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Chestertown, MD Land for Sale

28 results
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Cleared Acreage Near Commercial Corridor
$200,000
5.81 Acres

Cleared Acreage Near Commercial Corridor

ROUND TOP ROAD, Chestertown, MD 21620

5.81 acres of suburban commercial land near Downtown Chestertown.

  • 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
Updated: Mar 20
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Water-Oriented Homesite in Chestertown, MD
$55,000
0.52 Acres

Water-Oriented Homesite in Chestertown, MD

144 CHAR NOR MANOR Boulevard, Chestertown, MD 21620

Homesite in water-oriented community near Chester River.

  • Water‑oriented community on the Chester River.
  • One of the last remaining homesites in Char Nor Manor.
  • Over half an acre, allowing for various possibilities.
  • Located across the street from wetlands and the river.
  • Soil evaluation already performed with favorable results.
Updated: Mar 27
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Chestertown Land For Sale
$795,000
0.10 Acres

Chestertown Land For Sale

Land in Chestertown, MD with potential for affordable homes.

201 N LYNCHBURG Street, Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
2.60 Acres

Land in Chestertown, Maryland

2.6 acres of land zoned Village in Chestertown.

23698 L Road, Chestertown, MD 21620
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Vacant Land in Chestertown, MD
Contact for pricing
1.05 Acres

Vacant Land in Chestertown, MD

1.05-acre vacant land, close to local amenities.

206 BURCHARD SAWMILL Road, Chestertown, MD 21620
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Chesapeake Landing Land Parcel
$39,000
1.51 Acres

Chesapeake Landing Land Parcel

1.51 acre land parcel in Chesapeake Landing community.

CLOQUET Road, Chestertown, MD 21620
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Wooded Land Parcel in Chestertown
$90,000
3.92 Acres

Wooded Land Parcel in Chestertown

Almost 4-acre wooded parcel with paid water and sewer allocation.

GEORGETOWN Road, Chestertown, MD 21620
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Secluded Wooded Lot in Chestertown
Contact for pricing
0.52 Acres

Secluded Wooded Lot in Chestertown

Half acre wooded lot, potential hunting or building site.

22681 WOOD YARD Lane, Chestertown, MD 21620
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Land in Chestertown, Maryland
$40,000
0.34 Acres

Land in Chestertown, Maryland

Two lots totaling 0.34 acres in Chestertown, Maryland.

TONOPAH RD., Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
0.99 Acres

Land in Chestertown, Maryland

0.99-acre lot in Queen Anne's County, a blank canvas.

404 SPRING Road, Chestertown, MD 21620
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Two Lots in Chesapeake Landing
Contact for pricing
0.34 Acres

Two Lots in Chesapeake Landing

Two combined lots to build your dream home in Chestertown.

CLARISSA Road, Chestertown, MD 21620
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87 Acres Residential Development Land
$3,000,000
87.34 Acres

87 Acres Residential Development Land

87-acre residential development land annexed to Chestertown, Maryland.

CROMWELL CLARK Road, Chestertown, MD 21620
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Vacant Land in Chestertown, MD
$35,000
0.90 Acres

Vacant Land in Chestertown, MD

Vacant land at Johnsontown Rd and Willow Oak Lane.

JOHNSONTOWN Road, Chestertown, MD 21620
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Land For Sale Chestertown, MD
$150,000
2.00 Acres

Land For Sale Chestertown, MD

Two acre land parcel available in Chestertown, Maryland.

CAULKS FIELD ROAD, Chestertown, MD 21620
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Picturesque 2-Acre Lot
$150,000
2.00 Acres

Picturesque 2-Acre Lot

Build your dream home on this beautiful 2-acre lot!

GEORGETOWN Road SE, Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
0.34 Acres

Land in Chestertown, Maryland

Recreational lot in Chestertown, Maryland, with potential future utilities.

KINGLET Road, Chestertown, MD 21620
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Commercial Development Site on MD
$899,000
0.97 Acres

Commercial Development Site on MD

Commercial development site suitable for retail, restaurant, or service uses.

515 WASHINGTON AVENUE, Chestertown, MD 21620
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Recreational Land in Chestertown, MD
Contact for pricing
0.34 Acres

Recreational Land in Chestertown, MD

Recreational lot near Chestertown, MD, with potential future utilities.

BUCK NECK Road, Chestertown, MD 21620
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Two-Acre Wooded Parcel in Chestertown
Contact for pricing
2.00 Acres

Two-Acre Wooded Parcel in Chestertown

Two-acre wooded land parcel near Chestertown, Maryland.

MELITOTA Road, Chestertown, MD 21620
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Land Near Chestertown, Maryland
$59,000
1.37 Acres

Land Near Chestertown, Maryland

Two lots totaling 1.37 acres near Chestertown, Maryland.

OLD MORGNEC Road, Chestertown, MD 21620
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Residential Land in Chestertown, MD
Contact for pricing
0.55 Acres

Residential Land in Chestertown, MD

Residential land available in Chestertown, Maryland.

BUCK NECK LANDING Road, Chestertown, MD 21620
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Land For Sale Chestertown, MD
Contact for pricing
0.34 Acres

Land For Sale Chestertown, MD

Land available in Chestertown, Maryland.

BUCK NECK LANDING RD, Chestertown, MD 21620
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Land For Sale in CHESTERTOWN
$37,000
0.34 Acres

Land For Sale in CHESTERTOWN

Land available in CHESTERTOWN, MD.

FISH HATCHERY RD, Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
0.34 Acres

Land in Chestertown, Maryland

Land available in Chestertown, Maryland.

CARIMON Road lot: 253-254, Chestertown, MD 21620
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Chestertown, MD Land Investment Opportunities Market Analysis

Explore 28 land for sale in Chestertown, MD, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 4,663,098 square feet of properties for sale, with an estimated market value of $4,726,000.

Sale prices for lots in Chestertown, MD start at $35,000, averaging $337,571, and reaching up to $3,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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