Discover this legal two-family investment opportunity featuring two units, each offering two comfortable bedrooms and one full bathroom. This turnkey property is ideal for investors looking to expand their portfolio and owner-occupants wanting to offset their mortgage. Both units feature functional kitchens, and well-sized bedrooms, all housed within a solidly built structure ready for immediate occupancy or a seamless tenant handoff. Conveniently located close to local shops, dining, and major commuter routes, this versatile multi-family home delivers incredible value in a high-demand market.
Great opportunity for an owner occupant or investor as the upper unit is vacant and a long term tenant occupies the lower unit. Close to Hospital, transportation, colleges and shopping. A great opportunity to own on the south side.
Affordable brick 2 family home available NOW in the city of Poughkeepsie. Each unit has 2 bedrooms and 1 bathroom. Separate utilities! 1st floor is rented and second floor is vacant. Here's your chance to either live in one or rent out the second unit. Ample parking in the municipal parking lot directly across the street.
Excellent 2 Family Investment Opportunity! Live in one unit and rent the other, or rent out both for maximum income potential. Recent exterior upgrades include a new roof, vinyl siding, and renovated front and back porches. Interior improvements feature a new heating system and hot water heaters. The first unit offers 2 bedrooms, a spacious living and dining room and 1 full bathroom. The second unit boasts 4 bedrooms, living room, and 1 full bathroom. Additional attic space provides ample storage. The units have separate utilities with gas and electric. Conveniently located with easy access to public transportation, Metro North, colleges, hospitals, dining, and entertainment. A must-see property with great potential! More Photos Coming Soon
Excellent opportunity for investors or owner-occupants! This fully vacant triplex offers a flexible 2-bedroom/1-bathroom over 2-bedroom/1-bathroom over a fully renovated studio layout. The first-floor studio has been completely renovated and is move-in ready, while the two upper-level apartments provide additional income potential. All three units are currently vacant, allowing a new owner the opportunity to establish market rents from day one or occupy one unit while generating rental income from the others. Separate utilities, including landlord metering, provide added convenience for managing expenses. Additional highlights include a new roof, a new Certificate of Occupancy at closing. The property also features a rear garage/storage area and attic space for additional storage. Whether you're looking to expand your portfolio, house-hack, or take advantage of a fully vacant multi-family property, this is an opportunity worth exploring!
On this quiet street of well-maintained single-family homes, you will find this turn-key two-family residential opportunity that is quite rare in today's market. From the rocking chair front porch that is perfect for relaxing in the evening, to the expansive side yard ideal for gardening, above ground pool or future creative uses (with municipal approval), and the two-car detached garage with the bonus shed well positioned for additional storage, car enthusiasts, or simply an added income potential, this opportunity offers more than meets the eyes. Before you go inside to explore, take a look at the hidden sitting area up the rear stairs where you can have some roasting marshmallows over a bonfire. It is neatly tucked away to inspire a bit of childhood wonder. You will enjoy peace of mind courtesy of a newly replaced roof along with recently updated on demand Navien heat/hot water system powered by natural gas paid by the landlord. It gets even better. Both units are producing income with great leasing tenants. A refreshed and updated interior is enhanced by luxury vinyl plank flooring, energy efficient windows, stainless steel appliances, and an abundance of natural light for easy and comfortable living. Sold as-is with CO in place. This opportunity is conveniently located within easy access to MTA Metro North, the Poughkeepsie Waterfront, public parks, Marist University, Culinary Institute of America, Dutchess Community Colleges, fine dining and entertainment. Schedule a private tour today. Advanced notice required. Thank you for your cooperation.
Attention Investors! Turnkey duplex offering an excellent opportunity to add a strong, low-maintenance asset to your portfolio. The property features two spacious 3-bedroom apartments, each offering over 1,000 square feet of living space with comfortable, functional layouts. Move-in ready and positioned for immediate rental income, this property offers an attractive cap rate with minimal anticipated capital expenditures. A great opportunity for investors seeking cash flow, or an owner-occupant looking to offset their housing costs with rental income.
RARE OWNER OCCUPANT OPPORTUNITY in the City of Poughkeepsie, NY. This two building property features a spacious 2BR/1BA owner's unit currently rented at $1,875/mo with an attached 2-car garage, abundant storage and in unit washer/dryer. IDEAL for a buyer with a business or hobby — plus a second building with two long-term-tenanted 1BR/1BA units renting for $1,135 and $1,250/mo with off street parking and leases running through Aug 31, 2027. Perfect for an owner-occupant looking to live on-site while collecting rental income from day one. All municipal services and natural gas. Buildings are in good condition with newer features such as electrical, boiler/HVAC and roof. This unique two building opportunity offers something increasingly hard to find: a private owner's residence with serious garage and storage space, paired with a second building generating steady rental income. Whether you're a contractor, tradesperson, artist, collector, or hobbyist who needs real workspace — or simply an investor looking to live on-site while building equity — this property delivers flexibility that's tough to match. Easy access to train stations, Vassar College, Marist College, Walkway Over the Hudson and all the dining and cultural opportunities in the City of Poughkeepsie.
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.
NEW PRICE IMPROVEMENT AS OF 9/30/2026 - $399,000 - Welcome to this beautifully renovated rental in the heart of Downtown Poughkeepsie! Offering a comfortable blend of modern updates and inviting living spaces, this spacious second-floor residence is ready to welcome you home. Step inside to find updated flooring and hardwood-style finishes throughout, complemented by abundant natural light. The thoughtfully designed layout features separate living and dining rooms, providing plenty of room to relax, entertain, and make the space your own. The fully renovated kitchen offers a fresh, modern feel with stainless-steel appliances and updated finishes. The renovated bathroom continues the contemporary style with new tilework and fixtures. The home offers a flexible bedroom layout, with one bedroom conveniently located on the main floor and three additional cozy bedrooms in the finished attic, providing versatility for bedrooms, guests, a home office, or additional living space. Outside, enjoy a spacious fenced backyard complete with a patio area—an ideal setting for summer gatherings, outdoor dining, gardening, or simply enjoying some fresh air. Located in Downtown Poughkeepsie, this rental puts you close to local shops, restaurants, entertainment, transportation, and the many amenities the area has to offer. A recently renovated home, generous living spaces, multiple bedrooms, and a private outdoor area make this a wonderful opportunity to enjoy comfortable living in a convenient Poughkeepsie location. Additional Information: Heating Fuel: Oil (Above Ground).
Impeccably Maintained Two-Family — First Time on the Market! Step inside this impeccably maintained two-family home and feel as though you’ve walked into a beautifully preserved time capsule! Offered for the first time on the market, this special property reflects years of pride of ownership, with beautiful original woodwork, charming details, and exceptional care throughout. The home features two separate 2-bedroom units, each offering comfortable living spaces and newer appliances. Recent improvements include kitchen sinks approximately 3 years old and a roof approximately 10 years old. The property offers gas utilities and separate electric, making it an excellent opportunity for an owner-occupant, extended family, or investor. Enjoy additional living and recreational space with a game room in the attic, plus the unique bonus of a bomb shelter. Welcoming front and back porches add even more charm and provide wonderful places to relax. Outside is where this home truly surprises! Step into your own private backyard oasis, completely fenced and already set up for outdoor entertaining. The outdoor furniture is included, along with the screened in small house with electric, so the new owners can move right in and immediately enjoy gatherings, barbecues, or peaceful evenings at home. With off-street parking for two cars, two 2-bedroom units, wonderful original character, outdoor entertaining space, and a history of meticulous care, this is a rare opportunity to own a truly special two-family home that has been loved and maintained for generations.
Turn key mixed use property located in a prime waterfront location in Poughkeepsie. Discover the income potential of this well maintained mixed use property located within minutes to Marist University, Culinary Institute of America, Hudson River and Route 9. Ground floor features a commercial space currently rented out to church office offering a quiet and stable tenant with community ties. The second and third floor feature updated 1 bedrooms apartments that are both currently leased. This property offers a rare parking lot providing ample parking for both business's and tenants. In the parking lot you will find a detached 2 car garage that is currently rented out for $200/mo adding to the strong cash flow. 34 Hoffman St is an excellent opportunity for investors or owner occupants seeking a fully rented income producing property in a growing area.
A great opportunity for investors or owner-occupants! This two-family property offers two completely renovated apartments. A 2-bedroom first-floor unit and a 3-bedroom second-floor unit. Both units feature newer appliances along with new HVAC systems and new hot water heaters, and tenants pay their own utilities. Both apartments are currently occupied by attentive tenants, providing immediate rental income. The first-floor unit rents for $1,800 per month, currently below market value, while the second-floor unit rents for $2,300 per month. With renovated interiors, separate utilities, new mechanicals and strong rental potential, this is a turnkey income producing property with plenty to offer!
Great opportunity to own a charming brick two-family home in the City of Poughkeepsie. Both units offer sizable layouts with two bedrooms and comfortable living areas, making this an excellent option for investors or owner-occupants looking to offset expenses with rental income. The property generated $31,600 in rental income in 2025. Additional highlights include hardwood floors, basement laundry, and a spacious backyard. Conveniently located near shops, restaurants, major roadways, and the Poughkeepsie Metro-North station, offering easy access to New York City.
Charming Two-Family Home located just off Hooker Avenue, this exceptional two-family property presents a fantastic opportunity for both owner-occupants and investors alike. Situated on a desirable, beautifully landscaped corner lot, this versatile home combines convenience, charm, and functional living spaces. First Floor Main Unit Step inside the spacious first-floor apartment to discover classic comfort and warm character. Living Space: Features gorgeous hardwood floors and a striking stone fireplace as the room's centerpiece, creating a cozy and inviting atmosphere. Kitchen & Dining: A well-appointed eat-in kitchen designed for everyday meal prep and casual dining. Bedrooms & Storage: Includes two comfortable bedrooms, ceramic tile flooring in designated areas, and a convenient walk-in hallway closet. Lower Level: A full, unfinished basement provides ample storage space and features a dedicated laundry area. Climate Control: Enjoy year-round comfort with central air conditioning. Second Floor Efficiency Apartment A bright and private upstairs efficiency apartment offering an independent living setup. Equipped with its own convenient washer and dryer. Comfortably climate-controlled using an efficient heat pump for both heating and air conditioning. Exterior & Grounds The outdoor space is a private oasis, meticulously landscaped and designed for easy relaxation or entertaining. Yard & Garden: Features an open shed, a dedicated garden area, and a lovely cement patio surrounded by lush landscaping. Parking & Storage: Includes a rare two-car garage under, offering secure parking and extra storage capability. Conveniently located close to local dining, shopping, and commuter routes, this unique Poughkeepsie gem is a must-see. Schedule your private tour today!
Exceptional investment opportunity in the heart of Poughkeepsie! Offered for the first time since 1981, this well-maintained triplex near Market Street presents an outstanding opportunity for investors or owner-occupants. Over the years, the property has undergone significant updates, including replacement of the original plaster walls, electrical, plumbing, insulation, and windows, providing peace of mind for years to come. Unit 1, located on the main level, has been recently updated and is currently vacant, offering immediate rental income potential or the perfect option for an owner-occupant. Unit 2 is located on the upper level and is occupied by a long-term tenant. Unit 3, with its own private entrance at the rear of the property, spans two levels and offers access to a spacious, fenced backyard, also occupied by a long-term tenant. In addition to ample on-street parking, the property features a newly paved driveway with space for three vehicles. Conveniently located just minutes from the Mid-Hudson Bridge, Metro-North, Vassar Brothers Medical Center, Marist University, the Culinary Institute of America, The Bardavon, restaurants, shopping, and all that downtown Poughkeepsie has to offer, this is a rare opportunity to own a solid income-producing property in a prime location. Schedule your private showing today!
Great Investment Opportunity! This 2-family home has one leased unit and one vacant. Live in one unit and use the rent to help with expenses or rent out both units for maximum income. It has been generating $52,800 annually. Included in the sale is the lot next door (3 Park Place, 131300-6162-71-320192-0000). Solar panels will be paid off by seller at closing. Solar panels were installed in 2022 and keep electricity costs to the bare minimum of $60/month. Separate natural gas meters allow tenants to pay, which saves on the owner's monthly cost. The roof was replaced in 2022 when the panels were installed. Each unit offers 2 bedrooms, 1 bath, large kitchen, dining room, living room, and unit 2 has a den/office that leads to the balcony. With a shared washer and dryer, basement storage, plenty of parking, and a convenient location close to shopping, dining, schools, and major commuter routes, this property is designed for both tenant appeal and long-term value.
Welcome to 17 Coughlin Street, a value-packed three-unit investment property offering immediate rental income and additional upside in the heart of Poughkeepsie. Two of the three apartments have been fully renovated and are currently rented, featuring updated kitchens and bathrooms, new appliances, modern flooring, fresh finishes, and bright, comfortable living spaces. The ground-level unit is under construction and has been thoughtfully set up for the next owner to complete, providing an excellent opportunity to customize the space and further increase the property’s income potential. Major improvements include a new roof, renovated siding, updated electrical and plumbing systems, separate water heaters, and a fire-alarm system. Outside, the property offers valuable off-street parking, a spacious rear area, and a rare three-car garage with excellent potential for parking, storage, or additional rental income. Conveniently located near downtown Poughkeepsie, shopping, restaurants, public transportation, the Metro-North train station, Route 9, Routes 44/55, the Mid-Hudson Bridge, and the Walkway Over the Hudson, this property combines updated living spaces, strong income potential, and a commuter-friendly location. A great opportunity for investors or owner-occupants looking to complete the final unit while collecting income from the two renovated apartments.
Excellent investment opportunity in the heart of Poughkeepsie! This well-maintained triplex is ideally situated on a quiet residential street just minutes from the Walkway Over the Hudson, Route 9, the Poughkeepsie Train Station, restaurants, shopping, parks, and all the conveniences the Hudson Valley has to offer. The property features three spacious units. Unit 1 offers one bedroom and one full bath and is currently rented. Unit 2 is currently owner-occupied and configured as a one-bedroom, one-bath with an additional open room currently being used as an office. Easy to show and offering flexibility for the next owner. Unit 3 includes one bedroom and one full bath and is also tenant-occupied. The property generates solid rental income with excellent potential for additional cash flow. Whether you're looking to expand your investment portfolio or occupy one unit while collecting rental income from the others, this property presents an outstanding opportunity. Its desirable location, strong rental potential, and proximity to major commuter routes, shopping, dining, and the Walkway Over the Hudson make 95 Albany Street a smart investment in one of Poughkeepsie's most convenient neighborhoods. Don't miss your chance to own this profitable multi-family property with excellent upside potential!
Fully Rented Is This Affordable Two Family Home For Sale. Each Unit Has Living Room, Kitchen, Two Bedrooms And Separate Utilities (Gas And Electric). This One Is Within Walking Distance To Restaurants, Beauty And Na.il Salons And Other General Services. Prior Day's Notice Is Needed For Showings. Agents Please See Other Remarks.
Four Family Multi Unit Building For Sale Consisting Of (3) Two Bedroom Apartments And (1) Studio. Property Hosts A Total Of Six Bedrooms And Six Full Bathrooms With Each Apt Having Its Own Individual Level As Well As Separate Utilities. Added Bonus: Two Apartments Feature Two Full Bathrooms The Convenience Of Being Inner City With Amenities Such As On The Bus Routes, Close To Eateries/Restaurants/Delis, Hair & Nail Salons, Major Highways, Train Station, Riverfront, Educational Facilties, Hospitals And More Could Make This An Ideal Investment. This Is An As Is Sale. Agents, please see other remarks.
Turnkey Investment Opportunity – Fully Renovated Two-Family Home with Strong Rental Income Don't miss this exceptional opportunity to own a fully renovated two-family property generating approximately $43,000 in annual rental income. Both apartments are currently occupied by tenants, providing immediate and reliable cash flow for investors. This well-maintained multi-family home features two spacious apartments, each offering: • 2 Bedrooms • 1 Full Bathroom • Bright Living Room • Functional Kitchen • Separate Living Space for Privacy and Comfort The property has undergone extensive renovations designed to create a modern, welcoming, and low-maintenance living environment. Recent improvements include: • Complete renovation of the first and second-floor apartments • Updated bathrooms • New flooring throughout • New energy-efficient windows • New water heater installed in June 2026 • Professionally improved front and backyard landscaping • Attractive shared backyard area for tenant enjoyment With strong rental income already in place, major capital improvements completed, and a desirable two-family layout, this property offers an excellent opportunity for investors seeking immediate returns or owner-occupants looking to offset mortgage costs with rental income. A true turnkey property—collect rent from day one and enjoy the benefits of extensive renovations and stable tenancy.
Income-producing 4-unit multifamily property featuring a 3-family building and attached carriage house near downtown Poughkeepsie. Three units are occupied, with one vacant unit offering immediate lease-up potential or owner-occupancy flexibility. three units have been updated within the past two years. The carriage house utilizes natural gas heat, while the main building is heated by oil. Off-street parking adds tenant convenience. Landlord's only utility expense is the oil heat for the main building. Excellent opportunity for investors seeking stable income with upside potential. Heating fuel: oil (above-ground tank).
Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of this property is the potential FHA assumable loan opportunity, which may allow a qualified buyer to assume the seller’s existing lower interest rate and financing terms, creating substantial long term savings in today’s higher rate environment. Even if the current FHA loan is not assumable for a buyer, the property was previously approved through FHA financing when purchased, offering added confidence and appeal for future FHA buyers. Perfect for an owner occupant looking to offset monthly expenses by living in one unit while collecting rental income from the second, or for an investor seeking immediate income production and long term appreciation potential. Conveniently located near Metro North train stations, Route 9, Interstate 84, shopping centers, restaurants, hospitals, colleges, waterfront attractions, parks, and the vibrant Hudson Valley dining and entertainment scene. Ideal commuter location with easy access to New York City, Westchester, Connecticut, and surrounding Hudson Valley communities. Whether you are looking to expand your investment portfolio, secure a strong income producing asset, or begin building generational wealth through owner occupied real estate, this property offers flexibility, value, location, and exceptional long term upside.
Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007 investment property. Each unit has gleaming hardwood floors in living room and dining room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless-steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street parking, fenced in yard. Operating expenses are available after 2nd showing. Second floor tenant is long term renter with lease. Forced air oil heat (Landlord pays for oil). Tenants responsible for utilities.

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.