Oak Hollow Townhomes for Sale

Welcome to Oak Hollow, a charming subdivision nestled in the heart of Chestertown, Maryland. This picturesque community is a hidden gem in Kent County, offering a delightful blend of tranquility and modern living. Surrounded by lush greenery and serene landscapes, Oak Hollow is the perfect place for those seeking a peaceful lifestyle without sacrificing convenience.

The townhomes for sale in Oak Hollow are designed with both comfort and style in mind. Each residence boasts spacious floor plans, contemporary finishes, and an abundance of natural light, creating an inviting atmosphere that you'll love coming home to. With multiple bedrooms and bathrooms, these homes cater to families of all sizes, making it an ideal choice for first-time buyers, growing families, or those looking to downsize.

Residents of Oak Hollow enjoy easy access to a variety of local amenities, including charming shops, delicious dining options, and picturesque parks. Chestertown, known for its rich history and vibrant arts scene, offers a plethora of activities to keep you entertained year-round. Whether you’re strolling along the waterfront, exploring local galleries, or enjoying community events, there’s always something to discover.

In addition to its prime location, Oak Hollow provides a strong sense of community. Neighbors become friends, and the welcoming atmosphere makes it easy to feel right at home. If you’re looking for a place that combines comfort, community, and convenience, explore the townhomes for sale in Oak Hollow today and start your journey toward a new chapter in this idyllic setting!

Newest Oak Hollow Townhomes for Sale

$275,000

3 Beds ⋅ 3 Baths

Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deck—the perfect spot to unwind and look out at the wooded backdrop. Upstairs, you will find three comfortable bedrooms, including a primary suite with a private bath, alongside a dedicated laundry area. Turn-key and low-maintenance, this property is a fantastic opportunity for first-time buyers, downsizers, and investors alike.

104 Acorn Dr, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

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