305,000
10/29/25
2
1.5
1,190
162 Pinebrook Drive, Hyde Park, NY
2.53
Condo
$370,000
06/04/26
2
2.5
1,381
125 Pinebrook Drive, Hyde Park, NY
2.48
Condo
$359,000
03/27/26
2
2.5
1,700
3 Hook Road #32, Poughkeepsie, NY
3.34
Condo
$260,000
04/30/26
3
1.5
1,729
3 Hook Road #72k, Poughkeepsie, NY
3.34
Condo
$210,000
11/24/25
2
1.5
923
3 Hook Road #15D, Poughkeepsie, NY
3.34
Condo
$203,500
06/24/26
2
1.5
923
3 Hook Road #72D, Poughkeepsie, NY
3.34
Condo
$198,500
07/30/26
2
1.5
923
21 Topaz Run, Poughkeepsie, NY
3.56
Condo
$329,200
08/07/26
3
2.5
1,455
20 Amber Court, Poughkeepsie, NY
3.57
Condo
$305,000
02/06/26
2
2.5
1,455

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
44 Windmill Rd #1, Poughkeepsie, NY 12601
0.00
$346,600
3
3
1,620
Off Market
42 Windmill Rd, Poughkeepsie, NY 12601
0.00
$284,500
3
2
1,280
Off Market
46 Windmill Rd, Poughkeepsie, NY 12601
0.00
$253,500
3
2
1,280
Off Market
48 Windmill Rd, Poughkeepsie, NY 12601
0.01
$253,500
3
2
1,280
Off Market
50 Windmill Rd, Poughkeepsie, NY 12601
0.01
$285,800
3
2
1,280
Off Market
52 Windmill Rd, Poughkeepsie, NY 12601
0.02
$271,700
3
2
1,280
Off Market
52 Windmill Rd #52, Poughkeepsie, NY 12601
0.02
-
-
-
-
Off Market
40 Windmill Road, Poughkeepsie, NY 12601
0.02
$561,300
4
2
2,011
Off Market
13 Russet Rd, Poughkeepsie, NY 12601
0.03
$231,900
3
1
1,300
Off Market
15 Russet Rd, Poughkeepsie, NY 12601
0.03
$231,900
3
1
1,300
Off Market
11 Russet Rd, Poughkeepsie, NY 12601
0.03
$262,400
3
1
1,300
Off Market
19 Russett Rd #19, Poughkeepsie, NY 12601
0.03
-
-
-
-
Off Market
19 Russett Rd, Hyde Park, NY 12601
0.03
$309,800
3
1
1,300
Off Market
17 Russet Rd, Poughkeepsie, NY 12601
0.03
$241,800
3
1
1,300
Off Market
9 Russet Rd, Poughkeepsie, NY 12601
0.03
$244,500
3
1
1,300
Off Market
7 Russett Rd #7, Poughkeepsie, NY 12601
0.03
-
-
-
-
Off Market
19 Russet Rd, Poughkeepsie, NY 12601
0.03
$302,700
3
1
1,300
Off Market
19 Russet Rd #19, Poughkeepsie, NY 12601
0.03
$289,900
3
1
1,300
Off Market
7 Russet Rd, Poughkeepsie, NY 12601
0.03
$274,600
3
2
1,300
Off Market
5 Russett Rd #0, Poughkeepsie, NY 12601
0.03
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 44 Windmill Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1975
1,280 sqft
$211/sqft

About this House

What's unique:Formal dining roomEnclosed porch
Great location!! Currently rented townhome with 3 beds and one and a half baths is perfectly tucked away in the heart of the Town of Hyde Park and in the Hyde Park School District. First floor welcomes you with the formal dining room, kitchen, living room and enclosed porch with a deck leading to the quiet back yard. Plenty of upside potential for updates and additional space. Adjacent to Greenfield Park which offers a playground, pavilion, walking trail and a multi-purpose ball field for area residents. Located 15 minutes from Poughkeepsie train station if you are NYC bound. Nearby area attractions include The Walkway over the Hudson, The Rail Trail, The Culinary Institute of America, Vassar College, Marist College, and much more!!
44 Windmill Road, Poughkeepsie, NY 12601 is a 3 bedroom, 2 bathroom, 1,280 sqft condo built in 1975. It last sold for $250,000 on Apr 25, 2025 (4% above the $240,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $269,500, with a rent estimate of $2,767/month.
Last check for updates: about 18 hours ago
Listed by Scott Zobre, (845) 242-7016
KW MidHudson, (914) 962-0007
Ronald C. Green, (845) 489-7046
Keller Williams Realty Partner, (914) 962-0007
Bought with: Rosa Duque, (845) 518-2533, Exit Realty Connections, (845) 298-6034
Source: OneKey® MLS as distributed by MLS GRID, MLS#812690

Home Details for 44 Windmill Road

Interior Features

Interior Details
Basement: Unfinished,Walk-Out AccessNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1280 Square Feet
Appliances & Utilities
Utilities: Electricity ConnectedAppliances: RefrigeratorRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Electric
Gas & Electric
Has Electric on Property
Levels, Entrance, & Accessibility
Levels: Three Or More

Exterior Features

Parking & Garage
No CarportNo Garage
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 56

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Residential
Building
Construction Materials: Vinyl SidingAttached To Another Structure

Price & Status

Price
List Price: $240,000
Status Change & Dates
Off Market Date: Fri Mar 14 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: NetherwoodJr High / Middle School: Haviland Middle SchoolHigh School: Franklin D Roosevelt Senior HsHigh School District: Hyde Park

Building

Building Area
Building Area: 1280 Square Feet

Community

Not Senior Community

HOA

No HOA

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 812690Attic: NoneAttribution Contact: 914-962-0007Showing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent

Price and Tax history

DateEventPrice
Apr 25, 2025
Source: OneKey® MLS as distributed by MLS GRID #812690
Sold
$250,000
Mar 14, 2025
Source: OneKey® MLS as distributed by MLS GRID #812690
Pending
$240,000
Jan 16, 2025
Source: OneKey® MLS as distributed by MLS GRID #812690
Listed For Sale
$240,000

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

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. "
    1
    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."
    2
    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

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-10-01 16:58:21 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 44 Windmill Road

  • What is 44 Windmill Road estimated to be worth?
    Trulia's estimated value for 44 Windmill Road in Poughkeepsie, NY is $269,500.
  • What is the price history for 44 Windmill Road?
    44 Windmill Road in Poughkeepsie, NY last sold for $250,000 in April 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 44 Windmill Road have air conditioning?
    Yes, 44 Windmill Road in Poughkeepsie, NY has air conditioning.

Explore by feature - Pet Friendly

62 pet-friendly rentals in Poughkeepsie, NY

Explore by feature - Garage

9 rentals with a garage in Poughkeepsie, NY

Explore by feature - Air Conditioning

111 rentals with air conditioning in Poughkeepsie, NY

Explore by feature - Pool

12 rentals with a pool in Poughkeepsie, NY

Explore by feature - Washer/dryer

76 rentals with a washer/dryer in Poughkeepsie, NY

Explore by feature - Outdoor Space

31 rentals with an outdoor space in Poughkeepsie, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 44 Windmill Road

Skip to last item
Skip to first item

Homes for sale near 44 Windmill Road

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