14

Leonardtown, MD Homes for Sale with Hardwood Floors

Section Image Section Image
  • 20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    /33

    $500,000

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage 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 crabbing,

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 230-6008

    20798 Waterside Dr, Leonardtown, 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

    MOTIVATED SELLER! COME FALL IN LOVE WITH THE VIEW AND MAKE AN OFFER! 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

    Agent Photo

    Mileah Walker

    Real Broker, LLC

    (227) 230-0320

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    /64

    $875,000

    • 4 Beds
    • 2 Baths
    • 2,586 Sq Ft

    40171 Little Woods Ln, Leonardtown, MD 20650

    Waterfront Retreat with Spectacular SunsetsWaterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy you’ve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious

    Barbara Blades CENTURY 21 New Millennium

    40171 Little Woods Ln, Leonardtown, MD 20650
  • 40003 Tippit Rd, Leonardtown, MD 20650
    40003 Tippit Rd, Leonardtown, MD 20650
    40003 Tippit Rd, Leonardtown, MD 20650
    /56

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,490 Sq Ft

    40003 Tippit Rd, Leonardtown, MD 20650

    If you've been looking for Leonardtown waterfront, look no further! This exceptional .83-acre waterfront retreat on deep, protected Combs Creek offers breathtaking, panoramic views stretching across Breton Bay to the Potomac River. A rare and versatile offering, 40003 Tippit Road features TWO beautifully appointed dwellings, blending historic charm with modern comfort in a truly serene setting.

    Charlotte Long EXP Realty, LLC

    40003 Tippit Rd, Leonardtown, MD 20650
  • 22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    /40

    $464,900

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated on a 1-acre lot in Leonardtown, Maryland. Offering the ease of one-level living and a functional, flowing floor plan, this home combines space, comfort, and practicality in a peaceful Southern Maryland setting. Step inside to find a spacious living room with gleaming floors and abundant natural light. The

    Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • 43552 Bayberry Ct, Leonardtown, MD 20650
    43552 Bayberry Ct, Leonardtown, MD 20650
    43552 Bayberry Ct, Leonardtown, MD 20650
    /32

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,428 Sq Ft

    43552 Bayberry Ct, Leonardtown, MD 20650

    Nestled on 2.2 private acres in Chestnut Ridge, this beautiful 4-bedroom home offers space, comfort, and functionality for modern living. The home features generously sized bedrooms and a thoughtfully designed layout perfect for both everyday life and entertaining. The main level includes a spacious kitchen and family room combination—ideal for gatherings—complete with a cozy brick gas fireplace

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43552 Bayberry Ct, Leonardtown, MD 20650
  • 22394 White Oak Rd, Leonardtown, MD 20650
    22394 White Oak Rd, Leonardtown, MD 20650
    22394 White Oak Rd, Leonardtown, MD 20650
    /32

    $495,000

    • 4 Beds
    • 3 Baths
    • 2,507 Sq Ft

    22394 White Oak Rd, Leonardtown, MD 20650

    Nestled in the coveted waterfront community of Breton Bay, this beautifully maintained 4-bedroom, 3-bath split foyer offers space and comfort, and is move-in ready! The main level showcases stunning hardwood floors and a bright, inviting layout perfect for everyday living. The fully finished walk-out lower level features a spacious family room with a cozy fireplace, creating the ideal space for

    Barbara Stellway KW Metro Center

    22394 White Oak Rd, Leonardtown, MD 20650
  • 22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    /40

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated on a 1-acre lot in Leonardtown, Maryland. Offering the ease of one-level living and a functional, flowing floor plan, this home combines space, comfort, and practicality in a peaceful Southern Maryland setting. Step inside to find a spacious living room with gleaming floors and abundant natural light. The

    Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • 40736 Center 40 Cir, Leonardtown, MD 20650
    40736 Center 40 Cir, Leonardtown, MD 20650
    40736 Center 40 Cir, Leonardtown, MD 20650
    /58

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,829 Sq Ft

    40736 Center 40 Cir, Leonardtown, MD 20650

    BACK ON MARKET. Charming Split Level home on just over 1/2 an acre in Breton Bay. As you enter the front door, the hardwood floors lead you throughout the main living areas of the home. Living room and dining room are both located on the main level. Kitchen with updated Corian counters and stainless appliances. Back door off kitchen opens to patio and back yard. Great entertaining space or space

    Kelly Padgett CENTURY 21 New Millennium

    40736 Center 40 Cir, Leonardtown, MD 20650
  • 40855 Spring House Ln, Leonardtown, MD 20650
    40855 Spring House Ln, Leonardtown, MD 20650
    40855 Spring House Ln, Leonardtown, MD 20650
    /68

    $599,900

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

    40855 Spring House Ln, Leonardtown, MD 20650

    Here is a rare incoming-generating opportunity in Breton Bay – a waterfront community surrounding a beautiful golf course. Maximize your investment with this unique 3,464 sq. ft. residence, well designed to function as two distinct homes under one roof. Whether you are looking to "house hack" by offsetting your mortgage or seeking a turnkey multi-unit investment, this property offers a proven

    Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    40855 Spring House Ln, Leonardtown, MD 20650
  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /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 ac of fertile land with a mile-long view of the Potomac River’s white sand shoreline, 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
  • 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
  • 23621 Margrave Dr, Leonardtown, MD 20650
    23621 Margrave Dr, Leonardtown, MD 20650
    23621 Margrave Dr, Leonardtown, MD 20650
    /4

    $639,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,261 Sq Ft

    23621 Margrave Dr, Leonardtown, MD 20650

    Welcome to this beautifully maintained, single-owner Colonial in the highly sought-after Leonard’s Grant community. Blending classic charm with thoughtful upgrades, this home offers both comfort and functionality throughout. The main level features wood flooring in the living and dining areas, a private dining room, and a cozy fireplace. The spacious kitchen boasts stainless steel appliances,

    Lauren Garner EXP Realty, LLC

    23621 Margrave Dr, Leonardtown, MD 20650
  • 41389 Holiday Ct, Leonardtown, MD 20650
    41389 Holiday Ct, Leonardtown, MD 20650
    /2

    $715,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,385 Sq Ft

    41389 Holiday Ct, Leonardtown, MD 20650

    Welcome to 41389 Holiday Court, a stunning QBH Sotterley model located in the highly sought-after QBH community of Leonard’s Grant! Perfectly positioned on a desirable corner lot, this beautifully maintained 5-bedroom, 3.5-bath home offers the ideal blend of space, functionality, and thoughtful upgrades throughout. Step inside to find gorgeous hardwood floors flowing through the main level,

    Laura Bernth RE/MAX One

    41389 Holiday Ct, Leonardtown, MD 20650
Maryland St Marys County Leonardtown

Homes for Sale with Hardwood Floors in Leonardtown, MD

Home Trends in Leonardtown, MD

On average, homes in Leonardtown, MD sell after 45 days on the market compared to the national average of 55 days. The median sale price for homes in Leonardtown, MD over the last 12 months is $542,500, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$542,500
Median Single Family Sale Price
$599,900
Median Townhouse Sale Price
$449,900
Average Price Per Sq Ft
$198
Number of Homes for Sale
31
Last 12 months Home Sales
164
Months of Supply
2.30
Median List Price
$560,000
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

In Leonardtown, there are currently 14 homes for sale with hardwood floors, offering comfort and lasting quality to potential buyers. These properties feature hardwood floors that add warmth and character to the living space. With their timeless charm and low upkeep, homes with hardwood floors are highly sought after by home buyers seeking practical yet stylish living spaces. Explore the selection of homes for sale with hardwood floors in Leonardtown, MD and discover the value they offer.

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