Chester Homes with Park Amenities

Welcome to Chester, New York, a charming town nestled in the heart of Orange County, where community spirit meets picturesque landscapes. Chester is not just a place to live; it’s a vibrant community enriched by its excellent school district and family-friendly atmosphere.

The Chester School District is renowned for its commitment to academic excellence and the holistic development of its students. With a focus on personalized learning and a wide array of extracurricular activities, the district cultivates an environment where students thrive both academically and socially. From dedicated teachers to engaging programs, parents can feel confident that their children are receiving a top-notch education that prepares them for future success.

For families looking to settle in Chester, the homes here are not just residences; they are gateways to a lifestyle enriched by park amenities. Many properties in the area boast proximity to beautiful parks, offering residents easy access to outdoor activities such as hiking, picnicking, and recreational sports. Imagine weekends spent exploring nature trails, enjoying community events, or simply relaxing in the serene beauty of Chester’s parks.

The combination of a strong school district and access to park amenities makes Chester an ideal location for families seeking a nurturing environment. Whether you’re looking for a cozy single-family home or a spacious property with room to grow, Chester has something to offer everyone. Embrace the charm of Chester and discover a community where education, nature, and family come together in perfect harmony.

Newest Chester Homes with Park 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

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