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Leonardtown, MD Homes for Rent

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  • /44

    $3,075 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft
    • House for Rent

    23650 Coventry Dr, Leonardtown, MD 20650

    What a great place to call home! Recenly repainted just for you,Charming floor plan with steps to the upper level off the family room, you will love the design. Three large bedrooms upstairs and the primary suite has an exceptionally large bath with two vanity areas and a huge walk in shower. Nice and clean . Hardwood flooring is lovely. Big level back yard is great for your entertaining needs.

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    23650 Coventry Dr, Leonardtown, MD 20650
  • /32

    Starting at $2,275 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
  • /4

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    39685 Lady Baltimore Ave, Leonardtown, MD 20650

    Welcome to your ideal rental in Leonardtown! This charming property offers a comfortable living experience in a vibrant community, perfect for anyone seeking a cozy space in a flourishing area. Key property features include spacious bedrooms, well-appointed bathrooms, and an inviting layout that maximizes floor space. You’ll find yourself just minutes away from a variety of excellent

    39685 Lady Baltimore Ave, Leonardtown, MD 20650
  • /19

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    39725 Lady Baltimore Ave Unit in law apt, Leonardtown, MD 20650

    Property Id: 2750149 One level living ONE large bedroom - one good size completely modernized bathroom. Large breezeway living room Full size eat -in kitchen. New luxury vinyl flooring throughout. Freshly painted Has own laundry room with washer and dryer No shared areas - private entrance Large yard Beach access sticker is provided to

    39725 Lady Baltimore Ave Unit in law apt, Leonardtown, MD 20650
  • /13

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • House for Rent

    43383 St Andrews Church Rd, Leonardtown, MD 20650

    Welcome to your new home in charming Leonardtown, MD. This property offers a comfortable living space, perfect for those seeking a serene lifestyle while being conveniently close to modern amenities. Key property features include spacious bedrooms and bathrooms, ideal for relaxation and privacy. The generous floor area ensures ample room for personal touches and enjoyable living. Situated

    43383 St Andrews Church Rd, Leonardtown, MD 20650
  • /2

    $700 Per Month

    • 6 Beds
    • 3 Baths
    • Condo for Rent

    43640 Potomac Shores Rd Unit 1, Leonardtown, MD 20650

    Property Id: 2815909 Six bedroom water view property. Three bathrooms fenced in yard deck. Large driveway. Two car oversized garage. Large yard view of the Potomac River large shared family areas and newly renovated kitchen

    43640 Potomac Shores Rd Unit 1, Leonardtown, MD 20650
  • /16

    $1,700 Per Month

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

    39725 Lady Baltimore Ave Unit main, Leonardtown, MD 20650

    Property Id: 2786281 available sept 1 Large open 2 bedroom, one bath. Hardwood floors throughout . 2 good sized bedrooms. One large living room . Kitchenette. Hot plate and counter top oven New granite tops. Stacked washer and dryer in unit Private parking. Nice large yard Community Beach access sticker provided Utilities extra ( water /

    39725 Lady Baltimore Ave Unit main, Leonardtown, MD 20650
  • /85

    $4,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 4,836 Sq Ft
    • House for Rent

    23636 Hansel Ct, Leonardtown, MD 20650

    For Sale as well! Welcome home to 23636 Hansel Court! This stunning Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Step inside to find gorgeous hardwood floors flowing seamlessly across the main level. The mostly finished basement is an entertainer's dream, featuring a dedicated theater area ready for your custom equipment, a spacious

    John Kreamer Taylor Properties

    23636 Hansel Ct, Leonardtown, MD 20650
  • /9

    $2,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    21113 Arbor Ct, Leonardtown, MD 20650

    Welcome home to this beautiful 3-bedroom, 2.5-bath residence, ideally nestled just off Route 5 in a quiet, convenient location. Enjoy easy access to local schools, shopping, dining, and historic downtown Leonardtown while still benefiting from the privacy and comfort of a peaceful neighborhood. This spacious home features generous living areas, an attached two-car garage, and a private

    21113 Arbor Ct, Leonardtown, MD 20650
  • /15

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    23220 Spalding Ln, Leonardtown, MD 20650

    Basement apartment with one bedrooms, and a den/study, kitchen, dining and living room combo. One full bath, washer/dryer provided. House above is occupied. Max of two tenants with good credit. Yard available for enjoyment. No pets!!! Water.sewer and trash taken care of by owner. JUst pay your electric and cable/wifi.

    Jan Barnes CENTURY 21 New Millennium

    23220 Spalding Ln, Leonardtown, MD 20650
  • /4

    $1,400 Per Month

    • 1 Bath
    • 11,686 Sq Ft
    • Condo for Rent

    22695 Washington St Unit 4, Leonardtown, MD 20650

    One bedroom apartment, on the second floor. Great location, right in the center of downtown Leonardtown. Need great credit. Pets case by case. The tenant is responsible for electricity. Water and laundry $50 flat fee every month.

    Natalya Ford RE/MAX One

    22695 Washington St Unit 4, Leonardtown, MD 20650
  • /9

    $800 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    23970 Maypole Rd Unit E, Leonardtown, MD 20650

    1 bedroom, 1 bathroom ground floor unit in Leonardtown featuring luxury vinyl plank flooring throughout. Coin operated laundry located in the common area. Great location close to shopping, dining, and major commuter routes.

    Rayann Choporis Century 21 Redwood Realty

    23970 Maypole Rd Unit E, Leonardtown, MD 20650
  • /17

    $2,000 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
  • /8

    $2,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft
    • Townhouse for Rent

    22758 Lawrence Ave, Leonardtown, MD 20650

    Adorable duplex in the heart of downtown Leonardtown. This home has 3 bedrooms and 2 1/2 bathrooms. LVP in main living area and new flooring in kitchen. Kitchen is spacious with eat in area and laundry room. Easy walk to town square and access to shops, restaurants and area amenities. Rent includes water, sewer and trash.

    Kelly Padgett Century 21 Redwood Realty

    22758 Lawrence Ave, Leonardtown, MD 20650
  • /13

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,884 Sq Ft
    • House for Rent

    40480 Parsons Mill Rd, Leonardtown, MD 20650

    Country living at its finest. Spacious rambler surrounded by farmland. Three bedrooms and one bathroom highlight this classic home. Hardwood floors throughout. Each bedroom has lots of space. Enclosed porch can be a playroom, study, or storage area. Detached garage keeps your car protected from winter weather. Oil heat keeps you nice and warm on wintry nights. Lots of yard space in front and

    Robin Lower Residential Plus Real Estate Services

    40480 Parsons Mill Rd, Leonardtown, MD 20650
  • /34

    $2,950 Per Month

    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft
    • House for Rent

    22480 Sparrow Ct, Leonardtown, MD 20650

    Lovely Leonardtown Breton Bay Contemporary Home. 4BR/3Bath Home. Updated bathrooms and vaulted beamed ceilings. Large rear deck backs to woods and privacy. Pets considered case by case. Excellent Credit required. Longer Lease preferred. This home has multiple levels to enjoy and a large over-sized 2 car side-load garage as well as a long driveway for extra parking. Large storage shed on site.

    MaryAnne Crewse O'Brien Realty ERA Powered

    22480 Sparrow Ct, Leonardtown, MD 20650
  • /35

    $3,195 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • House for Rent

    41555 Singletree Dr, Leonardtown, MD 20650

    Luxurious 4BR 2.5FB Colonial style home on an unfinished walk-up basement with a 2 car garage in the Singletree community. You are welcomed home by the 2 story main entry foyer with the living room, family room, kitchen with table space and center island and separate dining room which all share an open floor plan. On the upper level are 3 bedrooms, hall full bath, laundry and a massive vaulted

    Joycelyn Clark-Young CENTURY 21 New Millennium

    41555 Singletree Dr, Leonardtown, MD 20650
  • /2

    $3,800 Per Month

    • 5 Beds
    • 5 Baths
    • 4,873 Sq Ft
    • House for Rent

    41402 Omaha Ct, Leonardtown, MD 20650

    Welcome home to 41402 Omaha Court! This brilliant Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Lots of fruit trees (Fig, Apple, Mulberry, Dwarf Peach, Pear, Strawberry and Persimmon). Owner will maintain the trees. Enter to find gorgeous exotic hardwood tigerwood floors flowing seamlessly across the main level into the Kitchen where you

    Derek Eisenberg Continental Real Estate Group

    41402 Omaha Ct, Leonardtown, MD 20650

Why Live in Leonardtown

Leonardtown, Maryland, is a rapidly growing community in Southern Maryland, with its population nearly doubling between 2010 and 2020. Located on a peninsula surrounded by the Potomac River, Patuxent River, and Chesapeake Bay, Leonardtown is home to around 19,000 residents. The town's appeal includes a revitalized downtown, water access, and proximity to Naval Air Station Patuxent River, the county's top employer. Leonardtown is approximately 60 miles south of Washington, D.C., making it a viable option for commuters. The town boasts above-average schools, including Leonardtown Elementary, Leonardtown Middle, Leonardtown High, and St. Mary's Ryken High. Housing in Leonardtown has seen significant development, with new subdivisions like Clark’s Rest featuring Colonial Revival-inspired homes and waterfront properties available in areas like Breton Bay. The town's historic downtown has been rejuvenated with new businesses, restaurants, and community-funded murals. Leonardtown is known for its freshly caught seafood, particularly at local restaurants such as T&Js Cove. The town earned the distinction of being the region’s first Arts & Entertainment District in 2013, with a thriving art scene and events like the annual Leonardtown Art Walk. The United States National Oyster Festival, held every October, is a major attraction, celebrating oysters with various activities and competitions. Outdoor recreation is abundant, with parks like Leonardtown Wharf Park and Newtowne Neck State Park offering boating, fishing, and hiking opportunities. Leonardtown is accessible via STS Transit and several state highways, with three major airports within 90 miles. Healthcare needs are met by MedStar St. Mary's Hospital.

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 $2,050 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while townhouses and single-family homes 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 $82,000 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 $2,050 per month in Leonardtown, MD, renters typically need to show $6,150 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 21.6, 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 Piney Point, Newburg and Pinegrove, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
18
Median Rent
$2,050
Median Single Family Home Rent
$2,350
Median Townhouse Rent
$2,300
Median Condo Rent
$1,700
How to Rent a Home