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Homes for Sale near Leonardtown Middle School

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  • /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
  • /33

    $332,000

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft

    42190 Ridge Rd, Mechanicsville, MD 20659

    Updated and cute as a button. Situated on a corner lot with a nice big yard, a shade tree and view of the woods across the street. This home has a new roof, vinyl plank flooring, appliances and HVAC. Freshly painted 3 bedrooms (one without a closet) living room, kitchen and bath. There's also a laundry room with storage space. The shed has electric and plenty of parking in the driveway.

    Trish Wallmark RE/MAX One

    42190 Ridge Rd, Mechanicsville, MD 20659
  • /14

    $175,000

    • 2 Beds
    • 1 Bath
    • 984 Sq Ft

    27175 Cleveland St, Mechanicsville, MD 20659

    Situated on two combined lots totaling nearly half an acre, this charming 2 bed 1 bath fixer-upper presents a unique opportunity for investors or DIY enthusiasts! Constructed with durable cinder block walls and featuring slab-on-grade construction beneath laminate flooring, this home offers a solid foundation for your vision. The cozy interior includes ceiling heights of 6'9" in the main living

    Katherine Dean RE/MAX One

    27175 Cleveland St, Mechanicsville, MD 20659
  • /40

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,940 Sq Ft

    27273 Holly Ln, Mechanicsville, MD 20659

    Welcome to 27273 Holly Lane, a beautifully renovated water view home in the Sandgates community of Mechanicsville. Situated on scenic Cat Creek, just off the Patuxent River, this property offers a unique opportunity to enjoy the best of Maryland’s lifestyle.The home features over 2,000 sq ft, including 3 bedrooms, 2 full baths, a dedicated office, and a light-filled living room with large bay

    Rudy Carrico Baldus Real Estate, Inc.

    27273 Holly Ln, Mechanicsville, MD 20659
  • /43

    $660,000

    • 5 Beds
    • 3 Baths
    • 3,036 Sq Ft

    23293 Nicholson St, Hollywood, MD 20636

    Welcome to the quiet neighborhood in Forest Farms within Hollywood MD. 23293 Nicholson St is also mapped in the beloved Leonardtown school district. Other local features is the close proximity to the River Naval base. Surrounded by Scenic Forest Farms, this is a prime location with endless potential.Step into this inviting home designed for a retreat in a desirable community. This modern ranch

    Diana Charles Douglas Samson Properties

    23293 Nicholson St, Hollywood, MD 20636
  • /7

    $50,000

    • Land
    • 0.87 Acre
    • $57,471 per Acre

    11800 Point Lookout Rd, Scotland, MD 20687

    Check out this lot in Scotland just around the corner from the Point Lookout State Park. Use it to build a house, garage, or park your camper or boat. Views of one of Scotland's beloved farms in the back and woods in the front. Existing structure is not livable

    Trish Wallmark RE/MAX One

    11800 Point Lookout Rd, Scotland, MD 20687
  • /32

    $699,900

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

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, 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 just

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /93

    $655,000

    • 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
  • /27

    $419,500

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

    23730 Hicks Dr, Leonardtown, MD 20650

    *Pending Release..Buyer got cold feet* Come check out this charming, move-in ready rambler with room to grow that has been waiting for YOU! This beautifully updated 3-bedroom, 2-bath home sits on a spacious half-acre lot and features a walk-out basement, newer roof, windows, siding, gutters, and furnace. Inside, you’ll find brand new LVP flooring, recessed lighting in the kitchen, living room,

    Kimberlee Randall Group EXP Realty, LLC

    23730 Hicks Dr, Leonardtown, MD 20650
  • /108

    $685,000

    • 4 Beds
    • 3.5 Baths
    • 3,203 Sq Ft

    25983 Chaffee Ct, Mechanicsville, MD 20659

    This phenomenal property is back on the market! Welcome to this stunning home at 25983 Chaffee Court, where comfort, style, and functionality meet! This immaculate 4-bedroom, 3.5-bathroom residence boasts a wealth of luxurious features, including a spacious 2-car garage with overhead service, and an impressive finished basement that offers both a bar and a small workshop for all your hobby or

    John Gatton CENTURY 21 New Millennium

    25983 Chaffee Ct, Mechanicsville, MD 20659
  • /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
  • /59

    $1,100,000

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

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /53

    $339,900

    • 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
  • /78

    $679,990

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

    43088 Island View, Hollywood, MD 20636

    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 paved driveway, new exterior steps to the

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /79

    $659,000

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

    23534 Belmar Dr, Leonardtown, MD 20650

    PRICE REDUCED + EXCEPTIONAL FINANCING OPTIONS! Now listed more than $16,000 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
  • /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
  • /32

    $434,900

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

    22362 Armstrong Dr, Leonardtown, MD 20650

    Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDNestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add your personal touch and modern updates.Inside, you'll find

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /3

    $90,000

    • Land
    • 1.00 Acre
    • $90,000 per Acre

    26181 S Sandgates Rd, Mechanicsville, MD 20659

    Discover the perfect opportunity to build your dream home on this 1-acre buildable lot at 26181 S Sandsgate Rd, Mechanicsville, MD. This flat lot comes with recorded percs, making it ready for development. Enjoy the privacy of a spacious property while still being conveniently located near local amenities. Don’t miss out on this prime piece of land!

    William Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
  • /139

    $20,000,000

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

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

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

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /13

    $299,999

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

    20959 Redgate Ln, Leonardtown, MD 20650

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

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /91

    $699,900

    • 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 Jay Lilly Real Estate

    23773 Meredith Ct, Hollywood, MD 20636
  • /6

    $169,900

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

    40624 Breton Oaks Ln, Leonardtown, MD 20650

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

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40624 Breton Oaks Ln, Leonardtown, MD 20650
  • /5

    $497,500

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

    25365 Point Lookout Rd, Leonardtown, MD 20650

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

    Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /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
  • /29

    $999,900

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

    0 Ferny Hills Ln, Leonardtown, MD 20650

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

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • /7

    $225,000

    • Land
    • 2.56 Acres
    • $87,891 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!**This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /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
  • /2

    $225,000

    • Land
    • 8 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
  • /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
  • /6

    $24,900

    • Land
    • 0.18 Acre
    • $138,333 per Acre

    0 Long Leaf Ln Unit MDSM2012646, Leonardtown, MD 20650

    These wooded lots are almost across the street from the St. Clements Shores Community Park! Invest in undeveloped land now, for future building lot. Public sewer hook up planned to be available, as system expansion is slated to occur within a few years per MetCom. Currently could possibly be used for storage building or similar.

    Juliet Brown Residential Plus Real Estate Services

    0 Long Leaf Ln Unit MDSM2012646, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 8 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
  • /3

    $180,000

    • Land
    • 1.87 Acres
    • $96,257 per Acre

    40533 Breton Knolls Ct, Leonardtown, MD 20650

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

    Mark Posey Greenmark Real Estate

    40533 Breton Knolls Ct, 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
  • /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
  • /2

    $200,000

    • Land
    • 3.53 Acres
    • $56,657 per Acre

    0 Newtowne Neck Rd Unit MDSM2023602, Leonardtown, MD 20650

    The last building site in Avenmar! You won't want to miss this opportunity to purchase the last builder developed building site in one of Leonardtown's most sought after communities! With over 3.6 wooded acres, this parcel offers a flat, private, wooded setting like no other. This sale is offered in tandem with 40801 Kiskadee Ln (seller prefers to sell both properties together). *The building

    Pattee McInerney Scott McInerney RE/MAX One

    0 Newtowne Neck Rd Unit MDSM2023602, Leonardtown, MD 20650
  • /2

    $99,999

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to

    Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
  • /2

    $29,000

    • Land
    • 0.37 Acre
    • $78,378 per Acre

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659

    Welcome to your future haven on this expansive 16,117 square foot lot, perfectly positioned near the Cape St Mary's Marina at the end of the street. This prime location offers a harmonious blend of tranquility and convenience, with nearby attractions such as Seabreeze Restaurant, Snow Hill Park, Budds Creek Motocross Park, Potomac Speedway, and the breathtaking Chesapeake Bay. Enjoy seamless

    Samara Dinnius JPAR Real Estate Professionals

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659
  • /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
  • /2

    $55,000

    • Land
    • 2.25 Acres
    • $24,444 per Acre

    0 Loveville Rd, Mechanicsville, MD 20659

    Samara Dinnius JPAR Real Estate Professionals

    0 Loveville Rd, Mechanicsville, MD 20659
  • /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

Showing Results 41 - 80, Page 2 of 3

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