Chestertown Homes with Concrete Driveway Parking desc

Chestertown Homes with Concrete Driveway Parking desc

Welcome to Chestertown, Maryland—a charming town steeped in history and brimming with character. Nestled along the banks of the Chester River in Kent County, Chestertown is a picturesque destination that seamlessly blends quaint small-town charm with a vibrant cultural scene. Founded in 1706, this historic port town boasts beautifully preserved architecture, lively waterfront activities, and a rich tapestry of arts and community events that make it a delightful place to call home.

As you explore Chestertown, you'll discover a variety of homes that cater to diverse lifestyles. One feature that many of these properties offer is concrete driveway parking, providing both convenience and curb appeal. With a concrete driveway, homeowners enjoy easy access to their vehicles while enhancing the overall aesthetic of their property. Whether you’re hosting friends for a summer barbecue or simply coming home after a long day, the practicality of a concrete driveway is undeniable.

In addition to the practical benefits, living in Chestertown means embracing a community that values connection and engagement. From the bustling farmers' market to the annual Chestertown Tea Party Festival, there’s always something happening in this vibrant town. The combination of historic charm, natural beauty, and modern amenities makes Chestertown an ideal location for families, retirees, and anyone seeking a serene yet active lifestyle.

If you’re considering a move to this enchanting town, you’ll find a variety of homes with concrete driveway parking, ready to welcome you to your new beginning in Chestertown. Come and experience the warmth and charm of this lovely community—you won’t want to leave!

Newest Chestertown Homes with Concrete Driveway Parking desc

$799,000
3 Beds ⋅ 3 Baths
Welcome to this spacious brick rancher located in the desirable Country Club Estates neighborhood, offering over 2,800 square feet of beautifully updated living space in a peaceful, park-like setting. Designed for both comfort and elegance, this home features expansive, light-filled interiors and timeless architectural details throughout. The heart of the home is a large, luxurious living room showcasing vaulted, beamed ceilings, a fireplace, and sweeping views of the expansive rear yard. Rich hickory hardwood flooring runs throughout the kitchen, breakfast area, living room, office, and formal dining room, creating a warm and cohesive flow across the main living spaces. The formal dining room is enhanced with elegant crown molding, offering a refined setting ideal for both everyday living and entertaining. The updated gourmet kitchen features granite countertops, abundant cabinetry, and a seamless connection to the breakfast area and main living spaces, making it both functional and inviting. The private primary suite is generously sized and offers two walk-in closets along with a beautifully appointed en-suite bath featuring a luxury soaking tub, double vanity, travertine tile flooring, and a tiled walk-in shower. Two additional bedrooms provide ample closet space and share a well-appointed full bath, also finished with travertine tile flooring and a tiled shower. Outdoor living is equally impressive with extensive mature landscaping that enhances privacy and natural beauty. A stone patio and a combination of brick and Trex decks provide multiple spaces for relaxing or entertaining while enjoying the serene surroundings. Additional features include an attached two-car garage as well as a detached one-car garage, offering exceptional storage and flexibility. Ideally located just minutes from historic Chestertown and only a golf cart ride to the Chester River Yacht and Country Club and the Chester River, this exceptional home blends privacy, convenience, and luxury Eastern Shore living at its finest.

7828 Country Club Ln, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453
$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
Start Your Search