7,069

Homes in ZIP Code 20650

Section Image
    • 23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      /71

      Est $694,148 Not Listed For Sale

      23287 Crestmar Ln, Leonardtown, MD 20650

      • 6 Beds
      • 4.5 Baths
      • 4,262 Sq Ft
      • Built 2019
      23287 Crestmar Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $155/SF
      • 26 Days On Market
      • Last Sold Price $659,000
      • Jun 12, 2023

      Last Listing Agent Marizel Brewington JPAR Real Estate Professionals

  • 41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    /57

    $600,000

    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    NOW offered at $600,000 HUGE Price Adjustment!— a compelling opportunity in CLARK'S REST. *Get up to $3,000 with use of preferred lender for CLOSING COST assistance or use funds for a rate buy-down. Recently reintroduced with improved pricing, this is your chance to own one of the largest homes in the community, offering space, flexibility, and a lifestyle buyers are actively searching for.

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • 43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    /18

    $570,000 Sold Apr 16, 2026

    43641 Redmond Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $261/SF
    • 0 Days On Market

    Current Estimated Value $583,404

    Last Listing Agent Jimmy Hayden RE/MAX One

    43641 Redmond Rd, Leonardtown, MD 20650
    • 22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      /28

      Est $516,299 Not Listed For Sale

      22301 Bayside Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft
      • Built 2012
      22301 Bayside Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $201/SF
      • 63 Days On Market
      • Last Sold Price $475,000
      • Feb 05, 2024

      Last Listing Agent Chad Istvan EXP Realty, LLC

  • Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
    /45

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650

    *****UNDER CONTRACT****** Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a full bath, perfect for a guest

    Laura Bernth RE/MAX One

    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
  • 23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    /96

    $1,300,000 Sold Nov 13, 2025

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft
    • Built 2020

    Last Sold Summary

    • $221/SF
    • 63 Days On Market

    Current Estimated Value $1,235,703

    Last Listing Agent Jimmy Hayden RE/MAX One

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    • 23567 Pine Bluff Way, Leonardtown, MD 20650
      23567 Pine Bluff Way, Leonardtown, MD 20650
      23567 Pine Bluff Way, Leonardtown, MD 20650
      /69

      Est $612,993 Not Listed For Sale

      23567 Pine Bluff Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,736 Sq Ft
      • Built 2013
      23567 Pine Bluff Way, Leonardtown, MD 20650

      Last Sold Summary

      • $163/SF
      • 14 Days On Market
      • Last Sold Price $610,000
      • Aug 12, 2024

      Last Listing Agent Kimberly Scott Remax 100

  • Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
    /34

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650

    ****Mid May Delivery*** Homesite # 136 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in

    Laura Bernth RE/MAX One

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
  • 39725 Lady Baltimore Ave, Leonardtown, MD 20650
    39725 Lady Baltimore Ave, Leonardtown, MD 20650
    39725 Lady Baltimore Ave, Leonardtown, MD 20650
    /3

    $310,000 Sold Apr 17, 2026

    39725 Lady Baltimore Ave, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft
    • Built 1947

    Last Sold Summary

    • 7% Below List Price
    • $164/SF
    • 4 Days On Market

    Current Estimated Value $337,502

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    39725 Lady Baltimore Ave, Leonardtown, MD 20650
    • 40630 Breton Oaks Ln, Leonardtown, MD 20650
      40630 Breton Oaks Ln, Leonardtown, MD 20650
      40630 Breton Oaks Ln, Leonardtown, MD 20650
      /30

      Est $771,624 Not Listed For Sale

      40630 Breton Oaks Ln, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,736 Sq Ft
      • Built 2021
      40630 Breton Oaks Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $201/SF
      • 80 Days On Market
      • Last Sold Price $750,000
      • Nov 20, 2023

      Last Listing Agent Helen Mattingly Wernecke BHHS PenFed (actual)

  • Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    /35

    $449,900 Open Sun 11AM - 4PM

    • 4 Beds
    • 3.5 Baths

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    ***SPRING SPECIAL $5,000 Builder Credit Plus $12,500 in Closing Help with Builder's preferred lender and title co*** (special is for this Homesite #99 Madison D3 only). ***Available NOW*** Homesite #99 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome

    Laura Bernth RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
  • 42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, Leonardtown, MD 20650
    /12

    $135,000 Sold May 09, 2025

    42500 Saint Margarets Dr, Leonardtown, MD 20650

    • Land
    • 4.8 Acres
    • $28,125 per Acre

    Last Sold Summary

    • 76 Days On Market

    Current Estimated Value $133,427

    Last Listing Agent Kalee Kelly Infinitas Realty Group

    42500 Saint Margarets Dr, Leonardtown, MD 20650
    • 23380 Marview Ct, Leonardtown, MD 20650
      23380 Marview Ct, Leonardtown, MD 20650
      23380 Marview Ct, Leonardtown, MD 20650
      /44

      Est $422,209 Not Listed For Sale

      23380 Marview Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,306 Sq Ft
      • Built 2018
      23380 Marview Ct, Leonardtown, MD 20650

      Last Sold Summary

      • $183/SF
      • 31 Days On Market
      • Last Sold Price $422,000
      • Aug 02, 2024

      Last Listing Agent Diana Washabaugh Century 21 New Millennium

  • Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    /34

    $449,900 Open Sun 11AM - 4PM

    • 4 Beds
    • 3.5 Baths

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    ***SPRING SPECIAL $5,000 Builder Credit Plus $12,500 in Closing Help with Builder's preferred lender and title co*** (special is for this Homesite #101 Madison D3 only). ***IMMEDIATE DELIVERY***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of

    Laura Bernth RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
  • 21620 Coves End Ct, Leonardtown, MD 20650
    21620 Coves End Ct, Leonardtown, MD 20650
    21620 Coves End Ct, Leonardtown, MD 20650
    /67

    $691,000 Sold May 09, 2025

    21620 Coves End Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,541 Sq Ft
    • Built 2001

    Last Sold Summary

    • $195/SF
    • 33 Days On Market

    Current Estimated Value $711,015

    Last Listing Agent Hannah Cole Real Broker, LLC

    21620 Coves End Ct, Leonardtown, MD 20650
    • 41408 W Citation St, Leonardtown, MD 20650
      41408 W Citation St, Leonardtown, MD 20650
      41408 W Citation St, Leonardtown, MD 20650
      /87

      Est $705,730 Not Listed For Sale

      41408 W Citation St, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 4,960 Sq Ft
      • Built 2013
      41408 W Citation St, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Below List Price
      • $149/SF
      • 3 Days On Market
      • Last Sold Price $740,000
      • Nov 14, 2024

      Last Listing Agent Heather Foster RE/MAX

  • Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
    /34

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650

    ***PENDING***** Homesite # 131 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
  • 41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    /54

    $510,000 Sold Dec 22, 2025

    41535 Singletree Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • Built 2002

    Last Sold Summary

    • $225/SF
    • 44 Days On Market

    Current Estimated Value $521,292

    Last Listing Agent Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
    • 22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      22765 Duke St, Leonardtown, MD 20650
      /10

      Est $264,997 Not Listed For Sale

      22765 Duke St, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft
      • Built 1949
      22765 Duke St, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $302/SF
      • 6 Days On Market
      • Last Sold Price $259,950
      • Jan 16, 2024

      Last Listing Agent Ronald Watson Flag Real Estate Inc.

  • Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
    /34

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650

    ****PENDING*** Homesite # 158 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    /48

    $447,400 Sold Oct 09, 2025

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft
    • Built 2025

    Last Sold Summary

    • $175/SF
    • 58 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    • 28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      28845 Point Lookout Rd, Leonardtown, MD 20650
      /20

      Est $374,300 Not Listed For Sale

      28845 Point Lookout Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 2,520 Sq Ft
      • Built 1969
      28845 Point Lookout Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $139/SF
      • 12 Days On Market
      • Last Sold Price $350,000
      • Jan 26, 2024

      Last Listing Agent Beverly Moody Remax 100

  • 41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    /64

    $635,000

    • 5 Beds
    • 3 Baths
    • 3,030 Sq Ft

    41585 Austin Ct, Leonardtown, MD 20650

    Welcome to the completely unforgettable curb appeal of this home situated in the only culdesac of custom homes in the Estates at Singletree! Loved and beautifully maintained from the start by its current owners, they have personally curated, creative florals that surround this Southern Living traditional build, all the way to the perimeters of the property which provide abundant blueberries,

    Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • 42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    /71

    $599,900 Sold Jun 25, 2025

    42261 Bird Haven Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 2002

    Last Sold Summary

    • $186/SF
    • 18 Days On Market

    Current Estimated Value $604,254

    Last Listing Agent Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
    • 19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      /76

      Est $552,768 Not Listed For Sale

      19661 Hickory Hills Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,342 Sq Ft
      • Built 1987
      19661 Hickory Hills Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $224/SF
      • 8 Days On Market
      • Last Sold Price $525,000
      • Aug 10, 2023

      Last Listing Agent Katy Galloway Century 21 New Millennium

  • Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
    /45

    $449,900 Open Sun 11AM - 3:45PM

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650

    ***Mid-May Delivery*** Builder Incentive, Receive $12,500 in Builder Closing Help with use of Preferred Lender & Title company. Homesite 135 - New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at

    Laura Bernth RE/MAX One

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
  • 28590 Point Lookout Rd, Loveville, MD 20656
    28590 Point Lookout Rd, Loveville, MD 20656
    /2

    $385,000 Sold Jun 12, 2025

    28590 Point Lookout Rd, Loveville, MD 20656

    • 4 Beds
    • 1.5 Baths
    • 1,816 Sq Ft
    • Built 1963

    Last Sold Summary

    • $212/SF
    • 0 Days On Market

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    28590 Point Lookout Rd, Loveville, MD 20656
    • 23822 Hollywood Rd, Hollywood, MD 20636
      23822 Hollywood Rd, Hollywood, MD 20636
      23822 Hollywood Rd, Hollywood, MD 20636
      /32

      Est $505,124 Not Listed For Sale

      23822 Hollywood Rd, Hollywood, MD 20636

      • 3 Beds
      • 3 Baths
      • 2,461 Sq Ft
      • Built 2024
      23822 Hollywood Rd, Hollywood, MD 20636

      Last Sold Summary

      • 5% Below List Price
      • $215/SF
      • 35 Days On Market
      • Last Sold Price $530,000
      • Feb 17, 2025

      Last Listing Agent Craig Wright O'Brien Realty

  • Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    /34

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650

    ***PENDING***** Homesite # 134 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
  • 22190 Bull Rd, Leonardtown, MD 20650
    22190 Bull Rd, Leonardtown, MD 20650
    /2

    $400,000 Sold Aug 18, 2025

    22190 Bull Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1987

    Last Sold Summary

    • $290/SF

    Current Estimated Value $396,917

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
    • 18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      /79

      Est $630,827 Not Listed For Sale

      18822 McKays Beach Rd, Leonardtown, MD 20650

      • 2 Beds
      • 3 Baths
      • 1,962 Sq Ft
      • Built 1998
      18822 McKays Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Below List Price
      • $352/SF
      • 9 Days On Market
      • Last Sold Price $690,000
      • Jun 10, 2024

      Last Listing Agent Ron Leonard Leonard Realty, Inc.

  • 20045 Tower Hill Rd, Leonardtown, MD 20650
    20045 Tower Hill Rd, Leonardtown, MD 20650
    20045 Tower Hill Rd, Leonardtown, MD 20650
    /65

    $1,450,000 Pending

    • 5 Beds
    • 7 Baths
    • 7,376 Sq Ft

    20045 Tower Hill Rd, Leonardtown, MD 20650

    Set quietly within 12 picturesque acres overlooking a peaceful creek, Tower Hill Retreat offers an extraordinary opportunity to experience refined country living in a natural setting. This impressive estate features 5 bedrooms (with potential for a sixth) and 5 full and 2 half bathrooms in a thoughtfully designed and exceptionally versatile floor plan. Rich hardwood and tile flooring extend

    Barbara Stellway KW Metro Center

    20045 Tower Hill Rd, Leonardtown, MD 20650
  • 43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    /16

    $281,650 Sold Sep 30, 2025

    43658 Redmond Rd, Leonardtown, MD 20650

    • 4 Beds
    • 1.5 Baths
    • 2,078 Sq Ft
    • Built 1959

    Last Sold Summary

    • $136/SF
    • 12 Days On Market

    Current Estimated Value $320,437

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
    • 41419 Whimsical Ct, Leonardtown, MD 20650
      41419 Whimsical Ct, Leonardtown, MD 20650
      41419 Whimsical Ct, Leonardtown, MD 20650
      /39

      Est $578,207 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

      • 5% 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

  • Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    /45

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650

    *****PENDING ****** Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a full bath, perfect for a guest suite or

    Laura Bernth RE/MAX One

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    /49

    $447,400 Sold Dec 11, 2025

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    • 41474 Affirmed Way, Leonardtown, MD 20650
      41474 Affirmed Way, Leonardtown, MD 20650
      41474 Affirmed Way, Leonardtown, MD 20650
      /76

      Est $627,693 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

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

      Last Listing Agent Heather Foster RE/MAX

  • 000 Saint Andrews Church Rd, Leonardtown, MD 20650
    000 Saint Andrews Church Rd, Leonardtown, MD 20650
    000 Saint Andrews Church Rd, Leonardtown, MD 20650
    /36

    $98,900

    • Land
    • 4.11 Acres
    • $24,063 per Acre

    000 Saint Andrews Church Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!! Located in Leonardtown in St. Marys County, this 4.11 acre wooded property on St. Andrews Church Road offers a unique opportunity to build, invest, or enjoy a recreational retreat. The property has previous perc sites for a conventional septic system, though it will require reevaluation, and soil stability testing will be required, with preliminary work indicating favorable

    Casey Kennedy Whitetail Properties Real Estate

    000 Saint Andrews Church Rd, Leonardtown, MD 20650
  • 22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet Ln, Leonardtown, MD 20650
    22592 Quiet Ln, Leonardtown, MD 20650
    /55

    $430,000 Sold Dec 01, 2025

    22592 Quiet Ln, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1991

    Last Sold Summary

    • $225/SF
    • 6 Days On Market

    Current Estimated Value $436,141

    Last Listing Agent Paul Bell NOVA Brokers, LLC.

    22592 Quiet Ln, Leonardtown, MD 20650
    • 23546 Belmar Dr, Leonardtown, MD 20650
      23546 Belmar Dr, Leonardtown, MD 20650
      23546 Belmar Dr, Leonardtown, MD 20650
      /74

      Est $619,635 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

      • 6% Above List Price
      • $230/SF
      • 33 Days On Market
      • Last Sold Price $585,000
      • Dec 13, 2023

      Last Listing Agent Heather Foster RE/MAX

Showing Results 41 - 80, Page 2 of 18

Maryland St Marys County Leonardtown 20650

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