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$2,300,000
1020300 MLS
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.

96 Main 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
$349,000
4 Beds ⋅ 2 Baths ⋅ 1019365 MLS
Perched high above the City of Poughkeepsie on desirable North Clinton Street, this classic home offers timeless character in an exceptional setting adjacent to College Hill Park. Rich with original architectural details, the residence showcases beautiful hardwood floors, original woodwork, decorative moldings, solid wood doors, and other period features that reflect its historic charm. Enjoy seasonal views, abundant natural light, and the convenience of being just minutes from Vassar College, the Poughkeepsie waterfront, Metro-North, Walkway Over the Hudson, restaurants, shopping, and the city's vibrant arts and dining scene. The park next door provides open green space, walking paths, and recreation right outside your door. Whether you're searching for a distinctive residence or a property with enduring architectural character, this home presents an opportunity to own a piece of Poughkeepsie's history in one of its most desirable hillside neighborhoods. Bring your vision and make this charming home your own.

137 N Clinton Street, Poughkeepsie
$369,000
3 Beds ⋅ 2 Baths ⋅ 1016747 MLS
Welcome to 24 Hudson Heights Drive — a beautifully maintained 3-bedroom, 1.5-bath condo offering spectacular year-round views of the Hudson River and the iconic Mid-Hudson Bridge, right from your back windows and private patio. Wake up to breathtaking sunrises and unwind in the evenings with twinkling bridge lights and river reflections — all from the comfort of your own home. This bright and spacious unit features an inviting layout with generous living and dining areas, a well-appointed kitchen with newly updated appliances, and ample natural light throughout. Upstairs, you'll find three comfortable bedrooms and a full bath, perfect for anyone looking to enjoy a low-maintenance lifestyle in a highly sought-after location. You'll also find new vinyl siding being added to all homes in the community by the HOA; the project is currently underway and has been completed on this unit. Ideally situated near local shops, restaurants, Marist College, the Walkway Over the Hudson, Metro-North train station, and all that the vibrant Hudson Valley has to offer. Whether you're commuting, exploring the riverfront, or simply enjoying the view, this home offers the perfect balance of convenience and tranquility. Don't miss your opportunity to own this rare gem with unmatched views and location. Schedule your showing today!

24 Hudson Heights Drive, Poughkeepsie
$379,900
4 Beds ⋅ 2 Baths ⋅ 1017704 MLS
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.

18 Grant 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
$490,000
4 Beds ⋅ 2 Baths ⋅ 1017057 MLS
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 under annual lease agreements, 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.

17 Carroll Street, Poughkeepsie
$675,000
6 Beds ⋅ 6 Baths ⋅ 1016201 MLS
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.

67 Academy Street, Poughkeepsie
$279,000
3 Beds ⋅ 1 Baths ⋅ 1015879 MLS
Affordable Single Family Three Possible Four Bedroom Home With Basement, Patio And Off The Street Parking Being Sold As Is. First Floor Offers Kitchen And Bathroom With Ceramic Tiled Floors Plus Two Additional Rooms With Hardwood Floors And An Enclosed Back Porch. Bedrooms Are Locatrd On The Second Floor. Conveniently Close To Amenities Most Cities Have To Offer. Current Residents Are Cooperative With Showings And Will Just Need At Least Prior's Days Notice To Show. Agents, Please See Other Remarks.

338 Mansion Street, Poughkeepsie
$165,000
1 Beds ⋅ 1 Baths ⋅ 1010207 MLS
Experience comfortable living in this beautifully renovated first-floor one-bedroom Hudson Terrace unit! Located in Poughkeepsie's South side, this unit features a spacious entry foyer with double closet, an updated granite and stainless-steel kitchen, spacious living/dining room, and a roomy bedroom with a walk-in closet. There is luxury vinyl flooring throughout, an in-unit washer/dryer, and plenty of closet space! Additional storage unit is also included. Enjoy the charming clubhouse and pool for relaxing or entertaining guests. Conveniently located near a bus stop just steps away and a short walk to Metro-North/Amtrak. Enjoy riverfront and marina dining at Shadows on the Hudson, Poughkeepsie Ice House, and many more! Main Street restaurants and the Bardavan Theatre in your backyard! Close to all the attractions of the Poughkeepsie Hudson Riverfront—truly a maintenance-free, commuter-friendly dream!

150 Rinaldi Boulevard Unit #A, Poughkeepsie
$715,000
12 Beds ⋅ 4 Baths ⋅ 1014722 MLS
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).

60 Noxon Street, Poughkeepsie
$460,000
3 Beds ⋅ 3 Baths ⋅ 1015343 MLS
Turnkey 3-family investment opportunity in the City of Poughkeepsie! This income-producing property features two fully renovated units, one vacant, one recently rented, and a third with long term tenant! Recent improvements include new kitchens, updated bathrooms, modern fixtures, fresh paint, updated flooring, and contemporary finishes throughout. The rent ready vacant unit offers an excellent opportunity for an owner-occupant looking to offset expenses or an investor seeking immediate lease-up and increased cash flow. Additional features include a beautiful rear deck, on-site coin operated laundry, and attractive updates that minimize deferred maintenance and make this property a strong addition to any portfolio. Conveniently located near Metro-North, Vassar Brothers Medical Center, Marist University, the Culinary Institute of America, the Poughkeepsie waterfront, restaurants, shopping, and major commuter routes. Whether you're a seasoned investor or looking for your first multifamily property, this is a rare opportunity to acquire a largely turnkey asset with immediate upside and strong rental demand.

32 N Bridge Street, Poughkeepsie
$729,000
1013264 MLS
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.

48 Conklin Street, Poughkeepsie
$155,000
1 Beds ⋅ 1 Baths ⋅ 1014929 MLS
Welcome to 160 Academy Street, Poughkeepsie, NY! Beautifully maintained 1 bedroom, 1 bath co-op located on the desirable south side of the City of Poughkeepsie. This move-in-ready home offers comfortable living in a convenient location, just minutes from everything you need. Enjoy being within walking distance to Vassar Brothers Medical Center, Amtrak and Metro-North stations, restaurants, shopping, parks, and all that the City of Poughkeepsie has to offer. Residents can also take advantage of the community swimming pool, perfect for relaxing and enjoying the summer months. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this is an opportunity you won't want to miss!

160 academy Street Unit #3J, Poughkeepsie
$625,000
4 Beds ⋅ 4 Baths ⋅ 1014664 MLS
Discover a refined new-construction Colonial completed in 2025 with a 2026 Certificate of Occupancy. Thoughtfully designed for comfort, flexibility, and long-term value, this home blends modern craftsmanship with timeless architecture—all just minutes from Metro-North and major commuter routes. this home blends modern comfort, efficient design, and a quiet residential setting just minutes from Metro-North and local transit. This residence delivers 3–4 bedrooms, 3 full bathrooms, and a first-floor half bath, making it ideal for multi-generational living, work-from-home needs, or buyers seeking flexible space. City water and city sewer with natural gas.

43 Fitchett Street, Poughkeepsie
$1,400,000
1014443 MLS
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.

188 Cottage Street, Poughkeepsie
$148,000
1 Beds ⋅ 1 Baths ⋅ 1013042 MLS
A slice of Manhattan in the heart of Poughkeepsie. No one living above you in this top floor apartment at Executive Towers; an exclusive, high-rise, doorperson building just a few blocks from the thriving Poughkeepsie Waterfront. Enjoy breathtaking views of the mountains and the Poughkeepsie Tennis Club courts from the balcony. This east-facing apartment is flooded with morning sun. The refinished wood floors glisten. The living room is cozy and bright and opens to a spacious, elegant dining area. The efficient, well designed, completely remodeled kitchen is lovely. It offers generous cabinet and counter space and a wine cooler. There is even a breakfast bar; a perfect casual dining option. You will be impressed by both the size of the bedroom and the amount of closet space. The tastefully updated bathroom boasts a fully tiled tub surround, a pretty vanity and quality fixtures and finishings. The building includes some fabulous amenities. Enjoy a beautiful pool, a recreation room to host social gatherings and a secure, gated parking lot with assigned parking. The monthly maintenance fee includes heat, taxes, water & sewer, garbage and more. Conveniently located close to shopping, medical facilities, Vassar College, Marist University, the Culinary Institute of America, the Poughkeepsie train station and all that the fantastic Hudson Valley has to offer.

160 Academy Street Unit #10N, Poughkeepsie
$550,000
1012936 MLS
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.

149 S Grand Avenue, Poughkeepsie
$299,999
2 Beds ⋅ 2 Baths ⋅ 1012829 MLS
Investment opportunity in the City of Poughkeepsie! This 3-bedroom, 2-bath home offers strong potential for investors, contractors, or buyers looking to add value. The property features a spacious layout, off-street parking, and a convenient location close to downtown Poughkeepsie, Metro-North, hospitals, colleges, shopping, and major commuter routes. The home is being sold as-is and presents an excellent opportunity for a buyer to complete remaining improvements and put their own finishing touches on the property. With additional investment and vision, this home offers strong potential for renovation, rental income, owner-occupancy, or long-term appreciation. Whether you're looking to expand your investment portfolio or take on your next project, 27 Spruce Street offers affordability, upside potential, and a desirable location in one of the Hudson Valley's growing markets.

27 Spruce Street, Poughkeepsie
$550,000
1009836 MLS
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.

325 Main Street, Poughkeepsie
$795,000
1007982 MLS
$$ AMAZING OPPORTUNITY $$ 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.

15 N White Street, Poughkeepsie
$950,000
1006982 MLS
PRICED REDUCED! 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.

1 Mansion Street, Poughkeepsie
$468,500
4 Beds ⋅ 2 Baths ⋅ 1003164 MLS
BEAUTIFUL RENOVATED RANCH WITH OPEN FLOW FLOOR PLAN PERFECT FOR ENTERTAINING, NEW KITCHEN WITH GRANITE COUNTERS, STAINLESS STEEL APPLIANCES, AND TILE FLOOR- NICE AND BIG WITH PLENTY OF COUNTER SPACE AND LOTS OF CABINETRY FOR THOSE THAT LOVE TO COOK. BRIGHT SPACIOUS LIVING ROOM ,AND LARGE PICTIURE WINDOW TO LET THE NATURAL LIGHT SHINE IN. COMFORTABLY SIZED MASTER BEDROOM WITH MASTER BATH. HARDWOOD FLOORS THROUGHOUT THE ENTIRE HOUSE. PRETTY NEIGHBORHOOD SETTING WITHIN WALKING DISTANCE TO MC CANN GOLF COURSE, PARK & PLAYGROUND, WILBUR BLVD WALKING PATH. CLOSE TO METRO NORTH TRAINS, GREAT RESTAURANTS . HOSPITALS,VASSAR COLLEGE, WALKWAY OVER THE HUDSON, AND ALL MAJOR SHOPPING, COME TAKE A LOOK. AS IS SALE.

12 High Ridge Road, Poughkeepsie
$850,000
1005946 MLS
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.

67 S Randolph Avenue, 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
$359,000
4 Beds ⋅ 3 Baths ⋅ 1004014 MLS
Four Possible Five Bedroom Home For Sale On The Southside Of Poughkeepsie. This Tri-Level Colonial Offers Front And Back Staircases, Three Bathrooms, Formal Living And Dining Rooms , Entry Foyer And More. There Is Alot Space Here, Over 2400 Sq Ft, Presently, Home Is Occupied But Has The Possibility To Be Delivered Vacant If So Desired. . Photos Shown Were Taken When Home Was Vacant. This Is An As Is Sale With Bldg Delivered With Present CO On File. With At Least Prior's Day Notice, Showings Are 9am to 5pm Monday through Friday; 9am to 3pm on Saturdays. NO Showings On Sundays. Agents, Please See Other Remarks.

32 Hooker 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
$379,000
3 Beds ⋅ 2 Baths ⋅ 998179 MLS
Step into timeless charm with this 3 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 every room. Original features—including vintage hardware, and thoughtfully preserved architectural touches—celebrate the home’s heritage while offering a distinctive sense of style you simply can’t replicate. Natural light fills the cozy yet spacious living areas, highlighting the home’s character and creating an inviting atmosphere perfect for both everyday living and entertaining. The traditional layout offers comfortable bedrooms tucked beneath charming rooflines, along with welcoming common spaces designed for gathering. This Cape Cod is more than a home—it’s a rare opportunity to own a piece of enduring design, where solid construction and original details come together in perfect harmony.

208 S Grand Avenue, Poughkeepsie
$465,000
4 Beds ⋅ 2 Baths ⋅ 1000897 MLS
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.

9 Lawrence Road, Poughkeepsie
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