Middletown Homes with Basketball Court Amenities

Welcome to Middletown, NY, a charming city nestled in the heart of Orange County, known for its vibrant community and exceptional educational opportunities. The Middletown School District stands out as a beacon of academic excellence, offering a diverse range of programs designed to cater to the unique needs of its students. With a commitment to fostering a nurturing learning environment, the district boasts highly qualified educators, modern facilities, and innovative curricula that prepare students for future success. Parents can rest assured knowing their children are receiving a top-notch education, with numerous extracurricular activities that promote personal growth and community involvement.

For those looking to settle in this thriving area, Middletown offers an array of beautiful homes, including properties with exciting amenities like private basketball courts. Imagine enjoying a sunny afternoon shooting hoops in your own backyard or hosting friendly games with family and friends. Homes with basketball court amenities not only provide a space for fun and fitness but also enhance your lifestyle, promoting an active and engaging community atmosphere.

Living in Middletown means you can enjoy the perfect blend of suburban tranquility and urban convenience, with easy access to parks, shopping, and dining. Whether you're a growing family, a young professional, or someone looking to retire in a vibrant community, Middletown has something for everyone. Explore the wonderful homes available in this enchanting city, and discover your dream home with a basketball court, where memories are made and lifelong friendships are forged. Welcome to Middletown—a place where home truly feels like a slam dunk!

Newest Middletown Homes with Basketball Court Amenities

$495,500

3 Beds ⋅ 3 Baths ⋅ 1028819 MLS

Beautiful and well maintained , single family , townhouse located in the desirable community of Woodside Knolls This modern and spacious residence offers comfortable and spacious living across three floors & 2500 sq.ft! The 3 Bedroom, 3.5 Baths floor plan includes a luxurious primary bedroom with oversized walk in closets , en suite bathroom with full stand up shower and soaker tub. An additional two bedrooms , laundry room and full bath completes the upper floor. Downstairs you will discover a well equipped kitchen complete with stainless steel appliances, bonus office space , dining area and living room with a gas fireplace. A walkout door leads to your paved patio where you can enjoy outdoor entertaining. The finished basement with rough in for an additional bathroom is the icing on the cake and adds to endless configurations and possibilities to fit your lifestyle. All of this in a private community that includes a clubhouse, pool , basketball and tennis courts. This location is a commuters dream. Only minutes from major highways, trains and busses to NYC and the Galleria at Crystal Run, tons of shopping, wineries , historic trails and access to the heart of everything the Hudson Valley has to offer!

6 Avoncroft Lane, Middletown

$370,000

3 Beds ⋅ 3 Baths ⋅ 1029917 MLS

Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a beautiful deck which overlooks the backyard and a beautiful koi-pond. There is also a covered screened in side deck and a patio. The living room has a propane fireplace. The primary suite offers 2 closets, bathroom with marble flooring and an electric fireplace. The main bathroom is also lovely and has a whirlpool tub. The walk out lower level features a family room or den plus the laundry room and access to the 1 car garage. Save on utility bills with the solar panels and enjoy the community pool, clubhouse and the tennis, basketball and handball courts. Short drive to all amenities and highways including Galleria Mall, Garnet Health Center, and Metro North Train Station. These units are hard to come on the market, so don't delay and schedule your appointment for a showing!

15 Old Anvil Lane, Middletown

$499,900

3 Beds ⋅ 3 Baths ⋅ 1021212 MLS

Welcome to this beautifully updated end-unit townhouse with numerous upgrades completed in 2023! The bright and open main level features hardwood flooring, a spacious kitchen with granite countertops, a complementary tile backsplash, stainless steel appliances, abundant cabinetry, a large center island, pendant lighting, and recessed lighting. The kitchen flows seamlessly into the dining area and living room, creating a comfortable space for everyday living and entertaining. Sliding glass doors lead to a private deck overlooking a peaceful wooded backdrop, perfect for outdoor dining, grilling, or relaxing. A powder room and direct access to the attached two-car garage complete the main level. Upstairs, the primary suite features a vaulted ceiling, a walk-in closet, and an en-suite bathroom with a double-sink vanity featuring a new countertop installed in 2023, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms share a Jack-and-Jill bathroom with separate vanity and toilet/shower areas. A second-floor laundry room with washer and dryer adds everyday convenience. Updates completed in 2023 include fresh interior paint, hardwood flooring on the main level, new carpeting throughout the second floor and finished walk-out lower level, a new stove, a new primary bathroom vanity countertop, and smart home features including a Ring Video Doorbell and a Ring Floodlight Cam above the garage. Both Ring devices, along with all window blinds and curtains, will remain with the property. The finished walk-out lower level provides additional living space and direct access to a covered patio. Community amenities include a swimming pool, basketball court, and playground. Conveniently located near shopping, restaurants, schools, and major commuter routes. Most furniture may be included at no additional cost if desired by the buyer. The piano located in the basement is excluded from the sale and will be removed prior to closing. Schedule your private showing today!

37 Meadow View Drive, Middletown

$280,000

3 Beds ⋅ 2 Baths ⋅ 1020456 MLS

Welcome home! This inviting 3-bedroom, 1.5-bath townhome offers comfort, space and a welcoming layout. Owned by the same family for over 50 years, this home is now ready for its next chapter. Inside, you’ll find a large, comfortable living room that’s perfect for gathering and relaxing. The eat-in kitchen has been updated with new flooring and appliances, making it both functional and stylish. New carpeting throughout adds a fresh, updated feel, while improvements have already been completed, leaving room for the next owner to add their own finishing touches. New Roof was installed 3 years ago! Residents enjoy fantastic community amenities, including a swimming pool, basketball court, tennis court, playground, and clubhouse. The clubhouse is available for private parties and special events, making it easy to host gatherings close to home. Whether you’re looking for your first home, more space, or a place with great potential, this townhome offers comfort, convenience, and opportunity. Come see all that it has to offer!

18 Black Stallion Court, Middletown

$490,000

3 Beds ⋅ 3 Baths ⋅ 974551 MLS

BACK ON MARKET: Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen with granite countertops, stainless steel appliances, and a large center island, perfect for entertaining. Upstairs, you’ll find generously sized 3 bedrooms, including a primary suite with ample closet space and a private bath. Additional highlights include hardwood floors, a finished basement, and attached 2 car garage. Enjoy low-maintenance living with HOA $253 per month that include snow removal, landscaping, and access to community amenities such as a clubhouse, fitness center, swimming pool, playground, and sports courts. Conveniently located near major highways, shopping, dining, and within the Enlarged City School District of Middletown, this home offers the perfect blend of comfort, convenience, and community living. Don’t miss this move-in ready opportunity in one of Middletown’s most desirable neighborhoods!

19 Magnolia Park Road, Middletown

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.