About 38 May Street
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.
Features of 38 May Street
| MLS® # | 1016053 |
|---|---|
| Price | $325,000 |
| Bedrooms | 4 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Acres | 0.08 |
| Year Built | 1910 |
| Type | Residential |
| Sub-Type | Duplex |
| Status | Pending |
Community Information
| Address | 38 May Street |
|---|---|
| City | Poughkeepsie |
| County | Dutchess County |
| State | NY |
| Zip Code | 12603 |
Amenities
| Utilities | Electricity Connected |
|---|---|
| Parking | Driveway, Off Street |
| # of Garages | 1 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior Features | First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Formal Dining, Original Details, Pantry |
|---|---|
| Heating | Forced Air, Natural Gas |
| Cooling | None |
| Has Basement | Yes |
| Basement | Unfinished |
| Fireplace | No |
Exterior
| Construction | Frame |
|---|
School Information
| District | Poughkeepsie City |
|---|---|
| Elementary | Smith Early Learning Center |
| Middle | Poughkeepsie Middle School |
| High | Poughkeepsie High School |
Additional Information
| Date Listed | June 19th, 2026 |
|---|---|
| Days on Market | 92 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Houlihan Lawrence Inc. |
|---|

