Residential

Chestertown, MD Residential Land & Home Lots for Sale

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Chestertown Land with Redevelopment Potential
Updated: Feb 27
Chestertown Land with Redevelopment Potential

201 N LYNCHBURG Street, Chestertown, MD 21620

$750,000
0.10 AC lot
Potential for dense affordable housing project
Six lots included in the property
Four vacant lots available, presenting immediate development opportunities
Multiple potential uses for the property
Church currently located on two of the lots
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Land, CHESTERTOWN, MD
Updated: Aug 31
Land, CHESTERTOWN, MD

300 and 302 S MILL Street, Chestertown, MD 21620

$1,195,000
0.46 AC lot
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Fairlee Open Lot Opportunity
Fairlee Open Lot Opportunity

MAP 36 PARCEL 80 WATERTOWER Road, Chestertown, MD 21620

$55,000
0.70 AC lot

0.69-acre lot near waterfront with development potential.

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Perc-Approved Wooded Home Site
Perc-Approved Wooded Home Site

1906 PONDTOWN ROAD, Chestertown, MD 21620

$110,000
1.93 AC lot

Build on a wooded, perc-approved lot in Queen Anne’s County with established site suitability.

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Land, CHESTERTOWN, MD
Land, CHESTERTOWN, MD

CANNON Street, Chestertown, MD 21620

$196,000
0.22 AC lot

Residential land & home lots · 0.22 Acres

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Land, CHESTERTOWN, MD
Land, CHESTERTOWN, MD

CANNON Street, Chestertown, MD 21620

$281,000
0.29 AC lot

Residential land & home lots · 0.29 Acres

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Wooded Land Parcel in Chestertown
Wooded Land Parcel in Chestertown

GEORGETOWN Road, Chestertown, MD 21620

$90,000
3.92 AC lot

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

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Zoned Village Development Lot
Zoned Village Development Lot

MAP 36 PARCEL 80 WATERTOWER Rd, Chestertown, MD 21620

$55,000
0.69 AC lot

Open village-zoned lot with deeded right-of-way access, offering flexibility for housing plans buyers should verify.

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Secluded Wooded Lot in Chestertown
Secluded Wooded Lot in Chestertown

22681 WOOD YARD Lane, Chestertown, MD 21620

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0.52 AC lot

Half acre wooded lot, potential hunting or building site.

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Two Lots in Chesapeake Landing
Two Lots in Chesapeake Landing

CLARISSA Road, Chestertown, MD 21620

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0.34 AC lot

Two combined lots to build your dream home near Chesapeake!

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Waterfront Lot in Chester River
Waterfront Lot in Chester River

108 LITTLE HARBOR WAY, Chestertown, MD 21620

$635,000

Buildable waterfront lot with Chester River views and community amenities.

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Land Near Chestertown, Maryland
Land Near Chestertown, Maryland

OLD MORGNEC Road, Chestertown, MD 21620

$59,000
1.37 AC lot

Two lots totaling 1.37 acres near Chestertown.

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Chesapeake Landing Lot Opportunity
Chesapeake Landing Lot Opportunity

SHELDRAKE Drive, Chestertown, MD 21620

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0.34 AC lot

Residential lot in Chestertown with water access potential.

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Fairlee Vacant Lot Opportunity
Fairlee Vacant Lot Opportunity

36 Parcel 80 Watertower Road, Chestertown, MD 21620

$55,000
0.69 AC lot

0.69-acre lot in Fairlee with development potential.

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Residential Development Land in Chestertown
Residential Development Land in Chestertown

CROMWELL CLARK Rd, Chestertown, MD 21620

$3,000,000
87.34 AC lot

87-acre residential development land annexed into the town of Chestertown.

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Two Lots in Chesapeake Landing
Two Lots in Chesapeake Landing

CLARISSA Rd, Chestertown, MD 21620

Contact for pricing
0.34 AC lot

Two combined lots to build your dream home!

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Cleared Residential Building Lot
Cleared Residential Building Lot

305 ROOSEVELT DR, Chestertown, MD 21620

$45,000

Cleared lot in an established community with public water and sewer available.

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Waterfront Residential Lot
Waterfront Residential Lot

233 Merganser Dr, Chestertown, MD 21620

$60,000

Vacant waterfront lot near community access to the Chester River and a shared community deck.

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Unimproved Land
Unimproved Land

27942 OLD MORGNEC ROAD, Chestertown, MD 21620

$89,000

Residential land & home lots

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Chestertown, MD

Chestertown, MD Residential Land & Home Lots Market Trends and Statistics

Explore 19 residential land & home lots for sale in Chestertown, MD, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 4,323,308 square feet of properties for sale, with an estimated market value of $6,675,000.

Sale prices for home sites in Chestertown, MD start at $45,000, averaging $445,000, 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Residential land & home lots 16
Commercial land 8
Recreation land 4
Hunting land 3
Waterfront Land 1

Demographics Overview

Population 14K
Population Growth (5Y) +2.9%
Median Household Income $76,094
College Educated 32.4%

High-Yield Neighborhoods for Investment

Identify Chestertown submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
21620 $332.1K

Taxes & Financing

Tax Rate (average for all types) 1.34%
Property Tax per SF $23.81 per SF
Tax Rate vs County Average 0.07 pp above county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Kent County

New Delisted

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