Poughkeepsie City Homes with Attached Parking features

Welcome to Poughkeepsie City, nestled in the heart of Dutchess County, New York. Known for its rich history and vibrant community, Poughkeepsie offers a unique blend of urban charm and natural beauty. One of the most appealing aspects of this area is its excellent school district, which is dedicated to providing quality education and fostering a supportive learning environment for students of all ages.

The Poughkeepsie City School District prides itself on its commitment to academic excellence and community involvement. With a diverse array of programs and extracurricular activities, students are encouraged to explore their interests and develop their talents. The district's dedicated educators and staff work tirelessly to ensure that every child receives the support they need to thrive. Parents can feel confident knowing that their children are receiving a well-rounded education in a nurturing atmosphere.

When it comes to finding your dream home in Poughkeepsie, you'll be pleased to know that many properties feature attached parking. This convenient amenity not only enhances your living experience but also adds an extra layer of comfort and ease to your daily routine. Imagine coming home after a long day and simply parking your car right next to your front door, eliminating the hassle of street parking or long walks from distant lots.

With its outstanding school district and homes equipped with attached parking, Poughkeepsie City is the perfect place to settle down and create lasting memories. Explore the possibilities of making this vibrant community your home today!

Newest Poughkeepsie City Homes with Attached Parking features

$450,000

3 Beds ⋅ 3 Baths ⋅ 1007852 MLS

Timeless Mid-Century Modern brick home offering enduring quality and incredible potential. Featuring hardwood floors, classic architectural details, and a spacious walk-up attic with a variety of potential uses, this solid home is ready for its next chapter. While it would benefit from updating, its exceptional location and quality construction present an outstanding investment opportunity in the Hudson Valley at an attractive value. A wonderful opportunity to personalize and restore a well-built home. Conveniently located near shopping, restaurants, parks, and the Poughkeepsie Tennis Club, and approximately a five-minute drive to the Poughkeepsie Metro-North and Amtrak station, this home combines timeless charm with everyday convenience in an established neighborhood.

13 Osborne Road, Poughkeepsie

$459,900

3 Beds ⋅ 2 Baths ⋅ 1020961 MLS

South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie

$729,000

1013264 MLS

Investment Property Offering Four Residential Units, Three Garages And A Bonus Rental Space With All Separate Utilities (Gas & Electric) As Residents Pay For Their Own Services. Although This Corner Property Allows A Limited Amount Of Parking Space, There Is A Nearby City Parking Lot Just A Few Steps Away**As Close To One Days Notice To Show Appreciated**This Is An As Is Sale. Agents, Please See Other Remarks.

48 Conklin Street, Poughkeepsie

$410,000

2 Beds ⋅ 3 Baths ⋅ 1013122 MLS

Price reduction! Get this gorgeous unit and enjoy the rest of the summer and the amazing foliage views this autumn. Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully updated and features beautiful custom tile work. The first level has a large den. There is even a loft above the primary bedroom (which has an ensuite bath) for use as a second office, storage, crafting, or guest accommodations. There is a clubhouse on site along with a gym and a pool. Furnishings including televisions but excluding art and memorabilia are negotiable.

303 Bridgeview Drive, Poughkeepsie

$1,100,000

1006982 MLS

Commercial Building For Sale Comprised Of (2) Seven Room Three Bedroom Apartments, (3) Two Bedroom Apartments, Storage Unit, Three Garages And A Parcel Of Land On N Bridge St. All Rental Units Pay Their Own Utilities (Gas And Electric). Property Has The Convenient Location Of Being Close To Train Station, Riverfront And Walkway Over The Hudson. This Downtown Poughkeepsie, Corner Investment Could Be A Wise Choice Pro Forma.

1 Mansion Street, Poughkeepsie

$425,000

4 Beds ⋅ 2 Baths ⋅ 988938 MLS

Welcome Home, to this meticulously cared-for, move-in ready Cape Cod-style home that offers a serene and comfortable living experience. Home boasts four spacious bedrooms that can double as an office, den, or TV room, complemented by two full bathrooms and a basement, providing versatile living spaces. Noteworthy elements include a dormer providing generous storage, a built-in desk, and large closets. The basement includes areas for a workshop, laundry, and plenty of storage. You’ll also find a cozy three-season porch ideal for hosting guests. The beautifully landscaped yard has been enhanced to ensure privacy and features flowering trees and shrubs, in-ground pool, and an inviting poolside patio perfect for gatherings. This residence is truly special, ideal for anyone looking for a private, park-like setting with a pool and premium landscaping. It offers one-car attached parking and abundant storage. The location is prime, situated less than five minutes from the Taconic State Parkway for easy travel. The Metro North rail station is just 20 minutes away, making commuting straightforward. Nearby amenities include Vassar College, charming shops and restaurants in Arlington, as well as access to Routes 9 and 44. The beautiful Hudson Valley is rich with attractions such as wineries, cafes, and farm-to-table dining options. Outdoor lovers will find endless opportunities for hiking, biking, walking, and water activities, ensuring you have plenty of ways to enjoy nature year-round. Whether you’re searching for a personal residence or a promising investment, this home offers countless possibilities. I invite you to discover the exceptional lifestyle your future in the Hudson Valley can provide. Feel free to contact your realtor if you want further details or to arrange a visit.

31 Kingston Avenue, 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.