Poughkeepsie Homes under $500,000

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Newest Poughkeepsie Homes under $500,000

$419,000

1055502 MLS

Discover this legal two-family investment opportunity featuring two units, each offering two comfortable bedrooms and one full bathroom. This turnkey property is ideal for investors looking to expand their portfolio and owner-occupants wanting to offset their mortgage. Both units feature functional kitchens, and well-sized bedrooms, all housed within a solidly built structure ready for immediate occupancy or a seamless tenant handoff. Conveniently located close to local shops, dining, and major commuter routes, this versatile multi-family home delivers incredible value in a high-demand market.

51 Thompson Street, Poughkeepsie

$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

$425,000

3 Beds ⋅ 2 Baths ⋅ 1055832 MLS

Welcome to 26 Tamarack Hill Drive, a light-filled, 3-bedroom, 1.5-bath raised ranch in a quiet, Arlington neighborhood. The main floor is open and airy with spacious living room with wood-burning fireplace, dining room and eat-in kitchen. Gleaming hardwood floors flow down the hall to three good sized bedrooms (one with Juliet balcony) and updated full bath. Step outside from the dining area onto a spacious, private deck overlooking the oversized, level backyard. With a wooded preserve as its scenic backdrop, this inviting outdoor space offers plenty of room to gather, play, or unwind. The lower level features a large bonus room, laundry, a half bath, and access to the large two-car garage with plenty of storage. Located just minutes from Adams Fairacre Farms and Eastdale Center, this home is private yet close to everything. Easy commute to the Taconic State Parkway or Metro North with direct access to NYC. This house has been lovingly maintained by its original owner and is waiting for the next generation to cherish this beautiful home!

26 Tamarack Hill Drive, 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

$349,900

4 Beds ⋅ 2 Baths ⋅ 1058134 MLS

This spacious Raised Ranch home offers 4 bedrooms, 1.5 baths, and generous living space, with plenty of potential for its next owner. Recent improvements include beautiful hardwood flooring throughout the upper level, a new water heater, and a new expansion tank. The home features a functional layout, an enclosed porch, a full basement with outside access, and a 2-car garage in the lower half of the basement area. A large private driveway provides off-street parking for approximately 6 additional vehicles. The home is situated near hospitals, major highways, and the train station—a great opportunity for buyers looking to add their personal touches and make this their home. The property is being sold in its present condition.

200 South Avenue, Poughkeepsie

$399,000

4 Beds ⋅ 2 Baths ⋅ 1056313 MLS

Welcome to this spacious and well-maintained home with over 2000 sf of living space. This beautiful move in ready 4 bedroom, 2 bath home with its bright open floor plan is ready for its new owners. Enjoy the conveniences of natural gas heating and municipal water and sewer. Updates include fresh paint , stainless steel appliances and new roof. The private rear yard is perfect for kids to play. This home is across from the the Historic Walkway Over The Hudson and minutes to the Metro North Train Station, major commuter highways , Vassar College, Marist University ,CIA, Vassar Brothers Medical Center, Mid-Hudson Regional Hospital, IBM, shopping, 5 Star Restaurants and waterfront.

48 Parker Avenue, Poughkeepsie

$484,000

5 Beds ⋅ 2 Baths ⋅ 1057836 MLS

Opportunity awaits at 43 Laffin Lane! This spacious 5-bedroom home sits on approximately .82 acres in the Spackenkill School District and offers plenty of room to make it your own. The flexible layout provides multiple bedrooms on the main level, with additional living space upstairs. Outside, enjoy a large, level yard, deck and in-ground pool with plenty of space for entertaining and outdoor living. Additional features include hardwood flooring, a fireplace, attached garage and walk-out lower level offering additional possibilities. The home is in need of some repairs and updating and is being sold as-is, making this a great opportunity for buyers looking to add value and create a home of their own. Conveniently located near schools, shopping, restaurants and major commuter routes. Short sale subject to third-party approval.

43 Laffin Lane, 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

$420,000

1057720 MLS

Great opportunity for an owner occupant or investor as the upper unit is vacant and a long term tenant occupies the lower unit. Close to Hospital, transportation, colleges and shopping. A great opportunity to own on the south side.

34 Franklin Street, Poughkeepsie

$450,000

3 Beds ⋅ 2 Baths ⋅ 1057717 MLS

Welcome to **348 Van Wagner Road**, where beautifully updated interiors, comfortable one-level living, and over an acre of property come together in a move-in-ready Poughkeepsie ranch. This **3-bedroom, 2-bath home** offers approximately **1,392 sq. ft.** of thoughtfully designed living space with a bright, open floor plan made for both everyday living and entertaining. At the heart of the home is a stunning renovated kitchen featuring sleek cabinetry, quartz-style countertops, stainless steel appliances, a large center island with cooktop, and plenty of workspace. The kitchen flows seamlessly into the spacious living and dining areas, creating an inviting open-concept setting filled with natural light. One of the home's standout features is the **sunroom**, surrounded by walls of windows overlooking the property—the perfect place for morning coffee, reading, entertaining, or simply enjoying the peaceful surroundings year-round. The private primary bedroom features an ensuite bath with a walk-in shower, while two additional bedrooms offer flexibility for family, guests, a home office, or hobby space. A second beautifully updated full bath adds to the home's fresh, modern feel. Outside, enjoy **1.18 acres** with room to garden, entertain, play, or simply relax and enjoy the privacy. An expansive driveway and **detached two-car garage** provide plenty of parking and storage. With its renovated interior, open-concept design, sun-filled bonus space, generous property, and convenient Poughkeepsie location, **348 Van Wagner Road is ready for its next chapter. Come see what makes this home so special!** Some photos have been AI enhanced. New photos to come soon.

348 Van Wagner Road, Poughkeepsie

$399,500

2 Beds ⋅ 3 Baths ⋅ 1056758 MLS

Welcome to 11 Rambling Brook Lane, Casperkill Ridge, a beautifully maintained 2-bedrooms, 2-1/2-bath townhome offering first floor Primary bedroom and primary bath, approximately 1,476 square feet of comfortable, low-maintenance living. This inviting two-level home features a new roof installed in 2026, an attached garage, central air conditioning and cozy fireplace. The thoughtfully designed layout provides comfortable space for everyday living, relaxing, and entertaining. A lovely pool with facilities and play area. The two bedrooms offer privacy and flexibility, while the 2-1/2 bathrooms add convenience for both residents and guests. Walk in attic storage. The attached garage provides secure parking and additional storage. Enjoy a convenient location just a 8-minute drive from the New Hamburg Metro-North station, with train travel to New York City taking approximately 1-1/2 hours, depending on the service. Shopping, dining, major roadways, and the many attractions of the Hudson Valley are also nearby. With its recent updates, practical layout, and low-maintenance townhouse lifestyle , 11 Rambling Brook Lane offers an excellent opportunity for a convenient Hudson Valley location.

11 Rambling Brook, Poughkeepsie

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