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Chesapeake City, MD Homes for Sale | Realty.com

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Homes for Sale in Chesapeake City, MD

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7 Listings

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7 Listings

87Active

Homes for Sale in Chesapeake City, MD

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7 Listings

Map

Homes for Sale in Chesapeake City, MD

7 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

87Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$2,300,000

4 bd · 5 ba · 7,166 sqft

1400 Town Point Rd, Chesapeake City, MD

Thomas Marryott · CENTURY 21 New Millennium

Price Reduced26Active

$419,000

4 bd · 3 ba · 1,960 sqft

82 Woodside Dr, Chesapeake City, MD

Tinamarie T Reamy · Coldwell Banker Chesapeake Real Estate Company

Price Reduced4Active

$248,000

2 bd · 1 ba · 875 sqft

2871 Augustine Herman Hwy, Chesapeake City, MD

John J Burke · Gunther-McClary Real Estate

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Price Reduced20Active

$80,000

3 bd · 2 ba · 1,280 sqft

34 Buddy Blvd, Chesapeake City, MD

Jason M Zang · RE/MAX Chesapeake

57Active

$699,999

4 bd · 4 ba · 3,280 sqft

246 Biddle St, Chesapeake City, MD

Kristin N Lewis · Integrity Real Estate

Price Reduced33Active

$99,999

3 bd · 1 ba · 1,431 sqft

943 Cayots Corner Rd, Chesapeake City, MD

Byron K. Brooks · Thurston Wyatt Real Estate, LLC

Price Reduced141Active

$19,900,000

4 bd · 5 ba · 0 sqft

1455 Cayots Corner Rd, Chesapeake City, MD

George W. Hobbs · Monument Sotheby's International Realty

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: 2026-11-11 23:32:22 UTC

Chesapeake City housing market

October 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,680 sq. ft.

Chesapeake City, MD community profile

Population: 758
Median income: $81,500
Housing units: 322
People per sq. mi.: 25.4
Area: 29.9 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

21921 (109)
21001 (97)
21078 (94)
21901 (58)
21620 (55)
21919 (31)
21678 (17)
21911 (15)

Cities

Elkton (109)
Aberdeen (98)
Havre de Grace (94)
North East (58)
Chestertown (55)
Earleville (31)
Worton (17)
Rising Sun (15)

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

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: 2026-11-11 23:32:22 UTC

Nearby areas

ZIP codes

21921 (109)
21001 (97)
21078 (94)
21901 (58)
21620 (55)
21919 (31)
21678 (17)
21911 (15)

Cities

Elkton (109)
Aberdeen (98)
Havre de Grace (94)
North East (58)
Chestertown (55)
Earleville (31)
Worton (17)
Rising Sun (15)

Chesapeake City, MD community profile

Population: 758
Median income: $81,500
Housing units: 322
People per sq. mi.: 25.4
Area: 29.9 sq. mi.

Source: HJN community data

Chesapeake City housing market

October 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,680 sq. ft.