Beautiful 6-unit brick building at the entrance to Poughkeepsie just over the Mid-Hudson bridge and 1/2 mile from the Poughkeepsie Metro North train station. 6 updated and professionally managed apartments located in the desirable Union Street neighborhood. This multifamily asset presents an exceptional opportunity for investors seeking stable rental demand in well-maintained properties. Fully leased with separate utilities and in place 3rd party property management. The buildings offer thoughtfully updated interiors and efficient layouts designed to maximize rental appeal. With a focus on tenant comfort, the property features bright gathering spaces, quality finishes, and reliable mechanicals that ensure operational continuity. This asset represents a blend of practical amenities and investment upside in a market that values turnkey housing solutions.
Beautiful 6-unit brick building at the entrance to Poughkeepsie just over the Mid-Hudson bridge and 1/2 mile from the Poughkeepsie Metro North train station. 6 updated and professionally managed apartments located in the desirable Union Street neighborhood. This multifamily asset presents an exceptional opportunity for investors seeking stable rental demand in well-maintained properties. Fully leased with separate utilities and in place 3rd party property management. The buildings offer thoughtfully updated interiors and efficient layouts designed to maximize rental appeal. With a focus on tenant comfort, the property features bright gathering spaces, quality finishes, and reliable mechanicals that ensure operational continuity. This asset represents a blend of practical amenities and investment upside in a market that values turnkey housing solutions.
Income-producing multifamily opportunity delivering an 8.5% current cap rate, with potential to reach approximately 10.5% at pro forma rents. This 5-unit property features (1) 1-bedroom apartment, (2) 3-bedroom apartments, and (2) 4-bedroom apartments, generating $117,480 in current gross annual income. All tenants pay for heat, hot water, and electricity, while the landlord is responsible for water and sewer. The sale also includes a separately deeded 9-car parking lot, with one parking space for each unit, and every apartment has an in-unit washer/dryer hookup. Located near major anchors such as Route 9, the Mid-Hudson Bridge, Marist College, Vassar College, Dutchess Community College, and the Culinary Institute of America, the property offers strong in-place income with meaningful room for future upside. An ideal opportunity for investors seeking a stable, income-producing asset in a prime Poughkeepsie location. Income & expense information available upon request.
Exceptional Business Opportunity – Fully Operational Gas Station, Convenience Store & Car Wash Positioned in a high-visibility location just moments from the Taconic State Parkway, this fully operational gas station offers a rare opportunity to acquire a complete, income-producing business. The property features a well-established convenience store, an on-site car wash, and fuel service, creating multiple revenue streams under one roof. With excellent accessibility, consistent traffic exposure, and a strategic location serving both local residents and commuters, this turnkey operation is well-positioned for continued success and future growth. Whether you're an experienced operator looking to expand your portfolio or an investor seeking a proven business in a prime location, this offering presents exceptional potential. Don't miss the chance to own a fully equipped, high-demand business in one of the region's most accessible commercial corridors.
Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.
THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.
Investment Property Offering Four Residential Units, Three Garages And A Bonus Rental Space With All Separate Utilities (Gas & Electric) As Residents Pay For Their Own Services. Although This Corner Property Allows A Limited Amount Of Parking Space, There Is A Nearby City Parking Lot Just A Few Steps Away**As Close To One Days Notice To Show Appreciated**This Is An As Is Sale. Agents, Please See Other Remarks.
Located in the heart of Poughkeepsie’s industrial and commercial zone (C-3), 188 Cottage Street presents a unique opportunity for investors with 9%+ cap rate. This ±12,832 SF building sits on nearly an acre of land and offers flexible space ideal for office, light industrial, storage, or conversion to other income-producing uses. The property currently is 100% with a strong rental history and tenant mix. The layout and zoning offer potential to reconfigure or optimize usage based on need. With ample lot space and approximately 141 ft of frontage, the site also provides easy access for deliveries, employee parking, or outdoor operations.
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.
Two units zoned for many possibilities. Perfect for restaurant, nail salon or any Retail venture. Upgraded recently including new Safety Data Sheets, paved parking lot for 15+ vehicles, roof, siding and electric system. Unit 1 is currently vacant and ready for any new ideas. Unit 2 is presently an ice cream shop with a full kitchen. Included in sale all furniture, fixtures and equipment.Easily accessible from Route 9, Route 55, and Route 44, with 7500+ cars per day.
Great commercial building that was completely redone in last year. Brand new windows, electrical, flooring, new plumbing and insulation. New eat in kitchen and new bathrooms. Property has 5+ offices, 2 bathrooms, 2 conference areas and a full finished basement for more offices or storage/filing. Building has central air and eight foot ceilings . It also has a private parking lot for 12+ cars. Great location right off Hooker Ave in the southside of Poughkeepsie. Building was just painted inside and out. Truly a turn key move in ready commercial building in a very accessible location.
Exceptional opportunity to own both a thriving business and the commercial building it occupies in the heart of downtown Poughkeepsie. This turnkey sale includes the real estate, established business, and all inventory. Situated on a highly visible Main Street location with strong pedestrian and vehicle traffic, this property offers excellent exposure and income potential. Ideal for owner-operators, entrepreneurs, or investors seeking a fully equipped business with room for future growth. Don’t miss this rare chance to acquire a complete commercial package in a prime location.
$$ AMAZING OPPORTUNITY $$ One property / 4-5 Incomes Move your business or invest in City of Poughkeepsie. Two buildings with large fenced in yard on 1/2 acre corner lot on highly traveled arterial. Great visibility. Lots of parking. First building is a metal Quonset Hut currently rented as a used car lot Second building offers 2 offices upstairs with attached storage or work space, overhead door and separate side entrance from parking area. Utility room and bathroom is located downstairs with more storage space that has separate back entrance and is currently rented.
Commercial Building For Sale Comprised Of (2) Seven Room Three Bedroom Apartments, (3) Two Bedroom Apartments, Storage Unit, Three Garages And A Parcel Of Land On N Bridge St. All Rental Units Residents Pay Their Own Utilities (Gas And Electric). Property Has The Convenient Of A Location Of Being A 5 Minute Walk To Train Station, Riverfront And Walkway Over The Hudson. This Downtown Poughkeepsie, Corner Investment Property Could Be A Wise ChoIce. Agents, Please See Other Remarks.
PRESENTLY THIS IS THE UNITARIAN UNIVERSALIST FELLOWSHIP OF POUGHKEEPSIE. ZONING USE IS 614 SPECIAL SCHOOL. ADDL USE COULD BE FOR DAY CARE AND ORGANIZATION HEADQUARTERS. THE BUILDING IS ON A LARGE 1.6 ACRE LOT IN THE HEART OF THE CITY POUGHKEEPSIE SOUTHSIDE. ROOMS INCLUDED: LARGE OCTAGON MEETING ROOM, MULTIPLE CLASS ROOMS, LOBBY, COMMUNITY ROOM, MINISTERS AND SECRETARY OFFICES, NURSERY, TWO KITCHENS, STORAGE. WALKUP ATTIC FOR ADDITIONAL FUTURE ROOMS WOULD ADD TO THE APPROXIMATELY 7400 SQ. FT. THAT THIS BUILDING PRESENTLY HAS. ATTIC PRESENTLY HAS WITH MULTIPLE STORAGE ROOMS. THIS HOME WAS BUILT IN 1927 AS A SINGLE FAMILY HOME AND OVER THE YEARS HAS BEEN ADDED ON TO AND LATER BECAME THE UNIFICATION FELLOWSHIP. PRESENTLY PARKING IS FOR 35 CARS BUT POTENTIALLY COULD BE EXPANDED. LARGE DETACHED GARAGE. UPGRADED NATURAL GAS HOT WATER BOILERS WITH 6 HEAT ZONES, UPGRADED STEAM VALVES, UPGRADED GAS LINES FROM THE STREET. THIS WOULD BE A WONDERFUL PRIVATE SCHOOL IN CITY OF POUGHKEEPSIE AND SURROUNDING AREA.
Seeking An Investment Property? Looking To Perhaps Retire....Retire Early And Have Additional Income? For Sale Is This Six Family Building Consisting Of (5) Three Bedroom Apts And (1) Two Bedroom, All With Separate Utilities (Gas & Electric). This Turnkey Property Also Includes Off The Street Parking In The Form Of A Driveway From The Front To The Rear Of The Bldg Opening Up To A Parking Area Plus (8) Garages. The Apartments Are Moderately Priced, As This Income Generated Has Been As Such For Years; With Pro Forma, The Numbers Have The Potential To Go Up. This Is An AS IS SALE Please Read Other Remarks For More Information.
Impeccably maintained and tastefully updated City of Poughkeepsie office building features three levels of finished space. Attractive layout features welcoming lobby/reception area w/soaring ceilings and abundant natural light. Main level includes large conference room, plus multiple offices and kitchen/breakroom. Second floor features library, several offices and restroom. Lower level with conference room, storage areas and rest room plus access to courtyard. Loaded with attractive finishes and impressive architectural details such as cantilevered staircase, dentil molding and exposed brick walls. Updated infrastructure including epdm roof, boiler, 2 water heaters & a/c units. Premier office space conducive to subletting or occupying in its entirety. Ideal location in City of Poughkeepsie business district, within walking distance to court house and with easy access to municipal parking lot, Mid-Hudson Bridge and Poughkeepsie train station. A rare opportunity where location, configuration, condition and finishes converge.
85 Main Street Poughkeepsie is a unique opportunity to purchase a rented single-tenant restaurant/bar building PLUS the business assets, if desired. SOLD SEPARATELY OR AS A PACKAGE. The property is well-positioned for an owner-operator or investor seeking a turnkey hospitality setup with the flexibility to either lease, reposition, or activate immediately. Dual Opportunity Structure (Key Highlight): 1. Real Estate (85 Main Street) - $550,000 ±3,100 SF bar/restaurant building plus full basement Existing infrastructure for food & beverage operations Strong visibility and accessibility along Main Street 2. Operating Pizzeria + Bar (Tenant Business – For Sale) - $150,000 Fully operational pizzeria and bar concept Full commercial kitchen + state-of-the-art pizza oven Established setup with immediate revenue potential
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.
347 Main Street, Poughkeepsie is a multi-tenant office/medical asset on 1.17ac with leasing and development upside in a growing Central Business District. The subject property includes one of three federal bankruptcy courthouses in the Southern District of New York, guaranteed by the United States Government (S&P Credit Rating: AA+). The lease commenced in 2005 and was recently extended for an additional 10 years thru 2034. Though some of the 80+ surface lot parking spaces are dedicated to the court, a large majority of the lot could be developed into an apartment building or hotel with up to 6 stories over the parking lot.
Prime Development Opportunity – 11 Parcel Assemblage in Poughkeepsie Innovation District Exceptional opportunity to acquire a rare 11-parcel assemblage totaling approximately 1.12 acres, strategically located at the intersection of Academy Street, Church Street, and Noxon Street in the heart of the City of Poughkeepsie. Situated within the highly desirable PID-B (Poughkeepsie Innovation District) and MU-5 (Mixed-Use) zoning districts, this property offers outstanding flexibility for a wide range of development possibilities including multi-family residential, mixed-use, retail, office, hospitality, medical, student housing, and more. Zoning allows for high-density development with significant upside potential. PID-B zoning permits up to 9 stories (120 ft) with affordable housing inclusion, while MU-5 allows up to 7 stories (94 ft), making this an ideal site for developers looking to capitalize on the continued growth and revitalization of downtown Poughkeepsie. The property benefits from expansive street frontage and is not located within a historic district, simplifying the development process. Additional advantages include flexible parking options with the potential for Planning Board relief or fee-in-lieu programs, along with immediate proximity to a municipal parking lot offering approximately 210 spaces. Conceptual development studies have already been completed, demonstrating the site’s capacity for a range of residential unit configurations, further supporting its strong investment potential. Located in a prime urban infill area with strong rental demand and ongoing infrastructure investment through the City’s Innovation District initiative, this property presents a unique opportunity for developers and investors to create a high-impact project in one of the Hudson Valley’s fastest-growing markets.
214 Main Street Downtown Poughkeepsie Opportunity Zone Courtyard Separately Deeded Parking Value-Add Upside 214 Main is a 7,500+ SF fully renovated four-story commercial building located in the heart of Historic Downtown Poughkeepsie’s central business corridor and positioned within a federally designated Opportunity Zone. This asset offers rare flexibility: an investor can lease at market rates for stabilized yield, reposition for value-add upside, or occupy a flagship headquarters while generating income from additional floors. A Downtown Asset with Rare Amenities Unlike typical downtown inventory, 214 Main includes features that materially enhance both leasing velocity and long-term value: • Private Rear Courtyard A spacious and rare outdoor amenity ideal for tenant gatherings, hospitality activation, wellness programming, creative workspace use, or event-driven concepts. Outdoor space of this scale is a true scarcity asset. • Separately Deeded Adjacent Parking Lot (211 Union Street) Off-street parking for approximately 15 vehicles — a highly sought-after amenity in Downtown Poughkeepsie where dedicated parking is limited. This parcel is independently deeded, creating optionality for future monetization, development, or structured value enhancement. • Rare Outdoor Rooftop A private and rare outdoor amenity with multiple potential uses and a brand new waterproof roof. Building Configuration & Infrastructure Originally renovated in 2012, the property is professionally configured for single-tenant or multi-tenant occupancy. *10 private offices *2 conference rooms* Restrooms on every floor * Multiple storage areas *Separate utilities per level *Intercom system for controlled access *Large cellar-level recreation/training space suitable for classrooms, collaborative workspace, or tenant amenities The structure is handicap accessible and has undergone significant capital improvements, including: *Roof replacement *Updated front windows * Exterior lighting upgrades * Copper plumbing *Annual boiler and fire/alarm system inspections Heating is oil (above-ground tank). The layout supports straightforward floor-by-floor tenancy, enabling flexible lease structuring or phased occupancy. Prime Walkable Location 214 Main Street sits at the intersection of culture, commerce, and commuter flow: *Steps from the Bardavon 1869 Opera House *Near the Mid-Hudson Civic Center *Surrounded by restaurants, bars, retail, and nightlife *Close to government and municipal offices * Minutes to Metro-North (direct access to NYC) *Near Hudson River waterfront redevelopment This positioning supports strong demand from professional offices, medical administrative users, educational operators, nonprofits, creative service firms, and hybrid office concepts seeking urban vibrancy without Manhattan pricing. Opportunity Zone Advantage Located within a federally designated Opportunity Zone, qualified investors may benefit from capital gains tax deferral and potential long-term tax advantages (buyers to consult tax advisors). This designation enhances long-term hold strategies and repositioning opportunities. Investment Strategy & Upside The building will be delivered vacant, allowing for immediate repositioning and lease-up. With multiple floors, separately metered utilities, a private courtyard, and dedicated parking, the property provides: *Clear value-add lease-up potential * Owner-occupant with income strategy * Multi-tenant professional office conversion* Adaptive reuse potential *Long-term redevelopment optionality Downtown Poughkeepsie is undergoing sustained revitalization, and assets offering outdoor space, deeded parking, and walkable proximity to entertainment and transit are limited. 214 Main Street represents a rare combination of scale, flexibility, and embedded amenity value in a growing Hudson Valley market with direct commuter connectivity to New York City.
Own a piece of history with this unique property, formerly home to Governor Clinton Public School #8 and later repurposed as a foundry. Nearly gutted to the beams, this expansive 15,000+ square-foot building offers a rare blank canvas for visionary investors or developers. Zoned R3A (medium density residential), the site holds the potential for over 12 apartments or other creative residential projects. Situated on a spacious 75’ x 200’ x 118’ lot, there’s ample room for multiple parking spaces. Whether you’re looking to restore, redevelop, or reimagine, this historic property offers endless possibilities in a prime location. Don’t miss this extraordinary opportunity to breathe new life into a landmark with untapped potential! PLANS AVAILABLE UPON REQUEST
• Commercial property with warehouse space and office buildout • Three (3) garage doors with flexible access • Combination of open warehouse and private office areas • Suitable for owner-occupant or investment opportunity • Convenient City of Poughkeepsie location near downtown and major roadways • Property may be purchased individually or in combination with 101 (99) N. Clinton Street and/or 36 Cottage Street, Poughkeepsie
Renovated 3,300+ sq. ft. of Commercial space. Currently used as a non-conforming use business. This successful high-end upholstery shop is moving to a hotter climate. Opportunity is knocking for the inspired. The minute you walk in, you can see all the improvements. 15-foot ceiling, well-insulated, 2 heating systems, full bath and a half, 2 -12-foot overhead doors, separate woodworking room, main area set up for the upholstery work, back room is an open space with a half bath, some mechanicals, overhead doors are located in front and back for easy access to all parts of the building, private office. There is also a loft area for storage. Fully fenced, security cameras, monitored service on contract, and the property is hooked up to the fire department. All co's in place. This is Zoned RNC. Zoning said most likely something similar to the current non-conforming use would work. Taxes are reasonable, the location is close to the Business District and the Waterfront. Take a look inside to see the possibilities. Read below: permitted and special permitted use Permitted use: Construction 1 to 4 units, short-term rentals, residence, townhome, Park or recreation facility, place of worship, public or community facility, community garden, day care center, home, greenhouse, keeping of household pets. Special permit: Cluster development. Professional offices in residences, cemeteries, golf, tennis, or swimming clubs; public, private, or parochial schools; and pre-schools.

Poughkeepsie is located in New York. Poughkeepsie, New York has a population of 31,475. Poughkeepsie is less family-centric than the surrounding county with 20.27% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Poughkeepsie, New York is $48,805. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Poughkeepsie is 39.2 years.
The average high temperature in July is 84.3 degrees, with an average low temperature in January of 14.7 degrees. The average rainfall is approximately 47 inches per year, with 41.5 inches of snow per year.