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Homes for Sale near Captain Walter Francis Duke Elementary School

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  • 23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    23080 Town Run Dr, Leonardtown, MD 20650
    /88

    $695,000

    • 5 Beds
    • 3.5 Baths
    • 3,794 Sq Ft

    23080 Town Run Dr, Leonardtown, MD 20650

    Welcome to this exceptionally upgraded Quality Built Homes Adelina model in the highly desirable Meadows at Town Run community in Leonardtown, Maryland. Built with nearly every available upgrade, this stunning home offers 5 bedrooms, 3.5 bathrooms, and nearly 3,800 square feet of finished living space, thoughtfully designed for comfort, function, and style.You’ll immediately appreciate

    Laura Bernth RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
  • 22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    /81

    $689,900

    • 6 Beds
    • 4.5 Baths
    • 5,012 Sq Ft

    22064 Daffodil Ct, Leonardtown, MD 20650

    Welcome to this beautifully upgraded Fairfax Model, built in 2022 by Quality Built Homes, Inc., and located in the sought-after Meadows at Town Run community in Leonardtown, Maryland. Just a few years old and meticulously maintained, this home offers 6 bedrooms, 4.5 bathrooms, and 4,295 sq. ft. of finished living space across three levels.Step inside to find wide-plank engineered hardwood

    Laura Bernth RE/MAX One

    22064 Daffodil Ct, Leonardtown, MD 20650
  • Md-245, Hollywood, MD 20636
    Md-245, Hollywood, MD 20636
    Md-245, Hollywood, MD 20636
    /4

    $49,900

    • Land
    • 1.23 Acres
    • $40,569 per Acre

    Md-245, Hollywood, MD 20636

    Escape the ordinary and claim your own 1.23-acre slice of Southern Maryland with this buildable lot on Hollywood Road in Hollywood, MD. Located in the rural heart of St. Mary's County, this property offers both residential and agricultural zoning with legal, paved road access, power available, and no HOA restrictionsmaking it the perfect opportunity for homeowners, homesteaders, or investors

    Max Acres

    Md-245, Hollywood, MD 20636
  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $634,999

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

    41430 Whimsical Ct, Leonardtown, MD 20650

    Price Improvement!!!! Plus $5000 towards buyers closing cost!!! 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

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • 24424 Broad Creek Dr, Hollywood, MD 20636
    24424 Broad Creek Dr, Hollywood, MD 20636
    24424 Broad Creek Dr, Hollywood, MD 20636
    /65

    $569,000

    • 4 Beds
    • 3.5 Baths
    • 2,522 Sq Ft

    24424 Broad Creek Dr, Hollywood, MD 20636

    Welcome to 24424 Broad Creek Drive, a beautifully maintained 4-bedroom, 3.5-bath home offering 3,596 sq ft of living space! The main level showcases gleaming hardwood floors, a spacious eat-in kitchen that opens to the family room, and a separate dining room perfect for gatherings. Upstairs, you'll find a convenient laundry room and a luxurious primary suite featuring a walk-in closet and

    Katherine Dean RE/MAX One

    24424 Broad Creek Dr, Hollywood, MD 20636
  • 24549 Fwd Dr, Hollywood, MD 20636
    24549 Fwd Dr, Hollywood, MD 20636
    24549 Fwd Dr, Hollywood, MD 20636
    /44

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    24549 Fwd Dr, Hollywood, MD 20636

    Welcome to this beautiful 4-bedroom, 2.5-bath home that blends comfort, style, and functionality. Step inside to find a formal living room and a separate formal dining room—perfect for entertaining. Spacious kitchen features Cambria stone countertops and Porcelanosa tile flooring, combining beauty and durability. A cozy family room with a fireplace offers the ideal space to unwind, while a

    Florentina Killian CENTURY 21 New Millennium

    24549 Fwd Dr, Hollywood, MD 20636
  • 23037 Town Run Dr, Leonardtown, MD 20650
    23037 Town Run Dr, Leonardtown, MD 20650
    23037 Town Run Dr, Leonardtown, MD 20650
    /33

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    23037 Town Run Dr, Leonardtown, MD 20650

    Modern Comfort in The Meadows at Town RunWelcome to your dream home in the highly sought-after Meadows at Town Run community! This stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of modern design, spacious living, and luxury finishes — all just minutes from downtown Leonardtown.Built just a year and a half ago, this home features an open-concept layout ideal for

    Linda Whiting Real Broker, LLC

    23037 Town Run Dr, Leonardtown, MD 20650
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /79

    $650,000

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

    41430 Challedon Way, Leonardtown, MD 20650

    Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality.The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your

    Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
  • 41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    /90

    $630,000

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

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of a community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches. Freshly painted with

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • 43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    /78

    $679,900

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    43088 Island View, Hollywood, MD 20636

    POSSIBLE OWNER FINANCING TO QUALIFIED BUYER - WATERFRONT - PERFECT FOR THE HOT WEATHER AND it is WAITING FOR YOU! Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen and Appliances with Quartz Countertops, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • 23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    /79

    $649,000

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

    23534 Belmar Dr, Leonardtown, MD 20650

    PRICE REDUCED + EXCEPTIONAL FINANCING OPTIONS! Now listed more than $26,000 below the original asking price, 23534 Belmar Drive is your opportunity to own a beautifully maintained, move-in-ready home in the highly sought-after Leonard’s Grant community of Leonardtown. Boasting over 5,000 sq ft of finished living space, this impressive home offers 5 spacious bedrooms, 3.5 baths, and an ideal

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • 41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    /7

    $675,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,650 Sq Ft

    41810 Chelsey Faye Ln, Leonardtown, MD 20650

    Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other

    Jessica Ascenzo JPAR Real Estate Professionals

    41810 Chelsey Faye Ln, Leonardtown, MD 20650
  • 23092 Town Run Dr, Leonardtown, MD 20650
    23092 Town Run Dr, Leonardtown, MD 20650
    23092 Town Run Dr, Leonardtown, MD 20650
    /3

    $675,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,806 Sq Ft

    23092 Town Run Dr, Leonardtown, MD 20650

    Welcome home to The Meadows of Town Run, and this Montross floorplan built by QBHI. The Montross is an efficient floorplan with no wasted space. With 2600 sq ft of above grade living area, 4 bedrooms and 2.5 baths, this home lives comfortably for any family. The beautiful kitchen opens generously to both the living room and an extended morning room. The cozy deck, just off the morning room

    Robin Errington CENTURY 21 New Millennium

    23092 Town Run Dr, Leonardtown, MD 20650
  • 25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    /31

    $459,900

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft

    25757 Jones Wharf Rd, Hollywood, MD 20636

    Experience the best of countryside charm at 25757 Jones Wharf Road. Situated on 4.7 acres, this 2,292 sqft residence offers 3 bedrooms and 2 bathrooms. It features an expansive sunroom, offering a bright and inviting space to enjoy year-round. Recent improvements in 2025 include a new heat pump with oil backup and some new kitchen appliances. The layout includes an attached garage, a separate

    Stephanie Glaubitz Home Towne Real Estate

    25757 Jones Wharf Rd, Hollywood, MD 20636
  • 41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    /37

    $495,000 Open Sun 11AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. Just minutes from historic downtown Leonardtown, this impeccably maintained Colonial blends timeless charm with modern upgrades. The main level features a traditional floor plan, recent upgrades including stainless steel appliances—highlighted by a brand-new refrigerator, oven, and microwave—plenty of cabinet space, a formal dining room, and a

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
  • 26413 Hillendale Rd, Hollywood, MD 20636
    26413 Hillendale Rd, Hollywood, MD 20636
    26413 Hillendale Rd, Hollywood, MD 20636
    /42

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    26413 Hillendale Rd, Hollywood, MD 20636

    "Pride of Ownership" really shows in this Charming ,nicely landscaped, remodeled , energy efficient home with many recent modern upgrades! Don't miss this beautifully updated 3-bedroom, 2-full bath home featuring a brand-new roof, new heat pump, duct work, insulation, crawl space has new gravel and vapor barrier, fresh paint and stylish new vinyl plank flooring throughout. The spacious kitchen

    William Fitzgerald Fitzgerald Realty & Auctioneers

    26413 Hillendale Rd, Hollywood, MD 20636
  • 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
  • 26379 Fielding Rd, Hollywood, MD 20636
    26379 Fielding Rd, Hollywood, MD 20636
    /2

    $35,000

    • Land
    • 0.55 Acre
    • $63,636 per Acre

    26379 Fielding Rd, Hollywood, MD 20636

    Perc Approved buildable lot in wateroriented Hollywood Shores Subdivision. Community pool and boat ramp available within subdivision. Preliminary site plan was drawn up by DH Steffens Surveying.Great deal for a nice buildable lot in a great neighborhood with water access!!!!!Tax ID:1906034942

    Bradley Franzen/Retired Franzen Realtors, Inc.

    26379 Fielding Rd, Hollywood, MD 20636
  • 26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    /9

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • 24399 Morgan Rd, Hollywood, MD 20636
    24399 Morgan Rd, Hollywood, MD 20636
    /2

    $229,991

    • 4 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    24399 Morgan Rd, Hollywood, MD 20636

    Diamond in the rough! Solid vintage home on large corner lot is ready for one lucky owners sweat equity or for easy renovation financing. Completed improvements are in; new roof, economical oil fired boiler for wonderful radiant hot water baseboard heat, replacement thermopane windows, environmentally sound mound septic system and more! List price reflects being sold AS IS. Visit soon and see

    Juan Aranda CENTURY 21 New Millennium

    24399 Morgan Rd, Hollywood, MD 20636
  • 41815 Chelsey Faye Ln, Leonardtown, MD 20650
    41815 Chelsey Faye Ln, Leonardtown, MD 20650
    41815 Chelsey Faye Ln, 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
  • Lot 89 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 89 23676 Dragonfly Ln, Leonardtown, MD 20650
    /2

    $459,900 New Construction

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

    Lot 89 23676 Dragonfly Ln, Leonardtown, MD 20650

    Unit 89 Oakley D1New Construction – Oakley D1 End Unit at Meadows at Town Run II2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect

    Laura Bernth RE/MAX One

    Lot 89 23676 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 88 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 88 23676 Dragonfly Ln, Leonardtown, MD 20650
    /2

    $439,900 New Construction

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

    Lot 88 23676 Dragonfly Ln, Leonardtown, MD 20650

    Unit 88 Madison D2: New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a

    Laura Bernth RE/MAX One

    Lot 88 23676 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650
    Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650
    /2

    $439,900 New Construction

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

    Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650

    Unit 87 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 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus

    Laura Bernth RE/MAX One

    Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650
Maryland St Marys County Leonardtown Captain Walter Francis Duke Elementary School

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