$2,150 - $2,750 per month
The Hamptons at Leonardtown
2 - 3 Beds
44980 Hamptons Blvd, Leonardtown, MD 20650
$3,500 per month
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
$2,100 per month
41665 Tudor Hall Rd, Leonardtown, MD 20650
Please fill out application And make sure to include all tenants who are 18 and older also For an application fee.
$3,400 per month
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
$2,500 per month
18858 McKays Beach Rd, Leonardtown, MD 20650
Experience waterfront living in this beautifully furnished 4-bedroom, 2-bath 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 cats.Property
$3,400 per month
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
$1,550 - $1,750 per month
Seymour Apartments
1 Bed
22645 Washington St, Leonardtown, MD 20650
$3,300 per month
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
$1,925 per month
43855 Bardmore Way, Leonardtown, MD 20650
Property Id: 1993264This meticulously maintained 3-bedroom, 1.5-bath rambler is a hidden gem. Tucked away on a quiet no-thru street, this peaceful retreat offers private water access and a tranquil setting—perfect for those seeking relaxation and privacy. Step inside to discover gleaming hardwood floors and a cozy electric fireplace that flow seamlessly through the living room, hallway,
$1,400 per month
22695 Washington St Unit 2, Leonardtown, MD 20650
Welcome to your charming new home in the heart of historic Leonardtown! This delightful 1-bedroom, 1-bathroom apartment boasts fresh paint and brand-new luxury vinyl plank (LVP) flooring, providing a modern and comfortable living space. Nestled in an amazing location, you'll enjoy the convenience of being within walking distance to an array of fantastic restaurants, shops, and local attractions.
Natalya Ford EXP Realty, LLC
$2,350 per month
39870 Lady Baltimore Ave, Leonardtown, MD 20650
Charming Rambler in Water-Access Community – Available Now!Enjoy easy one-level living in this adorable 4-bedroom, 2.5-bath rambler nestled in the St. Clements Shores community. With access to St. Clements Bay, you'll love spending time outdoors in the spacious yard with mature trees, a large deck, and peaceful surroundings.Inside, the open-concept layout offers great flow for
Lesa Clark Redfin Corp
$2,800 per month
18831 McKays Beach Rd, Leonardtown, MD 20650
Enjoy beautiful sunrises and sunsets on your private beach. This adorable waterfront home has been meticulously maintained and renovated. Home features an open floor plan with stainless steel appliances, wood stove, murphy bed in spare bedroom, and a generator. When you are not relaxing on the beach, there is a hot tub for your use, if you desire. Home available month to month after first
Cindy Taylor Samson Properties
$5,000 per month
43840 Tarrywyle Way, Leonardtown, MD 20650
Tatiana Bell Quasar Property Management And Real Estate LLC
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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