Claude Shacklett, Realtor® Lifetime Client Group with Samson Properties
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Chestertown, MD
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128 Properties Available

128 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
  • Beds (Most)
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116 HARLAN LOOP, Chestertown, MD 21620
1/21
Active

$519,000

5 Beds4 Baths4,067 SqFt

116 HARLAN LOOP, Chestertown, MD 21620

MLS# MDKE2005610

Listed by Samson Properties

Bright MLS (BMLS)
213 CENTRAL DR, Chestertown, MD 21620
1/23
Open Sun 12PM-2PM

$314,900

3 Beds2 Baths1,232 SqFt

213 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2015648

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
204 ROLLING RD, Chestertown, MD 21620
1/31
Open Sat 11AM-1PM

$345,000

3 Beds2 Baths2,296 SqFt

204 ROLLING RD, Chestertown, MD 21620

MLS# MDKE2005896

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
121 PRIMROSE RD, Chestertown, MD 21620
1/22
Open Sun 10AM-12PM

$350,000

3 Beds3 Baths2,034 SqFt

121 PRIMROSE RD, Chestertown, MD 21620

MLS# MDQA2015570

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
129 PARMA RD, Chestertown, MD 21620
1/5
Coming Soon

$330,000

3 Beds2 Baths1,170 SqFt

129 PARMA RD, Chestertown, MD 21620

MLS# MDQA2015862

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
10800 CLIFF RD, Chestertown, MD 21620
1/94
New

$1,495,000

5 Beds4 Baths5,241 SqFt

10800 CLIFF RD, Chestertown, MD 21620

MLS# MDKE2005898

Listed by Taylor Properties

Bright MLS (BMLS)
141 PROSPECT ST, Chestertown, MD 21620
1/16
New

$165,000

4 Beds2 Baths1,156 SqFt

141 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006036

Listed by Taylor Properties

Bright MLS (BMLS)
201 GREENWOOD AVE, Chestertown, MD 21620
1/62
Under Contract

$495,000

4 Beds3 Baths3,984 SqFt

201 GREENWOOD AVE, Chestertown, MD 21620

MLS# MDKE2006030

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
24775 LANGFORD RD, Chestertown, MD 21620
1/36
New

$319,900

3 Beds1 Bath1,008 SqFt

24775 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2005992

Listed by RE/MAX 1st Choice - Middletown

Bright MLS (BMLS)
6746 QUAKER NECK RD, Chestertown, MD 21620
1/50
Active

$445,000

5 Beds3 Baths3,371 SqFt

6746 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2006014

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
104 IRIS RD, Chestertown, MD 21620
1/36
Active

$379,000

3 Beds2 Baths1,700 SqFt

104 IRIS RD, Chestertown, MD 21620

MLS# MDQA2015798

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
110 TRAFFORD DR, Chestertown, MD 21620
1/26
Active

$475,000

4 Beds3 Baths2,880 SqFt

110 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2005964

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
22481 GOOSE HOLLOW DR, Chestertown, MD 21620
1/18
Price Dropped by $29K

$379,500

3 Beds2 Baths1,296 SqFt

22481 GOOSE HOLLOW DR, Chestertown, MD 21620

MLS# MDKE2006012

Listed by Realty Mark Cityscape

Bright MLS (BMLS)
218 CAMELOT DR, Chestertown, MD 21620
1/45
Active

$525,000

5 Beds4 Baths3,932 SqFt

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
303 CEDAR ST, Chestertown, MD 21620
1/26
Under Contract

$333,900

3 Beds3 Baths2,577 SqFt

303 CEDAR ST, Chestertown, MD 21620

MLS# MDKE2005970

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
21111 TEXAS AVE, Chestertown, MD 21620
1/16
Under Contract

$370,000

3 Beds2 Baths1,680 SqFt

21111 TEXAS AVE, Chestertown, MD 21620

MLS# MDKE2005932

Listed by Keller Williams Select Realtors of Easton

Bright MLS (BMLS)
109 METCALF RD, Chestertown, MD 21620
1/27
Active

$264,900

3 Beds2 Baths1,280 SqFt

109 METCALF RD, Chestertown, MD 21620

MLS# MDKE2005968

Listed by Real Broker, LLC

Bright MLS (BMLS)
676 DEEP LANDING RD, Chestertown, MD 21620
1/24
Under Contract

$315,000

3 Beds3 Baths1,468 SqFt

676 DEEP LANDING RD, Chestertown, MD 21620

MLS# MDQA2015466

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
#25 LANDING LN, Chestertown, MD 21620
1/22
Active

$1,099,900

4 Beds4 Baths2,784 SqFt

#25 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005954

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
102 LITTLE HARBOR WAY, Chestertown, MD 21620
1/23
Active

$839,500

3 Beds3 Baths1,964 SqFt

102 LITTLE HARBOR WAY, Chestertown, MD 21620

MLS# MDKE2005950

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
104 LANDING LN, Chestertown, MD 21620
1/24
Active

$813,900

3 Beds4 Baths2,192 SqFt

104 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005952

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
#35 LANDING LN, Chestertown, MD 21620
1/26
Active

$786,900

3 Beds3 Baths1,964 SqFt

#35 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005956

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
#37 LANDING LN, Chestertown, MD 21620
1/24
Active

$765,900

3 Beds3 Baths1,964 SqFt

#37 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005960

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
#36 LANDING LN, Chestertown, MD 21620
1/26
Active

$753,500

3 Beds3 Baths1,964 SqFt

#36 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005958

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
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Claude Shacklett, Realtor®
Samson Properties

Claude Shacklett License ID: 510472

+1(240) 444-3271 getshackdup@claudeshacklettrealtor.com

16701 Melford Blvd, Bowie, MD, 20715-3410, USA
    • Home
      Neighborhoods
      1. Kings Heights Listings
      2. Piney Orchard Listings
      3. Two Rivers Listings
      4. Seven Oaks Listings
      5. Hammond Park Listings
      6. Chestnut Terrace Listings
      7. Odenton Gardens Listings
      8. Odenton Station Listings
      Mortgage Calculator
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
    • Sell
      1. Sell My Home
      2. Home Valuation
      Market Snapshot

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.
Claude Shacklett, Realtor®
Samson Properties

Claude Shacklett License ID: 510472

+1(240) 444-3271 getshackdup@claudeshacklettrealtor.com

16701 Melford Blvd, Bowie, MD, 20715-3410, USA
    • Home
      Neighborhoods
      1. Kings Heights Listings
      2. Piney Orchard Listings
      3. Two Rivers Listings
      4. Seven Oaks Listings
      5. Hammond Park Listings
      6. Chestnut Terrace Listings
      7. Odenton Gardens Listings
      8. Odenton Station Listings
      Mortgage Calculator
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
    • Sell
      1. Sell My Home
      2. Home Valuation
      Market Snapshot

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.