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$999,999
6 Beds ⋅ 6 Baths ⋅ 998000 MLS
1920s Victorian Splendor with Exceptional Possibilities - Step into the timeless elegance of the 1920s at 104 Hooker Avenue, a distinctive Victorian property offering an impressive combination of historic character with gorgeous period woodwork, space, and future potential on almost one acre. Featuring six bedrooms, six bathrooms, and parking for 10+ vehicles, this extraordinary property provides the scale and flexibility rarely found in the area. Original architectural charm and classic Victorian details create an inviting backdrop for a variety of possibilities, while the generous property and expansive footprint offer room to imagine something truly special. Whether you're looking for an exceptional residence, an investment opportunity, or a property with potential for an alternative use, 104 Hooker Avenue deserves a closer look. Adding to the appeal is the property's potential for subdivision with its large, wooded frontage, subject to municipal review and approvals. There may also be an opportunity for a quiet-use professional or business application, subject to required approvals. With its grand proportions, abundant parking, substantial grounds, and coveted Victorian character, 104 Hooker Avenue presents an exciting opportunity to own a piece of Poughkeepsie's architectural history while exploring its future potential. Bring your vision and unlock the possibilities of this remarkable property. *Note - Some photos have been Virtual Enhanced

104 Hooker Avenue, Poughkeepsie
$179,999
2 Beds ⋅ 2 Baths ⋅ 1040426 MLS
Welcome to Executive Towers! Offered at $179,999, this spacious 1,136-square-foot, two-bedroom, one-and-a-half-bath end-unit co-op is ideally situated on the third floor, offering added privacy and views overlooking the Poughkeepsie Tennis Club. The apartment features beautiful original hardwood floors, stainless steel appliances, and convenient in-wall air-conditioning units. Enjoy comfortable, low-maintenance living in a quiet, well-maintained building featuring a doorman, live-in superintendent, outdoor swimming pool, and card-operated laundry facilities on every floor. Monthly maintenance includes heat, hot water, real estate taxes, pool access, and building services. The owner is responsible only for electricity and cable. Cats and small dogs weighing up to 15 pounds are permitted, subject to the building’s pet policy. Co-op application, applicable fees, board interview, and board approval are required. Conveniently located near Route 9, shopping, restaurants, and local amenities, this welcoming apartment is ready for its new owner to make it home!

160 Academy Street Unit #3D, Poughkeepsie
$489,000
2 Beds ⋅ 3 Baths ⋅ 1039925 MLS
Welcome to effortless, resort-style living in one of the most desirable gated communities in the Hudson Valley! Welcome to Hudson Pointe! This beautifully designed townhouse offers spacious, light-filled living across multiple levels, featuring two generously sized bedrooms, two-and-a-half bathrooms, and a versatile open loft—perfect for a home office, den, guest space, or reading retreat. The finished lower-level flex space provides even more room for a family room, media room, playroom, or entertaining area. Enjoy the privacy and security of a gated setting along with exceptional community amenities, including a private in-ground pool with cabana, beautifully appointed clubhouse, and fully equipped fitness center. The location is equally impressive—within walking distance of Vassar Brothers Medical Center and just minutes from Metro-North, shopping, dining, colleges, and everyday conveniences. Explore everything the Hudson Valley has to offer, including the Poughkeepsie waterfront, Walkway Over the Hudson, scenic parks, hiking and biking trails, wineries, breweries, historic destinations, acclaimed restaurants and all that the Hudson Valley has to offer! With generous living space, a flexible layout, maintenance-free convenience, and an outstanding commuter location, this exceptional home combines the comfort of a private residence with the amenities of a year-round retreat. This is more than a townhouse—it’s a lifestyle! Stop clicking and start dialing!

308 Bridgeview Drive, Poughkeepsie
$425,000
4 Beds ⋅ 2 Baths ⋅ 1037125 MLS
Welcome to 170 Hooker Avenue! A charming 1930s Colonial offering tasteful updates preserving the timeless character in the heart of the Southside of Poughkeepsie. Step inside to discover beautiful gleaming hardwood floors throughout, classic architectural details, arched openings, built-in shelving, and a welcoming living room surrounding a wood burning fireplace. The spacious formal dining room is a standout, featuring a striking decorative ceiling and French doors that lead to the enclosed three-season room that is an inviting space surrounded by windows, perfect for relaxing, reading, or enjoying your morning coffee. (not included in the finished sq ft) The kitchen blends classic charm with modern convenience, featuring rich wood cabinetry, granite countertops, newer stainless steel appliances, a tiled backsplash, and generous storage. A convenient half bath and additional flex space complete the main level. Upstairs you'll find four bedrooms and a full bath, including a generously sized primary bedroom. The home also offers a full basement for additional storage and utility space and 1 car garage under. Outside, mature landscaping, a stone retaining wall, and classic Colonial curb appeal create a welcoming first impression. Additional features include a brand new roof with transferable warranty, sleek black gutters, private driveway, municipal water, sewer and access to natural gas on the street. With just over 1,800 square feet of finished living space, plus the three-season room, this home offers a wonderful combination of character, functionality, and opportunity. 170 Hooker Avenue is ready for its next chapter, come experience the warmth and character of this classic Poughkeepsie home. Excellent location, minutes to Route 9, the Walkway over the Hudson, Marist University, Culinary Institute of America, great restaurants, shopping, schools and more! Come see all that the beautiful Hudson Valley has to offer!

170 Hooker Avenue, Poughkeepsie
$460,000
3 Beds ⋅ 2 Baths ⋅ 1035889 MLS
Welcome to 8 Mitchell Avenue, where charm, convenience, and thoughtful updates come together in the heart of Poughkeepsie. Ideally located in a highly walkable area, this home provides easy access to local shops, dining, and everyday conveniences, complemented by municipal water, sewer, and natural gas utilities. Inside, you’ll find a beautifully updated bathroom and kitchen featuring stainless steel appliances including two ovens, seamlessly blending modern functionality with classic style. This home offers three comfortable bedrooms, plus a finished third floor that provides the perfect flexible space ideal for a game room, home office, or entertaining area. Rich natural wood accents and custom built-ins throughout the home create a warm, inviting atmosphere that highlights its true Colonial character. The welcoming front entryway functions as a practical mudroom, while the screened-in porch leads to a second entry that doubles as an additional mudroom and pantry space, perfect for everyday living! While the quaint, tree-lined street offers convenient on-street parking, the property also includes a private garage and driveway located behind the home, giving you the best of both worlds. A perfect blend of charm, space, and location. This is one you won’t want to miss!

8 Mitchell Avenue, Poughkeepsie
$575,000
6 Beds ⋅ 2 Baths ⋅ 1030768 MLS
Step into the rich history of this circa 1865 home, located in the City of Poughkeepsie's Historic District. Offering approximately 3,876 square feet across three finished levels, this residence showcases a distinctive Mansard roof, pocket doors, original millwork, bay windows, extensive built-ins, decorative fretwork, and other preserved architectural details that reflect its history and craftsmanship, such as plaster ceilings and walls throughout. A grand staircase with ornate woodwork and a built-in hall settle welcomes you upon entry, while hardwood floors, high ceilings, and ornate cast-iron radiators continue throughout much of the home. Spacious rooms provide flexibility for everyday living, entertaining, home office space, or creative pursuits. The kitchen complements the home's period appeal with custom wood cabinetry, built-in hutches, exposed brick, granite countertops, a movable center island, and a bright bay-window dining area. A freestanding wood stove set on a decorative mosaic tile hearth adds warmth and architectural interest. Additional features include a covered front porch, three finished levels, a full unfinished basement, municipal water and sewer, oil heat, and mature landscaping. Conveniently located near Route 9, Metro-North, the Mid-Hudson Bridge, the Poughkeepsie waterfront, restaurants, shopping, parks, Vassar Brothers Medical Center, Marist University, Vassar College, and other Hudson Valley amenities. A rare opportunity to own a substantial historic home in the City of Poughkeepsie's Historic District, offering preserved architectural details, generous living space, and a convenient Hudson Valley location. Don't miss out! **Some photos have been virtually staged**

129 Academy Street, Poughkeepsie
$599,900
3 Beds ⋅ 3 Baths ⋅ 1028071 MLS
Welcome home to this meticulously maintained Colonial, completely renovated in 2024 and offering the perfect blend of modern style, comfort, and convenience. Step inside to discover a light filled, open floor plan designed for today's lifestyle. The stunning chef's kitchen features KraftMaid cabinetry, beautiful Quartz countertops, abundant workspace, and seamlessly flows into the dining area and spacious living space, perfect for everyday living and entertaining. A sliding glass door opens to a brand-new Trex deck with a retractable awning overlooking the level, fully fenced backyard. Working from home is effortless with the private first-floor office, complete with elegant French doors, providing a quiet and comfortable workspace. Upstairs, the primary suite offers an en-suite bath and generous closet space. Two additional bedrooms with another full bath and an oversized bonus room providing incredible flexibility as a playroom media room, home gym, or even a potential fourth bedroom. Additional features included a second floor laundry attaehed two car garage, generator, and countless updates throughout, making this truly move-in. Ideally located on the sought-after Southside of Poughkeepsie, this exceptional home is just minutes from shopping, restaurants, schools, major commuter routes, and approximately 3.5 miles from the metro-North train station. Furniture is negotiable.

24 Whittier Boulevard, Poughkeepsie
$465,000
4 Beds ⋅ 3 Baths ⋅ 1026339 MLS
Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers detailed finishes you don't often see today including stained glass windows, and craftsman style wood features. As a bonus, a split heating system allows each floor its own comfortable living temperature. Located directly across the street from the community pool, a half mile from major educational institutions, and less than a block from the renowned Walkway Over the Hudson. Imagine yourself sipping sweet tea as you relax on your porch swing after a day at the community pool. The perfect opportunity to own as a home or turnkey rental property. Truly a must see.

149 Washington Street, Poughkeepsie
$529,000
5 Beds ⋅ 3 Baths ⋅ 1026212 MLS
Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

17 N Clover Street, Poughkeepsie
$445,000
3 Beds ⋅ 2 Baths ⋅ 1020961 MLS
South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie
$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
$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
$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
$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
$899,000
999699 MLS
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.

242 Mansion 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
$825,000
5 Beds ⋅ 4 Baths ⋅ 918376 MLS
Situated on Poughkeepsie's prestigious south side, find this rare opportunity of a single family home w/supplemental office space zoned for home occupation. Incredibly unique mid century modern features attractive open floor plan ideal for entertaining. Huge center island kitchen w/custom maple & cherry cabinetry, granite counters & stainless appliances. Kitchen flows seamlessly to family room and first floor office. Massive dining room/living room combo featuring wood burning fireplace & wall of glass incorporating sliding doors to rear patio. Second floor includes master bedroom w/custom closet & updated ensuite bathroom. Four additional bedrooms all with access to expansive balcony overlooking backyard. Loaded with attractive finishes such as brick floors, hardwood floors, recessed lighting and fresh paint throughout. Lower level professional office space includes reception area, restroom and several examination rooms or offices. Ideal for attorney, accountant, spa, music production or artist studio. Fully fenced & private backyard with storage shed & 2 patios. Enjoy the conveniences of municipal water, sewer & natural gas for heat, hot water & cooking. Situated on a double lot and centrally located just minutes from colleges, hospitals, Vassar Farm Ecological preserve, Poughkeepsie waterfront & train station. A truly unique opportunity not to be missed.

7 Ferris Lane, Poughkeepsie
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