7,066

Homes in ZIP Code 20650

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    • /40

      Est $636,698 Not Listed For Sale

      23258 Jenifer Ct, Leonardtown, MD 20650

      • 4 Beds
      • 5 Baths
      • 5,100 Sq Ft
      • Built 2005
      23258 Jenifer Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Above List Price
      • $111/SF
      • 4 Days On Market
      • Last Sold Price $564,000
      • Jul 10, 2023

      Last Listing Agent Conor Loughran Century 21 New Millennium

  • /45

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650

    Homesite 110 Madison D1: *** May Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 110 - 23678 Weeping Willow Way, Leonardtown, MD 20650
  • /56

    $395,000 Sold Jun 02, 2025

    20161 Tower Hill Rd, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • Built 1990

    Last Sold Summary

    • $238/SF
    • 2 Days On Market

    Current Estimated Value $408,266

    Last Listing Agent Trish Wallmark RE/MAX One

    20161 Tower Hill Rd, Leonardtown, MD 20650
    • /18

      Est $392,609 Not Listed For Sale

      40443 Breton View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,604 Sq Ft
      • Built 1994
      40443 Breton View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $148/SF
      • 36 Days On Market
      • Last Sold Price $385,000
      • Dec 11, 2024

      Last Listing Agent Anne Davis Century 21 New Millennium

  • /64

    $679,900 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,168 Sq Ft

    23324 Lindsay Dr, Leonardtown, MD 20650

    ELEGANCE IN LEONARDTOWN! Welcome to Leonardtown living at its finest, where thoughtful design, elevated finishes, and everyday functionality come together in a home that truly stands out. This 5 bedroom, 3.5 bath 4168sqft residence immediately sets the tone with a light-filled, open-concept layout that feels both expansive and inviting. The main level flows effortlessly starting with a large open

    Mark Frisco CENTURY 21 New Millennium

    23324 Lindsay Dr, Leonardtown, MD 20650
  • /15

    $485,000 Sold Nov 14, 2025

    41130 Cryer Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1955

    Last Sold Summary

    • $326/SF
    • 115 Days On Market

    Current Estimated Value $511,947

    Last Listing Agent Sharon Cox CENTURY 21 New Millennium

    41130 Cryer Ct, Leonardtown, MD 20650
    • /55

      Est $557,839 Not Listed For Sale

      41935 Green Hills Ln, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft
      • Built 1998
      41935 Green Hills Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 11% Below List Price
      • $357/SF
      • 5 Days On Market
      • Last Sold Price $629,999
      • May 24, 2024

      Last Listing Agent Mike Jordan Century 21 New Millennium

  • /32

    $579,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,428 Sq Ft

    43552 Bayberry Ct, Leonardtown, MD 20650

    Nestled on 2.2 private acres in Chestnut Ridge, this beautiful 4-bedroom home offers space, comfort, and functionality for modern living. The home features generously sized bedrooms and a thoughtfully designed layout perfect for both everyday life and entertaining. The main level includes a spacious kitchen and family room combination—ideal for gatherings—complete with a cozy brick gas fireplace

    Carol Kalmus-Choporis Century 21 Redwood Realty

    43552 Bayberry Ct, Leonardtown, MD 20650
  • /55

    $925,000 Sold May 30, 2025

    21940 Maranatha Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,814 Sq Ft
    • Built 1993

    Last Sold Summary

    • $329/SF
    • 23 Days On Market

    Current Estimated Value $936,606

    Last Listing Agent Adam Chambers JPAR Real Estate Professionals

    21940 Maranatha Way, Leonardtown, MD 20650
    • /41

      Est $448,011 Not Listed For Sale

      21717 Meadow Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,488 Sq Ft
      • Built 1981
      21717 Meadow Ct, Leonardtown, MD 20650

      Last Sold Summary

      • $302/SF
      • 9 Days On Market
      • Last Sold Price $449,900
      • Mar 14, 2025

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /30

    $485,000

    • 4 Beds
    • 3 Baths
    • 2,507 Sq Ft

    22394 White Oak Rd, Leonardtown, MD 20650

    Nestled in the coveted waterfront community of Breton Bay, this beautifully maintained 4-bedroom, 3-bath split foyer offers space and comfort, and is move-in ready! The main level showcases stunning hardwood floors and a bright, inviting layout perfect for everyday living. The fully finished walk-out lower level features a spacious family room with a cozy fireplace, creating the ideal space for

    Barbara Stellway KW Metro Center

    22394 White Oak Rd, Leonardtown, MD 20650
  • /2

    $435,000 Sold Apr 20, 2026

    23369 Marview Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,308 Sq Ft
    • Built 2017

    Last Sold Summary

    • $188/SF
    • 38 Days On Market

    Current Estimated Value $446,417

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    23369 Marview Ct, Leonardtown, MD 20650
    • /72

      Est $557,286 Not Listed For Sale

      23638 Abraham Dr, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,352 Sq Ft
      • Built 2005
      23638 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • $167/SF
      • 5 Days On Market
      • Last Sold Price $560,000
      • Aug 07, 2024

      Last Listing Agent Kelly Padgett Century 21 New Millennium

  • /74

    $680,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,992 Sq Ft

    41488 Pensive St, Leonardtown, MD 20650

    Updated Photos coming in a couple weeks! Welcome to this Belmont model in Leonard’s Grant, offering a spacious layout and thoughtful design throughout. As you enter the home, you’re welcomed by hardwood floors, a grand entryway, and a beautiful staircase that creates an inviting first impression.To the right, French doors open to a large room that works well as a home office or additional

    Heather Foster RE/MAX One

    41488 Pensive St, Leonardtown, MD 20650
  • /45

    $510,000 Sold Dec 17, 2025

    41467 Osborne Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,827 Sq Ft
    • Built 2018

    Last Sold Summary

    • $180/SF
    • 13 Days On Market

    Current Estimated Value $524,170

    Last Listing Agent Susan Vogel Turtle Town Real Estate, LLC.

    41467 Osborne Ln, Leonardtown, MD 20650
    • /37

      Est $380,109 Not Listed For Sale

      39862 Big Pine Trail, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 1,656 Sq Ft
      • Built 2002
      39862 Big Pine Trail, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $232/SF
      • 1 Day On Market
      • Last Sold Price $385,000
      • May 31, 2024

      Last Listing Agent Paul Bell NOVA Brokers, LLC.

  • /85

    $569,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,308 Sq Ft

    41536 Fairwood Ct, Leonardtown, MD 20650

    Welcome to your dream home, the Pinehurst model built by Marrick Homes, nestled in the highly sought-after Clark's Rest Community. From the moment you pull into the driveway, this timeless Colonial immediately impresses with its classic charm and spacious, modern living. This 3/level home offers 4/bedrooms, 3.5 baths with 4,664 sq ft of living space. The spacious front-load 2-car garage includes

    Teresa Klopfer RE/MAX Realty Group

    41536 Fairwood Ct, Leonardtown, MD 20650
  • /85

    $695,000 Sold Jul 02, 2025

    23055 Town Run Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,019 Sq Ft
    • Built 2021

    Last Sold Summary

    • $173/SF
    • 0 Days On Market

    Current Estimated Value $702,504

    Last Listing Agent Laura Bernth RE/MAX One

    23055 Town Run Dr, Leonardtown, MD 20650
    • /27

      Est $590,558 Not Listed For Sale

      23219 Jenifer Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,100 Sq Ft
      • Built 2005
      23219 Jenifer Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 11% Above List Price
      • $171/SF
      • 0 Days On Market
      • Last Sold Price $530,000
      • May 31, 2023

      Last Listing Agent Laura Holley O'Brien Realty

  • /46

    $489,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650

    ***TO BE BUILT*** ***November Delivery*** ***Choose your color scheme from of our available options*** Home Site 142 New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland.

    Laura Bernth RE/MAX One

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
  • /32

    $465,000 Sold Jan 23, 2026

    43543 Bayberry Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 1991

    Last Sold Summary

    • $268/SF
    • 7 Days On Market

    Current Estimated Value $456,059

    Last Listing Agent Colin McHugh O'Brien Realty ERA Powered

    43543 Bayberry Ct, Leonardtown, MD 20650
    • /37

      Est $469,233 Not Listed For Sale

      41805 Meynard Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,715 Sq Ft
      • Built 2005
      41805 Meynard Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $162/SF
      • 47 Days On Market
      • Last Sold Price $439,000
      • Aug 21, 2023

      Last Listing Agent Luke Pahel The Southside Group Real Estate

  • /35

    $840,000

    • Land
    • 10.2 Acres
    • $82,353 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this 10.2-acre waterfront parcel overlooking Breton Bay. This rare offering combines natural beauty, privacy, and opportunity—an ideal setting to create your own waterfront retreat.With perc approval already in place, the property is ready for your dream home. The land features a mix of open fields and wooded areas, with views of the bay and

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • /45

    $639,000 Sold Nov 17, 2025

    23534 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,738 Sq Ft
    • Built 2008

    Last Sold Summary

    • $135/SF
    • 96 Days On Market

    Current Estimated Value $656,252

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
    • /28

      Est $391,618 Not Listed For Sale

      39919 Lake Cecil Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,008 Sq Ft
      • Built 2004
      39919 Lake Cecil Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Above List Price
      • $169/SF
      • 5 Days On Market
      • Last Sold Price $340,000
      • Sep 01, 2023

      Last Listing Agent Sharyn Ahmad Remax 100

  • /25

    $447,000 Sold Jun 04, 2025

    21684 Potomac View Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2002

    Last Sold Summary

    • $297/SF
    • 48 Days On Market

    Current Estimated Value $450,826

    Last Listing Agent Terry Tenney Atlantic Southern Realty INC

    21684 Potomac View Dr, Leonardtown, MD 20650
    • /55

      Est $376,976 Not Listed For Sale

      40905 Spring House Ln, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,416 Sq Ft
      • Built 1962
      40905 Spring House Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Below List Price
      • $282/SF
      • 1 Day On Market
      • Last Sold Price $400,000
      • Jul 29, 2024

      Last Listing Agent Michael Hunter Real Broker, LLC

  • /78

    $709,000 Sold Sep 24, 2025

    21385 Fairwood Ct, Leonardtown, MD 20650

    • 4 Beds
    • 4 Baths
    • 3,970 Sq Ft
    • Built 2011

    Last Sold Summary

    • $179/SF
    • 24 Days On Market

    Current Estimated Value $716,600

    Last Listing Agent Dawn Bell RE/MAX One

    21385 Fairwood Ct, Leonardtown, MD 20650
    • /51

      Est $594,475 Not Listed For Sale

      22202 Hanover Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 3,261 Sq Ft
      • Built 2005
      22202 Hanover Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $178/SF
      • 1 Day On Market
      • Last Sold Price $580,000
      • May 30, 2024

      Last Listing Agent Danny Martin Keller Williams Flagship

  • /140

    $750,000 Sold Aug 15, 2025

    41115 Paw Hollow Ln, Leonardtown, MD 20650

    • 4 Beds
    • 5.5 Baths
    • 6,116 Sq Ft
    • Built 1997

    Last Sold Summary

    • $123/SF
    • 49 Days On Market

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow Ln, Leonardtown, MD 20650
    • /7

      Est $336,791 Not Listed For Sale

      18808 McKays Beach Rd, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1955
      18808 McKays Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 35% Above List Price
      • $326/SF
      • 12 Days On Market
      • Last Sold Price $250,000
      • Oct 11, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • /71

    $1,215,200 Sold Sep 08, 2025

    21055 Breton Beach Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft
    • Built 2006

    Last Sold Summary

    • $398/SF
    • 5 Days On Market

    Current Estimated Value $1,220,056

    Last Listing Agent Robert Gauger EXP Realty, LLC

    21055 Breton Beach Ct, Leonardtown, MD 20650
    • /85

      Est $615,365 Not Listed For Sale

      22113 Philip Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,295 Sq Ft
      • Built 1990
      22113 Philip Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $182/SF
      • 27 Days On Market
      • Last Sold Price $600,000
      • May 15, 2024

      Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

  • /40

    $469,900 Sold Jan 27, 2026

    Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 73 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650
    • /73

      Est $587,076 Not Listed For Sale

      42023 Starlight Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,326 Sq Ft
      • Built 2004
      42023 Starlight Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 12% Above List Price
      • $121/SF
      • 1 Day On Market
      • Last Sold Price $525,000
      • Sep 08, 2023

      Last Listing Agent Jessica Raley Century 21 New Millennium

  • /33

    $700,000 Sold Apr 02, 2026

    21345 Fairwood Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft
    • Built 2012

    Last Sold Summary

    • $172/SF
    • 58 Days On Market

    Current Estimated Value $699,456

    Last Listing Agent Deanna Rothstein RE/MAX One

    21345 Fairwood Ct, Leonardtown, MD 20650
    • /44

      Est $556,490 Not Listed For Sale

      41570 Miss Bessie Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,708 Sq Ft
      • Built 2004
      41570 Miss Bessie Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 12% Above List Price
      • $135/SF
      • 23 Days On Market
      • Last Sold Price $499,000
      • Jun 15, 2023

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • /15

    $475,000 Sold Nov 14, 2025

    41650 Matthew Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 2006

    Last Sold Summary

    • $213/SF
    • 47 Days On Market

    Current Estimated Value $482,143

    Last Listing Agent Paula Turner Pax River Realty LLC

    41650 Matthew Ct, Leonardtown, MD 20650
    • /70

      Est $743,159 Not Listed For Sale

      22415 Hood Ln, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 4,657 Sq Ft
      • Built 2006
      22415 Hood Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $153/SF
      • 22 Days On Market
      • Last Sold Price $713,000
      • Jun 30, 2023

      Last Listing Agent Barbara Blades Century 21 New Millennium

  • /2

    $315,000 Sold Apr 10, 2026

    22204 Nomoni St, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1930

    Last Sold Summary

    • $312/SF
    • 11 Days On Market

    Current Estimated Value $302,579

    Last Listing Agent Tig Wright Redfin Corp

    22204 Nomoni St, Leonardtown, MD 20650

Showing Results 281 - 320, Page 8 of 18

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