Middletown Homes with Maintenance Grounds Amenities

Welcome to Middletown, New York—a vibrant city nestled in the heart of Orange County, where charming small-town vibes meet modern conveniences. With its rich history, diverse community, and stunning natural surroundings, Middletown offers an inviting atmosphere for families, professionals, and retirees alike.

Middletown is renowned for its picturesque parks, excellent schools, and a variety of recreational activities. Whether you enjoy hiking in the nearby Hudson Valley or exploring the local arts scene, there’s something for everyone. The city’s convenient location provides easy access to major highways, making commuting to New York City and surrounding areas a breeze.

One of the standout features of Middletown homes is the availability of properties with maintenance grounds amenities. Imagine living in a beautifully landscaped community where lawn care, snow removal, and other outdoor maintenance tasks are taken care of for you. This allows residents to enjoy their free time without the hassle of yard work, providing the perfect balance of leisure and luxury.

These homes often come equipped with modern amenities, spacious interiors, and access to community facilities such as pools, clubhouses, and fitness centers. It’s an ideal setting for those who appreciate a low-maintenance lifestyle without sacrificing comfort or style.

Discover the charm of Middletown and explore the delightful homes that await you. Whether you’re seeking a cozy family abode or a sleek modern retreat, Middletown offers a welcoming community and a lifestyle that you’ll love coming home to.

Newest Middletown Homes with Maintenance Grounds 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

$369,900

3 Beds ⋅ 3 Baths ⋅ 1012400 MLS

Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two additional bedrooms and full baths, providing plenty of room and versatility. With renovated kitchen and updated bathrooms, this home is truly move in ready. Community amenities include an unground outdoor pool, clubhouse and recreational areas. Ideally situated just minutes from shopping, restaurants, schools, parks, Garnet Health Medical Center, Touro College, SUNY Orange and all major commuter routes including I-84 and Route 17, this home combines convenience, affordability, and easy condominium living. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this Buttonwood Hills townhouse is ready to welcome you home.

202 Concord Lane, Middletown

$245,000

2 Beds ⋅ 2 Baths ⋅ 1010150 MLS

Prime Location in Sought-After Hillside Village – Goshen School District! Welcome to this first-floor, end-unit 2-bedroom, 2-full bath condo in the desirable gated community of Hillside Village. Offering the convenience of one-level living, this home features a galley kitchen with an abundance of cabinetry, and a spacious living room with sliding glass doors leading to a private patio—perfect for relaxing or enjoying your morning coffee. The original dining area has been thoughtfully converted into a versatile home office or den, creating flexible living space to suit today's lifestyle. The primary suite offers a walk-in closet and a private ensuite full bath, while the second bedroom is ideal for guests or additional workspace. A large-capacity stackable washer and dryer are conveniently located in the hallway, along with additional storage. Three wall air-conditioning units and ceiling fans help keep the home comfortable throughout the warmer months. The low HOA fee includes lawn care, snow removal, water, sewer, and garbage service, allowing for low-maintenance living. One assigned parking space and ample guest parking add to the home's convenience. This property presents an excellent opportunity for buyers looking to personalize a home to their own taste. While it does require updating and TLC, it offers tremendous potential and is being sold As Is, including all appliances. Ideally situated in an excellent commuter location, you'll be just minutes from Metro-North, Garnet Health Medical Center, medical offices, shopping, the Galleria at Crystal Run, restaurants, and grocery stores. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this condo offers outstanding value in a highly desirable location. The low HOA fee covers lawn care, snow removal, water/sewer, and garbage services. The home does need updating and TLC—perfect for buyers ready to bring their vision and create the home of their dreams. Home and appliances are being sold “As Is.” Enjoy a peaceful setting with one reserved parking space and ample guest parking. This excellent commuter location is close to the Metro-North train station, Garnet Health Medical Center, medical offices, shopping, the Galleria Mall, restaurants, and grocery stores.

100 Hillside Drive Unit #C6, Middletown

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