37 May St, Poughkeepsie, NY 12603
Property image
Property image
SOLD
JAN 28, 2026

$398,500

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 2,416 sqft

37 May St, Poughkeepsie, NY 12603

Est. Refi. Payment $2,803/mo*
Refinance Your Home
Currently Off Market - Sold Jan 28, 2026 for $300,000

Home Value

Trulia Estimate
$399K
Since last month
Increased$6K (+1.5%)
Since last year
Increased$52K (+14.5%)
Since last sale
Increased$110K (+36.6%)
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 +83% in the last 10 years
MonthEstimated value
2026
September 2026$410K
August 2026$399K
July 2026$404K
June 2026$396K
May 2026$381K
April 2026$349K
March 2026$322K
February 2026$307K
January 2026$366K
2025
2024
2023
2020

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
418 Baker St, Poughkeepsie, NY
0.41
Apartment
$310,000
07/28/26
2
1
1,200
416 Baker St, Poughkeepsie, NY
0.41
Apartment
$410,000
04/27/26
2
1
1,080
49 Carroll St, Poughkeepsie, NY
0.58
Apartment
$460,000
12/15/25
2
1
1,000
54 S Bridge St, Poughkeepsie, NY
1.01
Multi-Family Home
$517,500
02/04/26
2
1
808
40 N Clover St, Poughkeepsie, NY
1.29
Apartment
$435,000
01/16/26
6
3
4,289
306 Church St, Poughkeepsie, NY
0.26
Apartment
$300,000
02/17/26
3
1
-
122 Cannon St, Poughkeepsie, NY
0.49
Apartment
$350,000
06/24/26
3
1
-
274 Hooker Ave #L2, Poughkeepsie, NY
0.75
Apartment
$173,000
06/05/26
1
1
625
13 Springside Ave #1, Poughkeepsie, NY
0.62
Apartment
$2,400
08/20/26
2
1
1,016
Home facts updated by county records

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
26 MAY Street, Poughkeepsie, NY 12601
0.05
$362,100
4
2
-
Off Market
21 Edgar Street, Poughkeepsie, NY 12603
0.03
$301,500
3
2.5
1,530
Off Market
17 EDGAR Street, Poughkeepsie, NY 12603
0.04
$381,100
3
1.5
1,872
Off Market
9 Edgar Street, Poughkeepsie, NY 12603
0.06
$249,999
4
2
1,044
For Sale
22 Edgar Street, Poughkeepsie, NY 12603
0.05
$382,000
3
1.5
1,250
Off Market
12 Lexington Avenue, Poughkeepsie, NY 12601
0.12
$65,000
-
-
-
Recently Sold
10 Lexington Avenue, Poughkeepsie, NY 12601
0.13
$433,300
5
3
-
Off Market
7 Gray St, Poughkeepsie, NY 12603
0.09
$445,000
Studio
-
-
For Sale
55 Forbus Street, Poughkeepsie, NY 12603
0.10
$349,300
3
1
1,710
Off Market
12 Fox Terrace, Poughkeepsie, NY 12603
0.11
$376,900
4
2
2,024
Off Market
1 Gray Street, Poughkeepsie, NY 12603
0.10
$349,000
6
2
2,452
Recently Sold
10 Fox Terrace, Poughkeepsie, NY 12603
0.11
$415,000
4
2
2,400
Recently Sold

Local Information

  • Map ViewExplore the area around 37 May St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Apartment
Built in 1925
2,416 sqft
$124/sqft
Garage

About this House

Just renovated! 2 apartments available for rent March 1st! 2 bedrooms, Southside location, living room, dining room, front and back porch, new appliances, off-street parking. Ready to show now, move in March 1st.
37 May St, Poughkeepsie, NY 12603 is a 2 bedroom, 1 bathroom, 2,416 sqft apartment built in 1925. It last sold for $300,000 on Jan 28, 2026. More recently, it was listed as a rental in February 2015 with an asking price of $1,000 per month. That rental listing was removed on April 6, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $398,500, with a rent estimate of $1,921/month.

Home Details for 37 May St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
MicrowaveRefrigerator

Property Information

Year Built
Year Built: 1925
Property Type / Style
Property Type: ApartmentArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking: Off Street, Garage

Price & Status

Price
Price Per Sqft: $124/sqft

Community

Units in Building: 2

Lot Information

Lot Area: 4356 sqft

Price and Tax history

DateEventPrice
Jan 28, 2026
Source: N/A
Sold
$300,000
Apr 6, 2015
Source: Agent Provided
ListingRemoved
$1,000
Feb 20, 2015
Source: Agent Provided
Listed For Rent
$1,000
Feb 13, 2014
Source: N/A
Sold
$10,394
Oct 10, 2010
Source: Agent Provided
ListingRemoved
$139,000

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. "
    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

LGBTQ Local Legal Protections

Frequently asked questions about 37 May St

  • What is 37 May St estimated to be worth?
    Trulia's estimated value for 37 May St in Poughkeepsie, NY is $398,500.
  • What is the price history for 37 May St?
    37 May St in Poughkeepsie, NY last sold for $300,000 in January 2026.
  • 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.

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Apartments for Rent

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Off Market Homes Near 37 May St

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