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City: Chestertown, MD
Listing Status: Active
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114 Properties Available In Chestertown

114 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
956 WASHINGTON AVE, Chestertown, MD 21620
1/29
New

$285,000

3 Beds1 Bath1,248 SqFt

956 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2006394

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
110 S QUEEN ST, Chestertown, MD 21620
1/30
New

$525,000

3 Beds2 Baths1,785 SqFt

110 S QUEEN ST, Chestertown, MD 21620

MLS# MDKE2006520

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
24295 LANGFORD RD, Chestertown, MD 21620
1/60
New

$445,000

2 Beds3 Baths1,857 SqFt

24295 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2006320

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
MAP 36 PARCEL 80 WATERTOWER RD, Chestertown, MD 21620
1/3
New

$55,000

0.7 Acres

MAP 36 PARCEL 80 WATERTOWER RD, Chestertown, MD 21620

MLS# MDKE2006592

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
127 WOOD DUCK LN, Chestertown, MD 21620
1/23
New

$138,000

3 Beds2 Baths1,666 SqFt

127 WOOD DUCK LN, Chestertown, MD 21620

MLS# MDQA2017354

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
423 CALVERT ST, Chestertown, MD 21620
1/30
New

$185,000

3 Beds2 Baths1,136 SqFt

423 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006578

Listed by Compass

Bright MLS (BMLS)
102 FLYING CLOUD DR, Chestertown, MD 21620
1/41
New

$339,900

3 Beds3 Baths1,896 SqFt

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
128 N QUEEN ST #3, Chestertown, MD 21620
1/10
New

$1,450

1 Bed1 Bath900 SqFt

128 N QUEEN ST #3, Chestertown, MD 21620

MLS# MDKE2006574

Listed by Brenton Realty Group

Bright MLS (BMLS)
23683 L RD, Chestertown, MD 21620
1/3
New

$6,000

0.69 Acres

23683 L RD, Chestertown, MD 21620

MLS# MDKE2006580

Listed by Alex Cooper Auctioneers, Inc.

Bright MLS (BMLS)
240 MERGANSER DR, Chestertown, MD 21620
1/51
Open Sun 12PM-2PM
3D

$425,000

3 Beds2 Baths1,120 SqFt

240 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2016900

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
107 FLYING CLOUD DR, Chestertown, MD 21620
1/51
Active

$395,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
304 HADAWAY DR, Chestertown, MD 21620
1/38
Active
3D

$329,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

Bright MLS (BMLS)
SANDY BOTTOM RD, Chestertown, MD 21620
1/6
Active

$79,000

1.95 Acres

SANDY BOTTOM RD, Chestertown, MD 21620

MLS# MDKE2006554

Listed by Village Real Estate Company LLC

Bright MLS (BMLS)
104 CEDAR ST, Chestertown, MD 21620
1/15
Active

$2,600

3 Beds3 Baths2,612 SqFt

104 CEDAR ST, Chestertown, MD 21620

MLS# MDKE2006540

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
228 MERGANSER DR, Chestertown, MD 21620
1/13
Active

$99,000

0.51 Acres

228 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2017240

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
109 2ND ST, Chestertown, MD 21620
Active

$150,000

1.8 Acres

109 2ND ST, Chestertown, MD 21620

MLS# MDQA2017232

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
214 SILVER HEEL RD, Chestertown, MD 21620
1/26
Active

$350,000

4 Beds3 Baths1,972 SqFt

214 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2006498

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
144 PROSPECT ST, Chestertown, MD 21620
1/18
Active

$179,000

2 Beds2 Baths1,082 SqFt

144 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006494

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
407 HIGH ST, Chestertown, MD 21620
1/57
Open Sat 10AM-1PM

$828,000

3 Beds5 Baths3,047 SqFt

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
104 MAPLE AVE #6, Chestertown, MD 21620
1/27
Active

$2,050

2 Beds2 Baths900 SqFt

104 MAPLE AVE #6, Chestertown, MD 21620

MLS# MDKE2006408

Listed by Real Broker, LLC - Annapolis

Bright MLS (BMLS)
103 TRAFFORD DR, Chestertown, MD 21620
1/66
Price Dropped by $30K

$419,900

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
116 CROSS ST, Chestertown, MD 21620
1/9
Active

$109,999

0.18 Acres

116 CROSS ST, Chestertown, MD 21620

MLS# MDKE2006420

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
24581 WILLOW OAK LN, Chestertown, MD 21620
1/29
Active

$229,990

3 Beds2 Baths1,352 SqFt

24581 WILLOW OAK LN, Chestertown, MD 21620

MLS# MDKE2006342

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
104 MAPLE AVE, Chestertown, MD 21620
1/67
Active

$1,469,900

10,540 Sqft Lot

104 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2006386

Listed by Real Broker, LLC - Annapolis

Bright MLS (BMLS)
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Menkiti Group
MG Residential

+1(202) 750-8000 contactus@mgresidential.com

3401 8th St NE, Washington, DC, 20017-1747, USA

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All Menkiti - Logos [Recovered]-16All Menkiti - Logos [Recovered]-19
    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Market Snapshot
      Reviews
    • Featured Listings
      About The Team
    • Buy
      1. Listing Search
      2. Calculator
      Contact Us
Menkiti Group
MG Residential

+1(202) 750-8000 contactus@mgresidential.com

3401 8th St NE, Washington, DC, 20017-1747, USA

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.