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Homes for Sale near Leonardtown Middle School

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  • 40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    /31

    $485,000 Open House 7/06

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    40534 Miss Ettas Way, Leonardtown, MD 20650

    OPEN HOUSE, Sunday, July 6th 1 -3 PM. Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 697-2564

    40534 Miss Ettas Way, Leonardtown, MD 20650
  • 21481 Indian Bridge Rd, California, MD 20619
    21481 Indian Bridge Rd, California, MD 20619
    21481 Indian Bridge Rd, California, MD 20619
    /42

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    21481 Indian Bridge Rd, California, MD 20619

    No HOA here. 1 acre home that backs to trees. Large deck off the back of the house with private setting. The home has been extremely well kept. Almost 3000 sq ft of living area with 4 bedrooms, 2.5 baths, huge bonus room that could be used as you like, and large 2 car garage. Propane fireplace insert. Paved driveway with ample parking and turn around area. Extra RV outlet from garage.

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 684-8235

    21481 Indian Bridge Rd, California, MD 20619
  • 23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    23155 Greenstone Dr, 3, Leonardtown, MD 20650
    /96

    $1,300,000

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island,

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 387-9601

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
  • 25102 Three Notch Rd, Hollywood, MD 20636
    25102 Three Notch Rd, Hollywood, MD 20636
    25102 Three Notch Rd, Hollywood, MD 20636
    /57

    $449,900

    • 3 Beds
    • 3 Baths
    • 1,968 Sq Ft

    25102 Three Notch Rd, Hollywood, MD 20636

    This house comes with a REDUCED RATE as low as 5.875% (APR 6.407%) as of 06/18/2025 through List & LockTM. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.Welcome to this charming and beautifully maintained single-story home in SOUGHT after Hollywood. This inviting property features a spacious

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 387-9369

    25102 Three Notch Rd, Hollywood, MD 20636
  • 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
  • 23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    23745 Hicks Dr, Leonardtown, MD 20650
    /50

    $398,000 Open House 7/05

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    23745 Hicks Dr, Leonardtown, MD 20650

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

    Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
  • 22338 White Oak Rd, Leonardtown, MD 20650
    22338 White Oak Rd, Leonardtown, MD 20650
    22338 White Oak Rd, Leonardtown, MD 20650
    /66

    $529,900

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    22338 White Oak Rd, Leonardtown, MD 20650

    COMING SOON! Beautiful 4 bedroom, 2 1/2 bathroom colonial on over half an acre lot in Breton Bay! This home has has everything you could want with formal living & dining rooms, kitchen w/upgraded counter tops and appliances. The kitchen has bar style seating, a breakfast nook with built in bench and a seating area perfect for morning coffee and enjoying views of the back yard and pool. The

    Kelly Padgett CENTURY 21 New Millennium

    22338 White Oak Rd, Leonardtown, MD 20650
  • 23273 Nicholson St, Hollywood, MD 20636
    23273 Nicholson St, Hollywood, MD 20636
    23273 Nicholson St, Hollywood, MD 20636
    /48

    $659,900

    • 4 Beds
    • 4 Baths
    • 4,924 Sq Ft

    23273 Nicholson St, Hollywood, MD 20636

    Live Large in Leonardtown! This remarkable 4-bedroom, 4-bath home in the coveted Forrest Farm community is your golden opportunity to own a slice of Southern Maryland paradise. Set on nearly 2.5 acres of serene, tree-lined land, this home is a rare find.Step inside and be wowed by brand new SS appliances, NEW LVP & carpet, soaring vaulted ceilings, fresh paint throughout, and a thoughtful open

    Mary Helen Wiley Daly RE/MAX One

    23273 Nicholson St, Hollywood, MD 20636
  • 41130 Cryer Ct, Leonardtown, MD 20650
    41130 Cryer Ct, Leonardtown, MD 20650
    41130 Cryer Ct, Leonardtown, MD 20650
    /15

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    41130 Cryer Ct, Leonardtown, MD 20650

    A rare opportunity on the shores of Breton Bay, presents a canvas for transformation. This expansive 1.05 acre waterfront boast 164 feet of private shoreline and delivers breathtaking sunset panoramas. This classic 1955 construction offers endless renovation potential. With 1468 square feet of main living space and a 1247 square foot basement, this 3 bedroom 2 bathroom home shows potential

    Sharon Cox CENTURY 21 New Millennium

    41130 Cryer Ct, Leonardtown, MD 20650
  • 20955 Aster Dr, Callaway, MD 20620
    20955 Aster Dr, Callaway, MD 20620
    20955 Aster Dr, Callaway, MD 20620
    /41

    $540,000

    • 4 Beds
    • 2.5 Baths
    • 2,356 Sq Ft

    20955 Aster Dr, Callaway, MD 20620

    Well maintained by the original owners, this beautiful home sits on a private, 2-acre lot. Recent updates include a roof (8 years old), Heat pump & AC coil (2020), and a hot water heater (2025). The interior has been freshly painted, and new carpet on the main level. Enjoy outdoor living on the maintenance-free deck, replaced in 2012, or relax on the charming front porch. The family room features

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20955 Aster Dr, Callaway, MD 20620
  • 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

    $700,000

    • 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
  • 24950 Morgan Rd, Hollywood, MD 20636
    24950 Morgan Rd, Hollywood, MD 20636
    24950 Morgan Rd, Hollywood, MD 20636
    /59

    $525,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,024 Sq Ft

    24950 Morgan Rd, Hollywood, MD 20636

    Welcome to your own private oasis! This home boasts five beds and three full baths, along with many custom upgrades to include a new HVAC system installed four years ago. Plenty of space for entertaining, to include a large patio with screened-in sitting area, with heater; perfect for any season. The first oversized garage includes plumbing, electrical and a wet bar. The second garage has

    Amy Scott OE Realty

    24950 Morgan Rd, Hollywood, MD 20636
  • 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
    • 2,697 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
  • 41535 Fairwood Ct, Leonardtown, MD 20650
    41535 Fairwood Ct, Leonardtown, MD 20650
    41535 Fairwood Ct, Leonardtown, MD 20650
    /67

    $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
  • 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
  • 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
  • 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!!!! 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,

    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

    $625,000

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

    $599,900

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

    23348 Lindsay Dr, Leonardtown, MD 20650

    VA Assumable loan at 5.25% interest rate. Seller is also offering $10,000 in closing help! 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

    Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, 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

    $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
  • 26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    /22

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    *** To Be Built with estimated delivery date of October 15 **** Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • 21056 Woodmere Dr, Leonardtown, MD 20650
    21056 Woodmere Dr, Leonardtown, MD 20650
    21056 Woodmere Dr, Leonardtown, MD 20650
    /56

    $583,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    21056 Woodmere Dr, Leonardtown, MD 20650

    Nice Colonial with Covered Front Porch with concrete, Brick paver sidewalk and step, front load two car garage with exterior door to back yard. Storm Front Door with Side lights, Formal Living Room with Crown Molding, Dining Room Crown and Chair Molding, Hardwood Flooring in Foyer, Hall and Powder Room. Nice Kitchen with Center Island granite countertops, ceramic backsplash, Ceiling Light, New

    Kathryn Mausen Coldwell Banker Jay Lilly Real Estate

    21056 Woodmere Dr, Leonardtown, MD 20650
  • 22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    /26

    $525,000 Coming Soon

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

    22186 Monterey Place, Leonardtown, MD 20650

    Spacious brick rambler overlooking lake and golf course on full, walk-out basement with 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! Cozy family room off of kitchen,

    Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
  • 20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    20591 Chestnut Ridge Dr, Leonardtown, MD 20650
    /2

    $615,000 Coming Soon

    • 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
  • 27149 Barton St, Mechanicsville, MD 20659
    27149 Barton St, Mechanicsville, MD 20659
    27149 Barton St, Mechanicsville, MD 20659
    /53

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    27149 Barton St, Mechanicsville, MD 20659

    Discover the perfect blend of charm and modern updates in this beautifully renovated home situated on a spacious double lot. All major renovations completed just 5 years ago! Roof, siding, heat pump, water heater, porch, kitchen, bathrooms, etc. Enter the door to a cozy screened in porch... perfect for peaceful mornings! Head in the main door to an entryway and family room with vinyl wood

    Cheryl Bare CENTURY 21 New Millennium

    27149 Barton St, Mechanicsville, MD 20659
  • 45657 Bethfield Way, California, MD 20619
    45657 Bethfield Way, California, MD 20619
    45657 Bethfield Way, California, MD 20619
    /15

    $315,000

    • 3 Beds
    • 3.5 Baths
    • 2,139 Sq Ft

    45657 Bethfield Way, California, MD 20619

    Opportunity in Elizabeth Hills! This well-located 3-level townhome backs to trees and offers a smart layout with 3 bedrooms and 3.5 baths—including a full bath on the finished lower level, perfect for a guest space, home gym, or media room. The main level features an open-concept living area and a rear slider that leads to a 10'x12' composite deck—great for outdoor dining or winding down after a

    Robert Gauger EXP Realty, LLC

    45657 Bethfield Way, California, MD 20619
  • 41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    41554 Briarwood Cir, Leonardtown, MD 20650
    /70

    $449,000

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

    41554 Briarwood Cir, Leonardtown, MD 20650

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

    Wayne & Christine Floyd RE/MAX Realty Group

    41554 Briarwood Cir, Leonardtown, MD 20650
  • 27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
    /37

    $240,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659

    You will love this 2 bedroom rambler with seasonal views of the Patuxent River! Live near waterfront dining at Sandgates Inn and Seabreeze restaurants! This home is located in the area of Saint Marys Beach! The fenced in backyard is one of the highlights here! Current owners love watching fireworks from their own backyard during the fourth of July and other celebratory occasions. This is a

    April Caldwell Samson Properties

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
  • 42264 Ridge Rd, Mechanicsville, MD 20659
    42264 Ridge Rd, Mechanicsville, MD 20659
    42264 Ridge Rd, Mechanicsville, MD 20659
    /33

    $234,990

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft

    42264 Ridge Rd, Mechanicsville, MD 20659

    Investor alert! Great fix and flip! 4 bedroom (possibly 5) 2 bath SFH with detached garage and a guest house with 2 rooms, nice sized lot. Property sold AS-IS, CASH or HARD MONEY LOAN.

    Heidi Heiderman Coldwell Banker Realty

    42264 Ridge Rd, Mechanicsville, MD 20659
  • 40775 Kennedy Ct, Mechanicsville, MD 20659
    40775 Kennedy Ct, Mechanicsville, MD 20659
    40775 Kennedy Ct, Mechanicsville, MD 20659
    /33

    $400,000

    • 5 Beds
    • 2 Baths
    • 1,892 Sq Ft

    40775 Kennedy Ct, Mechanicsville, MD 20659

    BEAUTIFULLY RENOVATED 5 BEDROOM 2 BATH ONE LEVEL. HOME KITCHEN FEATURES STAINLESS STEEL APPLIANCES WITH A TOUCH OF DELIGHTFUL BLUE CABINETS. PLENTY OF WINDOWS FOR NATURAL LIGHTING IN THE HOME. THIS RAMBLER/RANCHER HOME IS LOCATED ON A CUL-DE-SAC AT THE END OF A CORNER LOT. HOME SITS ON OVER AN ACRE AND 1/2 LOT WITH PLENTY OF PRIVACY AND TREES FOR SHADE. GET READY FOR YOUR NEXT FAMILY

    Yolanda Burgess Platinum Partners Realty

    40775 Kennedy Ct, Mechanicsville, MD 20659
  • 23283 Nicholson St, Hollywood, MD 20636
    23283 Nicholson St, Hollywood, MD 20636
    23283 Nicholson St, Hollywood, MD 20636
    /48

    $719,900

    • 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
  • 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
  • 24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    24415 Fwd Dr, Hollywood, MD 20636
    /78

    $699,000

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

    24415 Fwd Dr, Hollywood, MD 20636

    ASSUMABLE VA LOAN AT 3.625% SELLER WILL CONSIDER ASSUMPTION FOR A QUALIFIED VA BUYER WITH ELIGIBILITY. 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

    Sarah Mulford-Martin EXP Realty, LLC

    24415 Fwd Dr, Hollywood, MD 20636
  • 27212 Danville St, Mechanicsville, MD 20659
    27212 Danville St, Mechanicsville, MD 20659
    27212 Danville St, Mechanicsville, MD 20659
    /35

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    27212 Danville St, Mechanicsville, MD 20659

    Beautifully Remodeled 3BR/2BA Home in Waterfront Community – Modern Upgrades, Prime Location!Features brand new LVP flooring throughout, all-new stainless steel appliances, granite countertops, and updated cabinets. Both bathrooms showcase custom tile work for a stylish, modern finish.The home offers a spacious primary bedroom, water views from the driveway, and a bright, open interior—perfect

    Christina Justice RE/MAX One

    27212 Danville St, Mechanicsville, MD 20659
  • 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
  • 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. Walking into the kitchen you have an open concept flowing seamlessly into your family room where you will find a gas fireplace to keep

    Dillon Wise JPAR Real Estate Professionals

    22626 Chickadee Ln, 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

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