Poughkeepsie City Homes with Driveway Parking features

Poughkeepsie City Homes with Driveway Parking features

Welcome to Poughkeepsie City, a vibrant gem nestled in the heart of Dutchess County, New York. Known for its rich history and picturesque landscapes, Poughkeepsie offers a unique blend of urban amenities and suburban charm. One of the standout features of this area is its exceptional school district, the Poughkeepsie City School District, which is dedicated to fostering a nurturing and inclusive learning environment for all students.

The Poughkeepsie City School District prides itself on its commitment to academic excellence and community engagement. With a diverse array of educational programs, including advanced placement courses and vocational training, students are well-prepared for college and careers. The district emphasizes the importance of holistic development, offering various extracurricular activities that encourage creativity, teamwork, and leadership skills. Parents will appreciate the strong emphasis on communication and collaboration between schools and families, ensuring that every child has the support they need to thrive.

For those considering a move to this charming city, many homes feature convenient driveway parking, making it easy for residents to come and go as they please. Imagine returning home after a long day and parking right in your own driveway, a luxury that adds to the comfort and convenience of everyday living.

With its excellent educational opportunities and welcoming neighborhoods, Poughkeepsie City is not just a place to live; it’s a community where families can grow, learn, and thrive. Explore the possibilities of making this wonderful city your new home!

Newest Poughkeepsie City Homes with Driveway Parking features

$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

$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

$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

$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

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.