Homes with Basements for Sale in Leonardtown, MD

18 homes

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ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
This Colonial in the sought-after Estates at Singletree offers 5 bedrooms, 3.5 baths, and three finished levels in one of Leonardtown’s most convenient locations are just behind St. Mary’s Hospital. The fully finished basement is a highlight, featuring a home theater room, a rec room, a large bedroom with a walk-in closet, and a full bath. Upstairs, you will find four additional bedrooms, including a spacious primary suite with a soaking tub, a separate shower, and double sinks. New carpet has been installed throughout this level. The main floor includes a formal living and dining room with built-ins, an office, and a large family room with a stone front fireplace and hardwood f

$580,000

5 beds3.5 baths3,575 sq ft

23261 Jenifer Ct, Leonardtown, MD 20650

Fenced yard • Home theater room • Two-car garage

(301) 855-8600

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
* * Custom Floorplan * * Front Load Garage with expanded guest parking on driveway, Upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable loan available (to veteran only) at 2.75%. This exquisite home boasts an open floorplan that flows effortlessly. The generous-sized kitchen features 42 inch cabinetry along with space for floating shelves, upgraded granite counter tops, center island, coffee bar, walk in pantry with transom window,

$599,000

3 beds2 baths2,824 sq ft

23264 Lindsay Dr, Leonardtown, MD 20650

Front load garage • Custom floorplan • Walk in pantry

(301) 884-9493

OPEN NOV 1, 1PM TO 3PM

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
Professional Photos Coming Soon! OPEN HOUSE:SATURDAY, November 1st from 1:00–3:00 PM! Discover this stunning cedar siding contemporary waterfront home offering a perfect blend of comfort and character. Enjoy water access with a private shared dock, ideal for relaxing days on the water. Freshly painted throughout with brand-new flooring in basement and two bedrooms, this home shines inside and out. The sunroom features beautiful slate floors and peaceful views of the surrounding landscape. The living room boasts soaring ceilings, a brick fireplace, while the dining room showcases hardwood floors. The primary bedroom includes a private full bath for added convenience. Additional highlig

$825,000

3 beds3 baths3,683 sq ft

41832 Foxwell Point Ln, Leonardtown, MD 20650

3.39 acre lot • 2 garage spots • Built 1991

(410) 535-6291

$649,900

5 beds3.5 baths3,526 sq ft

21117 Catnip Ct, Leonardtown, MD 20650

1.38 acre lot • 2 garage spots • Built 2003

(443) 771-8009

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
Welcome to your coastal retreat in the highly sought-after Leonard’s Grant community in Leonardtown, MD. This beautifully updated home features fresh Sherwin Williams coastal paint, new plush carpet, crisp ivory trim, and abundant natural light throughout, creating a breezy, beach-inspired feel. The chef’s kitchen boasts granite countertops, black stainless appliances, a Bosch quiet dishwasher, and a new gas cooktop. Exterior highlights include brand-new James Hardie fiber cement siding in deep ocean blue with white shutters, a fenced backyard with garden beds, a newly refinished deck, and an automatic sprinkler system. Enjoy top-notch community amenities including a pool, tenni

$650,000

5 beds3.5 baths4,046 sq ft

41402 Silver Charm Ct, Leonardtown, MD 20650

New gas cooktop • Granite countertops • Chef's kitchen

(301) 298-2892

Property at 43107 Gum Spring Dr, Leonardtown, MD 20650, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths2,742 sq ft

43107 Gum Spring Dr, Leonardtown, MD 20650

(888) 860-7369

Property at 21925 Budds Creek Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$465,000

3 beds2 baths2,527 sq ft

21925 Budds Creek Rd, Leonardtown, MD 20650

(301) 884-9493

Property at 23098 Town Run Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$685,000

5 beds3.5 baths3,642 sq ft

23098 Town Run Dr, Leonardtown, MD 20650

(301) 702-4200

Property at 21039 Woodmere Dr, Leonardtown, MD 20650, 5 beds, 2.5 baths

$580,000

5 beds2.5 baths4,112 sq ft

21039 Woodmere Dr, Leonardtown, MD 20650

(301) 884-9493

Property at 42043 Starlight Dr, Leonardtown, MD 20650, 4 beds, 3.5 baths

$559,900

4 beds3.5 baths2,472 sq ft

42043 Starlight Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 20959 Redgate Ln, Leonardtown, MD 20650, 3 beds, 1 bath

$229,000

3 beds1 bath1,026 sq ft

20959 Redgate Ln, Leonardtown, MD 20650

(443) 660-9229

Property at 22626 Chickadee Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$624,900

4 beds3.5 baths3,048 sq ft

22626 Chickadee Ln, Leonardtown, MD 20650

(240) 925-2224

Property at 41650 Matthew Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$520,000

4 beds2.5 baths2,230 sq ft

41650 Matthew Ct, Leonardtown, MD 20650

(301) 862-0008

Property at 41430 Challedon Way, Leonardtown, MD 20650, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths4,500 sq ft

41430 Challedon Way, Leonardtown, MD 20650

(443) 771-8009

Property at 19700 Mulberry Fields Rd, Leonardtown, MD 20650, 6 beds, 4.5 baths

$20,000,000

6 beds4.5 baths13,458 sq ft

19700 Mulberry Fields Rd, Leonardtown, MD 20650

(202) 483-6300

Property at Undisclosed address, Leonardtown, MD 20650, 4 beds, 2 baths

$1,750,000

4 beds2 baths2,130 sq ft

Undisclosed address, Leonardtown, MD 20650

(301) 686-0545

Property at 40533 Breton Knolls Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$859,900

4 beds2.5 baths— sq ft

40533 Breton Knolls Ct, Leonardtown, MD 20650

(301) 843-5100

Property at Wathen Rd, Leonardtown, MD 20650, 5 beds, 4 baths

$831,025

5 beds4 baths4,700 sq ft

Wathen Rd, Leonardtown, MD 20650

(240) 224-8005

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COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
Beautifully maintained custom Cape Cod set on a private one-acre lot close to Myrtle Point Park. The main level features hardwood floors and a bright great room with high ceilings, skylights, and abundant natural light. The main-level primary suite with a full bath for added convenience. Kitchen has cherry cabinets, granite counters, stainless steel appliances, and a gas stove. Upstairs offers two spacious bedrooms, a full bath, and a versatile bonus room perfect for a craft or sewing room. The fully finished lower level serves as an in-law suite with a kitchen, full bath, fourth bedroom, dining area, game room, and walkout access to the patio. Additional highlights include dual-zone HVAC,

$599,900

4 beds3.5 baths3,308 sq ft

23531 Myrtle Point Rd, California, MD 20619

1.08 acre lot • 2 garage spots • Car-dependent

(301) 862-2169

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
This beautifully maintained home offers 7 bedrooms and 3.5 baths across multiple levels of comfortable living. The main level features a bright family room, an eat-in kitchen, and a separate dining room perfect for gatherings. A sliding glass door leads to a maintenance-free deck—ideal for cookouts or morning coffee. Enjoy the convenience of a main-level bedroom (currently used as an office) and a mudroom with laundry for easy everyday living. Upstairs, the primary suite includes a large walk-in closet and a private bath with a soaking tub and separate shower, plus three additional spacious bedrooms with built-in wall closets. The fully finished lower level offers fantastic flexibilit

$630,000

7 beds3.5 baths3,940 sq ft

44556 Aspen Ln, California, MD 20619

0.61 acre lot • $42 HOA • 2 garage spots

(301) 710-2081

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
Coming Soon!

$385,000

4 beds2.5 baths2,028 sq ft

45231 Billy Way, California, MD 20619

9,999 sq ft lot • $33 HOA • Garage

(301) 298-2892

ABOUT THIS HOME
Home with Basement for sale in Leonardtown, MD:
This beautifully updated split-foyer in Hollywood strikes the perfect balance between classic charm and modern style. Step inside to find refinished original hardwood floors, an open-concept main level, and sun-filled spaces that make the home feel warm and welcoming. The kitchen impresses with granite countertops, stainless steel appliances, and soft-close cabinetry, and flows seamlessly into the expanded dining area with a new sliding glass door leading to a 10’x12’ pressure-treated deck with stairs—perfect for entertaining or quiet mornings outdoors. Throughout the home, you’ll find all LED lighting, including recessed fixtures and a hallway light with night-light

$464,900

4 beds3 baths2,058 sq ft

24440 Morgan Rd, Hollywood, MD 20636

0.93 acre lot • Car-dependent

(240) 925-2224

$364,900

3 beds2.5 baths2,092 sq ft

23324 Hyacinth Ln, California, MD 20619

3,484 sq ft lot • $33 HOA • Garage

(301) 445-1395

COMING SOON

$449,950

3 beds3 baths2,196 sq ft

44087 Granite Way, California, MD 20619

6,342 sq ft lot • $450 HOA • Garage

(301) 609-9000

Property at 20932 Sawgrass Dr, Lexington Park, MD 20653, 4 beds, 3.5 baths

$499,000

4 beds3.5 baths3,490 sq ft

20932 Sawgrass Dr, Lexington Park, MD 20653

(833) 335-7433

Property at 44850 Joy Chapel Rd, Hollywood, MD 20636, 3 beds, 3.5 baths

$1,740,000

3 beds3.5 baths4,241 sq ft

44850 Joy Chapel Rd, Hollywood, MD 20636

(240) 925-2224

Property at 20751 Wolftrap St, Lexington Park, MD 20653, 3 beds, 3 baths

$374,000

3 beds3 baths2,195 sq ft

20751 Wolftrap St, Lexington Park, MD 20653

(301) 862-2169

Property at 43361 Quail St, Hollywood, MD 20636, 4 beds, 3.5 baths

$649,900

4 beds3.5 baths3,769 sq ft

43361 Quail St, Hollywood, MD 20636

(571) 386-1075

Property at 45869 Belvoir Rd, Great Mills, MD 20634, 5 beds, 2.5 baths

$399,000

5 beds2.5 baths2,662 sq ft

45869 Belvoir Rd, Great Mills, MD 20634

(410) 394-0990

Property at 45567 Bethson St, California, MD 20619, 4 beds, 2.5 baths

$475,000

4 beds2.5 baths2,136 sq ft

45567 Bethson St, California, MD 20619

(301) 862-2169

Property at 24691 Old Three Notch Rd, Hollywood, MD 20636, 3 beds, 1 bath

$335,000

3 beds1 bath3,234 sq ft

24691 Old Three Notch Rd, Hollywood, MD 20636

(301) 884-9493

Property at 1247 S Glebe Rd, Montross, VA 22520, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,560 sq ft

1247 S Glebe Rd, Montross, VA 22520

(540) 775-5661

Property at 44350 Clarkes Landing Rd, Hollywood, MD 20636, 3 beds, 2 baths

$399,000

3 beds2 baths1,300 sq ft

44350 Clarkes Landing Rd, Hollywood, MD 20636

(240) 925-2224

Property at 24568 Bateman Ct, Hollywood, MD 20636, 5 beds, 3.5 baths

$619,500

5 beds3.5 baths3,488 sq ft

24568 Bateman Ct, Hollywood, MD 20636

(703) 535-3610

Property at 43063 Hugh Dr, Hollywood, MD 20636, 5 beds, 3 baths

$699,900

5 beds3 baths2,728 sq ft

43063 Hugh Dr, Hollywood, MD 20636

(301) 298-2892

Property at 23218 Windflower Way, California, MD 20619, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,870 sq ft

23218 Windflower Way, California, MD 20619

(888) 860-7369

Property at 22466 Benswood Rd, California, MD 20619, 4 beds, 1 bath

$280,000

4 beds1 bath1,360 sq ft

22466 Benswood Rd, California, MD 20619

(888) 860-7369

Property at 20966 Black Duck Ct, Callaway, MD 20620, 3 beds, 3.5 baths

$420,000

3 beds3.5 baths2,264 sq ft

20966 Black Duck Ct, Callaway, MD 20620

Homes with Basements for Sale in Leonardtown

There are currently 18 homes with basements for sale in Leonardtown at a median listing price of $540K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Leonardtown stay on the market for 58 days and receive 2 offers. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 9 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 11 townhouses, and 0 multi-family units for sale in Leonardtown last month. Find your dream home in Leonardtown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Leonardtown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Leonardtown. Our Leonardtown real estate stats and trends will give you more information about home buying and selling trends in Leonardtown. If you're looking to sell your home in the Leonardtown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Leonardtown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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