Kent County Public Schools Homes with Victorian Style

Kent County Public Schools Homes with Victorian Style

Welcome to Chestertown, Maryland, where the charm of Victorian-style homes meets the excellence of the Kent County Public Schools. This picturesque town, nestled along the banks of the Chester River, boasts a rich history and a vibrant community, making it an ideal place for families and individuals alike.

Kent County Public Schools is renowned for its commitment to academic excellence and student development. The district offers a range of educational programs designed to foster creativity, critical thinking, and a love for learning. With dedicated teachers and a supportive environment, students are encouraged to thrive both academically and socially. Parents can take comfort in knowing their children are receiving a quality education that prepares them for future success.

As you explore Chestertown, you'll be captivated by the stunning Victorian-style homes that line its historic streets. These architectural gems, characterized by their intricate details, vibrant colors, and grand porches, reflect the town's rich heritage and offer a unique living experience. Imagine sipping your morning coffee on a wraparound porch or hosting gatherings in a spacious, sunlit parlor adorned with classic woodwork. Each Victorian home tells a story, inviting you to become part of its legacy.

Living in Chestertown means not only enjoying the beauty of Victorian architecture but also benefiting from the excellent educational opportunities provided by Kent County Public Schools. Whether you’re raising a family or seeking a peaceful retreat, this enchanting town offers the perfect blend of history, community, and modern convenience. Come discover your dream home in Chestertown, where every day feels like a step back in time.

Newest Kent County Public Schools Homes with Victorian Style

$379,900
4 Beds ⋅ 2 Baths
Sweet Victorian in downtown Betterton, just a short walk to Betterton Beach. Home has been lovingly cared for by the same owners for nearly 50 years. The main floor features the living room, dining room, and kitchen. As well as a laundry room with half bath, an office, an entry room in the front, and mud room in the back. On the second floor you will find 3 bedrooms and a full bath. On the 3rd floor is another bedroom that could also be used as a family room, hobby room or office. Out back, there is a driveway with parking for 2 cars. The rear yard is perfect for entertaining with a deck, patio and covered pergola. Brand new oil furnace. Mini splits in most of the rooms. This property is quaint and charming and would be perfect as a beach home or a full time residence.

104 Main St, Betterton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$382,500
4 Beds ⋅ 3 Baths
Buyer's remorse means this house is again available at an amazing price! Spacious home in Kenndyville with lots of amenities. Featuring 4 bedrooms and 2.5 baths with a large kitchen with granite countertops, living room with gas fireplace, 2-car detached garage, and a huge unfinished basement. Plenty of storage. Deck off the living room leads to a partially fenced back yard. Just a short drive to downtown Chestertown.

11901 Dairy St, Kennedyville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$1,245,500
5 Beds ⋅ 5 Baths
Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new systems, and refined living spaces. Just one block to the waterfront promenade or to morning coffee at Evergrain, the location captures the rhythm of Chestertown living—laid back yet polished, historic yet vibrant. This is more than a home; it is an irreplaceable asset and a true legacy property within one of Maryland’s most beloved waterfront towns.

105 High St, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

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