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Chestertown, MD Residential Land & Home Lots for Sale

12 results
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Picturesque 2-Acre Lot
$150,000
2.00 Acres

Picturesque 2-Acre Lot

Georgetown Rd SE, Chestertown, MD 21620

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

  • Large 2‑acre lot provides ample space for building a custom dream home.
  • Serene and private setting surrounded by scenic farms and mature trees.
  • Conveniently located just minutes from the water.
  • Easy access to Tolchester Beach, only 2 miles away.
  • Proximity to the Chester River, flowing through Chestertown.
Updated: Dec 28, 2025
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Cleared Lots in Tolchester Estates
Contact for pricing
0.09 Acres

Cleared Lots in Tolchester Estates

Elm Rd, Chestertown, MD 21620

Two cleared lots with bay access and nearby marina.

  • Two cleared lots in Tolchester Estates offer immediate building potential.
  • Enjoy community access to a Chesapeake Bay beach.
  • Proximity to a marina.
  • Water/sewer allocation potentially available (buyer to confirm).
  • Located in Tolchester Estates.
Updated: Dec 10, 2025
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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 Rd, Chestertown, MD 21620
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Wooded Land Parcel in Chestertown
$89,500
3.92 Acres

Wooded Land Parcel in Chestertown

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

Georgetown Rd, Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
0.34 Acres

Land in Chestertown, Maryland

0.34 acre lot in Chestertown, MD ready for development.

Lenapah Rd, Chestertown, MD 21620
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Land in Tolchester Estates
$40,000
0.33 Acres

Land in Tolchester Estates

Land in water-oriented community with approved sewer allocation.

Elm Rd, Chestertown, MD 21620
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Land in Chestertown, Maryland
Contact for pricing
0.42 Acres

Land in Chestertown, Maryland

Residential land available in Chestertown, Maryland.

25 Buck Neck Rd, Chestertown, MD 21620
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Land in Chesapeake Landing
Contact for pricing
0.34 Acres

Land in Chesapeake Landing

Residential land available in Chestertown, with water access potential.

Sheldrake Dr, 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 Nck Lndg Rd, Chestertown, MD 21620
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Land in Chestertown with Access
$40,000
0.34 Acres

Land in Chestertown with Access

Two lots totaling 0.34 acres with approved perc site.

Tonopah Rd, 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 Rd, 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 Rd, Chestertown, MD 21620
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Based on your search, we've compiled 16 Potential Opportunities for your consideration. Besides 12 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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

Cleared Lot in Rock Hall
$164,000
2.15 Acres

Cleared Lot in Rock Hall

2.15-acre cleared lot with existing garage and utilities.

7224 Rock Hall Rd, Rock Hall, MD 21661
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Cleared Land in Rock Hall
$250,000
5.00 Acres

Cleared Land in Rock Hall

5-acre cleared parcel with development potential in Rock Hall, MD.

5898 Williams St, Rock Hall, MD 21661
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Waterfront Lot in Sparrows Point
$225,000
0.13 Acres

Waterfront Lot in Sparrows Point

Duplex lot ready for new home construction with community pier.

2711 Bay Dr, Baltimore, MD 21219
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Waterfront Lot on Galloway Creek
$350,000
0.41 Acres

Waterfront Lot on Galloway Creek

0.41-acre waterfront lot to build your dream home.

Galloway Rd, Baltimore, MD 21220
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Chestertown, MD Residential Land & Home Lots Investment Opportunities Market Analysis

Explore 12 residential land & home lots for sale in Chestertown, MD, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 412,513 square feet of properties for sale, with an estimated market value of $417,500.

Prices for home sites in Chestertown, MD start at $39,000, averaging $69,583, and reaching up to $150,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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