Your DMV Team of EXP Realty Brokered by EXP Realty
  • Home
  • Reviews
  • Buy
    1. All Listings
    2. Calculator
    3. Featured Listings
  • Sell
    1. Sell My Home
    2. Sold Listings
    3. Home Valuation
  • About Us
    1. Our Team
    2. About Us
  • Contact Us
  • Market Snapshot
Register
/
Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
City: Chestertown, MD
Virtual Tour
Map
34 Properties Available In Chestertown

34 Properties Available In Chestertown

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
MD >Chestertown >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

115 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006360 Listed by Chesapeake Real Estate Associates, LLC

$296,000

2
3
1,864 SqFt
Active

25475 TURNBERRY CT, Chestertown, MD 21620

MLS# MDKE2006350 Listed by Taylor Properties

$867,000

4
4
4,145 SqFt
Active

108 OAK LEAF DR, Chestertown, MD 21620

MLS# MDKE2006224 Listed by Doug Ashley Realtors, LLC

$299,500

2
3
1,867 SqFt
Active

126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2016812 Listed by RE/MAX Executive

$349,000

3
2
1,304 SqFt
Coming Soon

110 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2005964 Listed by RE/MAX Advantage Realty

$450,000

4
3
2,880 SqFt
Active

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982 Listed by Coldwell Banker Realty

$510,000

5
4
3,932 SqFt
Active

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590 Listed by Coldwell Banker Chesapeake Real Estate Company

$2,400,000

5
5
4,305 SqFt
Active

136 HILLTOP DR, Chestertown, MD 21620

MLS# MDQA2016782 Listed by Northrop Realty

$366,000

3
2
1,432 SqFt
Under Contract

208 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2016836 Listed by Redfin Corp

$315,000

3
1
1,120 SqFt
Active

10087 JOHN CARVILL RD, Chestertown, MD 21620

MLS# MDKE2006324 Listed by Coldwell Banker Chesapeake Real Estate Company

$695,000

3
2
1,566 SqFt
Pending

2032 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2016688 Listed by Northrop Realty

$325,000

3
2
1,120 SqFt
Under Contract

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344 Listed by TTR Sotheby's International Realty

$550,000

5
4
3,816 SqFt
Active

107 LONGFELLOW DR, Chestertown, MD 21620

MLS# MDQA2016720 Listed by Doug Ashley Realtors, LLC

$295,000

3
1
0.34 Acres Lot
Under Contract

704 TRUSLOW RD, Chestertown, MD 21620

MLS# MDQA2016632 Listed by RE/MAX Executive

$440,000

3
3
2,060 SqFt
Active

202 WALDO DR, Chestertown, MD 21620

MLS# MDKE2006260 Listed by Doug Ashley Realtors, LLC

$389,000

3
2
2,055 SqFt
Active

21125 IOWA AVE, Chestertown, MD 21620

MLS# MDKE2006198 Listed by Doug Ashley Realtors, LLC

$339,900

2
1
1,294 SqFt
Active

301 LINCOLN DR, Chestertown, MD 21620

MLS# MDKE2006170 Listed by Chesapeake Real Estate Associates, LLC

$299,900

3
2
1,152 SqFt
Active

109 WILTON RD, Chestertown, MD 21620

MLS# MDQA2016312 Listed by Chesapeake Real Estate Associates, LLC

$344,900

3
2
1,392 SqFt
Active

231 RICHARD DR, Chestertown, MD 21620

MLS# MDKE2005900 Listed by TTR Sotheby's International Realty

$1,150,000

5
3
2,956 SqFt
Active

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

MLS# MDKE2006158 Listed by TTR Sotheby's International Realty

$1,600,000

7
5
5,400 SqFt
Active

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

MLS# MDKE2006162 Listed by TTR Sotheby's International Realty

$685,000

3
3
3,000 SqFt
Active

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

MLS# MDKE2006166 Listed by TTR Sotheby's International Realty

$375,000

2
1
787 SqFt
Active

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

MLS# MDKE2006168 Listed by TTR Sotheby's International Realty

$350,000

1
1
850 SqFt
Active

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

MLS# MDKE2006164 Listed by TTR Sotheby's International Realty

$200,000

1
1
700 SqFt
Active
  • 1
  • 2

explore listings in Chestertown

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
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.
Your DMV Team of EXP Realty
Your DMV Team
YOUR DMV TEAM Of EXP Realty
+1(202) 478-9441
homes@yourdmvteamrealty.com
1945 Old Gallows Rd Ste 240, Vienna, VA, 22182

Get My App

    • Home
      Sell
      1. Sell My Home
      2. Sold Listings
      3. Home Valuation
      Market Snapshot
    • Reviews
      About Us
      1. Our Team
      2. About Us
    • Buy
      1. All Listings
      2. Calculator
      3. Featured Listings
      Contact Us

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.
Your DMV Team of EXP Realty
Your DMV Team
YOUR DMV TEAM Of EXP Realty
+1(202) 478-9441
homes@yourdmvteamrealty.com
1945 Old Gallows Rd Ste 240, Vienna, VA, 22182

Get My App

    • Home
      Sell
      1. Sell My Home
      2. Sold Listings
      3. Home Valuation
      Market Snapshot
    • Reviews
      About Us
      1. Our Team
      2. About Us
    • Buy
      1. All Listings
      2. Calculator
      3. Featured Listings
      Contact Us

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

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