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Condos in Chester, MD

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4 of 28 Listings

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4 of 28 Listings

Price Reduced43Active

Condos in Chester, MD — Page 2

28 listings

Condos in Chester, MD

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4 of 28 Listings

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Condos in Chester, MD

4 of 28 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Price Reduced43Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$299,900

3 bd · 3 ba · 1,440 sqft

54-D Queen Caroline Ct, Chester, MD

Michelle DiDonato · Island Realty, LLC

Price Reduced56Active

$485,000

2 bd · 3 ba · 1,900 sqft

1000 Herons Nest Way #22, Chester, MD

Ralph S. Kennedy · RE/MAX Executive

Price Reduced70Active

$492,500

2 bd · 3 ba · 1,900 sqft

4000 Herons Nest Way #22, Chester, MD

Carol L Tinnin · RE/MAX Leading Edge

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Price Reduced66Active

$460,000

2 bd · 3 ba · 2,003 sqft

3000 Herons Nest Way #11, Chester, MD

John V Freeman · Coldwell Banker Realty

1 2

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: 2026-10-16 00:22:14 UTC

Chester housing market

September 2026 · This period is still settling

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $400,000$280,000–$716,500 typical range
Price per sq. ft.: $277
Sales: 16
Paid in cash: 56.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $554,500
Homes for sale: 46
Median days on market: 22 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -23.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,728 sq. ft.

Chester, MD community profile

Area: 22.5 sq. mi.

Source: HJN community data

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: 2026-10-16 00:22:14 UTC

Chester, MD community profile

Area: 22.5 sq. mi.

Source: HJN community data

Chester housing market

September 2026 · This period is still settling

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $400,000$280,000–$716,500 typical range
Price per sq. ft.: $277
Sales: 16
Paid in cash: 56.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $554,500
Homes for sale: 46
Median days on market: 22 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -23.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,728 sq. ft.