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$394,900
3 Beds ⋅ 2 Baths ⋅ 1050828 MLS
JUST LISTED !!! Be the First to see this Move-in Ready Cape Cod home with a flexible layout to fit your needs. Choose a first-floor bedroom and a second bedroom currently serving as a convenient home office/laundry area (2nd set of Hook ups in Basement), and enjoy the large living room with gleaming hardwood floors and a cozy fireplace, which opens to a dining area leading to an updated kitchen with premium quartz countertops, quality cabinets, and stainless steel appliances—making meal prep a joy. Step out the back door to relax or entertain on the new TREX deck overlooking a large, level, privacy-fenced yard. Upstairs, you’ll find a huge bathroom/dressing suite connected to a bright, spacious bedroom with abundant storage. The full, dry basement offers space for a rec room, game tables, and even more storage, with access to another patio area overlooking the fenced backyard. New top-of-the-line Bosch heating and central air systems, along with energy-efficient replacement windows, keep costs low and comfort high. C/O in hand for ALL Upgrades including Electrical Service, Plumbing, Heating, Cooling, Windows and Roof. The current Owner has Spared No Expense to Do Things Right, So if you want a well-maintained home that you can move right into and enjoy with No work needed, this is a Great Choice for you !

6 Wilson Boulevard, Poughkeepsie
$249,000
1 Beds ⋅ 1 Baths ⋅ 1045920 MLS
Welcome to The Commons at Cedar! Discover easy, comfortable living in this wonderful condo community nestled in the heart of Poughkeepsie’s desirable South Side. This spacious one-bedroom, one-bath, first-floor condo offers 824 square feet of open, airy living space with plenty of natural light and excellent closet storage. The inviting layout provides comfortable living and dining areas, while sliding glass doors lead to your own private patio—perfect for enjoying your morning coffee or relaxing outdoors. For added convenience, the unit features an in-unit washer and dryer and a dedicated parking space conveniently located right outside the building. The Commons at Cedar is a pet-friendly community with fantastic amenities, including a newly added dog park, beautiful club room, new pickleball court and inviting pool area. Ideally located close to shopping, dining, and recreation, you’ll be just minutes from Vassar College, McCann’s Golf Course, Eastdale Village, and so much more. Whether you’re a first-time buyer, downsizing, or looking for a convenient investment, this charming condo offers comfort, convenience, and a wonderful community lifestyle. Come see all that The Commons at Cedar has to offer!

6 Knights Bridge Unit #B, Poughkeepsie
$315,000
2 Beds ⋅ 1 Baths ⋅ 1049141 MLS
This lovely 2-bedroom, 1-bath home offers more space than you might expect, with a finished loft area and an all-season room providing additional flexible living space. Inside, you'll find, a bright living room, kitchen and dining area. Home has mini-splits for heating and cooling. Outside, enjoy a small level yard with room to relax, entertain, or garden, plus a storage shed for added convenience. With its flexible layout and additional living spaces, this home is a great opportunity for first-time buyers, downsizers or anyone looking for a home they can make their own. Schedule to see it while it's still available!

18 Underhill Avenue, Poughkeepsie
$289,000
2 Beds ⋅ 2 Baths ⋅ 1048974 MLS
Welcome to 152 N Clinton Street, a beautifully renovated home in the heart of Poughkeepsie offering the perfect blend of modern style, comfort, and convenience. This move-in-ready 2-bedroom, 2 full bathroom home has been thoughtfully updated from top to bottom with contemporary finishes and functional living spaces throughout. Step inside to find a bright open-concept layout featuring brand-new flooring, recessed lighting, fresh paint, and a stunning modern kitchen complete with sleek cabinetry, stainless steel appliances, and stylish countertops. The spacious living area is filled with natural light and centered around a charming decorative fireplace that adds warmth and character to the space. Both full bathrooms have been tastefully redesigned with modern tilework and updated fixtures, while the generously sized bedrooms offer comfort, flexibility, and ample closet space. Additional upgrades include updated mechanicals, and off-street parking with a private driveway. Outside, enjoy a manageable yard space perfect for relaxing, entertaining, or gardening. Conveniently located near downtown Poughkeepsie, the waterfront, restaurants, shopping, colleges, hospitals, and the Metro-North train station, this property is ideal for commuters, first-time buyers, or anyone looking for a low-maintenance home with modern appeal in a prime Hudson Valley location.

152 N Clinton Street, Poughkeepsie
$375,000
3 Beds ⋅ 2 Baths ⋅ 977482 MLS
Welcome home to this charming and beautifully maintained 3 bedroom, 2 bath colonial nestled in Poughkeepsie’s Southside neighborhood. From the moment you arrive, the adorable front porch offers the perfect place to enjoy your morning coffee or unwind at the end of the day. Rich hardwood floors throughout add warmth and timeless character, while thoughtful updates provide comfort for today’s lifestyle The updated kitchen features contemporary appliances and an inviting space for cooking, gathering, and creating everyday memories. A walk-up attic provides abundant storage and flexible space for future possibilities Step outside to enjoy the fully fenced backyard is ideal for relaxing, gardening, entertaining, or simply enjoying the outdoors in your own private setting. Additional highlights include central air, a whole-house humidifier for added year round comfort, and the convenience of off-street parking with a private driveway Conveniently located near shopping, dining, parks, colleges, medical facilities, and Metro-North access, this home combines classic charm with everyday convenience in the heart of the Hudson Valley. Don’t miss the opportunity to make this special property your own. Furniture can be negotiated.

10 Oakwood Boulevard, Poughkeepsie
$325,000
1 Beds ⋅ 1 Baths ⋅ 1048326 MLS
Welcome home to stunning Hudson River views. Experience nature's magic through all the seasons with an exclusive front row seat to the majestic Hudson River. Whether it's the vibrant autumn leaves, crackling ice, return of leisure boats in the spring or festive summer fireworks, the exceptional tidal views are ever changing and always spectacular. The home is perfectly positioned between the iconic Mid-Hudson Bridge and Shadows Marina. Inside you'll appreciate thoughtful touches throughout with custom built-ins, extra wide molding, pocket French doors and designer lighting. The beautifully designed kitchen boasts Thomasville cabinetry, an abundance of counter space and stainless-steel appliances. The walk-in, custom closet comes complete with all the bells and whistles and the convenience of in-unit laundry is discreetly hidden behind cabinetry. Enjoy the newly renovated community pool, grill stations and exceptional walkability just steps away from Shadows on the Hudson and the train station. HOA fee includes real estate taxes, water, sewer, exterior building maintenance, snow removal, landscaping, pool, garbage removal, insurance and exterior lighting.

38 Hurlihe Street Unit #38B, Poughkeepsie
$350,000
3 Beds ⋅ 2 Baths ⋅ 1042187 MLS
Step inside through the welcoming foyer and discover a comfortable, light-filled living room perfect for relaxing, gathering with loved ones, or enjoying a quiet evening at home. Rich wood trim and classic French doors add character, while the adjoining formal dining room creates a beautiful setting for holiday celebrations, dinner parties, and everyday meals. The bright eat-in kitchen offers abundant cabinetry, plenty of workspace, a dedicated dining area, and convenient access to the backyard, making indoor-outdoor entertaining a breeze. Full updated first floor bathroom finishes the first floor living area. Upstairs you will find two spacious bedrooms, spacious primary bedroom featuring a walk-in closet, and a full updated bathroom. A finished walk-up attic provides even more possibilities and can easily serve as a recreation room, creative studio, work-from-home space, or additional storage. A full unfinished basement offers further storage and utility space. Outside, the home continues to impress with a rear deck overlooking a level, fenced-in backyard, a wonderful setting for summer barbecues, outdoor dining, gardening, play, pets, or simply enjoying the fresh air. A blue stone patio, storage shed, private driveway, and charming picket-fenced front yard complete the property. With municipal water, sewer, natural gas and a convenient location minutes to the Walkway over the Hudson, Marist University, Culinary Institute of America, amazing restaurants, shopping, dining, schools, parks, transportation, and more, come make 25 Taylor your own! PRICED TO SELL!

25 Taylor Avenue, Poughkeepsie
$360,000
3 Beds ⋅ 3 Baths ⋅ 997362 MLS
Welcome to 1905 Magnolia Walk, a freshly painted three-bedroom, two-and-a-half-bath townhome offering approximately 1,440 square feet of comfortable living space in Poughkeepsie. The main level features an open living and dining area with large sliding glass doors that provide natural light and direct access to a private fenced patio. The kitchen features off-white cabinetry, granite countertops, tile backsplash, stainless steel appliances, recessed lighting, and plenty of cabinet and counter space. A washer and dryer are conveniently located in the kitchen, and a half bath completes the first floor. Upstairs, you’ll find three well-proportioned bedrooms and two full bathrooms. The generously sized primary bedroom offers extensive closet space, large windows overlooking the surrounding greenery, and newly installed carpeting. New carpet has also been added to the staircase, complementing the home’s freshly updated interior. Central air provides added comfort throughout the seasons. Residents can enjoy a clubhouse, in-ground pool, tennis courts, and beautifully maintained common areas that become especially lush and green during the warmer months. Conveniently located near Vassar College, Route 9, shopping, dining, and other Poughkeepsie-area amenities, 1905 Magnolia Walk offers a great combination of space, comfort, and low-maintenance townhome living.

1905 Magnolia Walk, Poughkeepsie
$575,000
6 Beds ⋅ 6 Baths ⋅ 1036859 MLS
Welcome to a truly special piece of Poughkeepsie history. Built in 1877 and set within the Historic District, this striking Victorian residence offers an exceptional opportunity to restore and reimagine a grand historic home while preserving its remarkable architectural character. From the gracious curved staircase and soaring ceilings to original hardwood floors, intricate moldings, pocket and French doors, multiple fireplaces, and a distinctive glass-enclosed cupola, the craftsmanship and scale of this home are rarely found today. With approximately 4,831 square feet, three levels, 8 plus bedrooms (tax indicate 6), 6 baths (3 full 3 half), a spacious kitchen with cherry cabinetry, granite countertops and multiple work areas, plus a butler's pantry, the possibilities are extensive. A full basement, detached garage, private yard, and rooftop garden area with views add even more potential. Recent improvements provide a foundation for the next chapter, while the property's historic details invite thoughtful restoration. Whether envisioned as a magnificent private residence, a thoughtfully restored historic property, or another permitted use subject to municipal approval, 8 Garfield Place is an extraordinary opportunity to bring a landmark-quality home back to its full glory.

8 Garfield Place, Poughkeepsie
$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
$425,000
7 Beds ⋅ 2 Baths ⋅ 1046143 MLS
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).

81 Washington St, Poughkeepsie
$699,900
1046061 MLS
Prime Commercial Site! The Property has always been a restaurant, including a Friendly's Family Restaurant for Decades. The SITE is across from Vassar College Athletic Fields and Student Housing. Building is approx. 2,500 SQ. FT. of Commercial Space with a PRIVATE FORTY-SEVEN CAR PARKING LOT recently tarmacked and striped. Building also features New Roof, Front Garage Door, Walk-in Cooler, Gas Heating/Central Air, Office, and Patio. Multiple Commercial Uses Allowed. Please bring your individual vision for your Business. Thanks for Showing.

357 Hooker Avenue, Poughkeepsie
$439,000
4 Beds ⋅ 3 Baths ⋅ 1045625 MLS
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.

11 S White Street, Poughkeepsie
$735,000
1045579 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
1045530 MLS
Great Commercial Opportunity in the City of Poughkeepsie! Bring your business ideas to this versatile commercial property ideally situated on a corner lot with excellent visibility and convenient access. The property features two separate buildings, offering flexibility. The first building is set up as an office with a bathroom, while the second building is a garage with a single bay, providing valuable storage or workspace. Off-street parking adds to the convenience for owners, employees, and customers. Whether you’re starting a new business or looking for a property with multiple possibilities, this is an opportunity worth exploring!

643 Main Street, Poughkeepsie
$399,900
4 Beds ⋅ 2 Baths ⋅ 1045237 MLS
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.

26 Lent Street, Poughkeepsie
$540,000
1044674 MLS
Two Story, Mixed Use Brick Commercial Bldg For Sale In The Business District Of Poughkeepsie. This Property Comes As Turnkey With An Established Convenience Store Included In The Sale And With A Separate Additional Level On The Second Floor Offering More Opportunity For Additional Income. Allow The Photos Included To Give You A Glimpse Of The Vast Amount Of Diverse Inventory Incorporated Into This Sale, And There's More! Although The Present Owner Is Not Participating, The Store Had Been And Can Be Licensed For A Deli Plus Lotto And EBT Can Be Added To Paint A More Profitable Picture. Here You Can Purchase Not Only The Bldg In A High Foot And Vehicle Traffic Area., But Also The Business Already Set Up For Instant Income Plus Owning Land, The Building And Your Own Business. Feel Free To Have Your Agent Of Choice Make Your Appointment To View.....Perhaps, Your Future Earning Possibilities. Serious Inquiries Only. Agents, Please See Other Remarks.

352 Main Street, Poughkeepsie
$375,000
3 Beds ⋅ 2 Baths ⋅ 1027873 MLS
Welcome to 30 Glenwood Avenue, a charming Cape Cod offering comfortable living spaces and a well-maintained, move in ready interior. The home features a functional layout, vinyl flooring, an enclosed front porch, and a rear porch overlooking a spacious, level backyard, perfect for relaxing, entertaining, or enjoying time outdoors. Set on approximately a quarter-acre lot, the property offers plenty of outdoor space along with convenient off-street parking. A full basement provides additional space for storage. Solar panels are owned and will tranfer ownership along with the sale of home. Conveniently located in the City of Poughkeepsie with easy access to local shopping, dining, parks, schools, and major commuter routes. Well cared for and ready for its next owner, 30 Glenwood Avenue is a wonderful place to call home.

30 Glenwood Avenue, Poughkeepsie
$425,000
1043393 MLS
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.

34 Hoffman Street, Poughkeepsie
$459,000
6 Beds ⋅ 3 Baths ⋅ 1032737 MLS
This home is located within a Historic residential corridor known for its prominent Victorian Architecture. George Corlies was responsible for mapping out and building many of the Victorian homes on South Hamilton Street. These special second Empire and Italian Villa designs give the block a Historic Charm. In the 1930's Many estates in the Hudson Valley f were retro fit internally to transition from a grand estate to a multi-Family. Today this building operates as a successful Triplex. It contains three distinct 2-bedroom apartments while preserving its defining Mansard roofline and distinctive second -empire framing. There is 1 gas meter and 1 electric meter. Seller will credit buyer $10,000 towards the conversion of the electric with acceptable offer. Theres a private off-street parking area and a detached Garage with loft. Th seller has plans drawn up of for another apartment. future plan designs for possible basement conversion. Survey has been completed. Property has a CO and has done BOH inspection.

86 S Hamilton, Poughkeepsie
$439,000
5 Beds ⋅ 2 Baths ⋅ 1041152 MLS
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!

193 N Hamilton Street, Poughkeepsie
$399,999
4 Beds ⋅ 2 Baths ⋅ 1038824 MLS
For those who believe a home should have a story to tell, this character-filled 1925 semi-attached townhouse is something truly special. Behind its exposed brick façade and welcoming front porch, four spacious bedrooms and one-and-a-half baths are surrounded by the craftsmanship and architectural details that make older homes so captivating. Soaring ceilings, hardwood floors, rich natural woodwork, crown moldings, built-in storage, pocket doors, and a fireplace create warmth and personality throughout, while oversized windows fill the formal living and dining rooms with beautiful natural light. At the heart of the home, the original walkthrough pantry remains intact, a charming reminder of another era. The kitchen was thoughtfully remodeled in 2017, pairing restored original woodwork with Carrara marble imported from Italy, updated appliances, and modern finishes, while the bathrooms carry the same Carrara marble detailing and updated vanities. Outside, an unusually expansive city backyard offers space to garden, entertain, or simply escape, complete with a back porch and outdoor brick fireplace. A partially finished lower level provides a comfortable family room, while the full walkable attic offers exceptional storage and the possibility of creating an inspiring studio, workspace, or additional finished space. Updated electrical and a modern heating system with on-demand hot water add everyday convenience without sacrificing the home's century-old character. Just five minutes from downtown Poughkeepsie, with restaurants, coffee shops, shopping, supermarkets, and Metro-North nearby, this is a home for those who appreciate architecture, creativity, and the beauty of something that simply cannot be recreated today.

111 S Hamilton Street, Poughkeepsie
$379,900
1039885 MLS
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.

46 S Bridge Street, Poughkeepsie
$299,950
3 Beds ⋅ 1 Baths ⋅ 1040492 MLS
Welcome to this well-maintained Colonial offering over 1,200 square feet of comfortable living space with 3 bedrooms and 1 full bathroom. Blending classic charm with tasteful updates, this home features a spacious and inviting living room highlighted by a beautiful brick fireplace and abundant natural light. The updated eat-in kitchen features beautiful vaulted ceilings, white cabinetry, stainless steel appliances, ample counter space, and room for dining, creating the perfect space for everyday living and entertaining. A full bathroom is conveniently located on the main level, while the second floor offers three bedrooms, including a generously sized primary bedroom with a walk-in closet. Recent updates and improvements throughout the home provide a move-in ready feel while still maintaining character and warmth. Outside, enjoy a large level backyard with patio space, mature trees, and plenty of room for outdoor gatherings, gardening, or recreation. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this charming home offers both comfort and convenience.

194 Smith Street, Poughkeepsie
$286,000
3 Beds ⋅ 2 Baths ⋅ 1040444 MLS
Welcome to 173 S. Cherry Street, a charming 3-bedroom, 1.5-bath home ideally situated on the sought-after South Side of Poughkeepsie. Offering approximately 1,464 square feet of living space on a manageable 0.17-acre lot, this property presents an excellent opportunity for buyers seeking comfort, convenience, and the potential to make a home truly their own. The traditional layout provides comfortable living spaces, while the second floor features three generously sized bedrooms offering privacy and flexibility for family, guests, or a home office. A walk-up attic provides valuable storage and exciting potential for future expansion, subject to the appropriate approvals. The property continues to offer versatility with an unfinished basement, providing ample space for a workshop, home gym, hobby area, or additional storage. Outside, the spacious backyard creates a wonderful setting for family gatherings, entertaining, gardening, or simply enjoying your own private outdoor space. Additional features include oil heat and a classic floor plan with plenty of opportunity to add your personal style and vision. Whether you're a first-time buyer, investor, or homeowner looking for a property with room to grow, this home offers a compelling combination of location, space, and potential. Conveniently located just minutes from Route 9, shopping, restaurants, everyday amenities, and the Metro-North train station, this home offers an ideal balance of neighborhood living and commuter convenience. Bring your vision and unlock the possibilities at 173 S. Cherry Street. This South Side Poughkeepsie opportunity is ready for its next chapter — schedule your showing today! Please note: The property is being sold strictly “AS IS.”

173 S Cherry Street, 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
$399,900
2 Beds ⋅ 3 Baths ⋅ 1039912 MLS
Welcome to 303 Bridgeview! Experience elevated Hudson River living in this beautifully maintained 2 bedroom, bonus loft, 2.5 baths, almost 2200 finished SQFT, thoughtfully designed living space in one of Poughkeepsie's most desirable waterfront communities, Hudson Pointe. This multi-level home combines modern comfort, spacious interiors, and an unbeatable location just moments from the riverfront, Poughkeepsie train station, restaurants, and waterfront attractions. Step inside to discover an inviting open-concept main level featuring gleaming hardwood floors, recessed lighting, abundant natural light throughout, slider egress to the rear patio, perfect for entertaining. The spacious living room flows seamlessly into the kitchen and dining area, creating the perfect setting for both everyday living and entertaining. The well-appointed kitchen offers leathered quartz countertops, tiled backsplash, wood cabinetry, stainless steel appliances, generous cabinet space, and a breakfast bar. Upstairs, the impressive primary suite serves as a private retreat with soaring vaulted ceilings, a walk-in closet, and a luxurious en-suite bathroom complete with a custom tiled shower and double vanity. A spacious second bedroom, additional updated full bathroom, and ample closet space provide comfort and flexibility for family or guests. The finished third-floor bonus room offers endless possibilities as a home office, media room, fitness space, or guest retreat. Downstairs, the finished lower level expands your living space as a possible rec room, office or flex space. Additional highlights include central air, natural gas forced-air heat, automatic window shades, an attached one-car garage, and maintenance-free living with exterior maintenance, snow removal, landscaping, and pool maintenance all included through the HOA. Residents also enjoy access to community amenities including a clubhouse, pool, and park. Perfectly situated near the Hudson River waterfront, this exceptional townhouse offers easy access to the Walkway Over the Hudson, Metro-North, Vassar Hospital, Marist University, Culinary Institute of America, restaurants, marinas, and all that the vibrant Poughkeepsie waterfront has to offer. Come see this beautiful unit today and all that the Hudson Valley has to offer!

303 Bridgeview Drive, Poughkeepsie
$525,000
2 Beds ⋅ 2 Baths ⋅ 1039739 MLS
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!

69 Cedar Avenue, 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
$435,000
2 Beds ⋅ 2 Baths ⋅ 1038744 MLS
Welcome to 69 Montgomery Street, a beautifully maintained circa 1849 Colonial Victorian set in the heart of Poughkeepsie’s historic district, where original character and thoughtful modern updates come together. Step inside to soaring ceilings, gleaming red oak floors, and oversized, sun-filled rooms that immediately showcase the scale and craftsmanship of this historic home. The main level offers a spacious living room that flows naturally into the grand dining room—an inviting setting for everything from quiet dinners to holiday gatherings. The well-appointed kitchen features an induction cooktop and Sub-Zero refrigerator, combining modern function with the home’s timeless surroundings. One of the most special spaces is the screened-in porch, accessible from both the kitchen and dining room. Tucked away from the street and overlooking the private backyard toward Garfield Place, it’s the kind of space made for morning coffee, summer dinners, and slow evenings at home. Upstairs, beautiful wide-plank pine floors continue throughout two generously sized bedrooms and a flexible third room that can easily serve as a home office, den, nursery, or additional bedroom. A full bathroom completes this level. The walk-up attic offers even more possibilities. With impressive ceiling height and generous space, it provides an opportunity to create a dramatic primary suite, studio, or additional living area while preserving the architectural character of the home. The lower level adds another layer of flexibility, featuring a newly renovated full bathroom, separate entrance, and space perfectly suited for guests, a recreation room, home office, or private retreat. Rich in 19th-century character yet thoughtfully updated for modern living, 69 Montgomery Street offers the space, history, and architectural details that simply cannot be replicated today—all within convenient reach of shopping, transportation, universities, medical centers, and everything Poughkeepsie and the Hudson Valley have to offer.

69 Montgomery Street, Poughkeepsie
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