72

Homes for Sale near St. Mary's Ryken High School

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  • 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
  • 41535 Fairwood Ct, Leonardtown, MD 20650
    41535 Fairwood Ct, Leonardtown, MD 20650
    41535 Fairwood Ct, Leonardtown, MD 20650
    /58

    $750,000

    • 4 Beds
    • 4 Baths
    • 4,829 Sq Ft

    41535 Fairwood Ct, Leonardtown, MD 20650

    Stunning 4 Bed / 4 Bath Ranch Rambler in Sought-After Clark’s Rest CommunityWelcome to your dream home! Nestled in the highly desirable Clark’s Rest community, this stunning 4-bedroom, 4-bath Ranch Rambler is only one year old and loaded with upgrades with exceptional curb appeal and luxurious features throughout, this is a rare find that won’t last long. This modern home blends comfort, style,

    Ms. Stephanie M Lee EXP Realty, LLC

    41535 Fairwood Ct, Leonardtown, MD 20650
  • 41920 Clover Hill Ct, Hollywood, MD 20636
    41920 Clover Hill Ct, Hollywood, MD 20636
    41920 Clover Hill Ct, Hollywood, MD 20636
    /79

    $615,000

    • 5 Beds
    • 3.5 Baths
    • 4,147 Sq Ft

    41920 Clover Hill Ct, Hollywood, MD 20636

    Are you ready for country living with NO HOA? Welcome to this peaceful retreat on over 4 acres in a park like setting! Surrounded by mature trees, this exceptional property blends comfort, nature, and convenience. Located in Hollywood but only minutes to Leonardtown and PAX River Naval Air Station! Whether you're looking to unwind, entertain, or enjoy a more self-sustained lifestyle, this home

    Sarah Mulford-Martin EXP Realty, LLC

    41920 Clover Hill Ct, Hollywood, MD 20636
  • 24655 Broad Creek Dr, Hollywood, MD 20636
    24655 Broad Creek Dr, Hollywood, MD 20636
    24655 Broad Creek Dr, Hollywood, MD 20636
    /70

    $589,900

    • 4 Beds
    • 3.5 Baths
    • 3,827 Sq Ft

    24655 Broad Creek Dr, Hollywood, MD 20636

    This beautifully maintained QBH Preston model offers classic curb appeal with a brick front and sits on a spacious corner lot. Inside, you’ll find 4 bedrooms, 3.5 baths, and a fully finished basement featuring a large media room and custom wet bar, perfect for entertaining. The gourmet kitchen shines with a center island, double wall oven, and stone backsplash. Enjoy formal living and dining

    Erika Yowell EXP Realty, LLC

    24655 Broad Creek Dr, Hollywood, MD 20636
  • 21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    /70

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,642 Sq Ft

    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 flowthroughout the main

    Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
  • 23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    /59

    $640,000

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    Main Level living at its finest in the heart of Leonardtown! Customized Lusby model built in 2020 situated on a spacious corner lot in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable loan available (to veteran only) at 2.75%. This exquisite home boasts an open floorplan that flows effortlessly. The

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • 23283 Nicholson St, Hollywood, MD 20636
    23283 Nicholson St, Hollywood, MD 20636
    23283 Nicholson St, Hollywood, MD 20636
    /48

    $739,900

    • 5 Beds
    • 3.5 Baths
    • 4,107 Sq Ft

    23283 Nicholson St, Hollywood, MD 20636

    Exceptional 5-Bedroom Retreat in Desirable Forrest FarmsWelcome to this 5-bedroom, 3.5-bathroom home located in the heart of Forrest Farms—one of St. Mary’s County’s most sought-after neighborhoods. Perfectly blending comfort, and functionality, this home is designed for modern living and effortless entertaining all on 2.3 acres. Step inside to find a beautifully updated kitchen featuring

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23283 Nicholson St, Hollywood, MD 20636
  • 41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    41115 Paw Hollow Ln, Leonardtown, MD 20650
    /140

    $775,000

    • 4 Beds
    • 5.5 Baths
    • 6,116 Sq Ft

    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 Features

    Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow Ln, Leonardtown, MD 20650
  • 40801 Kiskadee Ln, Leonardtown, MD 20650
    40801 Kiskadee Ln, Leonardtown, MD 20650
    40801 Kiskadee Ln, Leonardtown, MD 20650
    /61

    $785,000

    • 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
  • 23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    /47

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 4,306 Sq Ft

    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
  • 24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    /71

    $699,000 Open Fri 5PM - 7PM

    • 4 Beds
    • 4 Baths
    • 3,771 Sq Ft

    24415 Fwd Dr, Hollywood, MD 20636

    Welcome to this exceptional Lancaster model built by Quality Built Homes! Located in highly sough after Twin Ponds! Featuring 4 spacious bedrooms, 4 full bathrooms, and a framed 5th bedroom in the basement—just awaiting drywall to complete the space. Located on a premium lot that backs to trees with extensive hardscaping, a heated lap pool, a fenced yard, and lawn irrigation system! Inside

    Sarah Mulford-Martin EXP Realty, LLC

    24415 Fwd Dr, Hollywood, MD 20636
  • 22982 Sheffield Ct, Hollywood, MD 20636
    22982 Sheffield Ct, Hollywood, MD 20636
    22982 Sheffield Ct, Hollywood, MD 20636
    /55

    $669,000

    • 4 Beds
    • 2.5 Baths
    • 3,228 Sq Ft

    22982 Sheffield Ct, Hollywood, MD 20636

    Located on a quiet cul-de-sac in sought-after Forrest Farm with over 3,200 finished sqft, this beautifully maintained colonial sits on a full acre and offers the space, layout, and upgrades you've been looking for. The main level features recently refinished hardwood floors, a formal dining room with chair rail and crown molding, a private office with French doors, and a cozy family room with a

    Gabriela Agostinelli RE/MAX Realty Group

    22982 Sheffield Ct, Hollywood, MD 20636
  • 22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    /75

    $649,900

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

    22626 Chickadee Ln, Leonardtown, MD 20650

    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 room where you will

    Dillon Wise JPAR Real Estate Professionals

    22626 Chickadee Ln, Leonardtown, MD 20650
  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $649,999

    • 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
  • 23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    /113

    $634,900

    • 5 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
  • 41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    41402 Silver Charm Ct, Leonardtown, MD 20650
    /93

    $655,000 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
  • 23266 Clarks Rest Rd, Leonardtown, MD 20650
    23266 Clarks Rest Rd, Leonardtown, MD 20650
    23266 Clarks Rest Rd, Leonardtown, MD 20650
    /31

    $665,000

    • 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
  • 23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    23534 Belmar Dr, Leonardtown, MD 20650
    /79

    $659,000

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

    23534 Belmar Dr, Leonardtown, MD 20650

    **SIGNIFICANT PRICE REDUCTION!** Now offered at more than $16,000 below the original list price, 23534 Belmar Drive presents a rare opportunity to own a luxurious, move-in-ready home in the prestigious Leonard’s Grant community of Leonardtown, MD. With over 5,000 square feet of refined living space, this exceptional residence combines elegant design, modern upgrades, and unmatched comfort in one

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • 23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    /33

    $625,000

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

    23348 Lindsay Dr, Leonardtown, MD 20650

    Seller is offering $10,000 in closing help! It can also be used to buy down the interest rate. 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

    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

    $637,000

    • 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
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /2

    $650,000

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

    41430 Challedon Way, Leonardtown, MD 20650

    Heather Foster RE/MAX One

    41430 Challedon Way, 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
  • 20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    /4

    $610,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living.Upstairs, the

    Cynthia Crispell CENTURY 21 New Millennium

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
  • 20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    /2

    $615,000 Open House 6/14

    • 5 Beds
    • 3.5 Baths
    • 3,061 Sq Ft

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    Welcome to this well-built colonial in the picturesque Chestnut Ridge neighborhood!With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship.Situated on 2.11 serene acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the main level, you'll find two

    Lauren Garner EXP Realty, LLC

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 23242 Clarks Rest Rd, Leonardtown, MD 20650
    23242 Clarks Rest Rd, Leonardtown, MD 20650
    /2

    $599,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,296 Sq Ft

    23242 Clarks Rest Rd, Leonardtown, MD 20650

    Welcome to this beautifully maintained 5-bedroom, 3.5-bath home located in the highly sought-after Clark’s Rest community of Leonardtown! Boasting an open floor plan filled with natural light, this home offers a perfect blend of comfort and functionality.The main level features spacious living and dining areas that flow effortlessly into a modern kitchen—ideal for entertaining and everyday

    Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, Leonardtown, MD 20650
  • 23674 Jm Gough Ct, Leonardtown, MD 20650
    23674 Jm Gough Ct, Leonardtown, MD 20650
    23674 Jm Gough Ct, Leonardtown, MD 20650
    /72

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 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
  • 23416 Canna Ct, California, MD 20619
    23416 Canna Ct, California, MD 20619
    23416 Canna Ct, California, MD 20619
    /95

    $585,000

    • 5 Beds
    • 4 Baths
    • 4,274 Sq Ft

    23416 Canna Ct, California, MD 20619

    This is the one you've been waiting for....with 5 bedrooms, 4 full bathrooms and 1 half bath this home has it all. As you enter the foyer the hardwood floors lead you to the office/den and formal living with crown molding. The open concept first floor allows for site lines throughout the main level of the home. The gourmet kitchen includes granite counters, upgraded appliances and cabinets,

    Kelly Padgett CENTURY 21 New Millennium

    23416 Canna Ct, California, MD 20619
  • 23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
    /64

    $1,100,000

    • 5 Beds
    • 5.5 Baths
    • 6,508 Sq Ft

    23350 Potato Hill Farm Ln, Leonardtown, MD 20650

    Exceptional Private Estate with Detached Efficiency Apartment, Greenhouse, & Extensive Upgrades.Beautifully maintained and thoughtfully updated, this 5 BR, 6.5 BA custom estate offers space, privacy, and versatility in a stunning setting. A long, private farm lane leads to a solar-powered gated entry and professionally landscaped grounds, including wooden and wire fencing designed with safety and

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    23350 Potato Hill Farm Ln, Leonardtown, MD 20650
  • 0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    /4

    $799,000

    • Land
    • 4.70 Acres
    • $170,000 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    Elevate your investment portfolio with the remarkable opportunity presented by Cottonwood Parkway Outparcel C in the esteemed Wildewood Technology Park, California, MD. This prime plot, meticulously zoned for Office Business Park, offers an unparalleled canvas for visionary investors seeking to shape the commercial landscape. Positioned to cater to the evolving demands of office space in the

    Thomas McKay Berkshire Hathaway HomeServices PenFed Realty

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • 41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    /50

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 2,686 Sq Ft

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    Welcome to your dream home in highly sought-after Clarks Rest, just minutes from all the charm and dining of Leonardtown Square. This vibrant community features sidewalks, a community pool, and that perfect neighborhood feel you’ve been looking for. Step inside to find real hardwood floors in the entryway and luxury vinyl plank flooring throughout the main living areas, including the spacious

    Delaney Burgess RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
  • 23140 Cobblestone Ln Unit 109, California, MD 20619
    23140 Cobblestone Ln Unit 109, California, MD 20619
    23140 Cobblestone Ln Unit 109, California, MD 20619
    /20

    $209,900

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft

    23140 Cobblestone Ln Unit 109, California, MD 20619

    RARE GROUND FLOOR UNIT WITH PATIO/EXTERIOR ACCESS! Welcome to carefree living in The Villages at Wildewood, a vibrant 55+ community offering comfort, convenience, and exceptional amenities. This beautifully maintained 2-bedroom, 2-bath condo spans 1,216 square feet and provides the perfect blend of space and simplicity.Inside, you'll enjoy a bright and open layout designed for easy living. The

    Mark Frisco CENTURY 21 New Millennium

    23140 Cobblestone Ln Unit 109, California, MD 20619
  • 24130 Mcintosh Rd, Hollywood, MD 20636
    24130 Mcintosh Rd, Hollywood, MD 20636
    24130 Mcintosh Rd, Hollywood, MD 20636
    /24

    $425,000

    • 5 Beds
    • 2 Baths
    • 2,016 Sq Ft

    24130 Mcintosh Rd, Hollywood, MD 20636

    Welcome to this spacious 5-bedroom home nestled on over 2 private acres in the heart of Hollywood! Some recent updates include a newer roof and hot water heater!! Step into the bright living room and enjoy the fresh updates, including new flooring and paint throughout. The kitchen offers plenty of cabinet space and flows seamlessly into the dining room, which opens out to a large deck—perfect for

    William Rabbitt The Southside Group Real Estate

    24130 Mcintosh Rd, Hollywood, MD 20636
  • 39645 Sweetpea Ln, Leonardtown, MD 20650
    39645 Sweetpea Ln, Leonardtown, MD 20650
    39645 Sweetpea Ln, Leonardtown, MD 20650
    /67

    $799,900

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

    39645 Sweetpea Ln, Leonardtown, MD 20650

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

    Sandi Denny CENTURY 21 New Millennium

    39645 Sweetpea Ln, Leonardtown, MD 20650
  • 43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    /35

    $560,000

    • 4 Beds
    • 3.5 Baths
    • 3,158 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Welcome to 43998 Swift Fox Dr, a thoughtfully designed three-story home offering four bedrooms, three full bathrooms, and one half bathroom. The kitchen features rich wood cabinetry, granite countertops, and stainless steel appliances, and flows seamlessly into a bright living area—ideal for gatherings or quiet evenings at home. The primary bedroom offers a comfortable retreat with large windows

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • 22950 Wintergreen Ln, California, MD 20619
    22950 Wintergreen Ln, California, MD 20619
    22950 Wintergreen Ln, California, MD 20619
    /49

    $549,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,087 Sq Ft

    22950 Wintergreen Ln, California, MD 20619

    Nestled in the sought-after Wildewood neighborhood, this exquisite 4-bedroom, 3.5-bathroom home at 22950 Wintergreen Ln offers luxury and functionality. Spanning three levels, this residence boasts a finished basement with a stylish bar, billiard room, media area, full bathroom, and convenient walk-out access—perfect for entertaining or relaxation.The main floor welcomes you with a spacious home

    Matthew Burgan Infinitas Realty Group

    22950 Wintergreen Ln, California, MD 20619
  • 41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    41505 Knight Rd, Leonardtown, MD 20650
    /126

    $5,950,000

    • 5 Beds
    • 8 Baths
    • 12,113 Sq Ft

    41505 Knight Rd, Leonardtown, MD 20650

    Stunning. Welcome to a world of unparalleled luxury and breathtaking beauty. Nestled along the tranquil waters off of the Potomac River, this custom-built four level waterfront estate on almost 18 acres, is a testament to architectural brilliance and sophisticated design. As you approach the grand entrance, you are greeted by a circular driveway, detached 3-car garage, attached 2-car garage, lush

    Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, Leonardtown, MD 20650
  • 23371 Hosta Ln, California, MD 20619
    23371 Hosta Ln, California, MD 20619
    23371 Hosta Ln, California, MD 20619
    /82

    $544,900

    • 4 Beds
    • 3.5 Baths
    • 2,990 Sq Ft

    23371 Hosta Ln, California, MD 20619

    Beautifully maintained 4-bedroom, 3.5-bath home offering nearly 3,000 sq ft of living space. Built in 2006, this residence features a finished basement with workshop space, versatile 4th-floor loft, and a 2-car rear-entry garage. Located in the sought-after Wildewood community, enjoy access to amenities like a community pool. Conveniently situated near shopping, dining, and NAS Patuxent River.

    Katy Galloway CENTURY 21 New Millennium

    23371 Hosta Ln, California, MD 20619
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /41

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment you

    Dawn Riley RE/MAX One

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This exceptional one-level rambler sits on 17 acres of peaceful, picturesque land, offering a rare blend of upscale living and rural charm. From the moment you arrive, you'll appreciate the serenity of the surroundings complete with scenic pond views, a circular paved driveway, and ample space for both leisure and purpose. Step inside to find an open-concept layout designed for both comfort and

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • 23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    /82

    $574,000

    • 5 Beds
    • 2.5 Baths
    • 3,238 Sq Ft

    23075 Hollywood Rd, Leonardtown, MD 20650

    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 updates like a newer heating system, domestic hot water, roof, and refreshed bathrooms bring you everyday

    Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650

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