Kent County Public Schools Homes with Marina/Marina Club Amenities

Kent County Public Schools Homes with Marina/Marina Club Amenities

Welcome to Chestertown, Maryland, where the picturesque charm of historic streets meets the vibrant community spirit of Kent County. One of the standout features of this area is the highly acclaimed Kent County Public Schools, which is dedicated to providing students with a robust education and a wealth of extracurricular opportunities. With a focus on academic excellence, the district prides itself on small class sizes, innovative teaching methods, and a commitment to fostering a love of learning. Parents can rest easy knowing their children are receiving a top-tier education in a supportive environment.

But it’s not just the schools that make Chestertown an ideal place to call home. The real estate landscape here is equally inviting, especially for those who appreciate the beauty of waterfront living. Many homes in the area come with exclusive marina and marina club amenities, offering residents easy access to the Chesapeake Bay. Imagine enjoying serene sunsets over the water, launching your boat from a nearby dock, or spending weekends fishing and kayaking. The marina lifestyle is not just a dream; it’s a reality for those who choose to settle down in this idyllic community.

Chestertown’s combination of excellent educational opportunities and marina living creates a unique blend that appeals to families, retirees, and everyone in between. With its stunning homes and welcoming atmosphere, this charming town is ready to be your next adventure. Come experience the best of Kent County and discover why so many people are proud to call Chestertown home!

Newest Kent County Public Schools Homes with Marina/Marina Club Amenities

$649,000
4 Beds 3 Baths
Welcome to this beautifully crafted home in the water-oriented community of Great Oak Estates, just outside of Chestertown on Maryland’s Eastern Shore. Nestled in a peaceful setting that backs to woods alive with songbirds and butterflies, this high-quality residence offers an easy-flow floor plan designed for both lively gatherings and quiet private moments. A soaring two-story foyer greets guests and opens to the living room and family room, the latter featuring built-in cherry cabinets and a cozy propane fireplace. The formal dining room connects seamlessly to the kitchen and an additional casual dining space, making entertaining effortless. The kitchen showcases handmade cherry cabinetry and a brand-new refrigerator. Hardwood floors run throughout the main living areas, while brand-new carpeting softens every bedroom. On the main level, the primary suite includes its own bathroom, a walk-in closet, and plantation shutters. A second main-floor bedroom (ideal as a guest room or home office) shares convenient access to the hall bath. Completing the first floor are a large walk-in pantry and a laundry room outfitted with a brand-new washer and dryer. Upstairs you’ll find two additional spacious bedrooms, each with its own walk-in closet, plus a full bathroom. An oversized walk-in attic provides abundant storage or the perfect opportunity to create a bonus room or extra living space. Dual zone HVAC provides comfort from a newer lower level unit and an upper unit replaced in 2026. Complete roof replacement was completed in 2026 as well. A voluntary HOA opens the door to the amenities of Safe Harbor Great Oak Landing Marina—private beach area, pool, 9-hole golf course, and more. Simply walk or hop in a golf cart to reach the marina and enjoy all the water-oriented lifestyle this community has to offer. You’re also minutes from Rock Hall, with its additional marinas, charter boats, shopping, and restaurants. Less than 10 minutes away lies Chestertown and Washington College, along with more shopping, dining options, a hospital, and a wonderful Saturday morning Farmers Market, and much more. Whether you’re seeking a full-time residence or a relaxing Eastern Shore getaway, this home delivers quality craftsmanship, flexible living spaces, and convenient access to the best of Great Oak Estates and the surrounding area.

22400 Great Oak Landing Rd., Chestertown

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

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