21637 Real Estate

21637 Real Estate

Welcome to the charming community of 21637, nestled in the picturesque Kent County, Maryland. This idyllic zip code encompasses the quaint town of Chestertown, a hidden gem along the scenic banks of the Chester River. Known for its rich history and vibrant cultural scene, Chestertown offers a delightful blend of small-town charm and modern conveniences.

As you stroll through the tree-lined streets, you'll be captivated by the beautifully preserved historic architecture, showcasing the town's colonial roots. The heart of Chestertown features an array of boutique shops, art galleries, and cozy cafes, perfect for leisurely afternoons. The local farmers' market is a must-visit, where you can savor fresh produce and artisanal goods while mingling with friendly locals.

Outdoor enthusiasts will find plenty to love about the 21637 area. With its proximity to the Chesapeake Bay and numerous parks, including the stunning Wilmer Park, there are endless opportunities for kayaking, fishing, and hiking. The nearby Eastern Shore is renowned for its breathtaking landscapes, making it an ideal spot for nature lovers and adventure seekers alike.

Education is a priority in this tight-knit community, with access to quality schools and a strong emphasis on lifelong learning. The Chestertown Historic District, a designated National Historic Landmark, is not only a testament to the town's rich heritage but also a vibrant hub for community events and festivals throughout the year.

Whether you’re looking for a peaceful retreat or a place to call home, 21637 offers a warm and welcoming atmosphere that truly embodies the essence of Maryland's Eastern Shore. Come explore the charm of Chestertown and discover why so many have chosen to make this enchanting area their home!

Newest Listings in 21637

32745 Hunt Ln, Galena
$725,000
3 Beds ⋅ 2 Baths
Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. Enjoy your private dock, boat lift, and plenty of space for kayaks, paddleboards, and other water toys. The home features three bedrooms plus a walkout basement ready for your vision—ideal for creating additional living space, a recreation area, or guest accommodations. With easy access to points north and located less than 10 minutes from Middletown, Delaware, this property is perfectly suited as a weekend getaway or a comfortable downsized waterfront retreat.

32745 Hunt Ln, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

14183 Roberts Dr, Golts
$1,750,000
5 Beds ⋅ 3 Baths
Experience riverfront living on the Sassafras River with this exceptional home on just over 13 acres. There’s room for everyone with 5/6 bedrooms, 3 full baths, and two kitchens. Enjoy sunrise over the river through the primary bedroom’s expansive window, then watch the eagles and osprey while sipping coffee on the dock. This home boasts a jet ski dock, and both fixed and floating docks with 3 feet mlw. Take the boat to dinner at any of the five riverfront restaurant options, or catch your own dinner on the Chesapeake Bay. There’s plenty of off river activities as well, with 20x40 in-ground saltwater pool, pickleball court, spacious yard, outdoor shower, firepit, and woods. In summer, the 5 acre wildflower field bursts into color, inviting quail, butterflies and songbirds of every sort. With very easy access to points north and south, you can easily spend a day in Annapolis or zip less than 60 miles to the Philadelphia airport. The booming community of Middletown is 15 minutes away, with unlimited restaurant and shopping options. This stunning residence provides an ideal retreat for nature lovers and outdoor enthusiasts alike. Store all your toys in the attached garage and the large outbuilding. Imagine unwinding on your private dock as you enjoy friends and family playing/boating on the river. Launch your kayak or standup paddleboard directly from the property's floating dock. Relax and cool off in the pool after a great day on the river or an invigorating pickleball game. Inside, spacious living areas feature expansive windows that take full advantage of breathtaking water views, creating a light-filled and welcoming atmosphere throughout the home. Every detail has been designed for comfort, convenience, and fun, making this riverfront oasis a truly special place to call home.

14183 Roberts Dr, Golts

Listing courtesy of Gunther-McClary Real Estate. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!