Poughkeepsie City Homes for Sale

Welcome to Poughkeepsie City, New York, a vibrant community nestled in the heart of Dutchess County. Known for its rich history and stunning views along the Hudson River, Poughkeepsie is not only a charming place to live but also boasts an exceptional school district that prioritizes educational excellence.

The Poughkeepsie City School District is committed to fostering a nurturing and inclusive environment for students from diverse backgrounds. With a focus on academic achievement, the district offers a variety of programs designed to inspire and engage learners at all levels. From innovative STEM initiatives to robust arts and athletics programs, students are encouraged to explore their passions and develop their skills. The district’s dedicated educators and staff work tirelessly to create a supportive atmosphere, ensuring that every child has the opportunity to succeed.

For families considering a move to this picturesque city, there are numerous homes for sale that cater to a variety of lifestyles and budgets. Whether you're searching for a cozy single-family home, a charming bungalow, or a modern townhouse, Poughkeepsie has something for everyone. Many properties are conveniently located near schools, parks, and local amenities, making it easy to enjoy the best of what the area has to offer.

Living in Poughkeepsie means more than just finding a house; it’s about becoming part of a thriving community. With its excellent school district and welcoming neighborhoods, you’ll find the perfect place to call home. Explore the available homes for sale today and discover the possibilities that await you in Poughkeepsie City!

Newest Poughkeepsie City Homes for Sale

$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

$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

$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

$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

$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

$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

$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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