Shalisha Ragland, DMV REALTOR Shalisha Ragland, DMV REALTOR
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20 Properties

20 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
21317 PERSIMMON DR, Chestertown, MD 21620
1/31 31
Active

$ 195,000

2 Beds1 Bath1,269 SqFt

21317 PERSIMMON DR, Chestertown, MD 21620

Townhouse

MLS# MDKE2005356

Listed by Doug Ashley Realtors, LLC

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

$ 300,000

3 Beds1 Bath1,056 SqFt

925 ROUND TOP RD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2013044

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
7961 QUAKER NECK RD, Chestertown, MD 21620
1/95 95
Pending

$ 1,495,000

5 Beds4 Baths4,167 SqFt

7961 QUAKER NECK RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005090

Listed by Compass

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

$ 1,550,000

3 Beds4 Baths2,699 SqFt

21082 WYOMING AVE, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005016

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
7988 ALDAN DR, Chestertown, MD 21620
1/56 56
Pending

$ 749,900

5 Beds3 Baths3,394 SqFt

7988 ALDAN DR, Chestertown, MD 21620

Single Family Home

MLS# MDKE2004966

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
5179 QUAKER NECK RD, Chestertown, MD 21620
1/48 48
Price Dropped by $20K

$ 559,900

1 Bed1 Bath1,148 SqFt

5179 QUAKER NECK RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005028

Listed by Hyatt & Company Real Estate, LLC

Bright MLS (BMLS)
128 EDMORE RD, Chestertown, MD 21620
1/59 59
Active

$ 425,000

4 Beds2 Baths2,568 SqFt

128 EDMORE RD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2012546

Listed by Berkshire Hathaway HomeServices PenFed Realty

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

$ 499,900

4 Beds4 Baths3,420 SqFt

314 DEVON DR, Chestertown, MD 21620

Single Family Home

MLS# MDKE2004946

Listed by The Parker Group

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

$ 845,000

3 Beds3 Baths4,023 SqFt

24576 LANGFORD RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2004906

Listed by Maryland Heritage Properties

Bright MLS (BMLS)
110 FLYING CLOUD COURT, Chestertown, MD 21620
1/17 17
Active

$ 349,900

3 Beds3 Baths1,856 SqFt

110 FLYING CLOUD COURT, Chestertown, MD 21620

Single Family Home

MLS# MDKE2004850

Listed by Berkshire Hathaway HomeServices Homesale Realty

Bright MLS (BMLS)
109 WILTON RD, Chestertown, MD 21620
1/30 30
Active

$ 349,900

3 Beds2 Baths1,392 SqFt

109 WILTON RD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2011782

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
23393 CACAWAY FARM LN, Chestertown, MD 21620
1/44 44
Price Dropped by $100K

$ 1,350,000

3 Beds4 Baths4,446 SqFt

23393 CACAWAY FARM LN, Chestertown, MD 21620

Condo

MLS# MDKE2004002

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
136 TRUSLOW FARM LN, Chestertown, MD 21620
1/12 12
Active

$ 575,000

3.01 Acres

136 TRUSLOW FARM LN, Chestertown, MD 21620

Vacant Land

MLS# MDQA2013478

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
870 HIGH ST, Chestertown, MD 21620
1/72 72
Active

$ 1,870,000

16,977 SqFt

870 HIGH ST, Chestertown, MD 21620

Commercial

MLS# MDKE2004140

Listed by Taylor Properties

Bright MLS (BMLS)
860 HIGH ST, Chestertown, MD 21620
1/38 38
Active

$ 860,000

3,114 SqFt

860 HIGH ST, Chestertown, MD 21620

Commercial

MLS# MDKE2004138

Listed by Taylor Properties

Bright MLS (BMLS)
860 & 870 HIGH ST, Chestertown, MD 21620
1/92 92
Price Dropped by $300K

$ 2,400,000

16,977 SqFt

860 & 870 HIGH ST, Chestertown, MD 21620

Commercial

MLS# MDKE2003850

Listed by Taylor Properties

Bright MLS (BMLS)
870 HIGH ST #INDIVIDUAL OFFICES, Chestertown, MD 21620
1/30 30
Active

$ 425

16,977 SqFt

870 HIGH ST #INDIVIDUAL OFFICES, Chestertown, MD 21620

Commercial

MLS# MDKE2004432

Listed by Taylor Properties

Bright MLS (BMLS)
870 HIGH ST #2-3, Chestertown, MD 21620
1/55 55
Active

$ 18

16,977 SqFt

870 HIGH ST #2-3, Chestertown, MD 21620

Commercial

MLS# MDKE2003776

Listed by Taylor Properties

Bright MLS (BMLS)
870 HIGH ST #2, Chestertown, MD 21620
1/35 35
Active

$ 18

16,977 SqFt

870 HIGH ST #2, Chestertown, MD 21620

Commercial

MLS# MDKE2003772

Listed by Taylor Properties

Bright MLS (BMLS)
870 HIGH ST #3, Chestertown, MD 21620
1/36 36
Active

$ 18

16,977 SqFt

870 HIGH ST #3, Chestertown, MD 21620

Commercial

MLS# MDKE2003766

Listed by Taylor Properties

Bright MLS (BMLS)
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Shalisha Ragland, DMV REALTOR

Shalisha Ragland License ID: 663450

+1(703) 593-6181 shalisha@thecosmopolitancollective.com

4600 N Park Ave, Chevy Chase, MD, 20815, USA

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site logo
Shalisha Ragland, DMV REALTOR

Shalisha Ragland License ID: 663450

+1(703) 593-6181 shalisha@thecosmopolitancollective.com

4600 N Park Ave, Chevy Chase, MD, 20815, USA

    • Home
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
    • Buy
      1. All Listings
      2. Calculator
      3. Featured Listings
      4. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation
      Blogs

Get My App

Powered by Lofty Inc. Copyright 2025. 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.