Poughkeepsie, NY Homes for Sale under $500,000

Wow!! Dead-end street, private parking, truly move-in ready—what more could you ask for? How about a deep lot, two-car garage, and first-floor laundry. Still want more? There’s gorgeous original woodwork, an easy, comfortable layout, and tons of natural light. And there’s more: a classic rocking-chair front porch, full basement, and an outstanding attic space for storage.Just 2.3 miles to the

Mary Kingsley ERA Insite Realty Services

FREER HOUSE IS A HISTORIC HOME LOCATED AT 70 WILBUR BLVD. POUGHKEEPSIE NEW YORK. IT WAS BUILT ABOUT 1728, BUILT OF COURSED FIELDSTONE. IT IS THE OLDEST EXTANT STRUCTURE IN THE CITY OF POUGHKEEPSIE ACCORDING TO WIKIPEDIA. THIS HOME IS A 3 BEDROOM, 2 FULL BATH.

Spyros Spyrou RE/MAX Town & Country

South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two

Dan Axtmann BHHS Hudson Valley Properties

Greetings from 6 Yates Blvd!Set within one of the City of Poughkeepsie’s more refined and well-maintained residential enclaves, this neighborhood is known for its manicured properties, cohesive streetscape, and pride of ownership—offering a quiet, elevated lifestyle with easy access to local amenities and commuter routes. This architecturally designed mid-century Ranch by Paul Canin features

Kimberly Cannizzaro Century 21 Alliance Rlty Group

Beautifully maintained Colonial in the highly sought-after Arlington School District! This charming 3-bedroom, 1.5-bath home blends classic pre-war character with thoughtful updates. Inside, you’ll find beautifully refinished flooring that enhances the home’s timeless design, while the Deck was replaced in (2018) create the perfect space for relaxing or entertaining. Enjoy the convenience of a

Regina Martinez eXp Realty

Welcome to this well-maintained two-family home located on a dead-end corner lot in Poughkeepsie. The property features two driveways with multiple parking spaces and a detached one-car garage.The first-floor unit offers three bedrooms, one bathroom, and a kitchen. The second-floor unit features three bedrooms, one bathroom, a kitchen, and a covered porch. Both units have a similar layout and

Liudmila Lobeeva eXp Realty

Step into timeless charm with this 2 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to

James Mitchell Exit Realty Connections

.Beautiful 1940 Traditional 2 Family in Poughkeepsie. This is a great investment opportunity property, or an great owner occupied home. This well maintained home features the original millwork and hardwood floors throughout. Updated with high efficiency furnaces, newer hot water heaters, electric and more. All this on .22 acres which offers off street parking for 6 cars.The attic has the

CAROL LYNNE PENTA K. Fortuna Realty, Inc.

Welcome to 7 Gray Street - a versatile duplex offering strong income potential and flexible living options in the heart of Poughkeepsie. This well-configured multi-family property features two spacious units, each offering 2 bedrooms, a full kitchen, and comfortable living space designed for everyday functionality. The thoughtful layout makes this property ideal for owner-occupants seeking rental

Mizan Ayers THE AYERS GROUP LLC

Welcome to 310 Bridgeview at Hudson Pointe, a premier gated waterfront community along the Hudson River. This beautifully designed 2 potential 3 bedroom, 2.5-bath multi-level townhome delivers a refined yet comfortable lifestyle with thoughtfully appointed spaces and high-end finishes throughout. The entry opens to a bright, inviting main level featuring gleaming hardwood floors, a sun-filled

Philip Szumlaski Keller Williams Realty

Exceptional mixed-use investment opportunity in the heart of downtown Poughkeepsie! This well-maintained brick building offers classic character paired with smart, low-maintenance ownership. Situated on a highly visible corner, the property blends residential income with prime commercial potential perfect for investors or owner-operators looking to plant roots in one of the Hudson Valley’s

Hamar Clarke Clarke Realty & Associates LLC

Attention Investors: Live in one and rent the other two units. This 3 family home offers a great investment opportunity. Good sized 7-8 bedrooms units, 3 baths, (3 bedrooms and 1 bath in first floor; 2-3 bedrooms and 1 bath in second floor; another 2 bedrooms and 1 bath unit in the third floor and a walk out to a fire escape as well there's a walk-out basement which serves as a great storage

Neeta Gupta Redfin Real Estate

City of Poughkeepsie multi-family with two well proportioned 2 bedroom units. Units feature hardwood floors, spacious kitchens w/walk-in pantry & tile bathrooms. Separate utilities. Newer gas boiler & furnace. Fully fenced backyard for outdoor enjoyment plus large screened porches on front. Centrally located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront &

Dan Axtmann BHHS Hudson Valley Properties

Centrally located City of Poughkeepsie multi-family featuring two spacious 3 bedroom units. Second floor unit includes renovated kitchen & bathroom, new flooring throughout & new furnace. Separate utilities w/gas furnaces & electric water heaters. Front porches and fenced backyard for outdoor enjoyment. Located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront

Dan Axtmann BHHS Hudson Valley Properties

Now is the time to own a very well maintained 2-family home. The first floor apartment offers a living room, dining room, 3 bedrooms, full bath & updated kitchen w/ a loft area. The second floor offers a living room, eat in kitchen, 3 bedrooms. Updates include roof ( yrs old), electric wall heaters, kitchens & baths, insulated basement & vinyl siding (level 1). The driveway allows for 4

Nancy Martinelli Century 21 Alliance Rlty Group

Charming and like new! Fully renovated 2 story in and out. 3 bedrooms, 2 full baths and half bath. 2 bonus rooms. Beautiful Family Room with 2 Sky Lights and lots of windows that overlook the manicured back yard. Ceramic tile floors and wood floors through out. All New flooring and lighting. New Bathrooms, kitchen and plumbing. Recently new new windows through out. Recently new Central Air Lenox

Lynn Simmons Dixon Smith Realty

INCOME PRODUCING OPPORTUNITY! MORE PHOTOS TO COME...PLEASE DON’T WAIT TO TOUR. THIS MIGHT BE GONE SOON! AMAZING DUPLEX OPPORTUNITY OFFERING ATTACHED TOWNHOUSE STYLE RESIDENCE THAT IS PERFECT FOR OWNER-OCCUPANTS OR INVESTORS ALIKE. EACH UNIT IS PRESENTLY UNDERGOING ITS INDIVIDUAL REFRESH AND UPDATES. ENJOY THE COMFORT OF HOME AND PRIVACY AS EACH UNIT IS OFFERING ITS OWN PRIVATE ENTRANCE, LIVING

Roadman Etienne BHHS Hudson Valley Properties

Located in Poughkeepsie’s desirable South Side within the Dwight-Hooker Avenue Historic District, this beautifully maintained duplex residence captures the charm of classic NYC brownstones with the comfort of modern updates. Thoughtfully preserved period details, original moldings, staircase, butlers pantry and vintage woodwork—blend seamlessly with a renovated kitchen, restored and updated

Angela Ingham BHHS Hudson Valley Properties

BACK ON THE MARKET!!! Welcome to 21 Lent Street, a beautifully renovated two-family home in Poughkeepsie’s College Hill neighborhood offering turnkey living and excellent investment potential. Each spacious unit features two bedrooms and a full bath, brand-new kitchens, updated flooring, and modern finishes throughout. Recent upgrades include all-new siding, a new roof, updated plumbing and

Hamar Clarke Clarke Realty & Associates LLC

Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

Daniel Balassone VYLLA Home

Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007. Each unit has gleaming hardwood floors in living room and dinning 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,

Tijuana Vann Century 21 Alliance Rlty Group