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

106 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
205 RIVER RD, Chestertown, MD 21620
1/28
Open Sat 12PM-2PM

$949,000

3 Beds3 Baths2,877 SqFt

205 RIVER RD, Chestertown, MD 21620

MLS# MDQA2016560

Listed by Clark & Co Realty, LLC

Bright MLS (BMLS)
103 METCALF RD, Chestertown, MD 21620
1/22
Open Sat 12PM-2PM

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC

Bright MLS (BMLS)
106 QUEEN ST S, Chestertown, MD 21620
1/92
Open Fri 5PM-7PM

$865,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
101 COLEMAN DR, Chestertown, MD 21620
1/56
Open Sun 12PM-2PM

$524,900

3 Beds3 Baths2,268 SqFt

101 COLEMAN DR, Chestertown, MD 21620

MLS# MDQA2016624

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
7989 QUAKER NECK RD, Chestertown, MD 21620
1/90
Open 5/9 11AM-1PM
3D

$2,400,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
103 TRAFFORD DR, Chestertown, MD 21620
1/66
New

$450,000

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
301 HILLTOP LN, Chestertown, MD 21620
1/36
New

$225,000

3 Beds3 Baths1,197 SqFt

301 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2006398

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
126 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/36
New
3D

$349,000

3 Beds2 Baths1,304 SqFt

126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2016812

Listed by RE/MAX Executive

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

$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)
115 ACORN DR, Chestertown, MD 21620
1/40
Active

$296,000

2 Beds3 Baths1,864 SqFt

115 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006360

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
8706 ELM RD, Chestertown, MD 21620
1/7
Active

$320,000

3 Beds2 Baths1,232 SqFt

8706 ELM RD, Chestertown, MD 21620

MLS# MDKE2006390

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
108 OAK LEAF DR, Chestertown, MD 21620
1/39
Active

$299,500

2 Beds3 Baths1,867 SqFt

108 OAK LEAF DR, Chestertown, MD 21620

MLS# MDKE2006224

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
208 CENTRAL DR, Chestertown, MD 21620
1/31
Price Dropped by $16K
3D

$299,000

3 Beds1 Bath1,120 SqFt

208 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2016836

Listed by Redfin Corp

Bright MLS (BMLS)
21217 TEXAS AVE, Chestertown, MD 21620
1/20
Active

$265,000

2 Beds1 Bath912 SqFt

21217 TEXAS AVE, Chestertown, MD 21620

MLS# MDKE2006364

Listed by RE/MAX Leading Edge

Bright MLS (BMLS)
226 S WATER ST, Chestertown, MD 21620
1/32
Active

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
103 SUTTON WAY, Chestertown, MD 21620
1/53
Active

$550,000

5 Beds4 Baths3,816 SqFt

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
104 FLYING CLOUD DR, Chestertown, MD 21620
1/30
Active

$399,900

5 Beds4 Baths2,535 SqFt

104 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006212

Listed by Real Broker, LLC

Bright MLS (BMLS)
139 PROSPECT ST, Chestertown, MD 21620
1/28
Active

$225,000

3 Beds1 Bath1,200 SqFt

139 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006250

Listed by Redfin Corp

Bright MLS (BMLS)
109 S COLLEGE AVE, Chestertown, MD 21620
1/24
Active

$419,900

3 Beds3 Baths1,216 SqFt

109 S COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006040

Listed by Taylor Properties

Bright MLS (BMLS)
8276 BROAD NECK RD, Chestertown, MD 21620
1/82
Active

$1,495,000

4 Beds4 Baths3,383 SqFt

8276 BROAD NECK RD, Chestertown, MD 21620

MLS# MDKE2006216

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
21125 IOWA AVE, Chestertown, MD 21620
1/26
Active

$339,900

2 Beds1 Bath1,294 SqFt

21125 IOWA AVE, Chestertown, MD 21620

MLS# MDKE2006198

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
301 LINCOLN DR, Chestertown, MD 21620
1/40
Price Dropped by $10K

$299,900

3 Beds2 Baths1,152 SqFt

301 LINCOLN DR, Chestertown, MD 21620

MLS# MDKE2006170

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
109 WILTON RD, Chestertown, MD 21620
1/31
Active

$344,900

3 Beds2 Baths1,392 SqFt

109 WILTON RD, Chestertown, MD 21620

MLS# MDQA2016312

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
231 RICHARD DR, Chestertown, MD 21620
1/51
Price Dropped by $129K

$1,150,000

5 Beds3 Baths2,956 SqFt

231 RICHARD DR, Chestertown, MD 21620

MLS# MDKE2005900

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
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    • Home
      About
      1. Meet the Team
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    • Explore
      1. All Listings
      2. New & Coming
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      Mortgage Calculator
Elevate Property Group
Elevate Property Group

+1(240) 737-5000 info@welcomefromelevate.com

1441 McCormick Dr STE 1020, Upper Marlboro, MD, 20774, USA

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

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    • Home
      About
      1. Meet the Team
      2. Connect
    • Explore
      1. All Listings
      2. New & Coming
      Home Valuation
    • Services
      1. Buyer's Advantage
      2. Seller's Path
      Mortgage Calculator
Elevate Property Group
Elevate Property Group

+1(240) 737-5000 info@welcomefromelevate.com

1441 McCormick Dr STE 1020, Upper Marlboro, MD, 20774, 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.