Chester Homes with Playground Amenities

Welcome to Chester, New York – a charming town nestled in the heart of Orange County, where scenic landscapes meet a vibrant community spirit. Known for its picturesque views and rich history, Chester offers a perfect blend of small-town charm and modern conveniences. With its close proximity to the stunning Hudson Valley, residents enjoy easy access to outdoor activities, including hiking, fishing, and exploring the lush beauty of nearby parks.

Chester is not just about its stunning scenery; it’s a community that values family and togetherness. One of the standout features of homes in this delightful area is the abundance of properties equipped with playground amenities. These family-friendly homes are designed to provide a safe and fun environment for children to play and grow. Imagine your little ones laughing and playing just steps away from your back door, while you relax and enjoy the serene surroundings.

The town boasts a range of amenities, including local shops, restaurants, and cultural attractions, making it easy for families to engage with their community. Chester is also known for its excellent schools, ensuring that children receive a quality education in a nurturing environment.

Whether you’re looking for a cozy cottage or a spacious family home, Chester has something to offer everyone. With its beautiful homes featuring playground amenities, you can create lasting memories while enjoying the best that this enchanting town has to offer. Embrace the Chester lifestyle – where family, nature, and community come together in perfect harmony.

Newest Chester Homes with Playground Amenities

$279,999

2 Beds ⋅ 2 Baths ⋅ 1030827 MLS

Welcome to 2007 Whispering Hills Drive! This 2-bedroom, 1.5-bath condo offers comfortable living in one of Chester’s most desirable communities. The main level features a spacious living room with a real wood-burning fireplace, a dining area, and a kitchen with stainless steel appliances. Luxury vinyl plank flooring adds a modern touch throughout the main living areas. Upstairs, you’ll find two generously sized bedrooms and a full bath, while a convenient first-floor powder room is perfect for guests. Additional features include an attached two-car garage and access to Whispering Hills’ outstanding amenities, including a swimming pool, clubhouse, tennis courts, and basketball courts. Conveniently located close to shopping, restaurants, and major highways, this home offers easy, low-maintenance living with an unbeatable location.

2007 Whispering Hills, Chester

$349,999

3 Beds ⋅ 2 Baths ⋅ 974398 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bathroom condominium with a 1-car garage, perfectly situated in the highly sought-after Whispering Hills community. Offering modern upgrades, spacious living, and resort-style amenities, this home is truly move-in ready. Step inside to discover a bright, open floor plan featuring gleaming hardwood floors, an updated chef-inspired kitchen with granite countertops, ample cabinetry, and plenty of prep space for entertaining. The renovated bathrooms offer stylish finishes and a fresh, modern feel with all new windows to help keep the indoor temperature steady. The spacious living room is filled with natural light and features a cozy wood-burning fireplace, creating the perfect place to relax year-round. The living room also opens through a brand-new sliding glass door to a private deck—ideal for morning coffee, outdoor dining, or simply enjoying the peaceful surroundings. The primary suite offers generous closet space and easy access to an updated full bath, while two additional bedrooms provide flexibility for family, guests, or a home office.

3414 Whispering Hills, Chester

$295,000

2 Beds ⋅ 2 Baths ⋅ 1019548 MLS

Step into this gorgeous Townhouse.Upon entering you’ll be welcomed by a perfect floor plan. The inviting living room features wooden floors, a cozy fireplace, and windows. The stylish kitchen has a functional layout and is outfitted with stainless steel appliances and granite countertops. The master-bedroom offers a modern feel and a walk in closet. Enjoy the amenity centers. Stop dreaming and start living, come and take a look today! The Condo charges $475 , HOA $250

2119 Whispering Hills, Chester

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