9

Leonardtown, MD Houses for Rent

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  • 21113 Arbor Ct, Leonardtown, MD 20650
    21113 Arbor Ct, Leonardtown, MD 20650
    21113 Arbor Ct, Leonardtown, MD 20650
    /11

    $2,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft
    • 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

    Roland Mellies O'Brien Realty ERA Powered

    21113 Arbor Ct, Leonardtown, MD 20650
  • 19968 Tower Hill Rd, Leonardtown, MD 20650
    19968 Tower Hill Rd, Leonardtown, MD 20650
    19968 Tower Hill Rd, Leonardtown, MD 20650
    /24

    $4,000

    Total Monthly Price

    • 4 Beds
    • 4 Baths
    • 4,488 Sq Ft
    • House for Rent

    19968 Tower Hill Rd, Leonardtown, MD 20650

    Feel like you're vacationing every day in this gorgeous house in the serene woods with magnificent lake views from every room. As you step inside this 4500 sq foot house, you'll immediately fall in love with the soaring ceilings and the incredible views. The large windows allow natural light to flood in, and provide daily views of bald eagles, great blue herons, beavers, river otters, foxes,

    19968 Tower Hill Rd, Leonardtown, MD 20650
  • 39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650
    39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650
    39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650
    /12

    $1,650 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650

    Fully Renovated 2-Bedroom Rental Available Now – Leonardtown, MD. $1650 monthly.Beautifully renovated 2-bedroom, 1-bathroom rental featuring convenient, single-level living. This unit is completely separate from the other rental unit and has its own private entrance.Property features:• Two bedrooms and one bathroom• Fully renovated throughout• All rooms located on one

    Thomas Pilkerton Real Broker, LLC

    39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650
  • 23220 Spalding Ln, Leonardtown, MD 20650
    23220 Spalding Ln, Leonardtown, MD 20650
    23220 Spalding Ln, Leonardtown, MD 20650
    /15

    $1,250 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. $1250 for one person, $1300 for two occupants monthly rent

    Jan Barnes CENTURY 21 New Millennium

    23220 Spalding Ln, Leonardtown, MD 20650
  • 22805 Duke St, Leonardtown, MD 20650
    22805 Duke St, Leonardtown, MD 20650
    /2

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • House for Rent

    22805 Duke St, Leonardtown, MD 20650

    Enjoy all that Downtown Leonardtown offers through out the year. Comfortable remodeled 3 BR, 1 BA home has hardwood floors, washer/dryer, stainless steel appliances, central a/c and oil heat. Home has a covered side porch, off street parking, and yard maintenance is included in rent. Other details: no pets, 700 credit score, 2 car maximum, no smoking on premises. Home will be available Nov. 7.

    Juliet Brown Residential Plus Real Estate Services

    22805 Duke St, Leonardtown, MD 20650
  • 41603 Church St, Leonardtown, MD 20650
    41603 Church St, Leonardtown, MD 20650
    41603 Church St, Leonardtown, MD 20650
    /7

    $2,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • House for Rent

    41603 Church St, Leonardtown, MD 20650

    Less house. More Leonardtown. Be the first to call this brand-new Leonardtown cottage home. Built by the same builder as 41577 Church Street and finished in the same fresh, modern style, 41603 Church Street offers two bedrooms, 1.5 baths and an easy, thoughtfully designed floor plan right in town. The main level includes comfortable living and dining spaces, a well-planned kitchen and a

    Michelle Camaioni RE/MAX One

    41603 Church St, Leonardtown, MD 20650
  • 39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650
    39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650
    39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650
    /12

    $1,550 Per Month

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

    39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650

    Fully Renovated 1-Bedroom Rental Available Now – Leonardtown, MD. $1550 monthly.Beautifully renovated 1-bedroom, 1-bathroom rental featuring convenient, single-level living. This unit is completely separate from the other rental unit and has its own private entrance.Property features:• One bedroom and one bathroom• Fully renovated throughout• All rooms located on one

    Thomas Pilkerton Real Broker, LLC

    39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650
  • 41555 Singletree Dr, Leonardtown, MD 20650
    41555 Singletree Dr, Leonardtown, MD 20650
    41555 Singletree Dr, 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
  • 41402 Omaha Ct, Leonardtown, MD 20650
    41402 Omaha Ct, 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
Maryland St Marys County

Houses for Rent in Leonardtown, MD

Frequently Asked Questions

How much does it cost to rent a single-family home in Leonardtown, MD?
The median rent for a single-family home in Leonardtown, MD is $2,548 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 $76,000 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 $1,900 per month in Leonardtown, MD, renters typically need to show $5,700 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 23.2, 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 single-family homes available for rent in Leonardtown, MD. The median rent is $2,548 per month, with 3-bedroom houses renting at $2,500, 4-bedroom houses at $2,950 and 5-bedroom houses at $3,225.

Rental Home Trends

Number of Houses for Rent
9
Median Single Family Home Rent
$2,548
Median 3 Bedroom Single Family Home Rent
$2,500
Median 4 Bedroom Single Family Home Rent
$2,950
Median 5 Bedroom Single Family Home Rent
$3,225
How to Rent a Home

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