6,982

Homes in ZIP Code 20650

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  • /56

    $395,000 Sold Jun 02, 2025

    • 1,661 Sq Ft
    • $238/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    20161 Tower Hill Rd, Leonardtown, MD 20650

    This contemporary cape cod style home is it's own private retreat on over 3 acres. The main floor gives you a formal living room with vaulted celing and 2 sided woodstove/fireplace while also providing an additional family room that could easily be converted to a 3rd bedroom. The kitchen has been updated with granite counter tops, subway tiled backsplash, new appliances and more. Dining room

    Trish Wallmark RE/MAX One

    20161 Tower Hill Rd, Leonardtown, MD 20650
    • /39

      Est $456,542 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft

      41464 Helen Marie Ct, Leonardtown, MD 20650

      41464 Helen Marie Ct, Leonardtown, MD 20650
  • /2

    $225,000

    • Land
    • 7.5 Acres
    • $30,000 per Acre

    0 Wathen Rd, Leonardtown, MD 20650

    NEW CONSTRUCTION TO BE BUILT. This stunning lot is co-marketed with Caruso Homes, featuring the impressive DEERFIELD model—a four-bedroom floor plan with the option to include a convenient In-Law suite on the main level. Embrace the joy of gathering with loved ones in this thoughtfully designed open-concept home, highlighted by a spacious great room seamlessly connected to the kitchen. The

    Amber Williams Amber & Company Real Estate

    0 Wathen Rd, Leonardtown, MD 20650
  • /33

    $505,000 Sold Jun 02, 2025

    • 3,392 Sq Ft
    • $149/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    41918 Sara Ann Ct, Leonardtown, MD 20650

    This beautiful two-story Colonial with a finished basement is perfectly situated in a prime location just minutes from downtown Leonardtown, offering easy access to quaint shops, restaurants, the wharf, and vibrant community events. With a traditional floor plan, the main level features durable vinyl plank flooring, a welcoming living room with a cozy gas fireplace, and a functional kitchen with

    Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
    • /90

      Est $708,113 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft

      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      20746 Deer Wood Park Dr, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 7.58 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

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

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • /46

    $950,000 Sold Jun 02, 2025

    • 6,762 Sq Ft
    • $140/SF
    • 30 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2001

    22855 White Swan Way, Leonardtown, MD 20650

    Move right in! Tucked away on 3.59 acres, everything has been upgraded. Main level offers stunning hardwood flooring throughout, great room with 2 story ceilings and walls of windows letting nature and light in. Formal living room with custom, built-in bar and formal dining make this an exceptional home for entertaining and large gatherings. Kitchen for the gourmet cook offers natural quartzite

    Barbara Stellway KW Metro Center

    22855 White Swan Way, Leonardtown, MD 20650
    • /55

      Est $555,675 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,546 Sq Ft

      23285 Joanne Dr, Leonardtown, MD 20650

      23285 Joanne Dr, Leonardtown, MD 20650
  • /3

    $180,000

    • 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
  • /55

    $925,000 Sold May 30, 2025

    • 2,814 Sq Ft
    • $329/SF
    • 23 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    21940 Maranatha Way, Leonardtown, MD 20650

    Beautifully maintained and thoughtfully updated, this 3-bedroom, 2.5-bathroom rambler with a separate 1-bedroom, 1-bathroom apartment above the garage offers the perfect combination of comfort, style, and stunning waterfront living. Conveniently located on a private road, enjoy peaceful privacy while being just minutes from shops, dining, and all that Leonardtown has to offer.Inside the main

    Adam Chambers JPAR Real Estate Professionals

    21940 Maranatha Way, Leonardtown, MD 20650
    • /50

      Est $679,977 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,540 Sq Ft

      39994 Ben Morgan Rd, Leonardtown, MD 20650

      39994 Ben Morgan Rd, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 4.83 Acres
    • $36,232 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • /58

    $665,000 Sold May 30, 2025

    • 4,650 Sq Ft
    • $143/SF
    • 32 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2012

    23687 Coventry Dr, Leonardtown, MD 20650

    Significant Price Adjustment – Now Priced Below Market Value!Seize the opportunity to make this stunning, move-in-ready 6-bedroom, 4.5-bath home your own. Situated on a prime corner lot in the sought-after Leonard's Grant community, this home offers over 5,500 square feet of beautifully finished space designed for comfort, entertaining, and everyday living.Highlights include a Gourmet Kitchen

    Lesa Clark Redfin Corp

    23687 Coventry Dr, Leonardtown, MD 20650
    • /43

      Est $529,050 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,412 Sq Ft

      21108 Arbor Ct, Leonardtown, MD 20650

      21108 Arbor Ct, Leonardtown, MD 20650
  • /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • /29

    $408,000 Sold May 23, 2025

    • 2,288 Sq Ft
    • $178/SF
    • 33 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1995

    40449 Breton View Dr, Leonardtown, MD 20650

    Experience the serene lifestyle of Breton Bay, where charm and convenience come together! Just steps away from the Breton Bay Country Club—offering pool, tennis, and golf amenities—and a short drive to the historic downtown Leonardtown for dining, shopping, and local events, this townhome is your ideal retreat.This captivating 3-level, three-bedroom, 3.5-bath townhome features vinyl flooring

    Edward Tully RE/MAX One

    40449 Breton View Dr, Leonardtown, MD 20650
    • /39

      Est $635,857 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,748 Sq Ft

      21136 Catnip Way, Leonardtown, MD 20650

      21136 Catnip Way, Leonardtown, MD 20650
  • /3

    $530,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /49

    $591,000 Sold May 22, 2025

    • 2,918 Sq Ft
    • $203/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    44195 Jessica Ln, Leonardtown, MD 20650

    Stunning Cape Cod on 3+ Acres in Leonardtown!Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial offering 2,918 sq ft of spacious living, nestled on 3.13 acres in the heart of Leonardtown. From the moment you arrive, you’ll feel the charm—this home stands out with its impressive curb appeal and serene setting.The wide, well-manicured driveway leads to a side-load garage, providing

    Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
    • /71

      Est $424,268 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,773 Sq Ft

      22935 Abell St, Leonardtown, MD 20650

      22935 Abell St, Leonardtown, MD 20650
  • /25

    $249,000 Pending

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

    22323 Saint Clements Ave, Leonardtown, MD 20650

    Welcome to 22323 Saint Clements Avenue, a rare and exciting opportunity to create your dream waterfront retreat or a lucrative investment property. Nestled on the serene shores of the Potomac River, this charming 2-bedroom, 2-bath cottage offers stunning water views, a private pier, and a detached garage—all on a generous lot in one of Southern Maryland’s most desirable waterfront

    Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
  • /73

    $435,000 Sold May 21, 2025

    • 2,306 Sq Ft
    • $189/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    41500 Margrove Cir, Leonardtown, MD 20650

    Welcome home to this meticulously maintained Compton model townhome, with rear kitchen, in the sought after community of Clark's Rest. Nestled on a quiet street near the heart of Leonardtown, this home offers the tranquility and privacy you deserve after the hustle and bustle of a busy day. Luxury vinyl plank flooring flows throughout the main level, providing both continuity and style. The

    Robin Errington CENTURY 21 New Millennium

    41500 Margrove Cir, Leonardtown, MD 20650
    • /19

      Est $348,067 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft

      43950 Blake Creek Rd, Leonardtown, MD 20650

      43950 Blake Creek Rd, Leonardtown, MD 20650
  • /72

    $537,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,697 Sq Ft

    23674 Jm Gough Ct, Leonardtown, MD 20650

    Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood—just minutes from local restaurants, shopping, and all the conveniences of town living.Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless

    Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
  • /22

    $300,000 Sold May 20, 2025

    • 1,160 Sq Ft
    • $259/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    20483 White Point Rd, Leonardtown, MD 20650

    Welcome to 20483 White Point Road!Nestled on a beautiful 1-acre lot in Leonardtown, this charming 3-bedroom, 1-bath cottage-style rambler offers the perfect blend of comfort and character. Built in 1953, the home features a cozy, single-level layout that’s easy to maintain and full of potential. Enjoy peaceful country living surrounded by nature, all while being just a short drive to the heart of

    Theresa Shoptaw Redfin Corp

    20483 White Point Rd, Leonardtown, MD 20650
    • /60

      Est $553,111 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft

      42055 Starlight Dr, Leonardtown, MD 20650

      42055 Starlight Dr, Leonardtown, MD 20650
  • /40

    $434,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    23392 Marview Ct, Leonardtown, MD 20650

    Compton Model Townhome in Clark’s Rest- Offering over 1,900 square feet of living space, this spacious 3-bedroom, 3.5-bath home blends style, function, and comfort — all just minutes from historic downtown Leonardtown.Step inside to find a bright, open-concept floor plan with gleaming hardwood on the main level, and abundant natural light. The rear kitchen design is a true showstopper,

    Ana Galvan CENTURY 21 New Millennium

    23392 Marview Ct, Leonardtown, MD 20650
  • /53

    $605,000 Sold May 16, 2025

    • 3,340 Sq Ft
    • $181/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    41403 Heritage Ln, Leonardtown, MD 20650

    This beautiful home, situated on a desirable corner lot, exudes warmth and timeless charm. Hardwood flooring greets you upon entry, complemented by crown molding, chair rail accents, and recessed wall niches, all adding to the home’s classic appeal.The formal dining room, highlighted by stately columns and a tray ceiling, provides a sophisticated space for gatherings. The island kitchen features

    Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • /39

      Est $641,745 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,488 Sq Ft

      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      21885 Newtowne Neck Rd, Leonardtown, MD 20650
  • /72

    $760,000 Pending

    • 5 Beds
    • 3 Baths
    • 6,064 Sq Ft

    40801 Kiskadee Ln, Leonardtown, MD 20650

    Welcome to 40801 Kiskadee Lane — a truly exceptional residence nestled on over 3 private acres in the prestigious waterfront community of Avenmar. This grand colonial home is an entertainer’s dream, offering over 6,000 square feet of beautifully designed living space, and is specially offered with the last available building lot in the community — an additional 3.5+ acre parcel for $200,000,

    Pattee McInerney Scott McInerney RE/MAX One

    40801 Kiskadee Ln, Leonardtown, MD 20650
  • /29

    $435,000 Sold May 16, 2025

    • 2,356 Sq Ft
    • $185/SF
    • 30 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2020

    41434 Margrove Cir, Leonardtown, MD 20650

    Stunning 3-Bedroom, 3.5-Bath Townhome in Clarks Rest, Leonardtown, MDWelcome to this beautiful and spacious 3-bedroom, 3.5-bath townhome nestled in the highly sought-after Clarks Rest neighborhood of Leonardtown, Maryland. With over 1,900, this meticulously maintained home offers a perfect blend of modern living and comfort. Step inside to discover a bright and open floor plan featuring a large

    Jonathan Boss RE/MAX One

    41434 Margrove Cir, Leonardtown, MD 20650
    • /57

      Est $440,833 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft

      22106 Society Hill Rd, Leonardtown, MD 20650

      22106 Society Hill Rd, Leonardtown, MD 20650
  • /30

    $510,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft

    22186 Monterey Place, Leonardtown, MD 20650

    Beautiful brick rambler is almost 3,000 SF overlooking lake and golf course on full, walk-out basement (2,059 SF) w/ attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight with

    Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
  • /77

    $485,000 Sold May 15, 2025

    • 2,645 Sq Ft
    • $183/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2015

    41326 Margrove Cir, Leonardtown, MD 20650

    Stop the Car—This Is the One!Welcome to this stunning and expansive 3,290 sq. ft. end-unit townhome that offers the perfect blend of elegance, comfort, and unbeatable location. From the moment you step inside, you’ll be captivated by the rich hardwood flooring on the main level and the abundance of natural light that pours in through the oversized end-unit windows.The heart of the home is the

    Jessica Raley CENTURY 21 New Millennium

    41326 Margrove Cir, Leonardtown, MD 20650
    • /53

      Est $634,301 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,564 Sq Ft

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      20529 Deer Wood Park Dr, Leonardtown, MD 20650
  • /78

    $699,000 Pending

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

    21385 Fairwood Ct, Leonardtown, MD 20650

    ENTERTAINERS DREAM! Expansive Living, 4-CAR GARAGE(S), & Heated Pool - Now PRICED TO SELL! Seize this incredible opportunity to own a meticulously maintained, stunning home with an exquisite outdoor entertaining space. This significant adjustment reflects the seller's response to market feedback and motivation to find the perfect buyer quickly, ensuring you can enjoy an unparalleled lifestyle and

    Dawn Bell RE/MAX One

    21385 Fairwood Ct, Leonardtown, MD 20650
  • /80

    $655,000 Sold May 15, 2025

    • 4,078 Sq Ft
    • $161/SF
    • 6 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2005

    23259 Jenifer Ct, Leonardtown, MD 20650

    DRIVE BY AT NIGHT TO SEE ALL THE EXTERIOR LIGHTING AROUND THE HOME. Stunning 5BR/3.5BA colonial with stone accents and two-car garage located in Estates at Singletree. This model features an open floor plan spanning approximately 4,000 square feet on three levels and offers a great sense of light and spaciousness with 9-foot. ceilings and floor-to-ceiling windows on the main level. Designer décor

    Michael Rose Rory S. Coakley Realty, Inc.

    23259 Jenifer Ct, Leonardtown, MD 20650
    • /31

      Est $414,477 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,055 Sq Ft

      40862 Spring House Ln, Leonardtown, MD 20650

      40862 Spring House Ln, Leonardtown, MD 20650
  • /17

    $3,800,000 Pending

    • Land
    • 52.18 Acres
    • $72,825 per Acre

    0 Cedar Lane Rd, Leonardtown, MD 20650

    This property offers the perfect blend of rural charm and convenient access to urban amenities. With the potential for annexation into the town of Leonardtown, there are exciting development possibilities on the horizon. Don't miss this unique opportunity!

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    0 Cedar Lane Rd, Leonardtown, MD 20650
  • /47

    $745,000 Sold May 15, 2025

    • 3,929 Sq Ft
    • $190/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    42921 Hungerford Ct, Hollywood, MD 20636

    Stunning Colonial Home on 2.7 AcresThis beautifully maintained Colonial home sits on a private 2.7-acre lot at the end of a cul-de-sac, offering both seclusion and easy access to trails in the woods. The main level features an open kitchen and family room with a gas fireplace. Hardwood floors throughout including living and dining areas. Enjoy entertaining in the 20x20 heated screened porch,

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    42921 Hungerford Ct, Hollywood, MD 20636

Showing Results 161 - 200, Page 5 of 18

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