11

Ranch Style Homes for Sale in Leonardtown, MD

Section Image Section Image
  • 21737 Pinehurst Ct, Leonardtown, MD 20650
    21737 Pinehurst Ct, Leonardtown, MD 20650
    /2

    $540,000 Coming Soon

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

    21737 Pinehurst Ct, Leonardtown, MD 20650

    Built as a model for the neighborhood, this 3-bedroom, 2-bath Rambler will have you checking off your search boxes! Located on a quiet-cul-de-sac street in desirable Breton Bay, this lovely home includes more than 3,000 sq ft of living space and plenty of storage, too. Attractive landscaping greets you on your way to the welcoming front porch. A custom-glass front door leads into a spacious

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (227) 242-0241

    21737 Pinehurst Ct, Leonardtown, MD 20650
  • 18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    /3

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    18866 Russell Rd, Leonardtown, MD 20650

    ***Rare Waterfront Opportunity*** Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD, a truly exceptional waterfront property offering a private, peaceful setting on a premium lot with stunning views of the water. Currently a 3-bedroom, 1.5-bath home, this property presents the perfect opportunity to reimagine, renovate, or rebuild into your dream waterfront retreat. Surrounded by natural

    Agent Photo

    Shelly Hibbert

    KW Metro Center

    (227) 997-7054

    18866 Russell Rd, Leonardtown, MD 20650
  • 23008 Hopton Ln, Leonardtown, MD 20650
    23008 Hopton Ln, Leonardtown, MD 20650
    23008 Hopton Ln, Leonardtown, MD 20650
    /43

    $559,900 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft

    23008 Hopton Ln, Leonardtown, MD 20650

    This property represents the definition of "Pride of Ownership" and their move is bittersweet. To have everything they have built here is remarkable and you could be the lucky one to obtain this property. Everything has been taken care of like it was purchased yesterday, books and invoices for most included, with comfort and convenience in mind. From the blacktop driveway, manicured lawn, to the

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 232-0831

    23008 Hopton Ln, Leonardtown, MD 20650
  • 22381 Cedar St, Leonardtown, MD 20650
    22381 Cedar St, Leonardtown, MD 20650
    /2

    $329,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    22381 Cedar St, Leonardtown, MD 20650

    Welcome to 23281 Cedar St in Leonardtown — where thoughtful updates meet easy coastal living in the sought-after St. Clements Shores community.This home was fully refreshed in 2021, offering today’s buyers the perfect blend of modern finishes and established reliability. Inside, you’ll find luxury vinyl plank flooring throughout, bright white trim, and an inviting, light-filled layout.The

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 888-9336

    22381 Cedar St, Leonardtown, MD 20650
  • 41249 Brenda Ct, Leonardtown, MD 20650
    41249 Brenda Ct, Leonardtown, MD 20650
    41249 Brenda Ct, Leonardtown, MD 20650
    /79

    $669,900

    • 3 Beds
    • 2.5 Baths
    • 3,098 Sq Ft

    41249 Brenda Ct, Leonardtown, MD 20650

    Meticulously cared for rambler, fully updated and move in ready, on nearly one private , partially wooded acre in the waterfront community of The Mulberries at Breton Bay. Brand new engineered hardwood floors plus fresh paint and brand new carpet in all three bedrooms. The kitchen has been updated with a sleek European elegance, white cabinets, granite countertops and stainless steel appliances.

    Robin Errington CENTURY 21 New Millennium

    41249 Brenda Ct, Leonardtown, MD 20650
  • 21983 Point Lookout Rd, Leonardtown, MD 20650
    21983 Point Lookout Rd, Leonardtown, MD 20650
    21983 Point Lookout Rd, Leonardtown, MD 20650
    /30

    $399,900 Open Fri 4PM - 5:30PM

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21983 Point Lookout Rd, Leonardtown, MD 20650

    Beautifully renovated rambler located in the highly desirable Leonardtown School District, offering the perfect blend of modern updates and peaceful living on almost 1-acre lot.This move-in ready home features 3 bedrooms and 2 full bathrooms, along with a 1-car garage as well as man cave, workshop, or bonus space. The home has been thoughtfully updated with a brand new roof, new windows, new

    Natalya Ford RE/MAX One

    21983 Point Lookout Rd, Leonardtown, MD 20650
  • 42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    /10

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,161 Sq Ft

    42249 Saint Johns Rd, Leonardtown, MD 20650

    Charming and beautifully updated brick rancher located in the heart of Leonardtown! This single-level home offers 3 bedrooms and 1.5 bathrooms, making it ideal for easy, comfortable living. Recently remodeled, the property features fresh updates throughout, blending classic charm with modern touches. Enjoy a spacious, level lot perfect for outdoor entertaining, gardening, or simply relaxing. The

    Jason Gregg CENTURY 21 New Millennium

    42249 Saint Johns Rd, Leonardtown, MD 20650
  • 42195 White Point Beach Rd, Leonardtown, MD 20650
    42195 White Point Beach Rd, Leonardtown, MD 20650
    42195 White Point Beach Rd, Leonardtown, MD 20650
    /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
  • 41620 Church St, Leonardtown, MD 20650
    41620 Church St, Leonardtown, MD 20650
    41620 Church St, Leonardtown, MD 20650
    /70

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    41620 Church St, Leonardtown, MD 20650

    Fully renovated. Move-in ready. Prime downtown location.Welcome to 41620 Church St — a rare opportunity to own a completely updated home in the heart of Leonardtown at an exceptional value.Step inside to discover brand new vinyl flooring throughout, a stunning kitchen featuring quartz countertops, and beautifully refreshed bathrooms that bring a modern, clean aesthetic to every corner of

    Chanel Li Evergreen Properties

    41620 Church St, Leonardtown, MD 20650
  • 22281 Nomoni St, Leonardtown, MD 20650
    22281 Nomoni St, Leonardtown, MD 20650
    22281 Nomoni St, Leonardtown, MD 20650
    /33

    $355,000

    • 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
  • 22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    /61

    $774,900 Open House 5/17

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

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Back on the market with even more improvements and a new price! The sellers invested in additional upgrades-including a complete roof replacement with 50-year architectural shingles-making this move-in-ready waterfront home an even stronger value. Experience refined waterfront living in this fully renovated rancher overlooking Saint Clements Bay. Originally built in 1966, the home has been

    Ralph Harvey List With Freedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
Maryland St Marys County Leonardtown

Real Estate & Homes for Sale in Leonardtown, MD

Home Trends in Leonardtown, MD

On average, homes in Leonardtown, MD sell after 47 days on the market compared to the national average of 57 days. The median sale price for homes in Leonardtown, MD over the last 12 months is $537,500, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$537,500
Median Single Family Sale Price
$595,000
Median Townhouse Sale Price
$449,900
Average Price Per Sq Ft
$195
Number of Homes for Sale
30
Last 12 months Home Sales
177
Months of Supply
2.00
Median List Price
$542,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group