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Newest Homes for Rent in Leonardtown, MD

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  • 44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
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    Starting at $2,250 Per Month

    • 2 - 3 Beds

    44980 Hamptons Blvd, Leonardtown, MD 20650

    The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE

    The Hamptons at Leonardtown

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • 23512 Sly Fox Way, Leonardtown, MD 20650
    23512 Sly Fox Way, Leonardtown, MD 20650
    23512 Sly Fox Way, Leonardtown, MD 20650
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    $2,050 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,308 Sq Ft
    • House for Rent

    23512 Sly Fox Way, Leonardtown, MD 20650

    Property Id: 2727026Gorgeous home in the sought after Leonard's Grant community! This 4 bedroom, 3.5 bath home offers 3300 sq feet of livable space (2392 sq ft on the main and upstairs floors and a fully finished basement) and fenced back yard. The main floor features a beautiful bright white kitchen with granite counters and upgraded lighting open to the living room and eat-in breakfast

    23512 Sly Fox Way, Leonardtown, MD 20650
  • 39534 Potomac Ave, Leonardtown, MD 20650
    39534 Potomac Ave, Leonardtown, MD 20650
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    $2,100 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • House for Rent

    39534 Potomac Ave, Leonardtown, MD 20650

    Enjoy the charm of waterfront living in this cozy cottage nestled in one of Leonardtown’s most desirable water-oriented neighborhoods. Offering beautiful water views and a peaceful setting, this home is perfect for anyone looking to enjoy the relaxed Southern Maryland lifestyle while remaining just minutes from everything downtown Leonardtown has to offer. The home’s comfortable layout makes

    Sean Escobar O'Brien Realty ERA Powered

    39534 Potomac Ave, Leonardtown, MD 20650
  • 22756 Lawrence Ave Unit 6, Leonardtown, MD 20650
    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650
    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650
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    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650

    Nice 2 Bedroom 1 Bath apartment in downtown Leonardtown. All appliances including washer and dryer. Rent includes water, sewer and trash removal. New kitchen appliances being installed. Walk to downtown shops and restaurants. Close to schools, shopping and area amenities.

    Kelly Padgett Century 21 Redwood Realty

    22756 Lawrence Ave Unit 6, Leonardtown, MD 20650
  • 23687 Coventry Dr, Leonardtown, MD 20650
    23687 Coventry Dr, Leonardtown, MD 20650
    23687 Coventry Dr, Leonardtown, MD 20650
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    $4,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 4,961 Sq Ft
    • House for Rent

    23687 Coventry Dr, Leonardtown, MD 20650

    Spacious rental home in the sought-after Leonard’s Grant community! This 6-bedroom, 4.5-bath home offers over 5,500 finished square feet with plenty of room to live, work, relax, and entertain. The main level features a gourmet kitchen with granite countertops, oversized island, double ovens, gas cooking, butler’s pantry, and breakfast room. The private main-level primary suite includes dual

    Robin Errington CENTURY 21 New Millennium

    23687 Coventry Dr, Leonardtown, MD 20650
  • 21113 Arbor Ct, Leonardtown, MD 20650
    21113 Arbor Ct, Leonardtown, MD 20650
    21113 Arbor Ct, Leonardtown, MD 20650
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    $2,350 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft
    • House for Rent

    21113 Arbor Ct, Leonardtown, MD 20650

    Beautifully kept home nestled cozily off Rt. 5. Minutes away from local schools as well as downtown Leonardtown. Home was well kept and shows nicely. Lots of room at this property!Tenant pays METCOM, SMECO,Trash and lawncare are not included in the rental price

    Roland Mellies O'Brien Realty ERA Powered

    21113 Arbor Ct, Leonardtown, MD 20650
  • 44868 Blake Creek Rd, Leonardtown, MD 20650
    44868 Blake Creek Rd, Leonardtown, MD 20650
    44868 Blake Creek Rd, Leonardtown, MD 20650
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    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 4,112 Sq Ft
    • Townhouse for Rent

    44868 Blake Creek Rd, Leonardtown, MD 20650

    Small duplex apartment with Living Room, Den/Study, laundry room, eat-in kitchen, one bath and two bedrooms. Max two occupants. No pets allowed. Still waiting on a few repairs, but available for occupancy.Looking for good credit and background check. Off street parking. Total of four apartments in two building with two units per building. Freshly painted and new carpets.

    Jan Barnes CENTURY 21 New Millennium

    44868 Blake Creek Rd, Leonardtown, MD 20650
  • 22397 Armstrong Dr, Leonardtown, MD 20650
    22397 Armstrong Dr, Leonardtown, MD 20650
    22397 Armstrong Dr, Leonardtown, MD 20650
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    $2,900 Per Month

    • 3 Beds
    • 3 Baths
    • 2,331 Sq Ft
    • House for Rent

    22397 Armstrong Dr, Leonardtown, MD 20650

    Just 7 minutes from the Leonardtown Square & Wharf, St. Mary's Hospital. 10 minutes from the beaches & trails of Newtowne Neck State Park. Armstrong Drive is located in the charming Breton Bay community. This delightful split-level home offers a perfect blend of comfort and convenience. Students are served by Benjamin Banneker Elementary School and Leonardtown Middle & High School. If you would

    Jonathan Powell Real Broker, LLC

    22397 Armstrong Dr, Leonardtown, MD 20650
  • 25365 Point Lookout Rd, Leonardtown, MD 20650
    25365 Point Lookout Rd, Leonardtown, MD 20650
    25365 Point Lookout Rd, Leonardtown, MD 20650
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    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 2,952 Sq Ft
    • House for Rent

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Charming Home !!!Welcome to in-town Leonardtown living—where everything you love is just a short walk away. ***Located just minutes from Leonardtown Wharf, award-winning restaurants, charming boutique shops, local wineries, and scenic parks, you’ll experience the best of what St. Mary’s County has to offer. Commuting is easy with quick access to major routes and PAX River Naval Air Station. This

    Robin Lower Residential Plus Real Estate Services

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • 23581 Belmar Dr, Leonardtown, MD 20650
    23581 Belmar Dr, Leonardtown, MD 20650
    23581 Belmar Dr, Leonardtown, MD 20650
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    $2,490 Per Month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    23581 Belmar Dr, Leonardtown, MD 20650

    Recently Renovated Cabin on Over 2 Acres in Leonardtown! 3 Spacious Bedrooms; 2 Full Baths; Fully Renovated Kitchen with New Cabinets, Countertops, Appliances; New Flooring! See it Today! Walking Distance to Duke Elementary and Minutes to Leonardtown Middle School and Leonardtown High School! Close to Leonardtown Square, Shopping, Restaurants, Schools, and More! Application fee is $65 per adult

    Erika Yowell EXP Realty, LLC

    23581 Belmar Dr, Leonardtown, MD 20650
Maryland St Marys County Leonardtown

Newest Homes for Rent in Leonardtown, MD

Frequently Asked Questions

How much does it cost to rent a home in Leonardtown, MD?
The median rent for a home in Leonardtown, MD is $2,450 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Leonardtown, MD?
To comfortably afford the median rent in Leonardtown, MD, a household needs to earn roughly $98,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,450 per month in Leonardtown, MD, renters typically need to show $7,350 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Leonardtown, MD?
In Leonardtown, MD, the price-to-rent ratio is 18.5, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Leonardtown, MD are best for renting a home?
The best neighborhood for renting in Leonardtown, MD depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Port Republic and Newburg, each with its own character and price range.

Rental Trends in Leonardtown, MD

There are currently 10 homes available for rent in Leonardtown, MD. The median rent is $2,450 per month, with single-family homes renting at $2,600, townhouses at $2,900 and condos at $2,200.

Rental Home Trends

Number of Homes for Rent
10
Median Rent
$2,450
Median Single Family Home Rent
$2,600
Median Townhouse Rent
$2,900
Median Condo Rent
$2,200
How to Rent a Home

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