Poughkeepsie Homes with Other Parking features

Welcome to Poughkeepsie, New York, a charming city nestled in the heart of Dutchess County, where the scenic beauty of the Hudson River meets a rich tapestry of history and modern living. Known as the "Queen City of the Hudson," Poughkeepsie is celebrated for its stunning waterfront views, vibrant arts scene, and a diverse array of dining and shopping options.

As you explore this delightful city, you’ll discover a mix of architectural styles, from historic homes that echo the past to contemporary residences that cater to today’s lifestyle. One of the standout features of many properties in Poughkeepsie is the availability of homes with various parking options. Whether you’re seeking a spacious driveway, a garage, or designated street parking, you’ll find that many homes are designed with your convenience in mind.

Poughkeepsie is not just about beautiful homes; it’s about a lifestyle. Residents enjoy easy access to outdoor activities, with nearby parks, hiking trails, and the picturesque Walkway Over the Hudson, which offers breathtaking views of the river and surrounding landscape. The city's robust transportation options make commuting a breeze, connecting you to nearby cities and the vibrant culture of the Hudson Valley.

With a welcoming community and a wealth of amenities, Poughkeepsie truly offers something for everyone. Whether you’re a first-time homebuyer or looking to settle into a family-friendly neighborhood, let Poughkeepsie be the place where your next chapter unfolds. Come explore the possibilities that await you in this delightful city!

Newest Poughkeepsie Homes with Other Parking features

$649,000

1021090 MLS

Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

381 Main Street, Poughkeepsie

$240,000

2 Beds ⋅ 2 Baths ⋅ 1015975 MLS

Welcome to Greenbriar Condominiums where this 2 bedroom condo is looking for you to call it home. This second floor end unit has a nice eat in kitchen with a balcony overlooking a courtyard where you can sip your favorite drink and get ready to start your day or relax. The big living room receives plenty of natural sunlight. Down the hall you will find the full bathroom and 2 bedrooms with a half bathroom connected to the master bedroom. This condo has heat and hot water included in the HOA. The assigned parking spot is right outside the front door and plenty of additional parking is very close by. The inground pool offers a great spot to cool down on a hot day. Laundry facilities are offered in the common area of the basement. The location is ideal for commuters and those who love all the Hudson Valley has to offer with easy access to major roads and only 4 miles from the Poughkeepsie train station. This condo is a great opportunity for a owner occupant or investment rental. Don't miss your chance to call this one home.

2740 South Road Unit #A2, Poughkeepsie

$1,900,000

974795 MLS

Prime Development Opportunity – 11 Parcel Assemblage in Poughkeepsie Innovation District Exceptional opportunity to acquire a rare 11-parcel assemblage totaling approximately 1.12 acres, strategically located at the intersection of Academy Street, Church Street, and Noxon Street in the heart of the City of Poughkeepsie. Situated within the highly desirable PID-B (Poughkeepsie Innovation District) and MU-5 (Mixed-Use) zoning districts, this property offers outstanding flexibility for a wide range of development possibilities including multi-family residential, mixed-use, retail, office, hospitality, medical, student housing, and more. Zoning allows for high-density development with significant upside potential. PID-B zoning permits up to 9 stories (120 ft) with affordable housing inclusion, while MU-5 allows up to 7 stories (94 ft), making this an ideal site for developers looking to capitalize on the continued growth and revitalization of downtown Poughkeepsie. The property benefits from expansive street frontage and is not located within a historic district, simplifying the development process. Additional advantages include flexible parking options with the potential for Planning Board relief or fee-in-lieu programs, along with immediate proximity to a municipal parking lot offering approximately 210 spaces. Conceptual development studies have already been completed, demonstrating the site’s capacity for a range of residential unit configurations, further supporting its strong investment potential. Located in a prime urban infill area with strong rental demand and ongoing infrastructure investment through the City’s Innovation District initiative, this property presents a unique opportunity for developers and investors to create a high-impact project in one of the Hudson Valley’s fastest-growing markets.

194 Church Street, Poughkeepsie

Start Your Search

© 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.