Oak Hollow Townhomes for Sale

Welcome to Oak Hollow, a charming subdivision nestled in the heart of Chestertown, Maryland, within Kent County. This picturesque community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike. Oak Hollow is characterized by its beautifully landscaped surroundings, tree-lined streets, and a warm sense of community that welcomes you from the moment you arrive.

The townhomes for sale in Oak Hollow are a true gem, featuring contemporary designs that cater to today’s lifestyle while maintaining a cozy, inviting atmosphere. Each townhome is thoughtfully designed with spacious layouts, modern amenities, and high-quality finishes that ensure comfort and convenience. With multiple bedrooms and bathrooms, these homes provide ample space for families or individuals seeking room to grow.

Residents of Oak Hollow enjoy easy access to a variety of local attractions, including charming shops, delightful eateries, and scenic parks. The historic town of Chestertown, known for its rich history and vibrant arts scene, is just a stone’s throw away, offering a plethora of activities and events year-round. Additionally, the community's proximity to the Chester River allows for outdoor enthusiasts to indulge in boating, fishing, and leisurely strolls along the waterfront.

If you’re seeking a serene yet vibrant community to call home, look no further than Oak Hollow. Explore our available townhomes for sale today and take the first step towards your dream lifestyle in this enchanting subdivision!

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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