6,720

Leonardtown, MD Homes

Section Image Section Image
  • 21749 Pinehurst Ct, Leonardtown, MD 20650
    21749 Pinehurst Ct, Leonardtown, MD 20650
    21749 Pinehurst Ct, Leonardtown, MD 20650
    /86

    $595,000

    Sold Apr 14, 2026

    21749 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,410 Sq Ft
    • Built 1993

    Last Sold Summary

    • 4% Above List Price
    • $174/SF
    • 2 Days On Market

    Current Estimated Value $591,574

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21749 Pinehurst Ct, Leonardtown, MD 20650
    • 20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
      /9

      Est $531,026

      Not Listed For Sale

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft
      • Built 1996
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Conor Loughran CENTURY 21 New Millennium

  • 41614 Briarwood Cir, Leonardtown, MD 20650
    41614 Briarwood Cir, Leonardtown, MD 20650
    /2

    $470,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,816 Sq Ft

    41614 Briarwood Cir, Leonardtown, MD 20650

    This gorgeous end-unit townhome features more than 2800 sq. ft of finished living space on 3 levels. Located in popular Clark's Rest, and only four years young (and still under builder's warranty), this move-in ready home includes nice upgrades throughout, 4 bedrooms, 3.5 baths, a spacious 2-car garage / w epoxy floor, and all the great CR community amenities! An attractive stacked-stone facade

    Andrew Shemeta CENTURY 21 New Millennium

    41614 Briarwood Cir, Leonardtown, MD 20650
  • 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

    Sold Jun 25, 2026

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

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
    • 22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      /43

      Est $438,680

      Not Listed For Sale

      22292 White Oak Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft
      • Built 1978
      22292 White Oak Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Farrah Fuchs Redfin Corp

  • 40624 Breton Oaks Ln, Leonardtown, MD 20650
    40624 Breton Oaks Ln, Leonardtown, MD 20650
    40624 Breton Oaks Ln, Leonardtown, MD 20650
    /3

    $779,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Welcome to Breton Oaks—one of Leonardtown’s most sought-after communities—where this beautifully designed to-be-built home by Mednick Construction offers the perfect blend of modern farmhouse style and peaceful, wooded surroundings. Tucked away on a private, wooded lot on a quiet cul-de-sac, this thoughtfully crafted residence delivers timeless curb appeal paired with today’s most desirable

    Charlotte Long EXP Realty, LLC

    40624 Breton Oaks Ln, Leonardtown, MD 20650
  • 40737 Bobwhite Ln, Leonardtown, MD 20650
    40737 Bobwhite Ln, Leonardtown, MD 20650
    /2

    $800,000

    Sold May 05, 2026

    40737 Bobwhite Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 5,454 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $147/SF
    • 23 Days On Market

    Current Estimated Value $799,140

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    40737 Bobwhite Ln, Leonardtown, MD 20650
    • 43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      /81

      Est $732,437

      Not Listed For Sale

      43164 Gum Spring Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft
      • Built 1999
      43164 Gum Spring Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mike Hall Long & Foster Real Estate, Inc.

  • 21365 Bogies Ln, Leonardtown, MD 20650
    21365 Bogies Ln, Leonardtown, MD 20650
    21365 Bogies Ln, Leonardtown, MD 20650
    /10

    $299,000

    • Land
    • 5.8 Acres
    • $51,552 per Acre

    21365 Bogies Ln, Leonardtown, MD 20650

    Looking for land to build your dream home....well wait no more! This 5.8 acre parcel has been perc tested, recorded, surveyed and even has builder specs for a future home site and floor plans. You can also pick your own builder and get construction started on your new home. Property is currently registered and enrolled in an Agricultural program. Close to schools, shopping and area amenities.

    Kelly Padgett Century 21 Redwood Realty

    21365 Bogies Ln, Leonardtown, MD 20650
  • 23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    /34

    $625,000

    Sold Sep 30, 2025

    23246 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • Built 2017

    Last Sold Summary

    • $161/SF
    • 55 Days On Market

    Current Estimated Value $649,703

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
    • 22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      /51

      Est $469,389

      Not Listed For Sale

      22152 Breton Woods Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft
      • Built 1987
      22152 Breton Woods Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Melinda Brown EXP Realty, LLC

  • 23898 Speith Rd, Leonardtown, MD 20650
    23898 Speith Rd, Leonardtown, MD 20650
    23898 Speith Rd, Leonardtown, MD 20650
    /38

    $419,000

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    23898 Speith Rd, Leonardtown, MD 20650

    New millings covered road!! Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought

    Jimmy Hayden RE/MAX One

    23898 Speith Rd, Leonardtown, MD 20650
  • 23642 Hansel Ct, Leonardtown, MD 20650
    23642 Hansel Ct, Leonardtown, MD 20650
    23642 Hansel Ct, Leonardtown, MD 20650
    /79

    $649,900

    Sold Jul 06, 2026

    23642 Hansel Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft
    • Built 2010

    Last Sold Summary

    • $174/SF
    • 17 Days On Market

    Current Estimated Value $648,474

    Last Listing Agent Diane Fenwick RE/MAX One

    23642 Hansel Ct, Leonardtown, MD 20650
    • 23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      /72

      Est $579,002

      Not Listed For Sale

      23564 Gunnell Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,520 Sq Ft
      • Built 2003
      23564 Gunnell Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Leah Molina Samson Properties

  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /140

    $15,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED!Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    /43

    $459,900

    Sold Dec 02, 2025

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,966 Sq Ft
    • Built 2025

    Last Sold Summary

    • $155/SF
    • 29 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    • 20235 Big Oak Ln, Leonardtown, MD 20650
      20235 Big Oak Ln, Leonardtown, MD 20650
      20235 Big Oak Ln, Leonardtown, MD 20650
      /23

      Est $297,536

      Not Listed For Sale

      20235 Big Oak Ln, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,036 Sq Ft
      • Built 1934
      20235 Big Oak Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

  • 23760 Coventry Dr, Leonardtown, MD 20650
    23760 Coventry Dr, Leonardtown, MD 20650
    23760 Coventry Dr, Leonardtown, MD 20650
    /65

    $699,900

    $15K PRICE DROP Under Contract
    • 5 Beds
    • 4 Baths
    • 4,744 Sq Ft

    23760 Coventry Dr, Leonardtown, MD 20650

    Welcome home to the Hampton model, featuring fresh paint, newer flooring, and updated carpet throughout! The main level showcases a welcoming two-story foyer and a soaring two-story family room flooded with natural light, along with dedicated formal living and dining room, a private study, and a chef-inspired grand kitchen with an expansive center island. Main level bedroom with a full bath for

    Tracey Summers CENTURY 21 New Millennium

    23760 Coventry Dr, Leonardtown, MD 20650
  • Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    /43

    $449,900

    Sold Jul 31, 2026

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

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

    Last Sold Summary

    • $176/SF
    • 99 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    • 41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      /6

      Est $750,177

      Not Listed For Sale

      41985 White Point Beach Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 2,222 Sq Ft
      • Built 1944
      41985 White Point Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Stephanie Smith Select Premium Properties, Inc

  • 22323 Saint Clements Ave, Leonardtown, MD 20650

    $300,000

    Sold Oct 15, 2025

    22323 Saint Clements Ave, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1955

    Last Sold Summary

    • $250/SF
    • 0 Days On Market

    Current Estimated Value $301,230

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
    • 22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      /28

      Est $345,712

      Not Listed For Sale

      22340 Gore St, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,292 Sq Ft
      • Built 1964
      22340 Gore St, Leonardtown, MD 20650

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Kimberly Bannister T&G Real Estate Advisors, Inc.

  • 22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    /56

    $738,997

    $36K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the breathtaking water views, this light-filled home features an open-concept floor plan that seamlessly blends comfortable everyday living with exceptional entertaining space.Offering 4 bedrooms, 2 full baths, and 2 half baths, the home has been extensively

    Alyson Anderson Allfirst Realty, Inc.

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650
    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650
    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650
    /18

    $449,900

    Sold Aug 25, 2026

    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650

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

    Last Sold Summary

    • $176/SF

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650
    • 41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      /37

      Est $635,816

      Not Listed For Sale

      41625 Ferber Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,524 Sq Ft
      • Built 2005
      41625 Ferber Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jonnie Jamison J2 Real Estate

  • Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650
    Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650
    Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650
    /72

    $609,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft

    Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650

    New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 4, featuring Quality Built Homes’ Mattingly Model ... a 4-bedroom, 2.5-bath single-family home with timeless curb appeal, smart design, and room to grow.The main level offers an open and comfortable layout with a spacious family room, kitchen, breakfast area, formal dining room, and living room. Upstairs, the owner’s

    Laura Lee Hefley RE/MAX One

    Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650
  • 40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    /48

    $360,000

    Sold Sep 26, 2025

    40480 Parsons Mill Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,884 Sq Ft
    • Built 1974

    Last Sold Summary

    • $191/SF
    • 35 Days On Market

    Current Estimated Value $374,261

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    40480 Parsons Mill Rd, Leonardtown, MD 20650
    • 41997 Loker Ct, Leonardtown, MD 20650
      41997 Loker Ct, Leonardtown, MD 20650
      41997 Loker Ct, Leonardtown, MD 20650
      /41

      Est $483,163

      Not Listed For Sale

      41997 Loker Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,330 Sq Ft
      • Built 2006
      41997 Loker Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jimmy Hayden RE/MAX One

  • Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
    /9

    $454,900

    New Construction Open Sat 11:30AM - 3:30PM $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650

    ****December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! *****Homesite #156 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

    Laura Lee Hefley RE/MAX One

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /79

    $639,000

    Sold Feb 02, 2026

    41430 Challedon Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft
    • Built 2010

    Last Sold Summary

    • $142/SF
    • 12 Days On Market

    Current Estimated Value $647,974

    Last Listing Agent Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
    • 23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      /67

      Est $596,164

      Not Listed For Sale

      23626 Abraham Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,916 Sq Ft
      • Built 2005
      23626 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Dawn Wood O'Brien Realty ERA Powered

  • 42700 Moll Dyer Rd, Leonardtown, MD 20650
    42700 Moll Dyer Rd, Leonardtown, MD 20650
    /2

    $290,000

    $10K PRICE DROP
    • Land
    • 15 Acres
    • $19,333 per Acre

    42700 Moll Dyer Rd, Leonardtown, MD 20650

    Discover a prime 15-acre parcel of land, offering a unique investment opportunity with significant potential returns. This property features a serene backdrop of trees and wooded areas, providing a tranquil setting while ensuring privacy. The sloping terrain enhances the natural beauty and could be ideal for various development projects, from residential homes to recreational retreats. The wooded

    Paul Fenton Coldwell Banker Premier

    42700 Moll Dyer Rd, Leonardtown, MD 20650
  • 23311 Point Lookout Rd, Leonardtown, MD 20650
    23311 Point Lookout Rd, Leonardtown, MD 20650
    23311 Point Lookout Rd, Leonardtown, MD 20650
    /45

    $340,000

    Sold Apr 15, 2026

    23311 Point Lookout Rd, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Above List Price
    • $322/SF
    • 2 Days On Market

    Current Estimated Value $341,013

    Last Listing Agent JW Abney CENTURY 21 New Millennium

    23311 Point Lookout Rd, Leonardtown, MD 20650
    • 23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      /88

      Est $608,692

      Not Listed For Sale

      23689 Jm Gough Ct, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,828 Sq Ft
      • Built 2005
      23689 Jm Gough Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

  • 20410 Chingville Rd, Leonardtown, MD 20650
    20410 Chingville Rd, Leonardtown, MD 20650
    20410 Chingville Rd, Leonardtown, MD 20650
    /28

    $450,000

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

    20410 Chingville Rd, Leonardtown, MD 20650

    This well-maintained 2004 ranch-style home offers 2,604 square feet of functional living space on a private, non-HOA 2-acre lot. The interior features four spacious bedrooms, three full bathrooms, and an open-concept layout that seamlessly connects the main living and dining areas. A fully finished basement provides flexible additional square footage ideal for a home office, media room, or gym.

    Billy Rabbitt The Southside Group Real Estate

    20410 Chingville Rd, Leonardtown, MD 20650
  • 41389 Holiday Ct, Leonardtown, MD 20650
    41389 Holiday Ct, Leonardtown, MD 20650
    41389 Holiday Ct, Leonardtown, MD 20650
    /77

    $728,000

    Sold May 22, 2026

    41389 Holiday Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,385 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Above List Price
    • $166/SF
    • 0 Days On Market

    Current Estimated Value $723,197

    Last Listing Agent Laura Lee Hefley RE/MAX One

    41389 Holiday Ct, Leonardtown, MD 20650
    • 42279 Bird Haven Dr, Leonardtown, MD 20650
      42279 Bird Haven Dr, Leonardtown, MD 20650
      42279 Bird Haven Dr, Leonardtown, MD 20650
      /65

      Est $607,147

      Not Listed For Sale

      42279 Bird Haven Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,139 Sq Ft
      • Built 2002
      42279 Bird Haven Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mike Jordan CENTURY 21 New Millennium

  • 39645 Sweetpea Ln, Leonardtown, MD 20650
    39645 Sweetpea Ln, Leonardtown, MD 20650
    39645 Sweetpea Ln, Leonardtown, MD 20650
    /67

    $799,900

    Under Contract
    • Land
    • 3.56 Acres
    • $224,691 per Acre

    39645 Sweetpea Ln, Leonardtown, MD 20650

    UNIQUE BEAUTIFUL OPPORTUNITY to Unlock the potential of a lifetime with this rare and spectacular waterfront property! This stunning PENINSULA boasts approximately 1200 feet of waterfront, with its prime location fronting St. Clements Bay with protected coves/creeks on either side. There is some sandy beach on property in one section. This property offers breathtaking views and endless

    Sandi Denny CENTURY 21 New Millennium

    39645 Sweetpea Ln, Leonardtown, MD 20650
  • 22224 Monterey Place, Leonardtown, MD 20650
    22224 Monterey Place, Leonardtown, MD 20650
    22224 Monterey Place, Leonardtown, MD 20650
    /29

    $440,000

    Sold Apr 24, 2026

    22224 Monterey Place, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 2,176 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $202/SF
    • 9 Days On Market

    Current Estimated Value $442,267

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    22224 Monterey Place, Leonardtown, MD 20650

Showing Results 241 - 280, Page 7 of 18

Maryland St Marys County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group