59

Homes for Sale near Leonardtown Middle School

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  • 22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    /42

    $520,000

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    22547 Landing Way, Leonardtown, MD 20650

    Live in this lovely waterfront community. Enjoy Kayaking, Paddle boarding whatever your hobbies are. There is even yoga on the wharf, You can walk to weekend concerts on the square. Leonardtown is a wonderful place to live. How about an elevator? This home has one. Send your groceries up in the elevator. Send you laundry down in the elevator, 5 decks/porches to enjoy outdoor living. Walk to the

    Agent Photo

    Trish Brow

    EXP Realty, LLC

    (227) 999-2906

    22547 Landing Way, Leonardtown, MD 20650
  • 41832 Foxwell Point Ln, Leonardtown, MD 20650
    41832 Foxwell Point Ln, Leonardtown, MD 20650
    41832 Foxwell Point Ln, Leonardtown, MD 20650
    /43

    $800,000

    • 3 Beds
    • 4 Baths
    • 3,683 Sq Ft

    41832 Foxwell Point Ln, Leonardtown, MD 20650

    Discover this stunning cedar siding contemporary waterfront home offering a perfect blend of comfort and character. Enjoy water access with a private shared dock, ideal for relaxing days on the water. Freshly painted throughout with brand-new flooring in basement and two bedrooms, this home shines inside and out.The sunroom features beautiful slate floors and peaceful views of the surrounding

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 238-0627

    41832 Foxwell Point Ln, Leonardtown, MD 20650
  • 20801 Harlequin Ln, Callaway, MD 20620
    20801 Harlequin Ln, Callaway, MD 20620
    20801 Harlequin Ln, Callaway, MD 20620
    /25

    $279,999

    • 4 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    20801 Harlequin Ln, Callaway, MD 20620

    Welcome to 20801 Harlequin Ln, a serene retreat in the heart of Callaway. This inviting property offers the perfect blend of comfort, space, and privacy—surrounded by peaceful natural views and a setting that feels truly removed from the everyday rush. Inside, the home features a bright and open layout with generous living areas, a well-appointed kitchen, and rooms designed for both relaxation

    Agent Photo

    Ben Kessie

    RE/MAX Galaxy

    (240) 414-8939

    20801 Harlequin Ln, Callaway, MD 20620
  • 21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    /33

    $699,900 Open Sun 1PM - 3PM

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

    21345 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21345 Fairwood Court! Thoughtfully updated and meticulously maintained, this move-in-ready home in the desirable Leonardtown Farms community offers space, layout, and functionality. With 5 bedrooms on the upper level, 3.5 bathrooms, and generous living spaces on every level, there is room to grow, gather, and truly settle in. Beautiful landscaping welcomes you to the covered front

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 203-7895

    21345 Fairwood Ct, Leonardtown, MD 20650
  • 0 Sunset Dr, 2, Valley Lee, MD 20650
    0 Sunset Dr, 2, Valley Lee, MD 20650
    /2

    $25,000

    • Land
    • 0.25 Acre
    • $100,000 per Acre

    0 Sunset Dr, 2, Valley Lee, MD 20650

    Mills Point Perfection! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Mills Point in Southern Maryland. Buyer to perform all due diligence.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    (227) 234-0672

    0 Sunset Dr, 2, Valley Lee, MD 20650
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /61

    $679,900

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream come true for boaters and anglers alike.Inside, you’ll find a

    Agent Photo

    Mileah Walker

    Real Broker, LLC

    (227) 240-6440

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    /46

    $449,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 105 Madison D2: Photos Coming Soon 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

    Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
  • 25895 Point Lookout Rd, Leonardtown, MD 20650
    25895 Point Lookout Rd, Leonardtown, MD 20650
    25895 Point Lookout Rd, Leonardtown, MD 20650
    /20

    $249,000

    • Land
    • 1 Acre
    • $249,000 per Acre

    25895 Point Lookout Rd, Leonardtown, MD 20650

    Position your business for success with this 1.00-acre commercial lot in Leonardtown, MD, zoned Commercial Highway (C-H). Located next to PNC Bank and across from a storage facility, this property boasts great visibility and easy access, making it ideal for a variety of commercial uses.Zoning allows for flexible development options such as: Retail and Business Establishments

    Krista Depenthal Lands2Love

    25895 Point Lookout Rd, Leonardtown, MD 20650
  • 44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    /49

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    44913 Widgeon Place, Callaway, MD 20620

    Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay.The charming front porch sets the stage, offering a warm welcome and the perfect place to relax

    Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • 43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    /57

    $599,900

    • 3 Beds
    • 2 Baths
    • 3,140 Sq Ft

    43979 Drum Cliff Rd, Hollywood, MD 20636

    Discover the charm and tranquility of country living with this beautiful waterfront property offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third

    Ken Phipps CENTURY 21 New Millennium

    43979 Drum Cliff Rd, Hollywood, MD 20636
  • 3 Notch Rd, Mechanicsville, MD 20659
    3 Notch Rd, Mechanicsville, MD 20659
    /2

    $125,000

    • Land
    • 6.66 Acres
    • $18,769 per Acre

    3 Notch Rd, Mechanicsville, MD 20659

    Six Plus acres on Three Notch Road

    Gloria Abell Coldwell Banker Premier

    3 Notch Rd, Mechanicsville, MD 20659
  • 0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659
    0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659
    /2

    $140,000

    • Land
    • 4.08 Acres
    • $34,314 per Acre

    0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659

    Build Your Dream on 4.08 Acres in Riverwood Farms Mechanicsville, MD. Welcome to Cat Creek Road, nestled in the Riverwood Farms subdivision in Mechanicsville. This expansive 4.08-acre lot offers the perfect blend of privacy and convenience, providing an incredible opportunity to build your custom dream home in a peaceful, wooded setting. The property has already passed perc test, streamlining the

    Michael Fitzgerald, II RE/MAX One

    0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659
  • 21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    /49

    $610,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 3.5 Baths
    • 3,526 Sq Ft

    21117 Catnip Ct, Leonardtown, MD 20650

    Seller is offering a $4,000 concession with an accepted full-price offer!Use it for an interest-rate buy-down, closing costs, or to add your own personal touches. Get ready to fall in love with this wonderful 5BR/3.5BA home in the Leonardtown's Kingston Estates! Set on a peaceful, no-through street and perched on a gentle hill, this home offers great privacy with mature trees and plenty of

    Melissa Rodriguez RE/MAX One

    21117 Catnip Ct, Leonardtown, MD 20650
  • 22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    /24

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
  • 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
  • lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 106 Madison D3: Welcome to Meadows at Town Run....Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a

    Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
  • 22020 Victorian Dr, California, MD 20619
    22020 Victorian Dr, California, MD 20619
    /2

    $86,900

    • Land
    • 1.68 Acres
    • $51,726 per Acre

    22020 Victorian Dr, California, MD 20619

    Build you own home on this 1.677 acre lot in a great location!! No HOA in this community. The property has been perced and it's ready for your plans. Plat is available showing the perc location.

    Dawn Wood O'Brien Realty ERA Powered

    22020 Victorian Dr, California, MD 20619
  • 23581 Gallent Fox Way, Leonardtown, MD 20650
    23581 Gallent Fox Way, Leonardtown, MD 20650
    23581 Gallent Fox Way, Leonardtown, MD 20650
    /53

    $645,900

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft

    23581 Gallent Fox Way, Leonardtown, MD 20650

    Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home nestled in the heart of highly desirable Leonard’s Grant. Situated in one of Leonardtown’s most sought-after communities, this 4-bedroom, 3.5-bath 3,933 sq ft residence combines comfort, convenience, and a true sense of community living. Perfectly positioned directly across from the community pool and

    Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /10

    $1,999,999

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

    42520 Riverwinds Dr, Leonardtown, MD 20650

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

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • 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

    *** Almost ready for delivery **** 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 a pleasure, spacious family

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • 0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    /8

    $250,000

    • Land
    • 1.2 Acres
    • $208,333 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • 23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, Leonardtown, MD 20650
    /71

    $580,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,940 Sq Ft

    23593 Mitchell Dr, Leonardtown, MD 20650

    Welcome to your new home! This impressive 5-bedroom, 3.5-bathroom residence is a masterpiece of design, offering a spacious and well-thought-out layout. Nestled in a prime location with access to top-rated schools, this property caters to both practicality and beauty. Both HVAC systems have been replaced, roof is only 5 years old, new paint throughout and a new BEAUTIFUL patio!!Key Features:

    Heather Foster RE/MAX One

    23593 Mitchell Dr, Leonardtown, MD 20650
  • 24645 Springhill Ln, Leonardtown, MD 20650
    24645 Springhill Ln, Leonardtown, MD 20650
    24645 Springhill Ln, Leonardtown, MD 20650
    /3

    $175,000

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

    24645 Springhill Ln, Leonardtown, MD 20650

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

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • 22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    /3

    $175,000

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

    22501 Bull Rd, Leonardtown, MD 20650

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

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • 41886 Stephen Young Ct, Hollywood, MD 20636
    41886 Stephen Young Ct, Hollywood, MD 20636
    41886 Stephen Young Ct, Hollywood, MD 20636
    /23

    $313,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    41886 Stephen Young Ct, Hollywood, MD 20636

    Welcome Home!This charming ranch-style home built in 1996 features a thoughtfully designed layout that maximizes space and functionality, with three bedrooms and 1 full bathroom. Step inside to discover a warm and inviting atmosphere, enhanced by laminated flooring that flows seamlessly throughout the living areas. The kitchen is equipped with Stainless Steel appliances,Vinyl flooring and

    Terri Hamrick O'Brien Realty ERA Powered

    41886 Stephen Young Ct, Hollywood, MD 20636
  • 43248 Waverly Ct, Hollywood, MD 20636
    43248 Waverly Ct, Hollywood, MD 20636
    43248 Waverly Ct, Hollywood, MD 20636
    /39

    $625,000

    • 4 Beds
    • 4 Baths
    • 4,495 Sq Ft

    43248 Waverly Ct, Hollywood, MD 20636

    Welcome to this large colonial set on a private 2.3-acre lot in the desirable Forest Farms community. The main level features a dedicated office, a formal living room, a full bath, a bright sunroom, and a generous dining area perfect for entertaining. The family room has a two-story ceiling and open connection to the upper level, while the eat-in kitchen provides plenty of space for casual

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43248 Waverly Ct, Hollywood, MD 20636
  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /13

    $209,000

    • 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 property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • 18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    18937 Hodges Ln, Leonardtown, MD 20650
    /32

    $659,000

    • 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
  • 43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    /78

    $649,750

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

    43088 Island View, Hollywood, MD 20636

    HAPPY NEW YEAR!!! DON'T WAIT ANY LONGER!!! POSSIBLE OWNER FINANCING TO QUALIFIED BUYER - WATERFRONT - 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,

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • 40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    /27

    $149,900

    • Land
    • 2.28 Acres
    • $65,746 per Acre

    40412 B Somerville Ln, Leonardtown, MD 20650

    Discover 2.28 acres of level, open land offering a great opportunity to build your dream home or investment property. This property includes an existing septic system and nearby power supply. Enjoy privacy and space while still being within easy reach of local amenities and major routes. Buyer to verify all feasibility, utility connections, and intended use with the county.

    Renee Thomas Topside Realty

    40412 B Somerville Ln, Leonardtown, MD 20650
  • Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, READY- NOW Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 104 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest

    Laura Bernth RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
  • 26669 Queentree Rd, Mechanicsville, MD 20659
    26669 Queentree Rd, Mechanicsville, MD 20659
    26669 Queentree Rd, Mechanicsville, MD 20659
    /48

    $725,000

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

    26669 Queentree Rd, Mechanicsville, MD 20659

    Endless Opportunities on a Historic Gem! This beautifully maintained 100+ year old home sitting on 11.82 acres, combines classic charm with modern amenities. Featuring a wrap-around porch, original craftsman staircase, 3 bedrooms, 2 baths, with fully finished attic perfect for an office. The main level bath includes jacuzzi tub and walk-in shower. Enjoy outdoor living with a new deck, in-ground

    Deb Kollar Coldwell Banker Premier

    26669 Queentree Rd, Mechanicsville, MD 20659
  • 43447 Drum Cliff Rd, Hollywood, MD 20636
    43447 Drum Cliff Rd, Hollywood, MD 20636
    43447 Drum Cliff Rd, Hollywood, MD 20636
    /31

    $670,000

    • 3 Beds
    • 2 Baths
    • 3,684 Sq Ft

    43447 Drum Cliff Rd, Hollywood, MD 20636

    Welcome to your private retreat at 43447 Drum Cliff Rd! This charming 3-bedroom, 2-bath home sits on 3 scenic acres in the heart of Hollywood, offering the perfect mix of peace, privacy, and modern updates. Inside, you'll find brand new carpet in the upstairs bedrooms, real tile in the kitchen, and bamboo hardwood flooring in the dining area. A new French door opens to a brand new back deck,

    Mack Davis Douglas Realty, LLC

    43447 Drum Cliff Rd, Hollywood, MD 20636
  • 42470 Helen Ct, Hollywood, MD 20636
    42470 Helen Ct, Hollywood, MD 20636
    42470 Helen Ct, Hollywood, MD 20636
    /14

    $399,999

    • 6 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    42470 Helen Ct, Hollywood, MD 20636

    Classic two-story Colonial located on a quiet cul-de-sac in the desirable Gillens Grove community of Hollywood, MD. Offering approximately 1,716 square feet, this home features 3 bedrooms & 3 bathrooms and sits on a generous 37,343 sq ft lot, providing ample space and privacy. Conveniently located near schools, shopping, and commuter routes.

    Norman Domingo XRealty.NET LLC

    42470 Helen Ct, Hollywood, MD 20636
  • 22615 Washington St, Leonardtown, MD 20650
    22615 Washington St, Leonardtown, MD 20650
    22615 Washington St, Leonardtown, MD 20650
    /4

    $599,950

    • 1,691 Sq Ft

    22615 Washington St, Leonardtown, MD 20650

    Value is in the land. Unique opportunity in the heart of downtown Leonardtown. Property includes the Washington Street parcel with an additional rear parcel on Lawrence Avenue conveying, together forming an assembly of approximately one and a half acres within the Town of Leonardtown limits. Zoned within a residential district and located in an area recognized as part of Leonardtown’s Arts &

    Caitlin Vallandingham Infinitas Realty Group

    22615 Washington St, Leonardtown, MD 20650
  • 23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    /72

    $640,000 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 3,478 Sq Ft

    23773 Meredith Ct, Hollywood, MD 20636

    Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower.Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement . Over 7

    Gloria Abell Coldwell Banker Premier

    23773 Meredith Ct, Hollywood, MD 20636
  • 40855 Spring House Ln, Leonardtown, MD 20650
    40855 Spring House Ln, Leonardtown, MD 20650
    40855 Spring House Ln, Leonardtown, MD 20650
    /68

    $650,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 3 Baths
    • 3,464 Sq Ft

    40855 Spring House Ln, Leonardtown, MD 20650

    Contemporary-style home offering exceptional flexibility as a single-family residence or an income-producing property with a private apartment. The freshly painted interior features 5 bedrooms and 3 full baths, including a 2BR/1BA apartment with its own entrance—ideal for multigenerational living, guests, or rental income. The main living level showcases hardwood floors, an open living/dining

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    40855 Spring House Ln, Leonardtown, MD 20650
  • 0 Wathen Rd, Leonardtown, MD 20650
    0 Wathen Rd, Leonardtown, MD 20650
    /2

    $225,000

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

    0 Wathen Rd, Leonardtown, MD 20650

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

    Amber Williams Amber & Company Real Estate

    0 Wathen Rd, Leonardtown, MD 20650
  • 41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    41810 Chelsey Faye Ln, Leonardtown, MD 20650
    /7

    $720,000 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
  • 20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
    /45

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

    Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acresStep inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and

    Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

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