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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This charming updated 4-bedroom beauty in the Warwick School district offers a private and quiet setting featuring an above ground pool surrounded by a freshly painted de...
Located in the heart of the Village of Chester, this beautifully updated home offers the rare combination of modern comfort, privacy, and convenience. Just steps from Che...
Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and invitin...
Welcome to a contemporary retreat where refined design, exceptional craftsmanship, and a seamless connection to nature come together in one of Chester’s most desirable se...
WOW! Move right into this 3 Bedroom 2 Full bath "all on one level" (almost 1400 sq.ft.) beautifully maintained and updated END UNIT condo style home! You'll love the brig...
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 brigh...
Welcome to 2604 Whispering Hills! This beautifully maintained, move-in-ready 3-bedroom, 2.5-bath townhome offers comfort, style, and numerous recent updates. Major improv...
Discover the timeless charm and endless potential of this classic Colonial farmhouse, ideally situated on just under one level acre in the heart of Chester, NY. Offering ...
Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a gene...
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 9 bright...
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. ...
Welcome to 76 Surrey Road, Chester, NY—a beautifully renovated ranch that is truly move-in ready. This turnkey home offers 3 bedrooms, 2 full bathrooms, and a thoughtfull...
Beautifully maintained two bedroom condo with a two car garage in an excellent location within the highly desirable Whispering Hills community. Updated kitchen and newer...
Welcome to this beautifully maintained raised ranch, perfectly situated on a desirable corner lot in Chester. This inviting 3-bedroom, 2 full and 1 half bath home blends ...
Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new colonial-style residence invites you in with 12 bright and airy rooms,...
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