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Chestertown Land for Sale

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Chestertown Land for Sale

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!

Newest Chestertown Land for Sale

Chestertown image
Chestertown $695,000

Rarely do vacant parcels like this become available so close to historic Chestertown! Offering approximately 43 acres, this exceptional property presents a unique opportu...

Courtesy of Select Land & Homes, LLC

Listing courtesy of Select Land & Homes, LLC. Contact:

Towhee Road, Chestertown image
Towhee Road, Chestertown $40,000 ▼

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...

Courtesy of The Parker Group

Listing courtesy of The Parker Group. Contact:

300 And 302 S Mill St, Chestertown image
300 And 302 S Mill St, Chestertown $1,195,000

Remarkable 1 acre downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesi...

Courtesy of Coldwell Banker Chesapeake Real Estate Company

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

Cannon Street, Chestertown image
Cannon Street, Chestertown $281,000 ▼

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...

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

Cannon Street, Chestertown image
Cannon Street, Chestertown $196,000 ▼

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...

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

620 Cannon St, Chestertown image
620 Cannon St, Chestertown $85,000 ▼

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...

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

201 N Lynchburg St Unit LOTS 4, 5, 6 & 7, Chestertown image
201 N Lynchburg St Unit LOTS 4, 5, 6 & 7, Chestertown $300,000

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...

Courtesy of RE/MAX Associates-Hockessin

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

305 Roosevelt Dr, Chestertown image
305 Roosevelt Dr, Chestertown $45,000 ▼

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...

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

Fairlee Road, Chestertown image
Fairlee Road, Chestertown $75,000

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 ...

Courtesy of RE/MAX Chesapeake

Listing courtesy of RE/MAX Chesapeake. Contact:

8886 Georgetown Rd, Chestertown image
8886 Georgetown Rd, Chestertown $69,900 ▼

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 ...

Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact:

23741 L Rd, Chestertown image
23741 L Rd, Chestertown $15,000

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 ...

Courtesy of Benson & Mangold, LLC

Listing courtesy of Benson & Mangold, LLC. Contact:

Map 36 Parcel 80 Watertower Road, Chestertown image
Map 36 Parcel 80 Watertower Road, Chestertown $55,000

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...

Courtesy of Doug Ashley Realtors, LLC

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

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