Poughkeepsie Homes under $250,000

Welcome to Poughkeepsie, New York—a vibrant city nestled in the heart of Dutchess County, where the charm of small-town living meets the conveniences of urban life. Known for its stunning views along the Hudson River and rich historical significance, Poughkeepsie is a delightful place to call home. With a variety of cultural attractions, parks, and recreational opportunities, residents enjoy a lifestyle that balances relaxation with excitement.

Poughkeepsie boasts a diverse real estate market, making it an attractive option for first-time homebuyers and those looking to invest in property. Homes under $250,000 can be found in this picturesque city, offering a fantastic opportunity to own a piece of this charming community without breaking the bank. From cozy bungalows to quaint townhouses, the available properties cater to various tastes and needs, making it easier than ever to find your dream home.

The city is home to a thriving arts scene, with galleries, theaters, and music venues that enrich the community's cultural fabric. Residents can enjoy outdoor activities at the scenic Walkway Over the Hudson or explore the beautiful parks that dot the area. With excellent schools, convenient shopping, and easy access to major highways and public transportation, Poughkeepsie is not just a place to live—it's a place to thrive.

Whether you're looking to settle down or invest in a rental property, Poughkeepsie offers the perfect blend of affordability and charm. Discover your future home in this captivating city today!

Newest Poughkeepsie Homes under $250,000

$169,000

3 Beds ⋅ 2 Baths ⋅ 1058201 MLS

Say goodbye to stairs and snow shoveling! This rare and spacious three bedroom, two full bath co-op in Highview Estates offers the ultimate easy-living lifestyle. Located on the first floor with just one single step to enter, this unit features large rooms and a private deck with a view, perfect for relaxing. Your monthly HOA fee covers taxes, water and sewer, trash removal and snow removal for stress free budgeting. You are in a prime location here just 10 minutes to the train station and minutes from shopping, dining, and banking. Parking has been made easy and features one assigned space plus abundant visitor parking. Don't miss this rare opportunity to own a three bedroom layout in this community. Some pictures have been virtually staged to show you the ease in which this unit could shine. Board approval is required.

26 Cooper Road Unit #205, Poughkeepsie

$199,000

2 Beds ⋅ 1 Baths ⋅ 1051150 MLS

Welcome to easy one-level living at Beechwood South Condominiums! This beautifully renovated 2-bedroom, 1-bath Garden style condo is bright and spacious for comfortable everyday living. All freshly painted, new bath, kitchen/stainless steel appliances & quality vinyl flooring. Both bedrooms are generously sized, and with no steps into the unit, everything is conveniently accessible on one level. During the warmer months, enjoy the community in-ground pool. The monthly HOA includes heat, hot water, water/sewer, garbage, grounds maintenance, pool service, mowing and snow removal. This pet-friendly complex is conveniently located just off Route 9, minutes from shopping, restaurants, hospitals, the Poughkeepsie train station and major commuter routes. Low-maintenance living in a convenient Hudson Valley location!

2710 South Road Unit #A5, Poughkeepsie

$215,000

1 Beds ⋅ 1 Baths ⋅ 1057148 MLS

Tucked away from the main road, you will find the Cherry Hill community. This second floor, one bedroom, one bath condo is a well maintained, comfortable find. Located within a short distance from shopping and just a few miles from Route 44. An updated kitchen, fairly new rugs (2025), and large primary closet are key features of this property. Reloadable smart cards make for easy, accessible laundry on the complex grounds. Sit back and relax on your personal balcony. HOA 410/month

616 Cherry Hill Drive, Poughkeepsie

$172,000

2 Beds ⋅ 1 Baths ⋅ 1057722 MLS

This inviting two-bedroom, one-bath condo offers a bright, spacious living room and a comfortable dining area. Two generously sized bedrooms provide plenty of room to relax. Enjoy the convenience of a community inground pool with a patio area. Monthly HOA fees include heat and hot water. Conveniently located just off Route 9, with easy access to shopping, restaurants, hospitals, and the Poughkeepsie train station. A wonderful opportunity to enjoy comfortable condo living in a convenient location!

2710 South Rd Unit #F7, Poughkeepsie

160 Academy Street Unit #2J, Poughkeepsie

$148,000

1 Beds ⋅ 1 Baths ⋅ 1056802 MLS

Welcome to Executive Towers, one of Poughkeepsie's distinctive high-rise cooperative communities, where comfortable low maintenance living meets convenience and Hudson Valley charm. This well-positioned residence offers an opportunity to enjoy the ease of co-op living in a full-service building just minutes from shopping, dining, colleges, hospitals, transportation, the Hudson River waterfront, and all that downtown Poughkeepsie has to offer.

160 Academy Street Unit #2J, Poughkeepsie

$105,000

2 Beds ⋅ 1 Baths ⋅ 1056004 MLS

Don't miss this beautifully renovated 2-bedroom, 1-bathroom mobile home in Poughkeepsie. Every detail has been thoughtfully updated, making this home truly move-in ready. This brand-new kitchen is the centerpiece of the home, featuring walnut butcher-block countertops, under-cabinet lighting, new stainless-steel appliances, and convenient USB outlets. The remodeled bathroom offers modern finishes, a new shower, and a built-in LED night light for added comfort. Additional upgrades include: • New laminate flooring throughout • Fresh paint and all-new plumbing • New LED lighting throughout the home • Brand-new furnace • New windows in the spacious primary bedroom and two new exterior doors. • Dual walk-in closets providing exceptional storage • New all-in-one washer/dryer combo with dedicated folding space and additional storage potential Thoughtful conveniences have been added throughout, including USB outlets in every bedroom, built-in LED night lights with battery backup, and a smart, efficient floor plan designed to maximize both space and comfort. Monthly lot rental is approx. $900 per month and includes water, garbage removal, snow plowing, school taxes, and property taxes. Owner is responsible only for propane and electric. Buyers must complete a park application and receive approval from park management. Schedule your showing today and bring your offer. Located in a well-kept park close to shopping, dining, medical facilities, CIA, Marist, DCC, FDR Historic Community and so much more!

33 Debra Ct. 33 Debra Ct., Poughkeepsie

160 academy Street Unit #3L, Poughkeepsie

$179,000

1 Beds ⋅ 2 Baths ⋅ 1056615 MLS

Super Location and Maintenance free living is here! Spacious 1 bedroom, 1 and a half bathroom Co-Op unit. Ample large closets. Beautiful hardwood floors through-out. One level, ranch style. A one of a kind high rise Co-Op Building, well maintained units, grounds and building. Beautiful main entrance and foyer with front desk concierge and front door man service. Building has multiple elevators and emergency staircases. HOA fee is monthly. Private secure gated parking lot on premises. Pool with Patios and Life Guard. Laundry rooms and trash rooms on every floor, super convenient. There is an on-site superintendent lives in building. First Floor has Club Roo and Full mail room. Private back entrance to parking lot , pool area, gardens, benches and tables in garden areas. This is such a Beautiful unique Co-Op building. Minutes to Trains/Metro North, buses, minutes to shopping. Close to Hospitals, Eateries, Historical venues and all the Hudson Valley has to offer. 90 Min. to NYC. Close to major highways.

160 academy Street Unit #3L, Poughkeepsie

$239,000

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

$199,999

2 Beds ⋅ 2 Baths ⋅ 1047305 MLS

Welcome to 3 Hook Road, Unit 72A, a charming 2-bedroom, 1.5-bath condo at The Arbor Condominiums, offering comfortable living, thoughtful updates, and a convenient Poughkeepsie location in Hyde Park School District. Step inside and feel right at home in the inviting living space, where everyday living feels easy and relaxed. The tastefully designed kitchen features stainless steel appliances and a welcoming layout that makes preparing meals and entertaining a pleasure. Just off the main living area, walk-out access leads to your private patio and the beautifully shared backyard- an ideal spot for morning coffee, an evening unwind, or enjoying a little fresh air. The pet-friendly community makes it easy for your four-legged friends to feel at home, too! Residents of The Arbor enjoy wonderful community amenities, including a refreshing communal pool and playground, perfect for enjoying those warm summer days. One assigned parking space is included, with plentiful visitor parking available for guests. And when it’s time to head out, you’ll love the convenience of being just 2.9 miles-approximately 9 minutes-from the train station, with shopping, dining, entertainment, and everyday conveniences along Route 9 all close by. This inviting condo offers a wonderful combination of comfort, community, and convenience. Come see all that 3 Hook Road #72A has to offer and imagine yourself calling The Arbor Condominiums home!

3 Hook Road Unit #72A, Poughkeepsie

$99,500

1 Beds ⋅ 1 Baths ⋅ 1048370 MLS

Welcome to High View Estates! This spacious 1-bedroom, 1-bath end-unit co-op offers approximately 900 square feet of comfortable living with beautiful laminate wood like flooring and natural light pouring in throughout. Step inside to a bright and inviting layout featuring an eat-in kitchen with stainless steel appliances, plus a dining area conveniently located just off the kitchen—perfect for everyday meals or entertaining. The large living room provides plenty of space to relax and unwind. The generously sized bedroom includes ample closet storage, creating a true retreat at the end of the day. Enjoy all the community amenities High View Estates has to offer, including a playground. Ideally located close to major highways, shopping, dining, and more—this home combines comfort, convenience, and lifestyle all in one. Don’t miss this wonderful opportunity! HOAs include water, sewer, trash, taxes, common area maintenance, snow removal and use of playground.

26 Cooper Road Unit #411, Poughkeepsie

$85,000

1 Beds ⋅ 1 Baths ⋅ 1044762 MLS

Welcome to this centrally located second-floor one-bedroom co-op, offering comfortable living in a convenient setting. This well-positioned unit provides an easy, low maintenance lifestyle with everything you need close by for a great value including shopping, dining, transportation, hospitals and everyday amenities. The monthly maintenance fee includes water, sewer, snow removal, grounds maintenance and taxes. Board approval is required.

26 Cooper Unit #403, Poughkeepsie

$185,000

1 Beds ⋅ 1 Baths ⋅ 1042178 MLS

Welcome to this spacious 925-square-foot, second-floor condominium in the Cherry Hill community. Offering more room than many one-bedroom units, this move-in-ready home features true Central Air throughout, an open living and dining area, a convenient walk-through kitchen, and a generously sized bedroom with a large walk-in closet. Step outside onto the private balcony and enjoy comfortable, low-maintenance living. The monthly HOA fee includes heat, hot water, exterior maintenance, snow removal and garbage service. Ideally located just minutes from the popular Adams Fairacres Farms, as well as additional shopping, dining, commuter routes and Metro-North. An excellent opportunity for an owner-occupant or investor.

210 Cherry Hill Drive, Poughkeepsie

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