Chester Townhomes for Sale

Chester Townhomes for Sale

Welcome to Chester, a charming town nestled in the heart of the United States, where historical charm meets modern living. Known for its picturesque landscapes and friendly community, Chester offers a unique blend of small-town warmth and urban convenience. With its tree-lined streets, vibrant local shops, and a rich tapestry of cultural events, Chester is the perfect place for those seeking a tranquil lifestyle without sacrificing accessibility to city amenities.

One of the standout features of Chester is its commitment to community and family-friendly living. The town boasts excellent schools, beautiful parks, and a variety of recreational activities that cater to all ages. Whether you’re enjoying a leisurely stroll along the scenic riverfront or participating in one of the many local festivals, Chester is a place where neighbors become friends and memories are made.

For those considering a move, the townhomes for sale in Chester present an exciting opportunity to embrace this idyllic lifestyle. These homes are designed with modern comforts in mind, offering spacious layouts, contemporary finishes, and low-maintenance living. Perfect for families, young professionals, or those looking to downsize, Chester’s townhomes provide an inviting sanctuary that reflects the warmth of the community.

Imagine waking up each day in a beautiful townhome that not only offers comfort but also places you within a vibrant community rich in history and charm. Explore the townhomes for sale in Chester today and discover your dream home in this delightful town, where every corner tells a story and every day feels like a new adventure.

Newest Chester Townhomes for Sale

$595,000
6 Beds 7 Baths MDQA2018726 MLS
Professional Photos Coming Soon - PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the Eastern Shore lifestyle! Beautiful hardwood floors flow throughout the main level, where the kitchen, dining room and family room all take advantage of the spectacular water views. The modern kitchen opens to the living areas, while built-in bookcases and a gas fireplace add character and function to the family room. Step outside to one of two waterside decks and enjoy the ever-changing river views, passing boats and beautiful scenery. Upstairs, wake up each morning to endless WATER VIEWS from the Primary Suite, then step directly onto your private waterside deck with your morning coffee. Bedrooms feature the privacy and convenience of ensuite baths. A large upper-level Bonus Room with its own full bath provides wonderful flexibility—create a 3rd bedroom, spacious home office, a guest suite, den or whatever best fits your lifestyle. The views are even better from up here! Freshly painted and truly MOVE-IN READY, this light-filled end unit offers the combination everyone is looking for—beautiful interiors, flexible living space, two waterside decks and an exceptional location overlooking the Chester River. Bayside offers wonderful community amenities, including a swimming pool, party room, fitness center, tennis/pickleball courts and volleyball. The 38+ mile Cross Island Trail is just around the corner for walking, jogging and biking. You’re also conveniently located near restaurants, grocery shopping, outlet shopping and golf courses. Love boating? The marina bordering the community offers boat slips that may be available for rent or purchase, making it easy to enjoy everything the Chesapeake Bay and Eastern Shore have to offer. Come experience the Kent Island waterfront lifestyle—beautiful views, boating, recreation and convenience, all right outside your door!

1010 Auckland Way, Chester

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