Search 2,295,122 property listings in 30,123 cities
updated 50 minutes ago.

Leonardtown, MD Homes for Sale; Leonardtown Real Estate

Comprehensive real estate search in the Leonardtown area. We have over 186 listings to browse so you can find your perfect home. Whether you are looking through our 177 MLS properties, 9 for sale by owner, — you're sure to find your next property with Roost.com.

  • 22328 Bayside Rd Leonardtown,MD 20650-5603
    $295,900
    4 Bd | 3 Ba
    22328 Bayside Rd Leonardtown, MD 20650-5603
    See similar 4 bd/3 ba listings
    Single Family Home | For Sale By Owner
  • 40703 Chance Way Leonardtown,MD 20650-2804
    $499,000
    4 Bd | 4 Ba
    40703 Chance Way Leonardtown, MD 20650-2804
    See more real estate listings in Leonardtown,MD
    Single Family Home | For Sale By Owner
  • 41405 Philip Lane Leonardtown,MD 20650
    $375,000
    41405 Philip Lane Leonardtown, MD 20650
    See similar homes in Leonardtown,MD
    Other | For Sale By Owner
  • 23467 Lindsay Dr Leonardtown,MD 20650-2966
    $529,000
    5 Bd | 4 Ba
    23467 Lindsay Dr Leonardtown, MD 20650-2966
    See more real estate listings in Leonardtown,MD
    Single Family Home | For Sale By Owner

View our 9 For Sale By Owner Listings in Leonardtown

We've gathered For Sale By Owner listings for you. Filter them by price, bed bath, neighborhood, school district and more. Here are just a few of our FSBO listings...

View more For Sale By Owner ListingsSearch Real Estate Listings
About Leonardtown, Maryland

The reality is that you're not looking for a house. You're looking for a home, and more-a space where you and your loved ones can feel secure, stimulated, and comfortable. Our Leonardtown homes for sale and real estate listings are the most comprehensive available. You can search Roost.com for all your real estate needs; including Multiple Listing Service ( MLS ) properties for sale; homes for sale by owner (FSBO); new construction listings and foreclosures / foreclosed properties.

There are 101 residential MLS listings available with an average price of $416,554. You may be interested in homes for sale in these school districts: St. Marys County Public Schools. Streets with the most MLS listings include: Point Lookout Rd.

Are you looking for tangible features or are you looking for a home in the Leonardtown real estate market that just feels right? Start with the basics like number of beds and baths then use our intuitive filters to zero in on homes for sale by neighborhood or school district. You can even search for amenities such as pool, remodeled kitchen, hardwood and more! Roost is the perfect search for your perfect home.

Residential Property Listing Facts
  Avg Price Price/Sq Ft 0-250k 251-500k 501-750k 751-1M 1M+
MLS Listings $416,554 $206 22 59 12 4 4
For Sale By Owner $550,838 $139 0 4 2 1 1
Roost Blog
These MLS listings represent the most currently available real estate including single family homes, multiple family homes, condos, foreclosures and other property types for CITY NAME STATE. These residences are featured by BROKER NAME via Broker Reciprocity with the data updated nightly. Too many listings? Then refine your search by price, bedrooms, baths, square feet (lot size), or even local school district. Then work with our REALTOR(R) partners to find the perfect home for sale, and help you find the right mortgage financing, best mortgage rates & right insurance policies for your needs.
Have you considered buying a home in one of these nearby locations?
Click to expand map view of listings

Resource Center

Mortgage & Closing

Credit Score

Moving & Insurance

Featured Homes
  • 23467 Lindsay Dr Leonardtown,MD 20650-2966
    23467 Lindsay Dr
    5 Bd | 4 Ba
    Single Family Home | For Sale By Owner
  • 22326 Bayside Rd Leonardtown,MD 20650-5603
    22326 Bayside Rd
    4 Bd | 3 Ba
    Single Family Home | For Sale By Owner
  • 44022 Woodmont Dr Leonardtown,MD 20650-4586
    44022 Woodmont Dr
    5 Bd | 7 Ba
    Single Family Home | For Sale By Owner
  • 43963 Lanedon Dr Leonardtown,MD 20650-6056
    43963 Lanedon Dr
    3 Bd | 3 Ba
    Single Family Home | For Sale By Owner
  • 41048 Cryer Ct Leonardtown,MD 20650-4400
    41048 Cryer Ct
    5 Bd | 4 Ba
    Single Family Home | For Sale By Owner
Useful Resources
Real Estate Brokers in the area
  • Century 21 New Millennium
  • O Brien Realty
  • Coldwell Banker Jay Lilly Real Estate
  • Home Towne Real Estate
  • Re/Max 100
  • The McNelis Group LLC
  • Baldus Real Estate, Inc.
  • Long & Foster Real Estate, Inc.
Why People Prefer Roost

Most real estate sites rely on individuals to upload their own listings. This usually results in a fragmented and partial view of what homes are truly available for sale. Even worse, it often means stale info. We partner with the local "Multiple Listing Services" ( MLS ) and local real estate brokers in Leonardtown to ensure you have access to not only the most complete, but also the most up-to-date homes for sale available.

Zip Codes in Leonardtown
MLS Listings by street in Leonardtown
Give Feedback