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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

61 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
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What's worth fixing first
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Save search

Homes for Sale in 21620, MD

61 listings

Homes for Sale in 21620, MD

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13 of 61 Listings

Map

Homes for Sale in 21620, MD

13 of 61 Listings

26Active
$786,900

3 bd · 3 ba · 1,964 sqft

#35 Landing Ln, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

24Active

$765,900

3 bd · 3 ba · 1,964 sqft

#37 Landing Ln, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

26Active

$753,500

3 bd · 3 ba · 1,964 sqft

#36 Landing Ln, Chestertown, MD

John J Burke · Gunther-McClary Real Estate

22Active

$1,099,900

4 bd · 4 ba · 2,784 sqft

#25 Landing Ln, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

23Active

$839,500

3 bd · 3 ba · 1,964 sqft

102 Little Harbor Way, Chestertown, MD

John J Burke · Gunther-McClary Real Estate

24Active

$813,900

3 bd · 4 ba · 2,192 sqft

104 Landing Ln, Chestertown, MD

John J Burke · Gunther-McClary Real Estate

24Active

$799,900

3 bd · 4 ba · 2,092 sqft

106 Landing Ln, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

23Active

$849,900

3 bd · 3 ba · 1,980 sqft

104 Little Harbor Way, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

Price Reduced53Active

$509,000

5 bd · 4 ba · 3,816 sqft

103 Sutton Way, Chestertown, MD

Liddy Campbell · TTR Sotheby's International Realty

25Active

$320,000

3 bd · 2 ba · 1,096 sqft

222 Dutchess Rd, Chestertown, MD

John J Burke · Gunther-McClary Real Estate

29Active

$1,800,000

4 bd · 4 ba · 3,540 sqft

Little Harbor Way #1, Chestertown, MD

Julia Hilfiker · Gunther-McClary Real Estate

Price Reduced27Active

$385,000

4 bd · 3 ba · 2,630 sqft

23043 Bay Shore Spur, Chestertown, MD

Robin Fithian · Rock Hall Properties Real Estate

Price Reduced46Active

$1,195,000

5 bd · 5 ba · 3,243 sqft

105 High St, Chestertown, MD

Michael ONeill · Coldwell Banker Chesapeake Real Estate Company

1 2 3

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-26 00:36:09 UTC

Nearby areas

ZIP codes

21220 (134)
21001 (98)
21221 (98)
21666 (93)
21078 (91)
21403 (88)
21015 (80)
21014 (78)

Cities

Annapolis (167)
Baltimore (162)
Bel Air (158)
Aberdeen (99)
Stevensville (93)
Middle River (92)
Havre de Grace (91)
Chester (70)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-26 00:36:09 UTC

21620, MD Homes for Sale — Page 3 | Realty.com

Nearby areas

ZIP codes

21220 (134)
21001 (98)
21221 (98)
21666 (93)
21078 (91)
21403 (88)
21015 (80)
21014 (78)

Cities

Annapolis (167)
Baltimore (162)
Bel Air (158)
Aberdeen (99)
Stevensville (93)
Middle River (92)
Havre de Grace (91)
Chester (70)