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Chestertown, MD
Map
2,673 Sold Properties

2,673 Sold Properties

The average price in the selected areas has remained stable. Learn more
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127 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/42

$355,000

$329,900

7.6%
2 Beds1 Bath832 SqFt

127 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2014664

Listed by Iron Valley Real Estate of Central PA

Bright MLS (BMLS)
236 MERGANSER DR, Chestertown, MD 21620
1/14

$85,000

$114,000

25.4%
1 Bed1 Bath900 SqFt

236 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2013084

Listed by Thurston Wyatt Real Estate, LLC

Bright MLS (BMLS)
22570 BAY SHORE RD, Chestertown, MD 21620
1/73

$435,000

$435,000

3 Beds2 Baths1,788 SqFt

22570 BAY SHORE RD, Chestertown, MD 21620

MLS# MDKE2005230

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
8978 ORCHARD DR, Chestertown, MD 21620
1/44

$680,000

$675,000

0.7%
4 Beds3 Baths3,820 SqFt

8978 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2005500

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
23370 LOVELY LN, Chestertown, MD 21620
1/31

$310,000

$309,000

0.3%
3 Beds2 Baths1,680 SqFt

23370 LOVELY LN, Chestertown, MD 21620

MLS# MDKE2005510

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
206 BARROLL DR, Chestertown, MD 21620
1/35

$438,000

$480,000

8.8%
3 Beds2 Baths1,820 SqFt

206 BARROLL DR, Chestertown, MD 21620

MLS# MDKE2005094

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
205 PINE ST, Chestertown, MD 21620
1/23

$296,337

$325,000

8.8%
3 Beds2 Baths2,212 SqFt

205 PINE ST, Chestertown, MD 21620

MLS# MDKE2005492

Listed by Davis Real Estate, Inc.

Bright MLS (BMLS)
925 ROUND TOP RD, Chestertown, MD 21620
1/19

$300,000

$300,000

3 Beds1 Bath1,056 SqFt

925 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2013044

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
9194 N BAYVIEW AVE, Chestertown, MD 21620
1/45

$705,000

$698,000

1.0%
2 Beds2 Baths1,460 SqFt

9194 N BAYVIEW AVE, Chestertown, MD 21620

MLS# MDKE2005488

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
MCGINNES RD, Chestertown, MD 21620

$75,000

$89,900

16.6%
1.49 Acres

MCGINNES RD, Chestertown, MD 21620

MLS# MDQA2014764

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
304 HILLTOP LN, Chestertown, MD 21620
1/31

$215,000

$209,900

2.4%
3 Beds3 Baths1,199 SqFt

304 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005440

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
209 RIVERSHORE RD, Chestertown, MD 21620
1/62

$790,000

$815,000

3.1%
2 Beds2 Baths1,401 SqFt

209 RIVERSHORE RD, Chestertown, MD 21620

MLS# MDQA2013938

Listed by Douglas Realty LLC

Bright MLS (BMLS)
21082 WYOMING AVE, Chestertown, MD 21620
1/63

$1,350,000

$1,550,000

12.9%
3 Beds4 Baths2,699 SqFt

21082 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2005016

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
300 HILLTOP LN, Chestertown, MD 21620
1/20

$220,000

$220,000

3 Beds3 Baths1,200 SqFt

300 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005004

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
HOFFECKER RD, Chestertown, MD 21620
1/5

$160,000

$149,900

6.7%
10.05 Acres

HOFFECKER RD, Chestertown, MD 21620

MLS# MDQA2013914

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
9190 N BAYVIEW AVE, Chestertown, MD 21620
1/38

$285,000

$319,500

10.8%
2 Beds1 Bath1,160 SqFt

9190 N BAYVIEW AVE, Chestertown, MD 21620

MLS# MDKE2005442

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
ELM RD, Chestertown, MD 21620
1/2

$14,000

$12,675

10.5%
0.22 Acres

ELM RD, Chestertown, MD 21620

MLS# MDKE2005532

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
GEORGETOWN RD, Chestertown, MD 21620

$30,000

$30,000

0.83 Acres

GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2005448

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7425 WILKINS LN, Chestertown, MD 21620
1/29

$315,000

$320,000

1.6%
3 Beds2 Baths1,341 SqFt

7425 WILKINS LN, Chestertown, MD 21620

MLS# MDKE2005418

Listed by Realty ONE Group Unlimited

Bright MLS (BMLS)
106 WILTON RD, Chestertown, MD 21620
1/36

$315,000

$299,500

5.2%
3 Beds1 Bath1,056 SqFt

106 WILTON RD, Chestertown, MD 21620

MLS# MDQA2013930

Listed by RE/MAX Executive

Bright MLS (BMLS)
10715 KASOTA RD, Chestertown, MD 21620
1/49

$960,000

$975,000

1.5%
4 Beds3 Baths3,401 SqFt

10715 KASOTA RD, Chestertown, MD 21620

MLS# MDKE2005366

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
10175 JOHN CARVILL RD, Chestertown, MD 21620
1/72

$609,000

$625,000

2.6%
5 Beds4 Baths3,155 SqFt

10175 JOHN CARVILL RD, Chestertown, MD 21620

MLS# MDKE2005144

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
209 RIVER RD, Chestertown, MD 21620
1/3

$124,000

$135,000

8.1%
1.01 Acres

209 RIVER RD, Chestertown, MD 21620

MLS# MDQA2013730

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
7071 POMONA RD, Chestertown, MD 21620
1/47

$690,000

$665,000

3.8%
4 Beds4 Baths2,544 SqFt

7071 POMONA RD, Chestertown, MD 21620

MLS# MDKE2005364

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
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eXp Realty - White
eXp Realty
Chip Watson
      Home
      Buy
      1. All Listings
      2. Featured Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Recent Sold
      Explore Towns
      1. Atlantic City
      2. Avalon
      3. Beach Haven
      4. Cape May
      5. Cape May Court House
      6. Cape May Point
      7. North Cape May
      8. North Wildwood
      9. Ocean City
      10. Rio Grande
      11. Sea Isle City
      12. Stone Harbor
      13. Villas
      14. West Cape May
      15. West Wildwood
      16. Wildwood
      17. Wildwood Crest
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      Market Snapshot
      Resources
      1. Calendar
      2. Affordability Calculator
      3. Mortgage Calculator
      4. Blogs
      5. Partner Lender
+1(856) 625-5900
howard.watson@exprealty.com

Get My App

Do Not Sell or Share My Personal Data

Name: Debra Ball - Maine MLS Contact: 1-888-439-8743 Name: Deborah Penny contact: 1-805-284-0995 email: deborah.penny@exprealty.net Designation: Licensed Broker of EXP Realty for Metrolist   Name: Christopher Cribb contact: 1-816-982-5990 email: chris.cribb@exprealty.net Designation: Licensed Broker of EXP Realty for Heartland MLS   Name: Amy Logue contact:  1-503-814-9613 email:  amy.logue@exprealty.net Designation: Licensed Broker of EXP Realty for Willamette Valley MLS    

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.

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

eXp Realty - White
eXp Realty
Chip Watson
      Home
      Buy
      1. All Listings
      2. Featured Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Recent Sold
      Explore Towns
      1. Atlantic City
      2. Avalon
      3. Beach Haven
      4. Cape May
      5. Cape May Court House
      6. Cape May Point
      7. North Cape May
      8. North Wildwood
      9. Ocean City
      10. Rio Grande
      11. Sea Isle City
      12. Stone Harbor
      13. Villas
      14. West Cape May
      15. West Wildwood
      16. Wildwood
      17. Wildwood Crest
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      Market Snapshot
      Resources
      1. Calendar
      2. Affordability Calculator
      3. Mortgage Calculator
      4. Blogs
      5. Partner Lender
+1(856) 625-5900
howard.watson@exprealty.com

Get My App

Do Not Sell or Share My Personal Data

Name: Debra Ball - Maine MLS Contact: 1-888-439-8743 Name: Deborah Penny contact: 1-805-284-0995 email: deborah.penny@exprealty.net Designation: Licensed Broker of EXP Realty for Metrolist   Name: Christopher Cribb contact: 1-816-982-5990 email: chris.cribb@exprealty.net Designation: Licensed Broker of EXP Realty for Heartland MLS   Name: Amy Logue contact:  1-503-814-9613 email:  amy.logue@exprealty.net Designation: Licensed Broker of EXP Realty for Willamette Valley MLS    

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.

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.