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.
For sale
$325,000
38 May Street, Poughkeepsie, NY 12603
4beds
--sqft
Duplex, Multi Family
Built in 1910
-- sqft lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Original woodwork still intactDetached one-car garageGutter toppersAdded insulationRecently updated bathroomsNewer windowsLarge walk-up attic
- 12 days |
- 1,829 |
- 145 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Houlihan Lawrence Inc. 845-473-9770,
Jennifer Stapleton 914-906-2423
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1016053
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced Air, Natural Gas
Cooling
- None
Features
- First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Formal Dining, Original Details, Pantry
- Basement: Unfinished
- Attic: Full,Walkup
Property
Parking
- Total spaces: 1
- Parking features: Driveway, Off Street
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Patio & porch: Covered, Porch
Lot
- Size: 3,484 Square Feet
Details
- Parcel number: 1313006161324168170000
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Duplex, Multi Family
Materials
- Frame
Condition
- Year built: 1910
Utilities & green energy
- Gas: Separate Gas Meters: 2
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected
Community & HOA
Location
- Region: Poughkeepsie
Financial & listing details
- Tax assessed value: $358,900
- Annual tax amount: $6,927
- Date on market: 6/20/2026
- Cumulative days on market: 12 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/20/2026 | Listed for sale | $325,000 |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $358,900 +15.7% |
| 2024 | -- | $310,200 +6% |
| 2023 | -- | $292,600 +20% |
| 2022 | -- | $243,800 +21% |
| 2021 | -- | $201,500 +20% |
| 2020 | -- | $167,900 +10% |
| 2019 | -- | $152,600 +5% |
| 2018 | -- | $145,300 +5% |
| 2017 | $3,105 | $138,411 |
| 2016 | -- | $138,411 |
| 2015 | -- | $138,411 -9% |
| 2014 | -- | $152,100 -17% |
| 2012 | -- | $183,300 -20% |
| 2011 | -- | $229,100 -5% |
| 2010 | -- | $241,200 -7% |
| 2009 | -- | $259,400 -6% |
| 2008 | -- | $276,000 |
| 2007 | -- | $276,000 |
| 2006 | -- | $276,000 +1110.5% |
| 2005 | -- | $22,800 |
| 2004 | -- | $22,800 |
| 2003 | -- | $22,800 |
| 2002 | -- | $22,800 |
| 2001 | -- | $22,800 |
| 2000 | -- | $22,800 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12603
Nearby schools
GreatSchools rating
- NASmith Early Learning CenterGrades: PK-1Distance: 0.1 mi
- 2/10Poughkeepsie Middle SchoolGrades: 5-8Distance: 0.3 mi
- 2/10Poughkeepsie High SchoolGrades: 9-12Distance: 0.1 mi
Schools provided by the listing agent
- Elementary: Smith Early Learning Center
- Middle: Poughkeepsie Middle School
- High: Poughkeepsie High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Dutchess County
- Poughkeepsie
- 12603
- 38 May Street





