38 May Street, Poughkeepsie, NY 12603
FOR SALE

38 May Street
Poughkeepsie, NY 12603

  • 4 Beds
  • 2 Baths

$325,000

Est. Mortgage $2,177/mo*
Get Pre-Qualified

$325,000

Est. Mortgage $2,177/mo*
Get Pre-Qualified
4 Beds
2 Baths
We estimate this home will sell faster than 88% nearby.

Local Information

  • Map ViewExplore the area around 38 May Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

With much of its original woodwork still intact, this 1910 two-family home offers timeless character along with several key improvements already in place. Each unit offers 2 bedrooms, 1 full bath, kitchen, dining room, and living room. Separate gas meters and furnaces provide independent utilities for each apartment. While the property could benefit from updating and cosmetic improvements, many important upgrades have already been completed, including newer windows, recently updated bathrooms, added insulation, gutter toppers, fully paid-off solar panels that provide long-term energy savings, and updates to much of the home’s electric and plumbing systems. Both the front and rear porches are enclosed, adding additional usable space. A standout feature is the large walk-up attic, which offers exciting possibilities for future expansion. The attic already has roughed-in plumbing for an additional full bath, with water, sewer, gas, and electric lines already in place. Completing the property is a detached one-car garage. Whether you’re an investor, contractor, or buyer looking to build equity, this property presents a great opportunity to restore, update, and capitalize on the character and potential this classic home has to offer. Located just a short distance from the Bardavon Performing Arts Center and Poughkeepsie's thriving culinary and arts scene, just minutes to Metro North, Vassar Brothers Hospital, the Culinary Institute of America, Marist and Vassar Colleges and much more.  Don’t miss this incredible opportunity.
We estimate this home will sell faster than 88% nearby.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
3 days ago
Last check for updates: about 13 hours ago
Listing by: Houlihan Lawrence Inc., (845) 473-9770
Jennifer Stapleton, (914) 906-2423
Source: OneKey® MLS as distributed by MLS GRID, MLS#1016053
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 38 May Street

Interior Features

Interior Details
Basement: Unfinished
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Utilities: Electricity Connected
Heating & Cooling
Heating: Forced Air,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Gas & Electric
Gas: Separate Gas Meters: 2Has Electric on Property

Exterior Features

Exterior Home Features
Patio / Porch: Covered, Porch
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Driveway,Off Street
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 1Days on Market: 3

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Duplex, Multi Family
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 1313006161324168170000

Price & Status

Price
List Price: $325,000

Active Status

MLS Status: Active

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Smith Early Learning CenterJr High / Middle School: Poughkeepsie Middle SchoolHigh School: Poughkeepsie High SchoolHigh School District: Poughkeepsie City

Agent Information

Listing Agent
Listing ID: 1016053

Community

Not Senior Community

Lot Information

Lot Area: 3484.8 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1016053Attic: Full, WalkupAttribution Contact: 845-473-9770Showing Requirements: Appointment Only, Showing Service

Market trends in Poughkeepsie

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$380K
$4KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$236
$2MoM
Available listings
192
28MoM

Price History for 38 May Street

DatePriceEventSource
06/20/2026$325,000Listed For SaleOneKey® MLS as distributed by MLS GRID #1016053

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Property Tax and Assessment

Year2025
Tax
Assessment$358,900
Home facts updated by county records

Comparable Sales for 38 May Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Fox Terrace, Poughkeepsie, NY
0.13
Multi-Family Home
$415,000
01/30/26
4
2
2,400
30 S White Street, Poughkeepsie, NY
0.15
Multi-Family Home
$380,000
10/30/25
5
2
2,100
328 Church Street, Poughkeepsie, NY
0.19
Multi-Family Home
$340,000
10/06/25
5
2
2,473
10 Lexington Avenue, Poughkeepsie, NY
0.10
Multi-Family Home
$343,000
11/06/25
5
3
-
1 Gray Street, Poughkeepsie, NY
0.12
Multi-Family Home
$349,000
02/16/26
6
2
2,452
7 Fox Terrace, Poughkeepsie, NY
0.16
Multi-Family Home
$350,000
08/15/25
6
2
2,000
11 Forbus Street, Poughkeepsie, NY
0.36
Multi-Family Home
$448,500
07/17/25
4
2
2,464
31 Worrall Avenue, Poughkeepsie, NY
0.32
Multi-Family Home
$442,000
12/03/25
6
2
-
28 Hammersley Avenue, Poughkeepsie, NY
0.28
Multi-Family Home
$340,000
11/05/25
6
2
-

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 38 May Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Poughkeepsie

At least 904 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 81 % Say it's dog friendly

  • 75 % Say parking is easy

  • 69 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say there are sidewalks

  • 62 % Say kids play outside

  • 59 % Say there's wildlife

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 54 % Say people would walk alone at night

  • 54 % Say it's quiet

  • 51 % 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.
  • 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. "
    0
    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. "
    0
    Flag
  • Evooirene600
    "Public libraries with many programs and clubs ,for example gardening and board games. Local farms markets "
    0
    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."
    0
    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
  • Syacab26
    "Too much traffic and very noisy. Not enough grass to play on. People don’t pay attention turning the corner."
    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
  • Tawana L.
    "Nothing they would love bringing their pets to the the community just make sure you pick up after the pet too many kids that love to sit in the park "
    2
    Flag
  • Luisroddi
    "Several festivals. Like Italian festival, Greek festival, lost of college activities. Etc. the area is full of outdoors activities "
    2
    Flag
  • Evan
    "Very walkable downtown with several dog friendly restaurants available. Lots of local parks for Fido to enjoy sniffing."
    0
    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

Jennifer Stapleton, Houlihan Lawrence Inc., (845) 473-9770
Agent Phone: (914) 906-2423
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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
38 May Street, Poughkeepsie, NY 12603 is a 4 bedroom, 2 bathroom multi-family built in 1910. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jun 20, 2026. The MLS # for this home is MLS# 1016053.