Welcome to Chestertown, Maryland—a charming town nestled in the heart of Kent County, where history and natural beauty intertwine seamlessly. This picturesque riverside community, with its rich colonial heritage, offers a delightful blend of quaint small-town charm and vibrant cultural experiences. Founded in the 1700s, Chestertown boasts beautifully preserved architecture, captivating waterfront views, and a welcoming atmosphere that makes it a perfect place to call home.
As you explore the enchanting streets of Chestertown, you’ll find an array of local shops, galleries, and eateries that reflect the town’s artistic spirit and culinary diversity. The town is also home to Washington College, which enriches the community with academic vigor and hosts numerous events throughout the year, fostering a lively social scene.
For those looking to invest in land, Chestertown offers an exciting opportunity. With parcels of land available for sale, you can embrace the chance to build your dream home or develop a unique project in this idyllic setting. Imagine waking up to the sounds of nature, with the Chesapeake Bay just a stone’s throw away, providing endless opportunities for outdoor activities such as boating, fishing, and hiking.
Whether you are seeking a peaceful retreat or a vibrant community, Chestertown is an ideal location. With its stunning landscapes, rich history, and welcoming residents, it’s no wonder that this charming town is a hidden gem in Maryland. Explore the available land for sale and take the first step toward creating your own piece of paradise in Chestertown!
Rarely do vacant parcels like this become available so close to historic Chestertown! Offering approximately 43 acres, this exceptional property presents a unique opportu...
Listing courtesy of Select Land & Homes, LLC. Contact:
This property, situated on a 0.55-acre lot, offers a blank canvas for your vision. Located in Kent County, this property presents endless possibilities for the right buye...
Listing courtesy of The Parker Group. Contact:
Remarkable 1 acre downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesi...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Significant price correction! Package offering for two adjacent lots in historic Chestertown. The combined package is for over a quarter of an acre, zoned R-5, within w...
Listing courtesy of Taylor Properties. Contact:
Major price reduction! Rare opportunity to own a cleared 9,381 sq. ft, nearly a quarter acre, lot within walking distance of downtown Chestertown. The convenient in-town...
Listing courtesy of Taylor Properties. Contact:
Price correction! Here is your chance to get one of the last vacant lots in downtown Chestertown. And as an added bonus, the lot backs up to the Rail Trail for easy acce...
Listing courtesy of Taylor Properties. Contact:
4 Vacant Lots with many possiblilites. The project has the potential for a density change for 10 or more units. Buyer should do all necessary due diligency. Can also be s...
Listing courtesy of RE/MAX Associates-Hockessin. Contact:
Nice cleared building lot in an established community. Public water and sewer available. Property recently acquired through tax sale foreclosure. Law Firm of Shaw and Cro...
Listing courtesy of Taylor Properties. Contact:
Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed ...
Listing courtesy of RE/MAX Chesapeake. Contact:
Discover the possibilities on this beautiful 4+ acre parcel. Recently surveyed, with water and sewer allocations paid, a value exceeding $16,000! This property offers a ...
Listing courtesy of Samson Properties. Contact:
Discover the potential of this 1-acre wooded parcel, offering a peaceful setting with mature trees and plenty of privacy. Buyer to verify all information and perform all ...
Listing courtesy of Benson & Mangold, LLC. Contact:
Discover the potential of this open .69-acre lot in Fairlee! Whether you’re looking to build your dream home, create a weekend retreat, or invest in future development, t...
Listing courtesy of Doug Ashley Realtors, LLC. Contact: