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144 Properties

144 Properties Available

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  • 206 BARROLL DR, Chestertown, MD 21620
    1/3 3
    Coming Soon

    $490,000

    3 Beds2 Baths1,820 SqFt

    206 BARROLL DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005094

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 21082 WYOMING AVE, Chestertown, MD 21620
    1/63 63
    Open Sat 11AM-2PM

    $1,550,000

    3 Beds4 Baths2,699 SqFt

    21082 WYOMING AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005016

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 114 RYAN CT, Chestertown, MD 21620
    1/36 36
    Open Sat 10:30AM-12:30PM

    $419,000

    2 Beds2 Baths1,496 SqFt

    114 RYAN CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012972

    Listed by Taylor Properties

    Bright MLS (BMLS)

    READ MORE

  • 103 LANDING LN, Chestertown, MD 21620
    1/41 41
    Open Sat 11AM-1PM

    $569,000

    2 Beds3 Baths2,100 SqFt

    103 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004972

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 212 LANDING LN, Chestertown, MD 21620
    1/36 36
    Open Sat 11AM-1PM

    $759,000

    3 Beds4 Baths

    212 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 10705 MILLBROOK DR, Chestertown, MD 21620
    Coming Soon

    $399,900

    4 Beds3 Baths2,106 SqFt

    10705 MILLBROOK DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005354

    Listed by RE/MAX Realty Centre, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 300 HICKORY LN, Chestertown, MD 21620
    1/45 45
    Coming Soon

    $1,285,000

    5 Beds4 Baths3,640 SqFt

    300 HICKORY LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013388

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 10578 TONOPAH RD, Chestertown, MD 21620
    1/19 19
    New

    $335,000

    3 Beds3 Baths1,500 SqFt

    10578 TONOPAH RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005352

    Listed by RE/MAX Executive

    Bright MLS (BMLS)

    READ MORE

  • 925 ROUND TOP RD, Chestertown, MD 21620
    1/19 19
    New

    $300,000

    3 Beds1 Bath1,056 SqFt

    925 ROUND TOP RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013044

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

  • 10575 HYALA CT, Chestertown, MD 21620
    1/22 22
    New

    $359,000

    3 Beds2 Baths1,978 SqFt

    10575 HYALA CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005302

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)

    READ MORE

  • 21363 INDIANA AVE, Chestertown, MD 21620
    1/24 24
    Active

    $299,900

    3 Beds2 Baths896 SqFt

    21363 INDIANA AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005264

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

  • 305 WASHINGTON AVE, Chestertown, MD 21620
    1/28 28
    Pending

    $549,000

    5 Beds3 Baths2,476 SqFt

    305 WASHINGTON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005236

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)

    READ MORE

  • 22570 BAY SHORE RD, Chestertown, MD 21620
    1/73 73
    Active

    $450,000

    3 Beds2 Baths1,788 SqFt

    22570 BAY SHORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005230

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 624 HIGH ST, Chestertown, MD 21620
    1/3 3
    Active

    $240,000

    2 Beds1 Bath1,290 SqFt

    624 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005274

    Listed by Tesla Realty Group, LLC

    Bright MLS (BMLS)

    READ MORE

  • 132 PROSPECT ST, Chestertown, MD 21620
    1/10 10
    Price Dropped by $5K

    $84,900

    2 Beds1 Bath910 SqFt

    132 PROSPECT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005276

    Listed by ANR Realty, LLC

    Bright MLS (BMLS)

    READ MORE

  • 9062 FAIRLEE RD, Chestertown, MD 21620
    1/31 31
    Active

    $385,000

    3 Beds2 Baths1,344 SqFt

    9062 FAIRLEE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005270

    Listed by EXIT Preferred Realty

    Bright MLS (BMLS)

    READ MORE

  • 222 MOUNT VERNON AVE, Chestertown, MD 21620
    1/29 29
    Under Contract

    $375,000

    4 Beds2 Baths1,656 SqFt

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005188

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 209 N WATER ST, Chestertown, MD 21620
    Pending

    $1,350,000

    5 Beds4 Baths2,909 SqFt

    209 N WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005212

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 212 CENTRAL DR, Chestertown, MD 21620
    1/21 21
    Under Contract

    $294,000

    3 Beds1 Bath1,104 SqFt

    212 CENTRAL DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013564

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 201 PONDVIEW CT, Chestertown, MD 21620
    1/37 37
    Under Contract

    $519,900

    4 Beds3 Baths3,016 SqFt

    201 PONDVIEW CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005246

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 898 WASHINGTON AVE, Chestertown, MD 21620
    1/34 34
    Under Contract

    $260,000

    2 Beds2 Baths1,384 SqFt

    898 WASHINGTON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005250

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 26875 MALLARD RD, Chestertown, MD 21620
    1/42 42
    Active

    $1,495,000

    3 Beds4 Baths3,789 SqFt

    26875 MALLARD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005186

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 213 N QUEEN ST, Chestertown, MD 21620
    1/3 3
    Pending

    $638,750

    2 Beds3 Baths1,945 SqFt

    213 N QUEEN ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005210

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 7483 SHORTALL ST, Chestertown, MD 21620
    1/37 37
    Pending

    $285,000

    3 Beds2 Baths1,232 SqFt

    7483 SHORTALL ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005244

    Listed by RE/MAX Executive

    Bright MLS (BMLS)

    READ MORE

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TaylorMade Team
Donnell Taylor
+1(202) 320-5119
donnelltaylor@taylormadeteam.net
1441 McCormick Dr Ste 1020, Largo, MD 20774

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      1. All Listings
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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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6KellerWilliams_PreferredProperties_Logo_Linear_Line_CMYKScreenshot_2023-07-19_at_2.44.01_AM-removebg-preview

Get My App

TaylorMade Team
Donnell Taylor
+1(202) 320-5119
donnelltaylor@taylormadeteam.net
1441 McCormick Dr Ste 1020, Largo, MD 20774

      Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Book An Appointment
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Book An Appointment
      Hire Leisel
      Refer the TaylorMade Team
      Neighborhoods
      Blogs
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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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