Middletown Homes with Other Amenities

Welcome to Middletown, New York – a charming city nestled in the heart of Orange County, where small-town charm meets modern conveniences. With a rich history dating back to the 18th century, Middletown boasts a vibrant community spirit and a diverse array of cultural and recreational activities that make it an ideal place to call home.

Middletown is known for its picturesque landscapes and scenic parks, offering residents ample opportunities for outdoor adventures. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, the nearby parks and nature reserves provide a peaceful escape from the hustle and bustle of daily life. The city’s convenient location, just a short drive from both New York City and the stunning Hudson Valley, makes it an attractive option for commuters and nature lovers alike.

When it comes to real estate, Middletown offers a variety of homes with amenities that cater to every lifestyle. From charming historic houses with character to modern townhomes equipped with the latest features, there’s something for everyone. Many properties come with spacious yards, perfect for family gatherings, gardening, or simply relaxing in the sun. Additionally, you’ll find homes with access to community pools, fitness centers, and walking trails, enhancing your living experience.

Middletown is not just a place to live; it’s a community that fosters connection and growth. With excellent schools, a thriving downtown area filled with shops and restaurants, and a calendar full of local events, it’s no wonder that so many choose to make Middletown their home. Explore the possibilities and discover the perfect home in this delightful city!

Newest Middletown Homes with Other 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

$423,000

2 Beds ⋅ 2 Baths ⋅ DENC2106260 MLS

Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown

$411,000

2 Beds ⋅ 2 Baths ⋅ DENC2098306 MLS

New Garage Door Opener Installed July 2026. New Furnace January 2026. New Roof October 2025. What More Does Anyone Need! This townhouse gem is the shortest drive to all Middletown shops & restaurants! Monthly HOA fee and $2K Initial Contribution covers replacement and insurance of the roof, siding, driveway, interior (builder specs) and more - all that the responsibility of the HOA (that's what you get for the HOA contribution(s)). Also community private heated salt water pool. Driveway sealed this summer by the HOA. This cozy Townhome is nestled in THE BEST Community of the Middletown area, SPRING ARBOR (no one under 18 may reside more than 30 days). Location, Location, Location! Nestled in the charming Spring Arbor community, conveniently close to all Middletown has to offer, this delightful twin/semi-detached residence offers a serene retreat designed for those seeking a vibrant yet peaceful lifestyle. Built in 2007, this home boasts a spacious 1,800 square feet of living space, providing ample room for relaxation and entertaining. As you step inside, you'll be greeted by an inviting atmosphere with a gas fireplace - perfect for cooler evenings. The layout allows for personal touches to create a space that feels like home. With a new roof, new furnace, new garage door opener and owner-upgraded granite countertop, you can live worry-free - the HOA insurance covers the exterior and interior builder-grade installations - that is worth something. The home's attached garage and driveway provide parking options and shelter from the weather. Lightly touched, almost-new furnishings are negotiable upon request. The move-in ready condition of the property ensures that you can quickly start enjoying all that this community has to offer. Spring Arbor is more than just a place to live; it's a lifestyle. The home's convenient location close to the Spring Arbor Clubhouse allows quick, easy access in mere minutes via a short walk without getting in and out of the car. The Clubhouse is larger than others and easily rented for your family & friends events. Social activities & gaming weekly, also group trips. The community is thoughtfully designed with a variety of amenities that cater to an active and engaging lifestyle. Residents can enjoy the heated outdoor salted swimming pool, perfect for a refreshing dip, or gather with friends in the clubhouse for games and social events. The fitness center's exercise room provides opportunities to stay healthy, while the library and game rooms offer quiet spaces for relaxation and leisure. For those who love the outdoors, the community features sidewalks, a walking path and a picnic area, shuffleboard and bocce courts, horseshoe pits and billiard room. With a strong sense of community, there are plenty of opportunities to connect with neighbors and make lasting friendships. The association fee includes comprehensive services such as lawn care, snow removal, and common area maintenance, allowing you to spend more time enjoying your home and less time on upkeep. The management office is staffed five days per week. Spring Arbor is the 55-or-better community in the location closest of all to local shops, dining, and entertainment options, making it easy to enjoy the best of what the area has to offer. With a welcoming atmosphere and a focus on community, this residence is perfect for those looking to embrace a fulfilling lifestyle in a beautiful setting. Experience the warmth and comfort of Spring Arbor, where every day feels like a getaway. New Guaranteed Roof was installed in Fall of 2025 and New Furnace was installed in late-January 2026. New Garage Door Opener ($1000) installed July 2026. Shortest drive to Middletown shops and restaurants, and the Community Clubhouse. WHAT MORE DOES ONE NEED?

264 Trellis Ln, Middletown

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