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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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114 DARDEN RD, Chestertown, MD 21620
1/33

$270,000

$269,900

3 Beds1 Bath1,056 SqFt

114 DARDEN RD, Chestertown, MD 21620

MLS# MDQA2012808

Listed by FSBO Broker

Bright MLS (BMLS)
MILLBROOK DR, Chestertown, MD 21620

$9,500

$12,500

24.0%
0.5 Acres

MILLBROOK DR, Chestertown, MD 21620

MLS# MDKE2004060

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
10624 MILLBROOK DR, Chestertown, MD 21620
1/20

$246,000

$245,000

0.4%
3 Beds1 Bath1,000 SqFt

10624 MILLBROOK DR, Chestertown, MD 21620

MLS# MDKE2005398

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
24095 CHESTERTOWN RD, Chestertown, MD 21620
1/45

$310,000

$310,000

3 Beds1 Bath1,104 SqFt

24095 CHESTERTOWN RD, Chestertown, MD 21620

MLS# MDKE2005020

Listed by Taylor Properties

Bright MLS (BMLS)
107 DUTCHESS RD, Chestertown, MD 21620
1/23

$290,000

$299,000

3.0%
3 Beds2 Baths1,380 SqFt

107 DUTCHESS RD, Chestertown, MD 21620

MLS# MDQA2011746

Listed by The Hogans Agency

Bright MLS (BMLS)
206 SILVER HEEL DR, Chestertown, MD 21620
1/36

$375,000

$375,000

5 Beds4 Baths2,302 SqFt

206 SILVER HEEL DR, Chestertown, MD 21620

MLS# MDKE2005338

Listed by Samson Properties

Bright MLS (BMLS)
114 RYAN CT, Chestertown, MD 21620
1/36

$355,000

$399,000

11.0%
2 Beds2 Baths1,496 SqFt

114 RYAN CT, Chestertown, MD 21620

MLS# MDQA2012972

Listed by Taylor Properties

Bright MLS (BMLS)
9020 GEORGETOWN RD, Chestertown, MD 21620
1/10

$65,000

$75,000

13.3%
2.36 Acres

9020 GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2005152

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
100 LITTLE HARBOR WAY, Chestertown, MD 21620

$680,000

$699,000

2.7%
3 Beds3 Baths2,204 SqFt

100 LITTLE HARBOR WAY, Chestertown, MD 21620

MLS# MDKE2005040

Listed by Keller Williams Realty Centre

Bright MLS (BMLS)
117 N WATER ST N #3B, Chestertown, MD 21620
1/24

$285,000

$299,900

5.0%
1 Bed1 Bath652 SqFt

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

MLS# MDKE2003722

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
10578 TONOPAH RD, Chestertown, MD 21620
1/19

$335,000

$335,000

3 Beds3 Baths1,500 SqFt

10578 TONOPAH RD, Chestertown, MD 21620

MLS# MDKE2005352

Listed by RE/MAX Executive

Bright MLS (BMLS)
118 TUXEDO RD, Chestertown, MD 21620
1/26

$235,000

$274,000

14.2%
3 Beds1 Bath1,056 SqFt

118 TUXEDO RD, Chestertown, MD 21620

MLS# MDQA2012402

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
21363 INDIANA AVE, Chestertown, MD 21620
1/24

$280,000

$299,900

6.6%
3 Beds2 Baths896 SqFt

21363 INDIANA AVE, Chestertown, MD 21620

MLS# MDKE2005264

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
24576 LANGFORD RD, Chestertown, MD 21620
1/60

$725,000

$799,000

9.3%
3 Beds3 Baths4,023 SqFt

24576 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2004906

Listed by Maryland Heritage Properties

Bright MLS (BMLS)
212 CENTRAL DR, Chestertown, MD 21620
1/21

$309,500

$294,000

5.3%
3 Beds1 Bath1,104 SqFt

212 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2013564

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
7682 WATERVIEW LN, Chestertown, MD 21620
1/32

$645,000

$655,000

1.5%
3 Beds3 Baths2,240 SqFt

7682 WATERVIEW LN, Chestertown, MD 21620

MLS# MDKE2005406

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
10575 HYALA CT, Chestertown, MD 21620
1/22

$359,000

$359,000

3 Beds2 Baths1,978 SqFt

10575 HYALA CT, Chestertown, MD 21620

MLS# MDKE2005302

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
304 HADAWAY DR, Chestertown, MD 21620
1/36

$250,000

$249,900

3 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2005430

Listed by Cummings & Co. Realtors

Bright MLS (BMLS)
10705 MILLBROOK DR, Chestertown, MD 21620
1/73

$380,000

$399,900

5.0%
4 Beds3 Baths2,106 SqFt

10705 MILLBROOK DR, Chestertown, MD 21620

MLS# MDKE2005354

Listed by RE/MAX Realty Centre, Inc.

Bright MLS (BMLS)
110 PHILOSOPHERS TER, Chestertown, MD 21620
1/22

$175,000

$199,900

12.5%
2 Beds1 Bath896 SqFt

110 PHILOSOPHERS TER, Chestertown, MD 21620

MLS# MDKE2004982

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
10670 TINTAH RD, Chestertown, MD 21620
1/29

$296,500

$315,000

5.9%
3 Beds2 Baths1,404 SqFt

10670 TINTAH RD, Chestertown, MD 21620

MLS# MDKE2005200

Listed by Samson Properties

Bright MLS (BMLS)
619 CANNON ST, Chestertown, MD 21620
1/9

$190,500

$220,000

13.4%
1 Bed1 Bath882 SqFt

619 CANNON ST, Chestertown, MD 21620

MLS# MDKE2005050

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
310 HILLTOP LN, Chestertown, MD 21620
1/18

$205,000

$205,000

3 Beds3 Baths1,216 SqFt

310 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005194

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
314 DEVON DR, Chestertown, MD 21620
1/45

$485,000

$499,900

3.0%
4 Beds4 Baths3,420 SqFt

314 DEVON DR, Chestertown, MD 21620

MLS# MDKE2004946

Listed by The Parker Group

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.