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Leonardtown, MD Homes for Rent

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    $2,150 - $2,750 per month

    The Hamptons at Leonardtown

    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

    44980 Hamptons Blvd, Leonardtown, MD 20650
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    $3,400 per month

    • 5 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • House for Rent

    23246 Lindsay Dr, Leonardtown, MD 20650

    This beautiful 5-bedroom, 3.5-bath home features owned solar panels to help keep energy costs down.With over 3,800 finished square feet of living space, this flowing layout is ideal for everyday living and entertaining. The upgraded kitchen features white cabinetry, granite countertops, stainless steel appliances, a breakfast bar, pantry, and a sunny breakfast nook. Adjacent, the inviting

    Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
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    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 2,682 Sq Ft
    • House for Rent

    18858 McKays Beach Rd, Leonardtown, MD 20650

    Experience waterfront living in this beautifully furnished 4-bedroom, 2-bath midcentury modern home, available for lease from November 11, 2025 through May 1, 2026. Flexible lease terms: minimum 2 months, preferred up to 5.5 months. As this is our part-time residence, only furnished, short-term leases are available. No exceptions to our no-pet policy, as other animal scents upset our

    18858 McKays Beach Rd, Leonardtown, MD 20650
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    $3,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,859 Sq Ft
    • House for Rent

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    Beautiful 6 year old home is ready for you! Clarks Rest is just minutes form all the shopping and restaurants in Leonardtown Square. Occupancy can be before school starts this fall. 3 large bedrooms upstairs with a separate sitting area off the primary bedroom that could be a 4th bedroom. Luxury vinyl plank flooring throughout the main level. The lower level if finished and features another full

    Gail Nyman RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
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    $1,900 per month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    39872 Wrinkle Free Ln Unit 2, Leonardtown, MD 20650

    Freshly painted 3 bedroom 3 bathroom Leonardtown apartment on quiet country road, near Newtowne Neck State Park and local seafood restaurant. Entrance to unit is from shared entryway with private door. Unit has washer dryer, central heat/AC, parking for two cars and beautiful water views. $40 Application fee to run credit check per person over the age of 18, 1 year lease required, no pets and no

    39872 Wrinkle Free Ln Unit 2, 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
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    $3,250 per month

    • 5 Beds
    • 4.5 Baths
    • 4,836 Sq Ft
    • House for Rent

    23701 Robert Way, Leonardtown, MD 20650

    Welcome to the Villages at Leonardtown! This charming and spacious home offers the perfect blend of comfort and style. Situated in a tranquil neighborhood, this property features 4 bedrooms and 4.5 bathrooms, providing ample space for family and guests. Step inside to discover a bright and inviting living area with large windows that flood the space with natural light. The open-concept kitchen

    Claudia Lodge RE/MAX One

    23701 Robert Way, Leonardtown, MD 20650
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    $3,300 per month

    • 5 Beds
    • 3 Baths
    • 2,666 Sq Ft
    • House for Rent

    23591 Gunnell Dr, Leonardtown, MD 20650

    Excellent Leonardtown location, close to Saint Mary’s Hospital, easy commute to NAVAIR. This home features five generously sized bedrooms including bedroom and full bath on main level. Traditional colonial floor plan, entry level two story foyer, office/flex room, formal dining room, spacious family room open to kitchen, full bath and that main level bedroom off kitchen as well. Upper level

    Becky King Home Towne Real Estate

    23591 Gunnell Dr, Leonardtown, MD 20650
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    $5,000 per month

    • 6 Beds
    • 5 Baths
    • 5,278 Sq Ft
    • House for Rent

    43840 Tarrywyle Way, Leonardtown, MD 20650

    Tatiana Bell Quasar Property Management And Real Estate LLC

    43840 Tarrywyle Way, Leonardtown, MD 20650

Why Live in Leonardtown

Leonardtown is a Southern Maryland community on the rise, with the population nearly doubling between 2010 and 2020. “It’s one of the fastest-growing municipalities in Maryland,” says Jimmy Hayden , a Leonardtown native and Realtor with Re/Max Realty Group. ...

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