In the County of Orange, the small town of Chester, New York, is a well-established community with a long history and rich heritage. This delightful town encompasses the village of Chester, a historic settlement around which most of Chester’s real estate is found. The village of Chester encompasses an old train station that is now home to a museum, and along Main Street, you’ll find many beautifully restored heritage structures. The town is the proud birthplace of Philadelphia-style cream cheese and historically has been one of the dairy industry’s centers.
Further contributing to the appeal of Chester homes, in proximity, you’ll find several state parks and smaller local parks. Many of these recreation destinations offer tennis courts and ball fields, like those found at Goosepond Mountain State Park. The area is also rich with trails for horseback riding and hiking. Following the old Erie Railway line, the Orange County Heritage Trail is an excellent example and passes right through Chester. Beyond recreation, shopping and dining opportunities are also easily accessible. Specifically, there is a ShopRite, several other retailers, and a six-screen movie theatre in the Chester Mall.
Furthermore, this family-friendly community is served by the Chester Union Free School District which oversees the operation of Chester High School, Chester Middle School, and Chester Elementary School, all located within the community. Homes for sale in Chester are diverse, but many fall within the mid-range and are standard single-family properties. That said, there is new construction in Chester, as well as older homes, too. It is not uncommon to find acreage in Chester either, and lots larger than one-quarter acre are also common. For buyers seeking a lower maintenance option, there are a handful of Chester condos from which to choose as well. Please, as soon as it is convenient for you, connect with us and we will happily answer all of your questions about the currently available properties in Chester, New York.
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Welcome to 101 Beverly Road, a beautifully renovated 4-bedroom, 2 full and 2 half bath home offering approximately 3,764 square feet of total finished living space on 1.9...
Welcome to this charming 4-bedroom, 2-bath bilevel, ideally situated on a quiet dead-end street. The inviting open floor plan offers a seamless flow for everyday living a...
Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristin...
Move right in! This beautifully maintained and thoughtfully updated 3-bedroom, 2-full-bath END-UNIT condo offers almost 1,400 square feet of comfortable, easy one-level l...
Welcome to 19 Meadow Avenue in Chester! This spacious 3-bedroom home offers approximately 1,910 square feet of living space with an open-concept layout connecting the liv...
Welcome home to your beautiful, quiet and peaceful oasis. This 3 bed/3bath unit with a spacious 2-car garage has many new recent updates including new flooring, updated k...
UNLOCK UNLIMITED POTENTIAL IN WARWICK VALLEY SCHOOLS! Are you ready to stop renting, build instant equity, and design your dream home from the ground up? This hidden gem ...
Welcome to 69 Cedar Pond Lane. Perched to capture panoramic mountain views, this expansive Chester estate offers an extraordinary combination of multi generational living...
WHISPERING HILLS! PRIME LOCATION! Largest Unit! Two Story Living! End Unit! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Dining/ Living Room with Fireplace!...
Welcome to Whispering Hills! This spacious two-level, 2-bedroom, 1.5-bath condo with a 1-car garage features a great combination of updates and an ideal commuter location...
Imagine coming home to a beautifully maintained and upgraded property designed for comfort, entertaining, and enjoying the outdoors. This home features a high-ceiling foy...
Welcome to this charming ranch style home set on 4 picturesque acres, featuring beautiful flowing hardwood floors and a peaceful, private setting. The inviting kitchen of...
Welcome to Whispering Hills! This inviting end-unit home offers a comfortable blend of everyday living, privacy, and convenience. Enjoy easy access to major commuter rout...
If open concept and bountiful space is what you are looking for, STOP right here—you have found it! Spectacular contemporary-designed ranch with nearly 3,000 sq ft of fin...
Welcome to 65 Oxford Springs Road! This stunning 5-bedroom, 3.5-bath Colonial offering approximately 3,400 square feet of thoughtfully designed living space in a peaceful...
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