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58 Properties
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58 Properties Available In Leonardtown

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MD >Leonardtown >
Market Insights
  • 20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650
    5 Beds4 Baths3,061 SqFt
    1/43 43
    New

    $615,000

    20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650

    MLS# MDSM2025274

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 20814 DEER WOOD PARK DR, Leonardtown, MD 20650
    4 Beds3 Baths3,412 SqFt
    1/35 35
    Active

    $610,000

    20814 DEER WOOD PARK DR, Leonardtown, MD 20650

    MLS# MDSM2024842

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 23348 LINDSAY DR, Leonardtown, MD 20650
    5 Beds4 Baths3,540 SqFt
    1/33 33
    Price Dropped by $25K

    $599,900

    23348 LINDSAY DR, Leonardtown, MD 20650

    MLS# MDSM2022602

    Listed by Fairfax Realty Premier

    Bright MLS (BMLS)
  • 26367 POINT LOOKOUT RD, Leonardtown, MD 20650
    2,610 SqFt
    1/26 26
    Price Dropped by $2K

    $597,000

    26367 POINT LOOKOUT RD, Leonardtown, MD 20650

    MLS# MDSM2022724

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 21056 WOODMERE DR, Leonardtown, MD 20650
    4 Beds3 Baths2,205 SqFt
    1/56 56
    New

    $583,000

    21056 WOODMERE DR, Leonardtown, MD 20650

    MLS# MDSM2025686

    Listed by Coldwell Banker Jay Lilly Real Estate

    Bright MLS (BMLS)
  • 23674 JM GOUGH CT, Leonardtown, MD 20650
    4 Beds3 Baths2,697 SqFt
    1/72 72
    Active

    $550,000

    23674 JM GOUGH CT, Leonardtown, MD 20650

    MLS# MDSM2024680

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 41815 CHELSEY FAYE, Leonardtown, MD 20650
    3 Beds2 Baths1,627 SqFt
    1/3 3
    Active

    $530,000

    41815 CHELSEY FAYE, Leonardtown, MD 20650

    MLS# MDSM2016780

    Listed by JPAR Real Estate Professionals

    Bright MLS (BMLS)
  • 22338 WHITE OAK RD, Leonardtown, MD 20650
    4 Beds3 Baths2,328 SqFt
    1/66 66
    New

    $529,900

    22338 WHITE OAK RD, Leonardtown, MD 20650

    MLS# MDSM2025664

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 20755 DEER WOOD PARK DR, Leonardtown, MD 20650
    4 Beds3 Baths2,538 SqFt
    1/27 27
    New

    $525,000

    20755 DEER WOOD PARK DR, Leonardtown, MD 20650

    MLS# MDSM2025788

    Listed by EbonAries Realty Group, LLC.

    Bright MLS (BMLS)
  • 22186 MONTEREY PLACE, Leonardtown, MD 20650
    4 Beds2 Baths2,935 SqFt
    1/26 26
    New

    $525,000

    22186 MONTEREY PLACE, Leonardtown, MD 20650

    MLS# MDSM2025464

    Listed by KW Metro Center

    Bright MLS (BMLS)
  • 25365 POINT LOOKOUT RD, Leonardtown, MD 20650
    3 Beds3 Baths2,952 SqFt
    1/5 5
    Price Dropped by $37K

    $497,500

    25365 POINT LOOKOUT RD, Leonardtown, MD 20650

    MLS# MDSM2022468

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 20798 WATERSIDE DR, Leonardtown, MD 20650
    2 Beds1 Bath1,018 SqFt
    1/33 33
    Active

    $450,000

    20798 WATERSIDE DR, Leonardtown, MD 20650

    MLS# MDSM2022922

    Listed by RE/MAX Closers

    Bright MLS (BMLS)
  • 22362 ARMSTRONG DR, Leonardtown, MD 20650
    3 Beds3 Baths2,028 SqFt
    1/32 32
    Price Dropped by $5K

    $434,900

    22362 ARMSTRONG DR, Leonardtown, MD 20650

    MLS# MDSM2023036

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 22780 WASHINGTON ST, Leonardtown, MD 20650
    0.46 Acres Lot
    Active

    $425,000

    22780 WASHINGTON ST, Leonardtown, MD 20650

    MLS# MDSM2021798

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 23745 HICKS DR, Leonardtown, MD 20650
    3 Beds2 Baths984 SqFt
    3D
    Open Sat 1PM-2PM

    $398,000

    23745 HICKS DR, Leonardtown, MD 20650

    MLS# MDSM2023732

    Listed by Blackwell Real Estate, LLC

    Bright MLS (BMLS)
  • 22750 WASHINGTON ST, Leonardtown, MD 20650
    8,188 Sqft Lot
    Active

    $325,000

    22750 WASHINGTON ST, Leonardtown, MD 20650

    MLS# MDSM2021820

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 20959 REDGATE LN, Leonardtown, MD 20650
    3 Beds1 Bath1,026 SqFt
    1/13 13
    Price Dropped by $15K

    $299,999

    20959 REDGATE LN, Leonardtown, MD 20650

    MLS# MDSM2022416

    Listed by Keller Williams Legacy

    Bright MLS (BMLS)
  • WATHEN RD, Leonardtown, MD 20650
    7.5 Acres
    1/2 2
    Active

    $225,000

    WATHEN RD, Leonardtown, MD 20650

    MLS# MDSM2015176

    Listed by Amber & Company Real Estate

    Bright MLS (BMLS)
  • NEWTOWNE NECK RD, Leonardtown, MD 20650
    3.53 Acres
    Active

    $200,000

    NEWTOWNE NECK RD, Leonardtown, MD 20650

    MLS# MDSM2023602

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 40533 BRETON KNOLLS CT, Leonardtown, MD 20650
    1.87 Acres
    1/3 3
    Price Dropped by $15K

    $180,000

    40533 BRETON KNOLLS CT, Leonardtown, MD 20650

    MLS# MDSM2009848

    Listed by Greenmark Real Estate

    Bright MLS (BMLS)
  • 22501 BULL RD, Leonardtown, MD 20650
    7.58 Acres
    1/3 3
    Price Dropped by $15K

    $175,000

    22501 BULL RD, Leonardtown, MD 20650

    MLS# MDSM2009850

    Listed by Greenmark Real Estate

    Bright MLS (BMLS)
  • 24645 SPRINGHILL LN, Leonardtown, MD 20650
    4.83 Acres
    1/3 3
    Price Dropped by $25K

    $175,000

    24645 SPRINGHILL LN, Leonardtown, MD 20650

    MLS# MDSM2009842

    Listed by Greenmark Real Estate

    Bright MLS (BMLS)
  • Leonardtown, MD 20650
    5.58 Acres
    1/3 3
    Active

    $175,000

    Leonardtown, MD 20650

    MLS# MDSM2020092

    Listed by Coldwell Banker Jay Lilly Real Estate

    Bright MLS (BMLS)
  • 40624 BRETON OAKS LN, Leonardtown, MD 20650
    1.49 Acres
    1/6 6
    Price Dropped by $10K

    $159,900

    40624 BRETON OAKS LN, Leonardtown, MD 20650

    MLS# MDSM2022436

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
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Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

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

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

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.
Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

Get My App

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

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

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.