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96 Properties

96 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
109 S COLLEGE AVE, Chestertown, MD 21620
1/24 24
Active

$ 449,900

3 Beds3 Baths1,216 SqFt

109 S COLLEGE AVE, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005818

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
7844 CHESTER CT, Chestertown, MD 21620
1/51 51
Active

$ 770,000

4 Beds3 Baths3,248 SqFt

7844 CHESTER CT, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005796

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
206 S WATER ST, Chestertown, MD 21620
1/43 43
Active

$ 619,000

4 Beds4 Baths2,008 SqFt

206 S WATER ST, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005840

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
222 DUTCHESS RD, Chestertown, MD 21620
1/24 24
Active

$ 320,000

3 Beds2 Baths1,096 SqFt

222 DUTCHESS RD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2014830

Listed by Gunther-McClary Real Estate

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

$ 878,000

3 Beds4 Baths2,310 SqFt

228 S WATER ST, Chestertown, MD 21620

Townhouse

MLS# MDKE2005812

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
8750 GEORGETOWN RD, Chestertown, MD 21620
1/30 30
Active

$ 339,000

3 Beds2 Baths1,900 SqFt

8750 GEORGETOWN RD, Chestertown, MD 21620

Manufactured Home

MLS# MDKE2005834

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
127 WOOD DUCK LN, Chestertown, MD 21620
1/26 26
Active

$ 215,000

3 Beds2 Baths1,666 SqFt

127 WOOD DUCK LN, Chestertown, MD 21620

Mobile Home

MLS# MDQA2015154

Listed by RE/MAX Point Realty

Bright MLS (BMLS)
107 MALONE AVE, Chestertown, MD 21620
1/27 27
Active

$ 290,000

3 Beds1 Bath1,200 SqFt

107 MALONE AVE, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005764

Listed by Douglas Realty LLC

Bright MLS (BMLS)
8833 GEORGETOWN RD, Chestertown, MD 21620
1/47 47
Active

$ 364,000

4 Beds2 Baths1,625 SqFt

8833 GEORGETOWN RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005766

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
423 CALVERT ST, Chestertown, MD 21620
3D
Active

$ 165,000

3 Beds2 Baths1,136 SqFt

423 CALVERT ST, Chestertown, MD 21620

Townhouse

MLS# MDKE2005718

Listed by Redfin Corp

Bright MLS (BMLS)
100 ADELA WAY, Chestertown, MD 21620
1/71 71
Active

$ 515,000

4 Beds4 Baths3,799 SqFt

100 ADELA WAY, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005636

Listed by Berkshire Hathaway HomeServices PenFed Realty

Bright MLS (BMLS)
103 METCALF RD, Chestertown, MD 21620
1/25 25
Active

$ 259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

Townhouse

MLS# MDKE2005688

Listed by Real Broker, LLC

Bright MLS (BMLS)
23110 OLD FAIRLEE RD, Chestertown, MD 21620
1/29 29
Price Dropped by $10K

$ 349,900

3 Beds1 Bath1,805 SqFt

23110 OLD FAIRLEE RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005676

Listed by Real Broker LLC

Bright MLS (BMLS)
7989 QUAKER NECK RD, Chestertown, MD 21620
3D
Price Dropped by $250K

$ 2,500,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
103 LANDING LN, Chestertown, MD 21620
1/69 69
Price Dropped by $19K

$ 539,999

2 Beds3 Baths2,100 SqFt

103 LANDING LN, Chestertown, MD 21620

Condo

MLS# MDKE2005670

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
100 METCALF RD, Chestertown, MD 21620
1/16 16
Price Dropped by $5K

$ 245,000

3 Beds2 Baths1,140 SqFt

100 METCALF RD, Chestertown, MD 21620

Townhouse

MLS# MDKE2005634

Listed by Bayside Realty

Bright MLS (BMLS)
21316 PERSIMMON DR, Chestertown, MD 21620
1/21 21
Active

$ 179,000

2 Beds1 Bath1,232 SqFt

21316 PERSIMMON DR, Chestertown, MD 21620

Townhouse

MLS# MDKE2005624

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
23043 BAY SHORE SPUR, Chestertown, MD 21620
1/27 27
Price Dropped by $25K

$ 325,000

4 Beds3 Baths2,630 SqFt

23043 BAY SHORE SPUR, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005584

Listed by Rock Hall Properties Real Estate

Bright MLS (BMLS)
116 HARLAN LOOP, Chestertown, MD 21620
1/21 21
Active

$ 519,000

5 Beds4 Baths4,067 SqFt

116 HARLAN LOOP, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005610

Listed by Samson Properties

Bright MLS (BMLS)
112 METCALF RD, Chestertown, MD 21620
1/20 20
Active

$ 249,950

3 Beds2 Baths1,280 SqFt

112 METCALF RD, Chestertown, MD 21620

Single Family Home, Townhouse

MLS# MDKE2005498

Listed by Engel & Volkers Annapolis

Bright MLS (BMLS)
251 DEVON DR, Chestertown, MD 21620
1/54 54
Active

$ 595,000

3 Beds3 Baths3,935 SqFt

251 DEVON DR, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005536

Listed by Doug Ashley Realtors, LLC

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

$ 167,000

4 Beds2 Baths1,156 SqFt

141 PROSPECT ST, Chestertown, MD 21620

Single Family Home

MLS# MDKE2005504

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/67 67
Price Dropped by $20K

$ 409,900

4 Beds3 Baths2,258 SqFt

165 CHAR NOR MANOR BLVD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2013956

Listed by RE/MAX Executive

Bright MLS (BMLS)
134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/42 42
Price Dropped by $6K

$ 279,000

3 Beds1 Bath1,128 SqFt

134 CHAR NOR MANOR BLVD, Chestertown, MD 21620

Single Family Home

MLS# MDQA2013988

Listed by Meredith Fine Properties

Bright MLS (BMLS)
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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.

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Real Broker, LLC

Sharron Owens License ID: SP89810, 584245, 0225271273

+1(240) 504-5394 sharron@sharronowens.com

4550 Crain Hwy Ste 100, White Plains, MD 20695

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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.

SITE MAP

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Blogs
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot
Real Logo Outline White

Real Broker, LLC

Sharron Owens License ID: SP89810, 584245, 0225271273

+1(240) 504-5394 sharron@sharronowens.com

4550 Crain Hwy Ste 100, White Plains, MD 20695

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