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Chestertown, MD
Price
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    • $ 50,000
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
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    • $ 800,000
Beds
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Baths
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    • 3
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Map
158 Properties Available

158 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
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104 LINCOLN DR, Chestertown, MD 21620
1/30
Open Sun 11AM-1PM

$300,000

3 Beds1 Bath960 SqFt

104 LINCOLN DR, Chestertown, MD 21620

MLS# MDKE2007032

Listed by RE/MAX Executive

Bright MLS (BMLS)
329 UNION CHURCH RD, Chestertown, MD 21620
1/10
Coming Soon

$568,900

4 Beds3 Baths2,464 SqFt

329 UNION CHURCH RD, Chestertown, MD 21620

MLS# MDQA2018610

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7482 POPLAR AVE, Chestertown, MD 21620
1/40
New

$275,000

3 Beds1 Bath975 SqFt

7482 POPLAR AVE, Chestertown, MD 21620

MLS# MDKE2007042

Listed by Taylor Properties

Bright MLS (BMLS)
217 EDMORE RD, Chestertown, MD 21620
1/32
New

$345,000

3 Beds2 Baths1,398 SqFt

217 EDMORE RD, Chestertown, MD 21620

MLS# MDQA2018386

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
115 CHESTER ARMS DR, Chestertown, MD 21620
New

$263,000

3 Beds2 Baths1,140 SqFt

115 CHESTER ARMS DR, Chestertown, MD 21620

MLS# MDKE2006958

Listed by Samson Properties

Bright MLS (BMLS)
7415 WILKINS LN, Chestertown, MD 21620
1/23
New

$229,000

3 Beds1 Bath936 SqFt

7415 WILKINS LN, Chestertown, MD 21620

MLS# MDKE2007030

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
109 PARMA RD, Chestertown, MD 21620
1/55
New

$315,000

3 Beds2 Baths1,288 SqFt

109 PARMA RD, Chestertown, MD 21620

MLS# MDQA2018184

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
24775 LANGFORD RD, Chestertown, MD 21620
1/25
Coming Soon

$315,000

3 Beds1 Bath1,008 SqFt

24775 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2007012

Listed by RE/MAX Chesapeake

Bright MLS (BMLS)
533 ROUND TOP RD, Chestertown, MD 21620
1/17
Pending

$225,000

4 Beds2 Baths1,800 SqFt

533 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2018038

Listed by EXP Realty, LLC

Bright MLS (BMLS)
7464 SHORTALL ST, Chestertown, MD 21620
1/32
Active

$304,000

3 Beds2 Baths1,232 SqFt

7464 SHORTALL ST, Chestertown, MD 21620

MLS# MDKE2006988

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
25213 PORTERS GROVE RD, Worton, MD 21678
Coming Soon

$270,000

3 Beds2 Baths1,144 SqFt

25213 PORTERS GROVE RD, Worton, MD 21678

MLS# MDKE2007022

Listed by EXP Realty, LLC

Bright MLS (BMLS)
212 WASHINGTON AVE, Chestertown, MD 21620
Coming Soon

$675,000

5 Beds3 Baths2,838 SqFt

212 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2007016

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
8184 ROCK HALL RD, Chestertown, MD 21620
1/38
Active

$38,200,000

4 Beds2 Baths2,330 SqFt

8184 ROCK HALL RD, Chestertown, MD 21620

MLS# MDKE2007006

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
302 S MILL ST, Chestertown, MD 21620
1/17
Active

$1,195,000

2 Beds1 Bath806 SqFt

302 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006850

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
240 ROUND TOP RD, Chestertown, MD 21620
1/30
Under Contract

$295,000

3 Beds2 Baths1,132 SqFt

240 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2018166

Listed by Clark & Co Realty, LLC

Bright MLS (BMLS)
101 S COLLEGE AVE, Chestertown, MD 21620
1/35
Price Dropped by $10K

$359,000

2 Beds2 Baths1,036 SqFt

101 S COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006918

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
22400 GREAT OAK LANDING RD., Chestertown, MD 21620
1/61
Open 9/19 11AM-1PM

$649,000

4 Beds3 Baths2,864 SqFt

22400 GREAT OAK LANDING RD., Chestertown, MD 21620

MLS# MDKE2006946

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
1003 TWIN CT, Chestertown, MD 21620
1/43
Open Sat 11AM-1PM

$524,900

3 Beds3 Baths2,076 SqFt

1003 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006974

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
117 N WATER ST #3B, Chestertown, MD 21620
1/18
Active

$295,000

1 Bed1 Bath

117 N WATER ST #3B, Chestertown, MD 21620

MLS# MDKE2006968

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
216 BIRCH RUN RD, Chestertown, MD 21620
1/52
Active

$750,000

3 Beds3 Baths2,176 SqFt

216 BIRCH RUN RD, Chestertown, MD 21620

MLS# MDKE2006896

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
104 CHURCH ALY, Chestertown, MD 21620
1/34
Under Contract

$440,000

2 Beds2 Baths1,058 SqFt

104 CHURCH ALY, Chestertown, MD 21620

MLS# MDKE2006900

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
23208 BUCK NECK RD, Chestertown, MD 21620
1/35
Active

$349,900

3 Beds3 Baths1,650 SqFt

23208 BUCK NECK RD, Chestertown, MD 21620

MLS# MDKE2006980

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
124 WILTON RD, Chestertown, MD 21620
1/23
Active

$299,900

3 Beds1 Bath1,056 SqFt

124 WILTON RD, Chestertown, MD 21620

MLS# MDQA2018272

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
249 ISLAND LARK WAY, Chestertown, MD 21620
1/17
Pending

$259,900

3 Beds3 Baths1,420 SqFt

249 ISLAND LARK WAY, Chestertown, MD 21620

MLS# MDKE2006972

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
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Weichert Realtors

Jason Gareau License ID: 18126

+1(609) 929-4486 jason@thejasongareauteam.com

107 Taunton Blvd, Medford, NJ 08055, USA

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Weichert Realtors

Jason Gareau License ID: 18126

+1(609) 929-4486 jason@thejasongareauteam.com

107 Taunton Blvd, Medford, NJ 08055, USA

    • Home
      About
      1. About Us
      Contact
    • Listings
      1. All Listings
      2. Featured Listings
      Neighborhoods
      1. Indian Mills
      2. Tabernacle
      3. Vincentown
      4. Mount Laurel
      5. Marlton
      6. Medford Lakes
      7. Medford
      Reviews
    • Selling
      1. Sell My Home
      2. Home Valuation
      Blogs

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.