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140 Properties

140 Properties Available

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  • 300 HILLTOP LN, Chestertown, MD 21620
    1/20 20
    Under Contract

    $220,000

    3 Beds3 Baths1,200 SqFt

    300 HILLTOP LN, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005004

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • SANDPIPER RD, Chestertown, MD 21620
    1/2 2
    Active

    $9,000

    0.61 Acres

    SANDPIPER RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005542

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 201 N LYNCHBURG ST, Chestertown, MD 21620
    1/13 13
    Price Dropped by $145K

    $850,000

    3,527 SqFt

    201 N LYNCHBURG ST, Chestertown, MD 21620

    Commercial

    MLS# MDKE2005278

    Listed by RE/MAX Associates-Hockessin

    Bright MLS (BMLS)

    READ MORE

  • 200 FEY RD, Chestertown, MD 21620
    1/18 18
    New

    $374,900

    3 Beds2 Baths1,572 SqFt

    200 FEY RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014600

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 24415 CHESTERTOWN RD, Chestertown, MD 21620
    1/29 29
    New

    $279,900

    2 Beds1 Bath1,110 SqFt

    24415 CHESTERTOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005630

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

  • 225 DUKE OF KENT ST, Chestertown, MD 21620
    1/5 5
    Coming Soon

    $399,900

    3 Beds3 Baths1,850 SqFt

    225 DUKE OF KENT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014684

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 23370 LOVELY LN, Chestertown, MD 21620
    1/31 31
    Under Contract

    $309,000

    3 Beds2 Baths1,680 SqFt

    23370 LOVELY LN, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005510

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 11040 KYLIE LN, Chestertown, MD 21620
    1/67 67
    Active

    $659,000

    4 Beds4 Baths3,684 SqFt

    11040 KYLIE LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • GEORGETOWN RD & CROSS ROAD, Chestertown, MD 21620
    Active

    $120,000

    1.8 Acres

    GEORGETOWN RD & CROSS ROAD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005074

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • OLD MORGNEC RD, Chestertown, MD 21620
    Price Dropped by $5K

    $59,000

    1.37 Acres

    OLD MORGNEC RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2004974

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 110 FLYING CLOUD COURT, Chestertown, MD 21620
    1/17 17
    Under Contract

    $349,900

    3 Beds3 Baths1,856 SqFt

    110 FLYING CLOUD COURT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004850

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)

    READ MORE

  • 200 WASHINGTON AVE, Chestertown, MD 21620
    1/35 35
    New

    $795,000

    4 Beds4 Baths2,917 SqFt

    200 WASHINGTON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005538

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 23620 LANDS END RD, Chestertown, MD 21620
    1/77 77
    Active

    $4,850,000

    5 Beds8 Baths9,852 SqFt

    23620 LANDS END RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004760

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 329 HIGH ST, Chestertown, MD 21620
    1/19 19
    Active

    $1,250,000

    4,500 SqFt

    329 HIGH ST, Chestertown, MD 21620

    Commercial

    MLS# MDKE2005172

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 206 S WATER ST, Chestertown, MD 21620
    1/51 51
    Active

    $648,750

    4 Beds4 Baths2,008 SqFt

    206 S WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005362

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 112 METCALF RD, Chestertown, MD 21620
    1/20 20
    Price Dropped by $15K

    $265,000

    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)

    READ MORE

  • 103 ADELA WAY, Chestertown, MD 21620
    1/90 90
    Open Sun 11AM-1PM

    $615,000

    4 Beds4 Baths5,576 SqFt

    103 ADELA WAY, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005594

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)

    READ MORE

  • 209 RIVERSHORE RD, Chestertown, MD 21620
    1/62 62
    Pending

    $815,000

    2 Beds2 Baths1,401 SqFt

    209 RIVERSHORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013938

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)

    READ MORE

  • 21317 PERSIMMON DR, Chestertown, MD 21620
    1/31 31
    Under Contract

    $195,000

    2 Beds1 Bath1,269 SqFt

    21317 PERSIMMON DR, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005356

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • COGAR RD, Chestertown, MD 21620
    1/2 2
    Active

    $15,000

    0.34 Acres

    COGAR RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005472

    Listed by Compass

    Bright MLS (BMLS)

    READ MORE

  • TONOPAH RD, Chestertown, MD 21620
    1/2 2
    Active

    $15,000

    0.34 Acres

    TONOPAH RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005470

    Listed by Compass

    Bright MLS (BMLS)

    READ MORE

  • 515 N KENT ST, Chestertown, MD 21620
    1/37 37
    Coming Soon

    $509,900

    4 Beds2 Baths2,220 SqFt

    515 N KENT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005592

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 109 WILTON RD, Chestertown, MD 21620
    1/30 30
    Active

    $349,900

    3 Beds2 Baths1,392 SqFt

    109 WILTON RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2011782

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • CAULKS FIELD ROAD, Chestertown, MD 21620
    1/8 8
    Active

    $150,000

    2 Acres

    CAULKS FIELD ROAD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005120

    Listed by RE/MAX Allegiance

    Bright MLS (BMLS)

    READ MORE

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defaultwilsongate-v1-transparent-black
Brokered By Samson Properties
Lee Wilson | License ID: 5017621
4500 Forbes Blvd, Lanham, MD, 20706, USA

+1(240) 237-9101

lee@wilsongateproperties.com

Samson Properties Bowie  16701 Melford Blvd  Bowie ,Md 20715

Get My App

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

defaultwilsongate-v1-transparent-black
Brokered By Samson Properties
Lee Wilson | License ID: 5017621
4500 Forbes Blvd, Lanham, MD, 20706, USA

+1(240) 237-9101

lee@wilsongateproperties.com

Samson Properties Bowie  16701 Melford Blvd  Bowie ,Md 20715

Get My App

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.

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

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