7,015

Homes in ZIP Code 20650

Section Image
  • 41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    /54

    $530,000 Under Contract

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

    41535 Singletree Dr, Leonardtown, MD 20650

    Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. New carpet has been installed throughout the second level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living.

    Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
  • 20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    /27

    $515,000 Sold Aug 15, 2025

    • 2,538 Sq Ft
    • $203/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    Welcome to your dream home in the desirable Chestnut Hills community of Leonardtown, Maryland! This charming 4-bedroom, 2.5-bathroom single-family home offers a perfect blend of space, comfort, and privacy, all set on an impressive 4.24 acres. With 2,538 square feet of living space, this residence features beautiful hardwood floors throughout, adding a warm and inviting touch.The heart of

    Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    • 42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      /48

      Est $420,437 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,692 Sq Ft

      42798 Saint Andrews Church Rd, Leonardtown, MD 20650

      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
  • 41536 Fairwood Ct, Leonardtown, MD 20650
    41536 Fairwood Ct, Leonardtown, MD 20650
    41536 Fairwood Ct, Leonardtown, MD 20650
    /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
  • 41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    /140

    $750,000 Sold Aug 15, 2025

    • 6,116 Sq Ft
    • $123/SF
    • 49 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1997

    41115 Paw Hollow Ln, Leonardtown, MD 20650

    Stunning Brick Front Colonial in Paw Paw Hollow - 1.8 Acres of Private LuxuryWelcome to this well maintained and beautifully designed brick front Colonial in the highly sought-after Paw Paw Hollow. This spacious 4-bedroom, 5.5-bathroom home offers over 5,000 square feet of living space on a generous 1.8-acre lot, providing the perfect blend of comfort, elegance, and privacy.Main Level

    Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow Ln, Leonardtown, MD 20650
    • 41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      /83

      Est $556,840 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,115 Sq Ft

      41936 Kentucky Ct, Leonardtown, MD 20650

      41936 Kentucky Ct, Leonardtown, MD 20650
  • 22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong Dr, Leonardtown, MD 20650
    /32

    $429,900 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    22362 Armstrong Dr, Leonardtown, MD 20650

    BACK ON THE MARKET!! Get it while you can!!Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDSeller is wiling to Offer Some Seller Paid Closing Help!Nestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • 23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    23888 Hollywood Rd, Leonardtown, MD 20650
    /25

    $400,000 Sold Aug 15, 2025

    • 1,450 Sq Ft
    • $276/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    23888 Hollywood Rd, Leonardtown, MD 20650

    Modern Charm Meets Country! Welcome to your private retreat in the heart of Leonardtown! This completely updated 4-bedroom, 2-bath rambler sits on 1.3 acres of peace and privacy—tucked off the road and surrounded by nature. Inside, you'll fall in love with the wide-open layout, fresh neutral tones, and stunning luxury vinyl flooring that flows seamlessly throughout.The

    Mark Frisco CENTURY 21 New Millennium

    23888 Hollywood Rd, Leonardtown, MD 20650
    • 20370 Chingville Rd, Leonardtown, MD 20650
      20370 Chingville Rd, Leonardtown, MD 20650
      20370 Chingville Rd, Leonardtown, MD 20650
      /54

      Est $613,944 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,538 Sq Ft

      20370 Chingville Rd, Leonardtown, MD 20650

      20370 Chingville Rd, Leonardtown, MD 20650
  • 40533 Breton Knolls Ct, Leonardtown, MD 20650
    40533 Breton Knolls Ct, Leonardtown, MD 20650
    40533 Breton Knolls Ct, Leonardtown, MD 20650
    /3

    $180,000 Under Contract

    • Land
    • 1.87 Acres
    • $96,257 per Acre

    40533 Breton Knolls Ct, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left in Breton Knolls. Breton Knolls is a 24 lot subdivision in Leonardtown with 1 - 7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • 44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    /82

    $675,000 Sold Aug 14, 2025

    • 3,830 Sq Ft
    • $176/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    44074 Medleys Neck Rd, Leonardtown, MD 20650

    Lovely rambler sitting on over 2 private acres in Leonardtown is looking for new owners. Main level has 4 bedrooms, 2 full baths, open kitchen/dining area with stone gas fireplace, laundry room and spacious family room. Primary bedroom has vaulted ceiling, walk in closet and large en-suite bath with separate tiled shower and soaking tub. Lower level is finished with rec area, wet bar, rough-in

    Cynthia Ballard CENTURY 21 New Millennium

    44074 Medleys Neck Rd, Leonardtown, MD 20650
    • 22425 Archer St, Leonardtown, MD 20650
      22425 Archer St, Leonardtown, MD 20650
      22425 Archer St, Leonardtown, MD 20650
      /61

      Est $689,653 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft

      22425 Archer St, Leonardtown, MD 20650

      22425 Archer St, Leonardtown, MD 20650
  • 44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    /7

    $772,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    44798 Medleys Neck Rd, Leonardtown, MD 20650

    Other lots in the area, call us to discussTBB - Custom Home - Many other floor plans and locations - call to discuss

    Marie Jozwik RE/MAX Realty Group

    44798 Medleys Neck Rd, Leonardtown, MD 20650
  • 23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    /113

    $638,000 Sold Aug 12, 2025

    • 6,311 Sq Ft
    • $101/SF
    • 86 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2005

    23275 Jenifer Ct, Leonardtown, MD 20650

    Welcome to this three-level home located in the Single Tree community, just a short walk from vibrant downtown. Boasting over 6,700 square feet of beautifully designed living space, this home offers 6 bedrooms, 4.5 bathrooms, and a thoughtfully crafted layout perfect for both everyday living and entertaining.The main level features gleaming hardwood floors, a soaring two-story family room

    Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
    • 23571 Gunnell Dr, Leonardtown, MD 20650
      23571 Gunnell Dr, Leonardtown, MD 20650
      23571 Gunnell Dr, Leonardtown, MD 20650
      /35

      Est $549,658 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,652 Sq Ft

      23571 Gunnell Dr, Leonardtown, MD 20650

      23571 Gunnell Dr, Leonardtown, MD 20650
  • 25845 Point Lookout Rd, Leonardtown, MD 20650
    25845 Point Lookout Rd, Leonardtown, MD 20650
    /2

    $1,740,000 Under Contract

    • Land
    • 3.85 Acres
    • $451,948 per Acre

    25845 Point Lookout Rd, Leonardtown, MD 20650

    This listing is 3.85 acres of a total 6-acre commercial property in Leonardtown, Maryland. Don't miss the chance to invest in this thriving and picturesque community. Whether you're looking to create a retail haven, upscale office space, or a dining destination, this property has all the ingredients for success. With its size and location near Patuxent Naval Air Station, this property is a blank

    Anne Davis CENTURY 21 Commercial New Millennium

    25845 Point Lookout Rd, Leonardtown, MD 20650
  • 20837 Camp Cosoma Rd, Leonardtown, MD 20650
    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    /3

    $212,000 Sold Aug 11, 2025

    • 1,016 Sq Ft
    • $209/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    20837 Camp Cosoma Rd, Leonardtown, MD 20650

    Charming 2-bedroom, 1-bath home nestled on 2.31 acres just a short walk from St. Mary's Lake. Enjoy one-level living with a spacious living room, large eat-in kitchen, large mudroom and separate utility room, plus a relaxing screened porch and equally relaxing and peaceful, tree-lined backyard. The home offers a generous front yard with ample space for gardening and outdoor activities. Make sure

    Jennifer Goddard CENTURY 21 New Millennium

    20837 Camp Cosoma Rd, Leonardtown, MD 20650
    • 40457 Breton View Dr, Leonardtown, MD 20650
      40457 Breton View Dr, Leonardtown, MD 20650
      40457 Breton View Dr, Leonardtown, MD 20650
      /58

      Est $415,748 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,286 Sq Ft

      40457 Breton View Dr, Leonardtown, MD 20650

      40457 Breton View Dr, Leonardtown, MD 20650
  • 23265 Lindsay Dr, Leonardtown, MD 20650
    23265 Lindsay Dr, Leonardtown, MD 20650
    23265 Lindsay Dr, Leonardtown, MD 20650
    /59

    $435,000 Sold Aug 07, 2025

    • 2,306 Sq Ft
    • $189/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    23265 Lindsay Dr, Leonardtown, MD 20650

    Welcome Home to this stunning 3 Bedroom, 3.5 Bath Townhome in the vibrant community of Clarks Rest in the heart of Leonardtown! Step inside this bright and open floorplan featuring 9 foot ceilings and gleaming hardwood floors throughout the main level. The dining room moves effortlessly to the well-appointed kitchen boasting gourmet Stainless Steel appliances, granite countertops, a large

    Wayne & Christine Floyd RE/MAX Realty Group

    23265 Lindsay Dr, Leonardtown, MD 20650
    • 23577 Abraham Dr, Leonardtown, MD 20650
      23577 Abraham Dr, Leonardtown, MD 20650
      23577 Abraham Dr, Leonardtown, MD 20650
      /47

      Est $600,408 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,929 Sq Ft

      23577 Abraham Dr, Leonardtown, MD 20650

      23577 Abraham Dr, Leonardtown, MD 20650
  • 41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    /72

    $449,900 Sold Jul 31, 2025

    • 2,379 Sq Ft
    • $189/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2022

    41554 Briarwood Cir, Leonardtown, MD 20650

    Location is key.... Not just in Leonardtown, but in the community itself. Through every window of the rear of this house is the picturesque setting of the wooded tree line and abundant privacy, not often found in Townhome living. This home is tucked back from main road on an open green in front and woods in the rear. Upgrades to this home from original build include: Premium COREtec Pro Plus

    Wayne & Christine Floyd RE/MAX Realty Group

    41554 Briarwood Cir, Leonardtown, MD 20650
    • 22909 Cedar Lane Rd, Leonardtown, MD 20650
      22909 Cedar Lane Rd, Leonardtown, MD 20650
      22909 Cedar Lane Rd, Leonardtown, MD 20650
      /77

      Est $507,488 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,275 Sq Ft

      22909 Cedar Lane Rd, Leonardtown, MD 20650

      22909 Cedar Lane Rd, Leonardtown, MD 20650
  • 41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    41997 Loker Ct, Leonardtown, MD 20650
    /41

    $479,900 Sold Jul 31, 2025

    • 2,330 Sq Ft
    • $206/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    41997 Loker Ct, Leonardtown, MD 20650

    Boast in the benefit of this cul-de-sac home on the outskirts of town that backs to a farm but with the closeness and convenience of being so close to area schools, restaurants, stores, and hospital. This home is ready for you to make it your own. The backyard privacy with deck and patio are great for enjoying the nature sounds. Large shed to keep the tools needed to keep the beautiful lawn

    Jimmy Hayden RE/MAX Realty Group

    41997 Loker Ct, Leonardtown, MD 20650
    • 23244 Jenifer Ct, Leonardtown, MD 20650
      23244 Jenifer Ct, Leonardtown, MD 20650
      23244 Jenifer Ct, Leonardtown, MD 20650
      /48

      Est $580,444 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,357 Sq Ft

      23244 Jenifer Ct, Leonardtown, MD 20650

      23244 Jenifer Ct, Leonardtown, MD 20650
  • 23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    /50

    $406,000 Sold Jul 25, 2025

    • 984 Sq Ft
    • $413/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    23745 Hicks Dr, Leonardtown, MD 20650

    Welcome to 23745 Hicks Drive, a thoughtfully updated rambler on over half an acre in the quiet Holly Oaks neighborhood of Leonardtown. With a spacious detached garage, a finished basement, and recent renovations throughout, this home offers comfort, functionality, and a great location—all with no HOA.Inside, you’ll find a bright and open layout featuring wide plank flooring, recessed

    Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
    • 40427 Breton View Dr, Leonardtown, MD 20650
      40427 Breton View Dr, Leonardtown, MD 20650
      40427 Breton View Dr, Leonardtown, MD 20650
      /86

      Est $417,874 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 2,676 Sq Ft

      40427 Breton View Dr, Leonardtown, MD 20650

      40427 Breton View Dr, Leonardtown, MD 20650
  • 21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    /43

    $710,000 Sold Jul 24, 2025

    • 3,153 Sq Ft
    • $225/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2001

    21549 Point Lookout Rd, Leonardtown, MD 20650

    Contemporary Farmhouse Living on over 24 acres! Drive down the lane past some of your pasture acreage on the left to your 3,000+ sf home backing to mature trees and wooded trails. A small pond is also located on the property. Possibilities abound with the level acreage in front! The property is located between Leonardtown and Callaway close to the Saint Mary's Rive State Park area. Close to

    MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • 42705 Redgate Farm Ln, Leonardtown, MD 20650
      42705 Redgate Farm Ln, Leonardtown, MD 20650
      42705 Redgate Farm Ln, Leonardtown, MD 20650
      /64

      Est $493,318 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,243 Sq Ft

      42705 Redgate Farm Ln, Leonardtown, MD 20650

      42705 Redgate Farm Ln, Leonardtown, MD 20650
  • 23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    /82

    $574,000 Sold Jul 24, 2025

    • 3,238 Sq Ft
    • $177/SF
    • 55 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1942

    23075 Hollywood Rd, Leonardtown, MD 20650

    Seller offering up to 3% in Closing assistance - Close in July, just in time for summer in Leonardtown! Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space Original hardwood floors, arched openings, detailed trim work, and vintage glass door knobs are just a few of the timeless details that give this home its warmth and soul—while

    Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, 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 $524,756 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    /69

    $622,500 Sold Jul 21, 2025

    • 2,642 Sq Ft
    • $236/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    21143 Catnip Ct, Leonardtown, MD 20650

    Welcome to this stunning 4-bedroom, 2.5-bath home in the desirable Kingston Estatesneighborhood of Leonardtown. Lovingly maintained by the original owners, this homesits on a beautifully landscaped lot of nearly an acre, and is nestled in a quiet cul-de-sacthat offers both privacy and convenience.As you step inside, you’ll be greeted by the stunning Acacia wood floors that

    Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, 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 $431,719 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft

      22292 White Oak Rd, Leonardtown, MD 20650

      22292 White Oak Rd, Leonardtown, MD 20650
  • 42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    /42

    $906,500 Sold Jul 18, 2025

    • 2,167 Sq Ft
    • $418/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    42239 Riverwinds Dr, Leonardtown, MD 20650

    Welcome to your waterfront retreat on the Potomac River! This well-maintained 3-bedroom, 2.5-bath rambler is perfectly situated on a level 1-acre lot with stunning panoramic water views from every rear-facing room, including all bedrooms. The spacious kitchen opens to a cozy family room with a wood-burning fireplace, ideal for relaxing or entertaining. Step out to the screened-in porch or

    Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, 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 $735,303 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft

      43164 Gum Spring Dr, Leonardtown, MD 20650

      43164 Gum Spring Dr, Leonardtown, MD 20650
  • 41699 Courthouse Dr, Leonardtown, MD 20650
    41699 Courthouse Dr, Leonardtown, MD 20650
    41699 Courthouse Dr, Leonardtown, MD 20650
    /54

    $531,000 Sold Jul 18, 2025

    • 2,420 Sq Ft
    • $219/SF
    • 5 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2012

    41699 Courthouse Dr, Leonardtown, MD 20650

    Welcome to 41699 Courthouse Drive, a well-maintained home tucked away on a private lot in the heart of historic Leonardtown. Offering comfort, space, and small-town charm, this property is perfectly positioned with no HOA, public water and sewer, and easy access to everything Leonardtown has to offer.Inside, you’ll find a bright kitchen with plenty of cabinetry, an inviting dining area,

    Bill Oosterink CENTURY 21 New Millennium

    41699 Courthouse Dr, Leonardtown, MD 20650
    • 40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      /56

      Est $693,580 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,524 Sq Ft

      40688 Clearfields Ct, Leonardtown, MD 20650

      40688 Clearfields Ct, Leonardtown, MD 20650
  • 43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    /74

    $475,000 Sold Jul 15, 2025

    • 2,400 Sq Ft
    • $198/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    43985 Main Way Rd, Leonardtown, MD 20650

    HUGE COVERED FRONT PORCH (12X18) INVITES YOU TO THIS AMAZINGLY WELL MAINTAINED RAMBLER IN DESIRABLE LANEDON NEIGHBORHOOD WITH DEEDED WATER ACCESS! 3/4 BEDROOMS; 4TH BEDROOM/CRAFT ROOM HAS ACCESS TO UNFINISHED SPACE FOR STORAGE. HARDWOOD FLOORS IN ALL ROOMS EXCEPT KITCHEN AND FAMILY ROOM. FORMAL LIVING ROOM AND SEPARATE DINING ROOM; PERFECT FOR THOSE FAMILY GATHERINGS AND HOLIDAY DINNERS. GOOD

    Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
    • 40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      /68

      Est $1,005,019 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,226 Sq Ft

      40741 Merlin Way, Leonardtown, MD 20650

      40741 Merlin Way, Leonardtown, MD 20650
  • 23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    /47

    $660,000 Sold Jul 14, 2025

    • 4,306 Sq Ft
    • $153/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    23278 Applewood Ln, Leonardtown, MD 20650

    Absolutely stunning home in a premier location! Welcome to 23278 Applewood Ln in the sought-after Clark’s Rest community, directly across from the pool, sports courts, and clubhouse! All 4,000 sqft of living space is in pristine condition. From the moment you enter, you will love all of the natural light throughout. The jewel of the home is the expansive kitchen, curated with upgrades for your

    Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, 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 $476,059 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft

      22152 Breton Woods Ct, Leonardtown, MD 20650

      22152 Breton Woods Ct, Leonardtown, MD 20650

Showing Results 201 - 240, Page 6 of 18

Maryland St Marys County Leonardtown 20650

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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 © 2025 CoStar Group