Investment Opportunity – High Cash Flow Property in the Heart of Poughkeepsie
Presenting 40 S. Hamilton Street, a rare opportunity to acquire a proven income-producing property in the City of Poughkeepsie. This well-established rooming house consists of nine private single-occupancy rooms, seven bathrooms, providing affordable and independent living accommodations that serve a critical role in the local housing market. This property is a grandfathered rooming house (meaning no other property can be zoned as a rooming house without a special permit). Coin operated laundry also included in the basement. The property has demonstrated strong and consistent performance, currently generating approximately $100,000 in annual gross rental income with a current NOI of $49,315.
Residents enjoy access to shared common areas including a communal kitchen, lounge, and hallway facilities on each floor, creating a practical and cost-effective housing solution for tenants.
Situated on a generous lot, the property features a large rear driveway with ample off-street parking, a valuable amenity for both tenants and management. A substantial basement provides additional storage space and operational flexibility.
For investors seeking immediate cash flow, this property is generating income from day one. Beyond its current performance, there are multiple avenues for future upside. Four apartment conversion is allowed by right. If you split the lot, you can build eight apartments on a knockdown. Student housing is also permitted outright (with Marist, Vassar, Dutchess Community College, and CIA nearby). You can also continue operating as a successful rooming house rental property. The combination of strong in-place income, parking, storage, and future value-add potential makes this an attractive acquisition for both experienced and aspiring investors. Additionally, there is a small parking lot in the rear of the building.
Whether you're looking to expand your portfolio with a stabilized asset or capitalize on redevelopment and repositioning opportunities, 40 S. Hamilton Street offers a compelling blend of cash flow, flexibility, and long-term potential in a growing rental market.
For sale
Price cut: $85.1K (10/2)
$649,900
40 S Hamilton Street, Poughkeepsie, NY 12601
--beds
--baths
6,900sqft
Quadruplex, Multi Family
Built in 1890
-- sqft lot
$-- Zestimate®
$94/sqft
$-- HOA
What's special
Nine private single-occupancy roomsSeven bathroomsGenerous lot
- 36 days
- 388
- 31
Zillow last checked:
Listing updated:
Listed by:
Real Broker NY LLC 855-450-0442,
Jorge Lugo 845-857-8740
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1045579
Facts & features
Interior
Heating
- Natural Gas, Other
Cooling
- None
Features
- Built-in Features, Other
- Basement: Full,Partially Finished,Storage Space
Interior area
- Total structure area: 6,900
- Total interior livable area: 6,900 sqft
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Lot
- Size: 0.34 Acres
Details
- Parcel number: 1313006161221629440000
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Quadruplex, Multi Family
Materials
- Brick
Condition
- Year built: 1890
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Trash Collection Public, Water Available
Community & HOA
Location
- Region: Poughkeepsie
Financial & listing details
- Price per square foot: $94/sqft
- Tax assessed value: $525,000
- Annual tax amount: $17,939
- Date on market: 9/1/2026
- Cumulative days on market: 37 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 |
|---|---|---|
| 10/2/2026 | Price change | $649,900-11.6%$94/sqft |
Source: | ||
| 9/1/2026 | Listed for sale | $735,000-2%$107/sqft |
Source: | ||
| 6/11/2025 | Listing removed | $749,999$109/sqft |
Source: | ||
| 3/31/2025 | Listed for sale | $749,999+67%$109/sqft |
Source: | ||
| 5/24/2019 | Listing removed | $449,000$65/sqft |
Source: Houlihan Lawrence #371673 Report a problem | ||
| 7/17/2018 | Price change | $449,000-2.4%$65/sqft |
Source: Houlihan Lawrence #371673 Report a problem | ||
| 6/28/2018 | Price change | $460,000-7.1%$67/sqft |
Source: Houlihan Lawrence #371673 Report a problem | ||
| 5/23/2018 | Price change | $495,000-0.8%$72/sqft |
Source: Houlihan Lawrence #371673 Report a problem | ||
| 3/15/2018 | Listed for sale | $499,000+59.7%$72/sqft |
Source: HOULIHAN LAWRENCE INC. ML #345702 Report a problem | ||
| 10/23/2009 | Sold | $312,500$45/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $525,000 +3% |
| 2024 | -- | $509,700 +4% |
| 2023 | -- | $490,100 +10% |
| 2022 | -- | $445,500 +4% |
| 2021 | -- | $428,400 +2% |
| 2020 | -- | $420,000 +5% |
| 2019 | -- | $400,000 +77.8% |
| 2018 | -- | $225,000 |
| 2017 | $8,830 | $225,000 |
| 2016 | -- | $225,000 -35.7% |
| 2015 | -- | $350,000 |
| 2014 | -- | $350,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 12601
Nearby schools
Schools provided by the listing agent
- Elementary: Gov George Clinton School
- 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.







