Chestertown, MD Commercial land for sale

Updated: Mar 20

Cleared Acreage Near Commercial Corridor

ROUND TOP ROAD, Chestertown, MD 21620

$200,000

5.81 AC lot

Cleared and level acreage ready for development
Suburban Commercial Zoning allows for a variety of uses
Located just off a commercial corridor
Minutes from Downtown Chestertown
Investment opportunity

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Updated: May 18

Unimproved Village Zoning Land

23683 L Road, Chestertown, MD 21620

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0.69 AC lot

0.69+/- acres of unimproved land in Chestertown, Kent County
Zoned Village (V) district, intended for small historic/traditional rural villages
Village (V) zoning allows a mix of residential uses, mostly single‑family with limited multi‑family
Village (V) zoning also allows low‑intensity commercial uses such as small shops, offices, or services
Online auction runs Saturday, July 4 through Thursday, July 9, 2026 at 2:30 PM

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Commercial Lot in Downtown Chestertown

116 CROSS St, Chestertown, MD 21620

$109,999

Downtown commercial lot with development potential near established businesses.

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Land in Chestertown, Maryland

404 SPRING Road, Chestertown, MD 21620

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0.99 AC lot

0.99-acre lot in Queen Anne's County, Maryland.

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Unimproved Land in Chestertown

23683 L Rd, Chestertown, MD 21620

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0.69 AC lot

0.69 acre of unimproved land in Kent County, Maryland.

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Land in Chestertown, Maryland

MONTGOMERY AVENUE, Chestertown, MD 21620

$40,000

0.11 AC lot

Commercial land available for sale in Chestertown, Maryland.

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Based on your search, we've compiled 65 Potential Opportunities for your consideration. Besides 6 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 55 Off-Market properties to explore as potential leads

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Waterfront Land in Rock Hall

21190 GREEN Ln, Rock Hall, MD 21661

$850,000

10.40 AC lot

Two adjoining parcels with waterfront and commercial zoning.

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Partially Wooded Village-Zoned Land

LAMBS MEADOW Road, Worton, MD 21678

$49,000

1.09 AC lot

Over an acre in a Village zoning district with confirmed utility hookup allocation, supporting a range of residential and limited commercial uses.

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Kent County Land Opportunity

25034 LAMBS MEADOW Road, Worton, MD 21678

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0.11 AC lot

0.11-acre lot in Kent County, Maryland.

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50 Acres Mixed-Use Development Land

ROCK HALL Road, Rock Hall, MD 21661

$1,250,000

49.83 AC lot

50 acres in Rock Hall, MD, ideal for mixed-use development.

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Off-Market Properties in Chestertown, MD

Consider similar Off-Market properties in Chestertown, MD. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.