7,066

Homes in ZIP Code 20650

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  • /51

    $625,000

    • 5 Beds
    • 5 Baths
    • 2,756 Sq Ft

    43430 Browns Ln, Leonardtown, MD 20650

    Sellers are motivated and have found their home of choice. This unique property has so much to offer and has been a great family home providing many warm memories. Well cared for 4 BR 2.5 BA home has 2,116 sq. ft, and features an open floor plan for comfortable living. The welcoming kitchen has classic granite counters and maple cabinets, while a custom-made stainless steel top island borders the

    Juliet Brown Residential Plus Real Estate Services

    43430 Browns Ln, Leonardtown, MD 20650
  • /2

    $959,600 Sold Aug 13, 2025

    40557 Breton Knolls Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $282/SF

    Current Estimated Value $930,640

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40557 Breton Knolls Ct, Leonardtown, MD 20650
    • /39

      Est $583,748 Not Listed For Sale

      41419 Whimsical Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,993 Sq Ft
      • Built 2010
      41419 Whimsical Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Above List Price
      • $184/SF
      • 49 Days On Market
      • Last Sold Price $549,900
      • Jul 06, 2023

      Last Listing Agent John Gatton Century 21 New Millennium

  • /46

    $489,900 Pending

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

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650

    ***PENDING********* Lot 151 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. This expansive 3095 sq ft home offers generous living areas, abundant natural light, and

    Laura Bernth RE/MAX One

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650
  • /43

    $710,000 Sold Jul 24, 2025

    21549 Point Lookout Rd, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,153 Sq Ft
    • Built 2001

    Last Sold Summary

    • $225/SF
    • 6 Days On Market

    Current Estimated Value $718,670

    Last Listing Agent MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • /76

      Est $642,289 Not Listed For Sale

      41474 Affirmed Way, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,050 Sq Ft
      • Built 2010
      41474 Affirmed Way, Leonardtown, MD 20650

      Last Sold Summary

      • $211/SF
      • 3 Days On Market
      • Last Sold Price $645,000
      • Sep 26, 2024

      Last Listing Agent Heather Foster RE/MAX

  • /30

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 102 Oakley D1*** Late March Delivery***Builder Incentive $12,500 in Closing Help with use of preferred lender and title company. New Construction – Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of

    Laura Bernth RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
  • /46

    $439,900 Sold Mar 31, 2026

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 74 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    • /74

      Est $628,097 Not Listed For Sale

      23546 Belmar Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,548 Sq Ft
      • Built 2009
      23546 Belmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $230/SF
      • 33 Days On Market
      • Last Sold Price $585,000
      • Dec 13, 2023

      Last Listing Agent Heather Foster RE/MAX

  • /46

    $489,900 Pending

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

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT********* Lot 117 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. This expansive 3095 sq ft home offers generous living areas, abundant natural

    Laura Bernth RE/MAX One

    Lot 117 - 23720 Weeping Willow Way, Leonardtown, MD 20650
  • /18

    $11,500 Sold Apr 20, 2026

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    • Land
    • 1.23 Acres
    • $9,350 per Acre

    Last Sold Summary

    • 77% Below List Price
    • 57 Days On Market

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    • /25

      Est $284,912 Not Listed For Sale

      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 2008
      41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $264/SF
      • 5 Days On Market
      • Last Sold Price $279,000
      • Dec 18, 2024

      Last Listing Agent Kelly Niland Kevin Turner

  • /41

    $479,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650

    **TO BE BUILT**** Homesite 141 - Oakley D1 End Unit ***October Delivery**** ***Choose your color scheme from of our available options** 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous

    Laura Bernth RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • /40

    $485,900 Sold Apr 28, 2026

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1% Above List Price

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    • /56

      Est $642,434 Not Listed For Sale

      21147 Catnip Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft
      • Built 2002
      21147 Catnip Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Below List Price
      • $164/SF
      • Last Sold Price $705,000
      • Feb 16, 2024

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • /69

    $599,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    40704 Chance Way, Leonardtown, MD 20650

    Beautiful 4 bedroom, 2 1/2 bathroom colonial located in Leonardtown. Just mins from downtown Leonardtown amenities, shopping, restaurants, schools and more. This home has hardwood floors throughout. Spacious formal living and dining rooms. Kitchen with lots of cabinets and island with seating. Breakfast area and sliding doors that open to the back yard and patio. Family room w/gas fireplace off

    Kelly Padgett Century 21 Redwood Realty

    40704 Chance Way, Leonardtown, MD 20650
  • /88

    $1,052,000 Sold Feb 25, 2026

    22164 Miller Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Above List Price
    • $390/SF
    • 7 Days On Market

    Current Estimated Value $1,028,318

    Last Listing Agent Katherine Dean RE/MAX One

    22164 Miller Ct, Leonardtown, MD 20650
    • /80

      Est $664,443 Not Listed For Sale

      41503 Affirmed Way, Leonardtown, MD 20650

      • 5 Beds
      • 5 Baths
      • 5,065 Sq Ft
      • Built 2008
      41503 Affirmed Way, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $132/SF
      • 15 Days On Market
      • Last Sold Price $670,000
      • May 21, 2024

      Last Listing Agent John Gatton Century 21 New Millennium

  • /57

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    PRICE IMPROVEMENT! **Custom Floorplan** Front Load Garage with expanded guest parking on driveway, upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot with extra large fenced backyard. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • /41

    $458,550 Sold Feb 26, 2026

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 78 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    • /29

      Est $550,611 Not Listed For Sale

      41650 Marie Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,808 Sq Ft
      • Built 2007
      41650 Marie Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $198/SF
      • 2 Days On Market
      • Last Sold Price $556,000
      • Oct 16, 2024

      Last Listing Agent Deanna Rothstein RE/MAX

  • /4

    $599,950 Under Contract

    • 1,691 Sq Ft

    22615 Washington St, Leonardtown, MD 20650

    Value is in the land. Unique opportunity in the heart of downtown Leonardtown. Property includes the Washington Street parcel with an additional rear parcel on Lawrence Avenue conveying, together forming an assembly of approximately one and a half acres within the Town of Leonardtown limits. Zoned within a residential district and located in an area recognized as part of Leonardtown’s Arts &

    Caitlin Vallandingham Infinitas Realty Group

    22615 Washington St, Leonardtown, MD 20650
  • /9

    $340,000 Sold Feb 20, 2026

    22820 Duke St, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 0 Days On Market

    Current Estimated Value $339,269

    Last Listing Agent Laura Lopez RE/Max Experience

    22820 Duke St, Leonardtown, MD 20650
    • /38

      Est $470,730 Not Listed For Sale

      40772 Magee Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,258 Sq Ft
      • Built 1973
      40772 Magee Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $199/SF
      • 23 Days On Market
      • Last Sold Price $450,000
      • Aug 31, 2023

      Last Listing Agent Becky King Kevin Turner

  • /2

    $669,500 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    21390 Little Saint Annes Ln, Leonardtown, MD 20650

    Country Living at it's best!!! NO HOA in a minor subdivision of only 7 houses within a couples of miles of downtown Leonardtown. Two primary suites or one in-law ADA approved apartment on main level, includes gas fireplace in living area, pocket doors, walk in shower, coffee bar with small refrigerator, three season porch and direct access to laundry facilities/garage w/ADA approved ramp. Year

    Jan Barnes CENTURY 21 New Millennium

    21390 Little Saint Annes Ln, Leonardtown, MD 20650
  • /27

    $515,000 Sold Aug 15, 2025

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft
    • Built 1996

    Last Sold Summary

    • $203/SF
    • 10 Days On Market

    Current Estimated Value $548,438

    Last Listing Agent Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    • /60

      Est $757,333 Not Listed For Sale

      39653 Potomac Ave, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 3,150 Sq Ft
      • Built 1988
      39653 Potomac Ave, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Below List Price
      • $282/SF
      • 10 Days On Market
      • Last Sold Price $888,000
      • Sep 27, 2024

      Last Listing Agent Coley Reed Long & Foster

  • /61

    $774,900 Open Sun 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Back on the market with even more improvements and a new price! The sellers invested in additional upgrades-including a complete roof replacement with 50-year architectural shingles-making this move-in-ready waterfront home an even stronger value. Experience refined waterfront living in this fully renovated rancher overlooking Saint Clements Bay. Originally built in 1966, the home has been

    Ralph Harvey List With Freedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • /33

    $505,000 Sold Jun 02, 2025

    41918 Sara Ann Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,392 Sq Ft
    • Built 2005

    Last Sold Summary

    • $149/SF
    • 12 Days On Market

    Current Estimated Value $505,211

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
    • /68

      Est $1,130,026 Not Listed For Sale

      40139 Combs Creek Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,944 Sq Ft
      • Built 1995
      40139 Combs Creek Way, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $279/SF
      • 5 Days On Market
      • Last Sold Price $1,100,000
      • Nov 17, 2023

      Last Listing Agent Andy Schweigman Douglas Realty, LLC

  • /57

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 4,340 Sq Ft

    42032 Starlight Dr, Leonardtown, MD 20650

    PROFESSIONAL PICTURES COMING NEXT WEEK! Welcome to 42032 Starlight Drive in Leonardtown, MD, a spacious and beautifully updated home offering comfort, flexibility, and thoughtful upgrades throughout. This beautiful property backs to woods, providing a peaceful and private setting to enjoy year-round. Inside, fresh new paint throughout, new carpet upstairs, and new vinyl plank flooring in the

    Bill Oosterink CENTURY 21 New Millennium

    42032 Starlight Dr, Leonardtown, MD 20650
  • /75

    $640,000 Sold Dec 01, 2025

    22216 Hanover Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 4,206 Sq Ft
    • Built 2005

    Last Sold Summary

    • $152/SF
    • 1 Day On Market

    Current Estimated Value $647,504

    Last Listing Agent Christina Reed RE/MAX One

    22216 Hanover Dr, Leonardtown, MD 20650
    • /45

      Est $248,861 Not Listed For Sale

      22321 Leonard St, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1930
      22321 Leonard St, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Below List Price
      • $339/SF
      • 19 Days On Market
      • Last Sold Price $260,000
      • Jan 24, 2025

      Last Listing Agent Lesa Clark Redfin Corp

  • /49

    $639,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,261 Sq Ft

    23621 Margrave Dr, Leonardtown, MD 20650

    Welcome to this beautifully maintained, single-owner Colonial in the highly sought-after Leonard’s Grant community. Blending classic charm with thoughtful upgrades, this home offers both comfort and functionality throughout. The main level features wood flooring in the living and dining areas, a private dining room, and a cozy fireplace. The spacious kitchen boasts stainless steel appliances,

    Lauren Garner EXP Realty, LLC

    23621 Margrave Dr, Leonardtown, MD 20650
  • /23

    $295,000 Sold May 14, 2025

    20235 Big Oak Ln, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1934

    Last Sold Summary

    • $285/SF
    • 4 Days On Market

    Current Estimated Value $296,983

    Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

    20235 Big Oak Ln, Leonardtown, MD 20650
    • /68

      Est $674,171 Not Listed For Sale

      42990 Baywood Place, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,724 Sq Ft
      • Built 2009
      42990 Baywood Place, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $242/SF
      • 2 Days On Market
      • Last Sold Price $660,000
      • Dec 01, 2023

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /69

    $650,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,299 Sq Ft

    23563 Belmar Dr, Leonardtown, MD 20650

    Beautiful Compton model on a half acre lot. Finished Basement with ample storage space as well. Lovely built in pool with a fenced in backyard. Composite Deck covered with a gazebo. New Paint, New carpet.

    Heather Foster RE/MAX One

    23563 Belmar Dr, Leonardtown, MD 20650
  • /53

    $645,900 Sold Feb 26, 2026

    23581 Gallent Fox Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft
    • Built 2009

    Last Sold Summary

    • $173/SF
    • 42 Days On Market

    Current Estimated Value $642,554

    Last Listing Agent Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
    • /79

      Est $624,313 Not Listed For Sale

      24606 Pin Cushion Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,466 Sq Ft
      • Built 1987
      24606 Pin Cushion Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $172/SF
      • 64 Days On Market
      • Last Sold Price $595,000
      • Oct 26, 2023

      Last Listing Agent Kimberly Scott Remax 100

  • /56

    $635,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft

    23590 Margrave Dr, Leonardtown, MD 20650

    Welcome home to the Patuxent QBH floor plan in sought-after Leonard's Grant Neighborhood, the epitome of community-centered living in Leonardtown, Maryland. Situated on a corner lot with extensive landscaping and a private fenced backyard, this home offers stunning curb appeal and a relaxed indoor-outdoor living with a large 18' x 18' composite screened deck and a concrete patio for gatherings.

    Darrin Carter RE/MAX One

    23590 Margrave Dr, Leonardtown, MD 20650

Showing Results 81 - 120, Page 3 of 18

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