$625,000
4 Bed • 3.5 Bath • 3,349 Sq. Ft.
6 Fair Oaks Drive
Poughkeepsie, NY 12603
Listed with Absolute Real Estate of NY Inc
$735,000
Est. $5,315/moPoughkeepsie, NY 12601 · Dutchess County
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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.
As reported by the listing office; verify enrollment with the district.
Listed with Real Broker NY LLC · Jorge Lugo · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 7:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
103
Sep 2026
Average Price
Active listings
$492,726
Sep 2026
Average Days on Market
Active listings
98 days
Sep 2026
Computed from 414 active OneKey MLS listings in Poughkeepsie, NY.
$625,000
4 Bed • 3.5 Bath • 3,349 Sq. Ft.
6 Fair Oaks Drive
Poughkeepsie, NY 12603
Listed with Absolute Real Estate of NY Inc
$550,000
3 Bed • 3 Bath • 2,014 Sq. Ft.
27 Bobolink Lane
Salt Point, NY 12578
Listed with eXp Realty
$649,000
4 Bed • 2.5 Bath • 2,245 Sq. Ft.
5 Stormville Road
Hopewell Junction, NY 12533
Listed with BHHS Hudson Valley Properties