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City: Chestertown, MD
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33 Properties Available In Chestertown

33 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
9816 FAIRLEE RD, Chestertown, MD 21620
1/48
Coming Soon

$535,000

3 Beds3 Baths1,624 SqFt

9816 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006488

Listed by Long & Foster Real Estate, Inc.

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)
115 ACORN DR, Chestertown, MD 21620
1/40
Under Contract

$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)
25475 TURNBERRY CT, Chestertown, MD 21620
1/79
Under Contract

$867,000

4 Beds4 Baths4,145 SqFt

25475 TURNBERRY CT, Chestertown, MD 21620

MLS# MDKE2006350

Listed by Taylor Properties

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)
136 HILLTOP DR, Chestertown, MD 21620
1/27
Under Contract
3D

$366,000

3 Beds2 Baths1,432 SqFt

136 HILLTOP DR, Chestertown, MD 21620

MLS# MDQA2016782

Listed by Northrop Realty

Bright MLS (BMLS)
10087 JOHN CARVILL RD, Chestertown, MD 21620
1/63
Pending

$695,000

3 Beds2 Baths1,566 SqFt

10087 JOHN CARVILL RD, Chestertown, MD 21620

MLS# MDKE2006324

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
2032 PONDTOWN RD, Chestertown, MD 21620
1/32
Under Contract

$325,000

3 Beds2 Baths1,120 SqFt

2032 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2016688

Listed by Northrop Realty

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)
107 LONGFELLOW DR, Chestertown, MD 21620
1/37
Under Contract

$295,000

3 Beds1 Bath0.34 Acres Lot

107 LONGFELLOW DR, Chestertown, MD 21620

MLS# MDQA2016720

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
704 TRUSLOW RD, Chestertown, MD 21620
1/43
Under Contract

$440,000

3 Beds3 Baths2,060 SqFt

704 TRUSLOW RD, Chestertown, MD 21620

MLS# MDQA2016632

Listed by RE/MAX Executive

Bright MLS (BMLS)
202 WALDO DR, Chestertown, MD 21620
1/28
Under Contract

$340,000

3 Beds2 Baths2,055 SqFt

202 WALDO DR, Chestertown, MD 21620

MLS# MDKE2006260

Listed by Doug Ashley Realtors, LLC

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)
117 WATER ST N #1A, Chestertown, MD 21620
1/46
Active

$685,000

3 Beds3 Baths3,000 SqFt

117 WATER ST N #1A, Chestertown, MD 21620

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620
1/73
Active

$1,600,000

7 Beds5 Baths5,400 SqFt

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1B, Chestertown, MD 21620
1/20
Active

$200,000

1 Bed1 Bath700 SqFt

117 WATER ST N #1B, Chestertown, MD 21620

MLS# MDKE2006164

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2A, Chestertown, MD 21620
1/24
Active

$375,000

2 Beds1 Bath787 SqFt

117 WATER ST N #2A, Chestertown, MD 21620

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2B, Chestertown, MD 21620
1/23
Active

$350,000

1 Bed1 Bath850 SqFt

117 WATER ST N #2B, Chestertown, MD 21620

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
204 DOUBLE CREEK RD, Chestertown, MD 21620
1/46
Price Dropped by $14K

$598,000

3 Beds3 Baths2,927 SqFt

204 DOUBLE CREEK RD, Chestertown, MD 21620

MLS# MDQA2015996

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
110 TRAFFORD DR, Chestertown, MD 21620
1/22
Price Dropped by $15K

$450,000

4 Beds3 Baths2,880 SqFt

110 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2005964

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
218 CAMELOT DR, Chestertown, MD 21620
1/45
Price Dropped by $15K

$510,000

5 Beds4 Baths3,932 SqFt

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982

Listed by Coldwell Banker Realty

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.
TRG White (transparent)sp-logo-white-1
The Robinson Group
Carlos And Janeen Robinson
+1(301) 802-0753
admin@therobinsongroupdmv.com
16701 Melford Blvd Ste 100, Bowie, MD, 20715, USA

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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.
TRG White (transparent)sp-logo-white-1
The Robinson Group
Carlos And Janeen Robinson
+1(301) 802-0753
admin@therobinsongroupdmv.com
16701 Melford Blvd Ste 100, Bowie, MD, 20715, USA

Get My App

    • Home
      Featured Areas
      1. Bowie Overview
      2. Upper Marlboro Overview
      3. Crofton Overview
      4. Odenton Overview
      5. Laurel Overview
      6. Annapolis Overview
      7. Davidsonville Overview
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      Calculator
    • Sell
      1. Sell My Home
      2. Home Valuation
      3. Recent Sold
      About
      1. Blogs
      2. Our Team
      3. About Us
      4. Contact Us
      5. Reviews

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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