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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

    (443) 342-9476

    44980 Hamptons Blvd, 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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    $2,300 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. This home offers the rare combination of modern comfort and small-town charm, just steps from the waterfront, local restaurants, and year-round community events that make Leonardtown so special.*** Step outside and experience what sets this home apart: the ability to truly live local.

    Robin Lower Residential Plus Real Estate Services

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • 22373 Enoch Rd, Leonardtown, MD 20650
    22373 Enoch Rd, Leonardtown, MD 20650
    22373 Enoch Rd, Leonardtown, MD 20650
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    $3,200 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    22373 Enoch Rd, Leonardtown, MD 20650

    Gorgeous, Classy, Completely Remodeled Colonial on a Beautiful Premium Lot Backing to Trees in the Sought After Neighborhood of Breton Bay/Society Hill. A Welcoming Covered Front Porch is the perfect spot for enjoying the array of birds that live around the property. Open Floor Plan with Upgraded, Luxury Vinyl Plank (LVP) Flooring. Stylish Living Room with Wood Burning Fireplace, Charming Dining

    Jenny Norris EXP Realty, LLC

    22373 Enoch 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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    $2,695 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
  • 41386 Margrove Cir, Leonardtown, MD 20650
    41386 Margrove Cir, Leonardtown, MD 20650
    41386 Margrove Cir, Leonardtown, MD 20650
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    $3,100 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft
    • Townhouse for Rent

    41386 Margrove Cir, Leonardtown, MD 20650

    Discover modern living in this 4-bedroom, 3.5-bath end-unit townhome located in the highly desirable Clark's Rest community. This spacious rental boasts an abundance of natural light, an attached garage, and a fully finished basement for all your living and storage needs. The large balcony off the kitchen is perfect for enjoying your morning coffee or entertaining guests. Pet-friendly on a

    Matthew Burgan Infinitas Realty Group

    41386 Margrove Cir, Leonardtown, MD 20650
  • 20503 Chestnut Ridge Dr, Leonardtown, MD 20650
    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
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    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • House for Rent

    20503 Chestnut Ridge Dr, Leonardtown, MD 20650

    Located in the Chestnut Ridge Subdivision where peace and tranquility exist. 3 Bedroom 2 1/2 Bath, 2 Car Garage Cape Cod-style residence. Home has been Freshly painted and new carpet installed in all of the bedroom areas. Equipped with a new washer and dryer. Enjoy the country setting and sit on the Front porch or family gatherings on the rear large deck which is perfect for grilling. Any

    Jay Camp Coldwell Banker Premier

    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
  • 18937 McKays Cove Ln, Leonardtown, MD 20650
    18937 McKays Cove Ln, Leonardtown, MD 20650
    18937 McKays Cove Ln, Leonardtown, MD 20650
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    $2,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,583 Sq Ft
    • House for Rent

    18937 McKays Cove Ln, Leonardtown, MD 20650

    Welcome to this charming water-access rambler! This inviting 3-bedroom, 1.5-bath home offers comfortable single-level living in a peaceful coastal setting.Inside, you’ll find an updated kitchen featuring granite countertops, stainless steel appliances, and ample cabinet space, perfect for everyday living and entertaining. The functional open floor plan provides bright living areas, well-sized

    Erika Yowell EXP Realty, LLC

    18937 McKays Cove Ln, Leonardtown, MD 20650
  • 41515 Singletree Dr, Leonardtown, MD 20650
    41515 Singletree Dr, Leonardtown, MD 20650
    41515 Singletree Dr, Leonardtown, MD 20650
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    $900

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • House for Rent

    41515 Singletree Dr, Leonardtown, MD 20650

    Large bedroom with walk in closet, can be furnished or unfinished and I can provide any other items needed for your comfort.Access to whole house with high speed internet House is walking distance to college of southern Maryland and St. Mary’s hospital in a very safe and quiet neighborhood.

    41515 Singletree Dr, Leonardtown, MD 20650
  • 20670 Bloombury Ln, Leonardtown, MD 20650
    20670 Bloombury Ln, Leonardtown, MD 20650
    20670 Bloombury Ln, Leonardtown, MD 20650
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    $2,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft
    • House for Rent

    20670 Bloombury Ln, Leonardtown, MD 20650

    Secluded home in Leonardtown area. Wrap around porch, garage, and plenty of area to spread out. 3 bedrooms on upper level one bedroom or office on main level. Unfinished basement and garage. Lots of outside room to roam and explore nature.

    Jimmy Hayden RE/MAX One

    20670 Bloombury Ln, 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 $1,825 per month, though prices vary by neighborhood, size, and property type. As of May 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 $73,000 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 $1,825 per month in Leonardtown, MD, renters typically need to show $5,475 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 24.7, 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.

Rental Home Trends in Leonardtown, MD

There are currently 9 homes available for rent in Leonardtown, MD. The median rent is $1,825 per month, with single-family homes renting at $2,700, townhouses at $2,900 and condos at $1,800.

Rental Home Trends

Number of Homes for Rent
9
Median Rent
$1,825
Median Single Family Home Rent
$2,700
Median Townhouse Rent
$2,900
Median Condo Rent
$1,800
How to Rent a Home

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