Chester Homes with Parking Amenities

Welcome to Chester, NY – a charming town nestled in the heart of Orange County, where community spirit meets scenic beauty. Known for its rolling hills and picturesque landscapes, Chester offers a delightful blend of rural charm and modern conveniences. One of the key highlights of this vibrant community is its exceptional school district, which is dedicated to nurturing the minds and talents of its students. The Chester Union Free School District is renowned for its commitment to academic excellence, offering a wide range of programs that cater to diverse learning needs. With small class sizes and a dedicated faculty, students receive personalized attention that fosters both academic and personal growth.

For families considering a move to Chester, the availability of homes with parking amenities is an added bonus. Many properties in this area feature spacious driveways and garages, providing ample space for vehicles and outdoor recreational equipment. Imagine coming home after a long day to a peaceful neighborhood where your family can enjoy the outdoors, and your vehicles are safely parked just steps away.

Chester is not only a great place to live but also a wonderful place to grow. With its strong sense of community, excellent schools, and convenient parking options, it’s easy to see why so many families are drawn to this idyllic town. Whether you’re looking for a cozy cottage or a spacious family home, Chester has something to offer for everyone. Come explore the possibilities and discover why Chester, NY, is the perfect place to call home!

Newest Chester Homes with Parking 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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