57

Homes for Sale in 20650

Section Image Section Image
  • 20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    /33

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 376-2980

    20798 Waterside Dr, Leonardtown, MD 20650
  • 24554 Pin Cushion Rd, Leonardtown, MD 20650
    24554 Pin Cushion Rd, Leonardtown, MD 20650
    /2

    $355,000 Open House 6/07

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    24554 Pin Cushion Rd, Leonardtown, MD 20650

    Welcome to your next adventure! This almost all brick rambler sits on 1.26 acres with NO HOA — giving you the freedom to live how you want. Inside, you’ll find 3 bedrooms, 2 full baths, and a private primary suite ready to be your personal retreat. Outside, enjoy a detached carport, a storage shed for all your gear, and a super convenient U-shaped driveway. The location can’t be beat — minutes to

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 571-2982

    24554 Pin Cushion Rd, Leonardtown, MD 20650
  • 40827 Lake and Breton View Dr, Leonardtown, MD 20650
    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    /75

    $460,000

    • 4 Beds
    • 2 Baths
    • 2,524 Sq Ft

    40827 Lake and Breton View Dr, Leonardtown, MD 20650

    Have you been searching for a home with the PERFECT Water Views!! Without; the Water view price??This home may be what your heart Desires!! Walk your kayaks right down the SAME block to the community beach access spot. The "walking beach" as they call it. This home has water views from BOTH levels. There are wood burning stoves on BOTH levels. The main beach access with playground and

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 808-7689

    40827 Lake and Breton View Dr, Leonardtown, MD 20650
  • 42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    /79

    $599,900 Open Fri 4PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 2,358 Sq Ft

    42261 Bird Haven Dr, Leonardtown, MD 20650

    Welcome to this charming 4-bedroom, 2.5-bathroom home in the sought-after Kingston Estates in Leonardtown. Lovingly maintained by its original owners, this home offers a perfect blend of comfort, style, and tranquility.As soon as you step inside, you’ll be greeted by bright, airy living spaces that create a warm, inviting atmosphere. The kitchen shines with its thoughtful design, featuring

    Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
  • 40801 Kiskadee Ln, Leonardtown, MD 20650
    40801 Kiskadee Ln, Leonardtown, MD 20650
    40801 Kiskadee Ln, Leonardtown, MD 20650
    /61

    $785,000 Open Sat 11AM - 1PM

    • 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
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /48

    $659,900

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

    41430 Challedon Way, Leonardtown, MD 20650

    Colonial Home in Leonard's Grant – Prime Corner Lot Across from Amenities!Welcome to this spacious and well-appointed home in the sought-after Leonard's Grant community, ideally situated on a desirable corner lot directly across from the neighborhood pool, playground, and clubhouse. Enjoy views of open green space and an easy walk to downtown Leonardtown's charming restaurants and shops.The main

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    41430 Challedon Way, Leonardtown, MD 20650
  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $649,999 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft

    41430 Whimsical Ct, Leonardtown, MD 20650

    This home is a MUST SEE!!!!Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for growing families, multi-generational

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • 20540 Deer Wood Park Dr, Leonardtown, MD 20650
    20540 Deer Wood Park Dr, Leonardtown, MD 20650
    20540 Deer Wood Park Dr, Leonardtown, MD 20650
    /34

    $615,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    20540 Deer Wood Park Dr, Leonardtown, MD 20650

    Welcome to this beautiful contemporary colonial situated on over two private acres in the desirable community of Chestnut Hills. As you step inside, you will be greeted by three fully finished levels of warmth and comfort to include a soaring great room with walls of windows and a main level office. This thoughtfully designed home has been meticulously maintained and offers four generously

    Kelly Parks Coldwell Banker Realty

    20540 Deer Wood Park Dr, Leonardtown, MD 20650
  • 23578 Pine Bluff Way, Leonardtown, MD 20650
    23578 Pine Bluff Way, Leonardtown, MD 20650
    23578 Pine Bluff Way, Leonardtown, MD 20650
    /75

    $599,900

    • 3 Beds
    • 3.5 Baths
    • 3,188 Sq Ft

    23578 Pine Bluff Way, Leonardtown, MD 20650

    LOCATION...LOCATION...LOCATION! THIS LOVELY HAYDEN MODEL IS NESTLED RIGHT AT THE HEAD OF THE VILLAGE GREEN IN DESIRABLE LEONARD'S GRANT NEIGHBORHOOD. 3 BEDROOMS AND 2 FULL BATHS ON SECOND LEVEL AND A PARTIALLY FINISHED BASEMENT TO INCLUDE REC ROOM AND FULL BATH. UNFINISHED SPACE COULD BE FINISHED FOR THE 4TH BEDROOM OR GREAT STORAGE. OPEN FLOOR PLAN FEATURES HARDWOOD FLOORS, GRANITE

    Jennifer Mullennix CENTURY 21 New Millennium

    23578 Pine Bluff Way, Leonardtown, MD 20650
  • 23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    /113

    $649,900 Open Sat 11AM - 1PM

    • 6 Beds
    • 4.5 Baths
    • 6,311 Sq Ft

    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
  • 18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    /32

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, shared pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • 41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    /93

    $699,900 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Welcome to your new home -- this stunning Colonial with 5 bedrooms, 3 full bathrooms and 1 half bathroom, 3300+ square feet and a finished basement are move in ready! New carpet has been installed and the entire house has been painted and pressure washed. Brand new Hardie plank fiber cement siding in deep ocean blue was installed in 2019. As you enter the grand foyer, wood floors lead you

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • 23687 Coventry Dr, Leonardtown, MD 20650
    23687 Coventry Dr, Leonardtown, MD 20650
    23687 Coventry Dr, Leonardtown, MD 20650
    /58

    $665,000

    • 6 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    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
  • 21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    21897 Fairway Dr, Leonardtown, MD 20650
    /70

    $649,000

    • 5 Beds
    • 2.5 Baths
    • 3,664 Sq Ft

    21897 Fairway Dr, Leonardtown, MD 20650

    Custom-Built Beauty Overlooking Breton Bay Golf Course! ?Welcome to 21897 Fairway Drive, Leonardtown, MD—a stunning 5-bedroom, 2.5-bath custom-built home in the desirable Breton Bay community. This home is in impeccable condition with numerous upgrades—simply move right in and start enjoying luxury living!? Main Level Highlights:9 ft. ceilings with elegant crown molding

    Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
  • 23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    /33

    $635,000

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft

    23348 Lindsay Dr, Leonardtown, MD 20650

    Welcome to 23348 Lindsay Drive — where space, style, and comfort come together in the heart of Leonardtown’s sought-after Clark’s Rest community. This nearly new 5-bedroom, 4-bath home offers over 3,500 sq ft of beautifully designed living space with thoughtful upgrades and a flexible floor plan perfect for modern living.Step inside to a sun-drenched open layout featuring luxury vinyl plank

    Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
  • 41536 Fairwood Ct, Leonardtown, MD 20650
    41536 Fairwood Ct, Leonardtown, MD 20650
    41536 Fairwood Ct, Leonardtown, MD 20650
    /75

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    41536 Fairwood Ct, Leonardtown, MD 20650

    PRICE IMPROVEMENT! This home is less than 2 years young in the sought after, planned Clarks Rest community! Four (4) Bedrooms, Three (3) Full Baths, Powder Room Main Floor, and Two (2) Car Garage with EV Charger. When you enter the Two Story Foyer, you'll be welcome to the Formal Living Room on the right with the Formal Dining Room to the left and open to the Family Room with Gas Fireplace.

    Lynn Smithburger CENTURY 21 New Millennium

    41536 Fairwood Ct, Leonardtown, MD 20650
  • 22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    /58

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    PRICE REDUCED!! Welcome to your new home in the lovely Avenmar Community! Upon entering your new home you’re greeted by a stunningly adorned 2 story foyer. As you make your way around the lower level you will find a formal living and dining room with a timeless trim work design and new LVP installed in 2022. Walking into the kitchen you have an open concept flowing seamlessly into your family

    Dillon Wise JPAR Real Estate Professionals

    22626 Chickadee Ln, Leonardtown, MD 20650
  • 44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    /2

    $615,000 Open House 5/24

    • 5 Beds
    • 3.5 Baths
    • 3,635 Sq Ft

    44114 Woodmont Dr, Leonardtown, MD 20650

    NO SHOWINGS UNTILL THE OPEN HOUSE MAY 24, SAT 11-2. PHOTOS WILL BE IN THE WEEK BEFOREGorgeous 5-bedroom home with 3.5 baths on 2 acres . All five bedrooms are conveniently located on the upper level. The main floor features a versatile flex den/office, a formal dining room, a parlor, and an open-concept kitchen and family room. The stunning kitchen features a center island with an eat-at

    Lori Jean Buongiovanni (Hethmon) RE/MAX Realty Group

    44114 Woodmont Dr, Leonardtown, MD 20650
  • 42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    42439 Dean Forest Ct, Leonardtown, MD 20650
    /31

    $574,000

    • 5 Beds
    • 3.5 Baths
    • 2,519 Sq Ft

    42439 Dean Forest Ct, Leonardtown, MD 20650

    Welcome home to this beautiful 5 Bedroom 3.5 Bath Colonial in Leonardtown!! You will not want to miss this one! This home features a fully renovated kitchen done in 2024, includes a massive kitchen island, tons of counter space, all granite with a quartz back splash, new SS appliances, cabinets, recessed lighting. and new Porcelain kitchen floors. Beautiful Hand Scraped Hickory engineered wood

    DJ Brady EXP Realty, LLC

    42439 Dean Forest Ct, Leonardtown, MD 20650
  • 20161 Tower Hill Rd, Leonardtown, MD 20650
    20161 Tower Hill Rd, Leonardtown, MD 20650
    20161 Tower Hill Rd, Leonardtown, MD 20650
    /56

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft

    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
  • 23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood Ct, Leonardtown, MD 20650
    23433 Grovewood Ct, Leonardtown, MD 20650
    /78

    $519,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,804 Sq Ft

    23433 Grovewood Ct, Leonardtown, MD 20650

    Stunning Townhome in Clarks Rest Community. *OPEN HOUSE* Saturday, May 3rd from 11-2.Welcome to this beautifully maintained, "nearly-new" end-unit townhome in the desirable Clarks Rest Community in the heart of Leonardtown. Nestled among lush trees, this home offers unparalleled privacy with serene wooded views. The chef-inspired kitchen is a dream, showcasing granite countertops, a designer

    Wayne & Christine Floyd RE/MAX Realty Group

    23433 Grovewood Ct, Leonardtown, MD 20650
  • 21500 Point Lookout Rd, Callaway, MD 20620
    21500 Point Lookout Rd, Callaway, MD 20620
    21500 Point Lookout Rd, Callaway, MD 20620
    /97

    $465,000

    • 3 Beds
    • 3 Baths
    • 3,605 Sq Ft

    21500 Point Lookout Rd, Callaway, MD 20620

    All-Brick Rambler on a 6.11, This does not include the additional parcel of 9.58 acres. This all-brick rambler sits on a large extensively landscaped lot and offers over 3,600 + sq. ft. on the main level, plus 1,200+ sq. ft. in the partially finished lower level. The home features 3 bedrooms (including 2 primary suites, one with fireplace), 2 full baths on main level, 4 wood burning

    Jennifer Goddard CENTURY 21 New Millennium

    21500 Point Lookout Rd, Callaway, MD 20620
  • 23730 Hicks Dr, Leonardtown, MD 20650
    23730 Hicks Dr, Leonardtown, MD 20650
    23730 Hicks Dr, Leonardtown, MD 20650
    /27

    $425,750 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    23730 Hicks Dr, Leonardtown, MD 20650

    Welcome to 23730 Hicks Drive – a charming, move-in ready rambler with room to grow! This beautifully updated 3-bedroom, 2-bath home sits on a spacious half-acre lot and features a walk-out basement, newer roof, windows, siding, gutters, and furnace. Inside, you’ll find brand new LVP flooring, recessed lighting in the kitchen, living room, and basement, and abundant natural light throughout.The

    Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
  • 21940 Maranatha Way, Leonardtown, MD 20650
    21940 Maranatha Way, Leonardtown, MD 20650
    21940 Maranatha Way, Leonardtown, MD 20650
    /55

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 2,814 Sq Ft

    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
  • 23266 Clarks Rest Rd, Leonardtown, MD 20650
    23266 Clarks Rest Rd, Leonardtown, MD 20650
    23266 Clarks Rest Rd, Leonardtown, MD 20650
    /31

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,858 Sq Ft

    23266 Clarks Rest Rd, Leonardtown, MD 20650

    This gorgeous Pinehurst model in Clark's Rest community is not going to last long! This home has 4BR/3.5BA located on large corner home site, Open floor plan, with upgraded Kitchen appliances and gas cook-top and granite counter tops. Hardwood flooring throughout , upgraded lighting with recessed lighting in the kitchen, large walk-in Pantry, freshly painted walls, separate formal dining room,

    Kelly Padgett CENTURY 21 New Millennium

    23266 Clarks Rest Rd, Leonardtown, MD 20650
  • 23445 Grovewood Ct, Leonardtown, MD 20650
    23445 Grovewood Ct, Leonardtown, MD 20650
    23445 Grovewood Ct, Leonardtown, MD 20650
    /61

    $435,000

    • 3 Beds
    • 3.5 Baths
    • 2,379 Sq Ft

    23445 Grovewood Ct, Leonardtown, MD 20650

    Welcome to 23445 Grovewood Court, an exquisitely maintained residence in the esteemed Clark's Rest community, where sophistication and serenity converge. This splendid 3-bedroom, 3.5-bath townhome offers an elevated living experience, combining impeccable design with unparalleled comfort. Step inside to discover an expansive and luminous open-concept floor plan, enhanced by refined finishes and

    John Gatton CENTURY 21 New Millennium

    23445 Grovewood Ct, Leonardtown, MD 20650
  • 21684 Potomac View Dr, Leonardtown, MD 20650
    21684 Potomac View Dr, Leonardtown, MD 20650
    21684 Potomac View Dr, Leonardtown, MD 20650
    /25

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    21684 Potomac View Dr, Leonardtown, MD 20650

    3BR, 2Bath rancher with Front and Rear covered porches. Rear yard is ready for outdoor entertainment. Large side load garage with storage area over. Living Room with fireplace, dining area, open kitchen. No mandatory HOA, however the civic association is an optional fee.HVAC replaced a year ago.

    Terry Tenney Atlantic Southern Realty INC

    21684 Potomac View Dr, Leonardtown, MD 20650
  • 23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    /78

    $669,900 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 4,738 Sq Ft

    23534 Belmar Dr, Leonardtown, MD 20650

    PRICE REDUCTION! Discover unparalleled luxury at 23534 Belmar Drive, an extraordinary residence nestled in the prestigious Leonard’s Grant neighborhood of Leonardtown, MD. This impressive home boasts over 5,000 square feet of refined living space, seamlessly blending comfort, style, and modern functionality in one of St. Mary’s County’s most sought-after communities.Step inside to experience a

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • 40905 Knight Rd, Leonardtown, MD 20650
    40905 Knight Rd, Leonardtown, MD 20650
    40905 Knight Rd, Leonardtown, MD 20650
    /40

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    40905 Knight Rd, Leonardtown, MD 20650

    Welcome to 40905 Knight Road in beautiful Leonardtown, Maryland! This inviting home offers a perfect mix of comfort and practicality, featuring three spacious bedrooms and 2.5 baths—ideal for entertaining or everyday living.Sitting on a generous half-acre lot, the property provides plenty of space to enjoy the outdoors. The fenced backyard is perfect for gatherings, and the large patio and fire

    Rob Schou EXP Realty, LLC

    40905 Knight Rd, Leonardtown, MD 20650
  • 41815 Chelsey Faye Ln, Leonardtown, MD 20650
    41815 Chelsey Faye Ln, Leonardtown, MD 20650
    41815 Chelsey Faye Ln, Leonardtown, MD 20650
    /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • 41925 Nazareth Ct, Leonardtown, MD 20650
    41925 Nazareth Ct, Leonardtown, MD 20650
    41925 Nazareth Ct, Leonardtown, MD 20650
    /75

    $455,000 Open Sun 2PM - 3:30PM

    • 3 Beds
    • 3 Baths
    • 2,512 Sq Ft

    41925 Nazareth Ct, Leonardtown, MD 20650

    DESIRED SCHOOL DISTRICT, SUBDIVISION & TOWN! 3 LEVELS of SPACIOUS LIVING! This beautiful Colonial home is nestled in the highly sought-after Academy Hill subdivision of Historic Leonardtown. Sitting on an end lot that backs to trees on .27 acres, it boasts a fenced backyard with a durable 2-year-old vinyl privacy fence —an ideal setting for privacy and entertaining on your deck. The three-level

    Dawn Bell RE/MAX One

    41925 Nazareth Ct, Leonardtown, MD 20650
  • 23055 Town Run Dr, Leonardtown, MD 20650
    23055 Town Run Dr, Leonardtown, MD 20650
    23055 Town Run Dr, Leonardtown, MD 20650
    /85

    $695,000

    • 4 Beds
    • 3.5 Baths
    • 4,019 Sq Ft

    23055 Town Run Dr, Leonardtown, MD 20650

    Stunning Clarke Model by Quality Built HomesLocated in the desirable Meadows at Town Run, this 4-bedroom, 3.5-bath home offers over 4,000 square feet of living space, including a finished lower level. Built in 2021, this home is just a few years old and has been meticulously maintained.Enjoy a prime location with Duke Elementary and the library within walking distance, Downtown Leonardtown just 5

    Laura Bernth RE/MAX One

    23055 Town Run Dr, Leonardtown, MD 20650
  • 22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong Dr, Leonardtown, MD 20650
    22362 Armstrong Dr, Leonardtown, MD 20650
    /32

    $449,900

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

    22362 Armstrong Dr, Leonardtown, MD 20650

    Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDNestled 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 timeless charm, it presents an exciting chance to add your personal touch and modern updates.Inside, you'll

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac River’s white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • Parcel 480 Washington St, Leonardtown, MD 20650
    Parcel 480 Washington St, Leonardtown, MD 20650
    Parcel 480 Washington St, Leonardtown, MD 20650
    /8

    $630,000

    • Land
    • 0.55 Acre
    • $1,145,455 per Acre

    Parcel 480 Washington St, Leonardtown, MD 20650

    Prime commercial lot in downtown Leonardtown! This cleared, level lot offers endless business opportunities in a high-visibility location. Conveniently situated near popular restaurants and shops, making it ideal for retail, office space, or investment. Don't miss this rare opportunity!

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    Parcel 480 Washington St, Leonardtown, MD 20650
  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /13

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • 40624 Breton Oaks Ln, Leonardtown, MD 20650
    40624 Breton Oaks Ln, Leonardtown, MD 20650
    40624 Breton Oaks Ln, Leonardtown, MD 20650
    /6

    $169,900

    • Land
    • 1.49 Acres
    • $114,027 per Acre

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Charming Cul-de-Sac Lot in Breton Oaks – No HOA!Discover the perfect place to build your dream home on this beautiful, private lot located in the peaceful cul-de-sac of Breton Oaks. This small, custom-built subdivision offers a tranquil setting, with all homes in the neighborhood uniquely designed by St. Maries Builders. You can choose to build with them or bring your own builder to bring your

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40624 Breton Oaks Ln, Leonardtown, MD 20650
  • 25365 Point Lookout Rd, Leonardtown, MD 20650
    25365 Point Lookout Rd, Leonardtown, MD 20650
    25365 Point Lookout Rd, Leonardtown, MD 20650
    /5

    $535,000

    • 3 Beds
    • 3 Baths
    • 2,952 Sq Ft

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Unique property : Residential AND Commercial !!! Both are presently rented. The two story home has 3 bedrooms, one bath, replaced furnace, window AC units, storage, partial unfinished basement. Needs updating. The former Doctor's office has had some updating recently. New heat pump last year. Both are on separate electric meters, heating and cooling systems. Ample parking behind building for both

    Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • 0 Ferny Hills Ln, Leonardtown, MD 20650
    0 Ferny Hills Ln, Leonardtown, MD 20650
    0 Ferny Hills Ln, Leonardtown, MD 20650
    /29

    $999,900

    • Land
    • 10 Acres
    • $98,029 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this breathtaking 10.2-acre waterfront lot overlooking the serene Breton Bay. This rare gem is not just a piece of land; it's an invitation to create a life of adventure, tranquility, and natural beauty.Endless Possibilities:With perc approval already in place, this stunning property is ready for your dream home. Imagine waking up to

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • 21765 Point Lookout Rd, Leonardtown, MD 20650
    21765 Point Lookout Rd, Leonardtown, MD 20650
    21765 Point Lookout Rd, Leonardtown, MD 20650
    /4

    $120,000

    • Land
    • 0.85 Acre
    • $141,176 per Acre

    21765 Point Lookout Rd, Leonardtown, MD 20650

    Property has been cleared and is ready for it's new owner. Conveniently located, close to shopping, groceries, restaurants and PAX. Do not enter home; home is not structurally sound.

    Amy Scott OE Realty

    21765 Point Lookout Rd, Leonardtown, MD 20650

Showing Results 1 - 40, Page 1 of 2

Maryland Leonardtown 20650

Real Estate & Homes for Sale in 20650

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 © 2025 CoStar Group