72

Homes for Sale near Leonardtown Middle School

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  • /57

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    42195 White Point Beach Rd, Leonardtown, MD 20650

    Enjoy peaceful mornings in the 11’ x 26’ sunroom with wall of windows offering unobstructed views of the Potomac River from Piney Point, Virginia shoreline and west to St. Clements Island. End your day with majestic sunsets. A perfect waterfront escape but minutes to Leonardtown! Vintage 1920’s Cottage with all mechanicals, roof, windows, doors updated within the last 10 years but still

    Carl Franzen Franzen Realtors, Inc.

    42195 White Point Beach Rd, Leonardtown, MD 20650
  • /30

    $369,000

    • 4 Beds
    • 3.5 Baths
    • 2,184 Sq Ft

    45674 Bethfield Way, California, MD 20619

    Welcome to this exceptionally well-maintained 3-level townhome in the desirable Elizabeth Hills community. Lovingly cared for and featuring minimal wear, this home has experienced very little traffic over the years, offering a move-in-ready opportunity that truly shows pride of ownership. The main level is designed for both everyday living and entertaining, showcasing a beautiful kitchen with

    Stella Barbour NOVA Brokers, LLC.

    45674 Bethfield Way, California, MD 20619
  • /6

    $35,000

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    26861 Pine Dr, Mechanicsville, MD 20659

    The house is an unstaffed structure no interior inspections. There is no information about the septic or the well being sold as is where is.

    Ron Lord Home Towne Real Estate

    26861 Pine Dr, Mechanicsville, MD 20659
  • /30

    $1,750,000

    $115K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    0 Bayside Rd, Leonardtown, MD 20650

    Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The

    Bonnie Haley Haley Family Realty

    0 Bayside Rd, Leonardtown, MD 20650
  • /7

    $119,900

    $25K PRICE DROP
    • Land
    • 3.42 Acres
    • $35,058 per Acre

    41180 Living Water Ln, Mechanicsville, MD 20659

    Set among the calm, rolling hills of Mechanicsville, Maryland, this 3.429-acre perced lot offers a rare blend of privacy, natural beauty, and readiness for development. Tucked into a peaceful wooded landscape, the property provides a blank canvas for building a single-family home in a setting that feels like a retreat. Property Highlights: Perced and Ready to Build: The lot has passed percolation

    Ralph Harvey ListWithFreedom.com

    41180 Living Water Ln, Mechanicsville, MD 20659
  • /2

    $574,900

    Coming Soon
    • 5 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    44294 Plantation Ct, California, MD 20619

    Discover this exquisite Colonial-style residence nestled in the desirable California Md. This spacious home boasts five well-appointed bedrooms and two and a half bathrooms, with new paint and carpet throughout. Providing ample space for both relaxation and entertainment. The property features a generous lot of one acre, offering a serene outdoor environment. The home is designed with a classic

    Chris Hill CENTURY 21 New Millennium

    44294 Plantation Ct, California, MD 20619
  • /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel.

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650
  • /6

    $999,000

    • Land
    • 8 Acres
    • $124,875 per Acre

    24699 Hollywood Rd, Hollywood, MD 20636

    Beautiful 8 acre corner lot in Hollywood, Md. Over 1500 feet of road frontage on Rt 235 and Hollywood/Leonardtown Rd combined. Vacant home that possibly could be renovated. Presently zoned R but could be zoned commercial. May possibly be subdivided in to building lots. Many possible uses for this property. Private business, car dealership, etc. Do not enter house

    Steve Lowe United Real Estate Premier

    24699 Hollywood Rd, Hollywood, MD 20636
  • /44

    $449,900

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

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650

    ***Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ** Homesite #114 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized

    Laura Hefley RE/MAX One

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650
  • /42

    $355,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    22281 Nomoni St, Leonardtown, MD 20650

    Nice home in waterfront community. 3 bedrooms and 2 baths. New floors, new refrigerator, new dishwasher, freshly painted. This home is ready for its new owner. Enjoy community beach/water access for a small mfee each year! No HOA! This is only the beginning...move-in ready for you to start your home ownership dream here!

    Paul Fenton Coldwell Banker Premier

    22281 Nomoni St, Leonardtown, MD 20650
  • /2

    $829,900

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    42970 Heritage Dr, Leonardtown, MD 20650

    Welcome home to this stunning luxury residence in the sought-after Leonardtown Farms neighborhood, offering over 5000 finished square feet! Built and impeccably maintained by its original owners, this home feels brand new; not a detail has been overlooked. A detailed record of every upgrade and maintenance item from 2012 through 2026 is available, giving buyers complete peace of mind and a clear

    Sarah Mulford-Martin EXP Realty, LLC

    42970 Heritage Dr, Leonardtown, MD 20650
  • /4

    $399,000

    • Land
    • 10,890 Sq Ft
    • $1,596,000 per Acre

    Parcel 323 Tract 2 Washington St, Leonardtown, MD 20650

    Build your dream home in one of Leonardtown's most desirable locations! Welcome to Parcel 323, Tract 2, a newly created homesite just moments from the heart of historic downtown Leonardtown. Perfectly positioned to take advantage of beautiful water views of Breton Bay, this exceptional parcel offers the opportunity to enjoy the best of small-town coastal living. Imagine strolling to Leonardtown's

    Charlotte Long EXP Realty, LLC

    Parcel 323 Tract 2 Washington St, Leonardtown, MD 20650
  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 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 entrepreneurs and

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /37

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    23898 Speith Rd, Leonardtown, MD 20650

    Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought after barn type door bedroom

    Jimmy Hayden RE/MAX One

    23898 Speith Rd, Leonardtown, MD 20650
  • /59

    $545,000

    • 4 Beds
    • 3.5 Baths
    • 3,415 Sq Ft

    24439 Broad Creek Dr, Hollywood, MD 20636

    Don't miss this immaculate QBH Patuxent Model offering over 3,400 square feet of beautifully finished living space in the highly desirable Hollywood location! This spacious home features 4 bedrooms, 3.5 bathrooms, gleaming hardwood flooring, and a gourmet kitchen complete with granite countertops, a large center island, and an open layout overlooking the family room with additional space for a

    Erika Yowell EXP Realty, LLC

    24439 Broad Creek Dr, Hollywood, MD 20636
  • /139

    $20,000,000

    Open Sat 1PM - 3PM
    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    LUXURY PROPERTY AUCTION: 28 July–12 August.Accepting starting bids through 27 July.Listed for $20M.Earn an incentive by 27 July. Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /72

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    43618 Albatross St, Hollywood, MD 20636

    Welcome to 43618 Albatross Street in the desirable Broad Creek community of Hollywood, MD! This beautifully appointed 4 bedroom, 3.5 bath home offers the perfect combination of spacious living, modern finishes, and a private backyard setting. The main level features a welcoming floor plan with a formal sitting room, a separate formal dining room, and a spacious family room with a cozy gas

    Erika Yowell EXP Realty, LLC

    43618 Albatross St, Hollywood, MD 20636
  • /20

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    26576 Three Notch Rd, Mechanicsville, MD 20659

    Discover the charm of this beautifully maintained ranch-style home, a perfect blend of comfort and functionality. Nestled on a generous 0.68-acre lot, this property offers a serene retreat while being conveniently located for easy access to everyday amenities. Step inside to find an inviting open floor plan that seamlessly connects the living and kitchen areas, ideal for both entertaining and

    Jimmy Hayden RE/MAX One

    26576 Three Notch Rd, Mechanicsville, MD 20659
  • /10

    $190,000

    • Land
    • 5 Acres
    • $38,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • /54

    $774,900

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the stunning bay views, the light-filled interior offers an open-concept layout that seamlessly blends comfortable everyday living with exceptional entertaining space. Featuring 4 bedrooms, 2 full baths, and 2 half baths, this home showcases modern finishes, coastal

    Alyson Anderson Allfirst Realty, Inc.

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • /29

    $365,000

    • 4 Beds
    • 2 Baths
    • 2,474 Sq Ft

    40743 Magee Dr, Leonardtown, MD 20650

    Unlock the potential in this 4-bedroom, 2-bath handyman special located in the highly desirable Brenton Bay community of Leonardtown! Perfect for investors, renovators, or buyers looking to create their dream home while building instant equity. The main level features a functional layout with a kitchen, separate dining room, spacious living room, two bedrooms, and a full bathroom. The finished

    Liam Coonahan Real of Pennsylvania

    40743 Magee Dr, Leonardtown, MD 20650
  • /7

    $454,900

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650

    ***** Hurry in! Secure your new home now and personalize it with your choice of interior colors. December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! ***** Homesite #156 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level

    Laura Hefley RE/MAX One

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
  • /37

    $93,500

    • Land
    • 4.11 Acres
    • $22,749 per Acre

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650

    ucked away in Leonardtown in St. Mary's County, this 4.11± acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are encouraged to

    Casey Kennedy Whitetail Properties Real Estate, LLC

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /62

    $623,000

    • 2 Beds
    • 2 Baths
    • 1,226 Sq Ft

    43732 Raspberry Ln, Hollywood, MD 20636

    Premier Waterfront Retreat with Unrivaled Patuxent River ViewsThis extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the

    Man Ngo Pearson Smith Realty, LLC

    43732 Raspberry Ln, Hollywood, MD 20636
  • /2

    $300,000

    • Land
    • 15 Acres
    • $20,000 per Acre

    42700 Moll Dyer Rd, Leonardtown, MD 20650

    Discover a prime 15-acre parcel of land, offering a unique investment opportunity with significant potential returns. This property features a serene backdrop of trees and wooded areas, providing a tranquil setting while ensuring privacy. The sloping terrain enhances the natural beauty and could be ideal for various development projects, from residential homes to recreational retreats. The wooded

    Paul Fenton Coldwell Banker Premier

    42700 Moll Dyer Rd, 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
  • /4

    $10,000

    $12K PRICE DROP
    • Land
    • 13,939 Sq Ft
    • $31,250 per Acre

    0 Lot 12 Skyview Dr, Hollywood, MD 20636

    This vacant lot in Hollywood, MD offers a wonderful opportunity to build your dream home in a peaceful and scenic setting. Located just a short drive from NAS Patuxent River and Dahlgren Base, the property provides easy access to work and daily conveniences, while offering a serene environment for relaxation. The lot is surrounded by beautiful natural landscapes, including the nearby Patuxent

    Sarah Reynolds Keller Williams Realty

    0 Lot 12 Skyview Dr, Hollywood, MD 20636
  • /2

    $730,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 4,834 Sq Ft

    23628 Belmar Dr, Leonardtown, MD 20650

    PROFESSIONAL PHOTOS COMING!

    Heather Foster RE/MAX One

    23628 Belmar Dr, Leonardtown, MD 20650
  • /2

    $444,900

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    25397 Allston Ln, Hollywood, MD 20636

    Welcome home to this beautifully renovated rambler located in the desirable Gillens Grove community of Hollywood, Maryland! This charming 3-bedroom, 2-bath home has been thoughtfully updated and is move-in ready.Step inside to stunning hardwood floors that flow throughout the spacious, open-concept living area. The bright and inviting kitchen features gorgeous 42-inch cabinetry, stainless

    Gloria Abell Coldwell Banker Premier

    25397 Allston Ln, Hollywood, MD 20636
  • /2

    $130,000

    • Land
    • 4.08 Acres
    • $31,863 per Acre

    0 Cat Creek Rd Unit MDSM2029850, 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 MDSM2029850, Mechanicsville, MD 20659
  • /4

    $649,900

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,690 Sq Ft

    41444 Osborne Ln, Leonardtown, MD 20650

    Tracey Summers CENTURY 21 New Millennium

    41444 Osborne Ln, Leonardtown, MD 20650
  • /35

    $840,000

    • Land
    • 10.2 Acres
    • $82,353 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this 10.2-acre waterfront parcel overlooking Breton Bay. This rare offering combines natural beauty, privacy, and opportunity—an ideal setting to create your own waterfront retreat.With perc approval already in place, the property is ready for your dream home. The land features a mix of open fields and wooded areas, with views of the bay and

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650

Showing Results 41 - 72, Page 2 of 2

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