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$450,000
4 Beds 3 Baths 1023576 MLS
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.

17 Conklin Street, Poughkeepsie

$482,000
4 Beds 3 Baths 1020360 MLS
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!

95 Albany Street, Poughkeepsie

$450,000
3 Beds 1 Baths 1018223 MLS
Southside Poughkeepsie Colonial with Incredible Flexibility & Potential!! Charming and filled with natural light, this 3-bedroom colonial offers the perfect blend of character, comfort, and opportunity. Featuring beautiful hardwood floors throughout, a versatile bonus room ideal for a home office, den, guest room, or potential 4th bedroom, and an updated kitchen with granite countertops and stainless-steel appliances. The finished third level adds even more possibilities, offering a bonus room and partially completed bath ready for your vision—perfect for a future primary suite, guest retreat, studio, or additional living space. A separate entrance to an attached section of the home provides exceptional flexibility for extended family, guest accommodations, a home business, or potential mother-daughter setup with municipal approvals. Enjoy energy-efficient living with solar panels, ductless air conditioner heating and cooling systems, and an existing oil heating system for added convenience. Outside, you'll find a spacious yard, covered carport, and ample off-street parking. Ideally located just minutes from Vassar College, Vassar Brothers Medical Center, The Culinary Institute of America, shopping, dining, parks, and Metro-North. This is a truly exceptional opportunity offering space, versatility, energy efficiency, and room to add value in a prime Southside Poughkeepsie location. Whether you're looking for a primary residence, a multi-generational living opportunity, or an investment property with room to add value, this home delivers space, character, flexibility, energy efficiency, and incredible potential. Don't miss the opportunity to make this Southside Poughkeepsie treasure your own.

2 Wilbur Boulevard, Poughkeepsie

$735,000
1017698 MLS
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.

40 S Hamilton Street, Poughkeepsie

$550,000
4 Beds 4 Baths 1002638 MLS
Nestled in desirable Southside Poughkeepsie, this 1920 stately home boasts all of its original wood, untouched yet lovingly maintained. The covered front porch welcomes you into this beautiful home where you will be delighted by the thoughtful updates and streaming natural light. The Living room with coffered ceiling has french doors framing a beautiful stone fireplace that provide access to a large backyard patio, while the sizable dining room with wainscoting leads you to an updated kitchen complete with back stair access to the second floor and basement. The second floor has 3 generously sized bedrooms, hardwood floors and two bathrooms. The Primary bathroom is updated and quite large, while the second beautifully updated bathroom artfully hides behind a moveable bookcase. Ascend stairs yet again to the bright and airy third floor which boasts a large bedroom, full bathroom and large storage area. The basement is finished with a spacious open area, den with half bathroom and laundry all with walk out access. This house is a gem with a spacious backyard, fire-pit and driveway that can easily accommodate at least four cars. Close to Poughkeepsie MTA and Route 9 shopping, but tucked in a peaceful, quiet neighborhood with access to the Springside Historic Site’s lush wooded walking trails, this home will leave you breathless.

21 Barnard Avenue, Poughkeepsie

$449,999
6 Beds 2 Baths 1001284 MLS
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.

33 Manitou Avenue, Poughkeepsie

$385,000
3 Beds 2 Baths 1000609 MLS
This charming three-bedroom, two-bathroom home offers spacious living with timeless character and endless potential. Step into the inviting enclosed sunroom entrance, the perfect place to relax and enjoy natural light year-round. Inside, you’ll find the home is freshly painted with refinished hardwood floors and the kitchen featuring beautiful NEW wood cabinetry, NEW gas stove, recess lighting and a doorway onto the rear deck overlooking the property. The living room is open to the formal dining room, and a spacious and impressive entryway that welcomes you home. The home boasts generously sized rooms, hardwood floors throughout, natural gas heat, city water, and city sewer for added convenience. A side entrance provides easy access, while the unfinished walk-up attic offers excellent storage space and includes a window, creating possibilities for future use and storage space. Unfinished basement with utilities and storage space. Outside, enjoy a beautiful flat garden property with ample parking for 4 plus cars, making this home ideal for entertaining, gatherings, or everyday comfort. A wonderful opportunity to own a spacious home with charm, functionality, and room to grow. located close to shopping, restaurants and schools, with a short commute to Metro North trains along with the walkway over the hudson river with its faboulous hiking, biking & walking trails.

100 Innis Avenue, Poughkeepsie

$699,000
7 Beds 3 Baths 996158 MLS
Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this charming three-family Colonial, ideally located in the heart of Poughkeepsie. Each unit boasts a spacious floor plan, a bright and airy living room, a well-appointed eat-in kitchen, and a full bath. The property has undergone complete renovation for a long term investment, including the exterior, utility systems, and each complete unit. All units have separate utilities, with the landlord covering only common area lighting and water, while tenants are responsible for their individual electric (heating, cooking, and hot water), and other utility costs. Centrally located with convenient access to local amenities, schools, and transportation. Coin Operated Laundry, Security Lighting, and Exterior Camera System in place. Fully leased.

8 Fox Terrace, Poughkeepsie

$339,999
3 Beds 2 Baths 996093 MLS
Welcome home to this absolutely stunning Colonial nestled in the city of Poughkeepsie, conveniently located just minutes from shopping, dining, and everyday amenities. Meticulously updated over the past five years, this move-in ready home offers the perfect blend of classic charm and modern comfort. Step inside to discover a warm and inviting first floor featuring a spacious living room and formal dining room with beautiful hardwood floors flowing throughout. The oversized dining area leads seamlessly into a tastefully renovated kitchen complete with tile flooring, modern finishes, and plenty of space for entertaining. Just beyond, you'll find a convenient laundry area and an updated half bath. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary bedroom, along with a beautifully remodeled full bathroom designed with style and functionality in mind. From top to bottom, this home has been lovingly maintained and thoughtfully updated, leaving nothing to do except unpack and enjoy.

163 N Hamilton Street, Poughkeepsie

$850,000
2 Beds 3 Baths 991162 MLS
Perched directly on the Hudson River inside the gated community of Hudson Pointe, this exceptional end-unit residence delivers the kind of lifestyle rarely available in the Hudson Valley. Spanning over 3,400 square feet across three livable floors plus a finished attic loft, this is a home designed for those who value space, privacy, security, and unforgettable views. From the moment you enter, walls of windows frame the Hudson River and flood the home with natural light. The main level offers an open-concept layout with rich hardwood flooring, elevated finishes, and seamless flow for both everyday living and entertaining. The living room centers around a gas fireplace and opens to one of two expansive decks, where sunrise coffee and sunset evenings overlooking the river become part of your routine. The kitchen is built for both function and style, featuring granite surfaces, premium stainless appliances, abundant cabinetry, and a true eat-in design. Formal dining space adds flexibility for hosting. Upstairs, the primary suite feels like a private retreat with vaulted ceilings, walk-in closet, spa bath, and commanding river views. Additional guest bedroom, office/den, and laundry are ideally positioned for convenience. The upper finished attic loft creates even more opportunity for a media room, studio, office, or guest overflow. The walkout lower level is a true bonus space with a large recreation room, direct access to the second deck, and endless possibilities for entertaining, fitness, or extended living. Hudson Pointe residents enjoy a private clubhouse with outdoor heated in-ground pool, fitness center, and entertaining space, all within a secure gated setting just minutes from Walkway Over the Hudson, Vassar Brothers Medical Center, Marist University, Culinary Institute of America, Metro-North, dining, shopping, and everything the Hudson Valley is known for. 136 Hudson Pointe Drive is more than a home. It is riverfront luxury with the convenience of low-maintenance living and the privacy today’s buyers demand.

136 Hudson Pointe Drive, Poughkeepsie

$249,999
4 Beds 2 Baths 979219 MLS
Not everything beautiful looks perfect at first glance… sometimes, it just needs someone who can see beyond the surface. Hii My name is Edgar and I’ve been waiting for someone like you. I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone with vision to bring me back to life. I have spaces that once held laughter, memories, and warmth—and I’m ready to feel that again. My partially finished basement adds even more possibilities, whether you imagine extra living space, a home office, or a creative retreat. And it’s not just me—you’ll love where I’m located. I’m close to parks, shops, and a variety of public amenities, making everyday life convenient and enjoyable. Yes, I need some love… but in return, I can become something truly special. A beautiful home, an incredible investment, or both. With the right touch, I can shine brighter than ever. If you’re looking for a place where your ideas can come to life, I might just be the one you’ve been searching for. So, if you’re ready to bring your vision to life and turn potential into reality… I’m ready to welcome you home. Let’s make it happen. LET'S HOME....

9 Edgar Street, Poughkeepsie

$399,000
4 Beds 2 Baths 973888 MLS
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 car garage plus large driveway for ample parking. Unfinished basement and walk-up attic for storage. Enjoy the convenience of natural gas for heating, hot water & cooking. Central location with easy access to shopping, restaurants, schools, hospitals, trains and commuter routes. Ideal for investor or owner occupant.

42 Manitou Avenue, Poughkeepsie

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