Homes with Parking for Sale in Leonardtown, MD

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ABOUT THIS HOME
Home with Parking for sale in Leonardtown, MD:
Updated, upgraded, and NO HOA! This Leonardtown gem has the features buyers are looking for, starting with a stunning custom kitchen featuring 42-inch cabinets, granite countertops, stainless steel appliances, and a farmhouse sink overlooking the backyard. Fresh paint, updated lighting, refreshed flooring, upgraded bath fixtures, and a refaced fireplace give the interior a fresh, modern feel. Outside, enjoy the new stamped concrete patio and walkways, perfect for entertaining or unwinding. Generously sized bedrooms and a desirable corner lot add even more to love. And the bonus? Enjoy access to Breton Bay amenities, including the dock, beach, playgrounds, and picnic areas—all without

$489,900

3 beds2.5 baths1,976 sq ft

22301 White Oak Rd, Leonardtown, MD 20650

0.64 acre lot • 2 garage spots • Built 1991

ABOUT THIS HOME
Home with Parking for sale in Leonardtown, MD:
Room to spread out comes naturally in this spacious split-foyer home, set on a level one-acre lot with no HOA. The generous setting offers flexibility for outdoor entertaining, gardening, play, or simply enjoying a little extra breathing room without a rulebook hovering nearby. Inside, the main floor delivers 4 bedrooms and 3 full bathrooms, a large family room just off the kitchen and a separate living room. With a full bathroom in the basement, the lower level adds valuable versatility for recreation, hobbies, visitors, or a comfortable retreat away from the main living areas. A oversized attached 2-car garage provides sheltered parking and plenty of room for tools, sporting gear, and the

$444,500

4 beds4 baths2,666 sq ft

20270 Beauvue Ct, Leonardtown, MD 20650

Large family room • Broad level grounds • Outdoor entertaining

(301) 645-1700

ABOUT THIS HOME
Home with Parking for sale in Leonardtown, MD:
Welcome to 23636 Hansel Court in the desirable Leonards Grant community! This well-appointed home features beautiful hardwood floors, a gourmet kitchen, an attached 2-car garage, and thoughtful upgrades throughout. The mostly finished basement offers excellent flexible space, including a dedicated theater area, office, bonus room, and a unique secret room for extra privacy or storage. Enjoy peace of mind with a brand-new tankless water heater (installed late 2025) and a fully fenced backyard with a 6-ft white vinyl privacy fence - perfect for pets, play, or relaxing. The home was previously approved for daycare use. Community amenities include a pool, tennis court, basketball court, playgro

$599,000

5 beds2.5 baths4,836 sq ft

23636 Hansel Ct, Leonardtown, MD 20650

Secret room • Flexible bonus room • Spacious office area

(301) 970-2447

ABOUT THIS HOME
Home with Parking for sale in Leonardtown, MD:
* * * * * * * * * * VA Assumption Available at 3.35% * * * * * * Welcome to 41427 Osborne Lane, where a charming covered front porch, striking red front door, and beautiful architectural details create an inviting first impression! Located in Clark’s Rest, this Chaptico model offers 4 bedrooms, 3.5 baths, and 3,379 square feet of living space across three finished levels. With fresh paint, new carpet, and new upgraded stainless steel appliances, this home is ready for its next chapter. Inside, nine-foot ceilings and hardwood flooring in the foyer, kitchen, and formal dining room bring warmth and elegance to the main level. The formal dining room provides a lovely settin

$650,000

4 beds3.5 baths3,264 sq ft

41427 Osborne Ln, Leonardtown, MD 20650

Covered front porch • Nine foot ceilings • Red front door

(443) 771-8009

ABOUT THIS HOME
Home with Parking for sale in Leonardtown, MD:
🏡 INVESTOR ALERT! FIRST-TIME HOME BUYER OPPORTUNITY! Looking for a property where you can build equity and make it your own? This estate sale is a fantastic opportunity for an investor, first-time homebuyer, or anyone looking for some sweat equity in a beautiful waterfront community! Recently occupied and livable as-is, this 3-bedroom, 2-bath home is ready for some updating and personal touches. The home sits on an absolutely gorgeous lot and features a large back deck, perfect for relaxing, entertaining, and enjoying the peaceful surroundings. And it gets even better! The detached 2-car garage offers additional space for a workshop, hobbies, or storage, plus a convenient half bath. With th

$290,000

3 beds2 baths1,568 sq ft

43905 Lanedon Dr, Leonardtown, MD 20650

Large back deck • Half bath • Waterfront community

(301) 702-4200

Property at 41495 Garrett Ct, Leonardtown, MD 20650, 3 beds, 2 baths

$469,900

3 beds2 baths1,710 sq ft

41495 Garrett Ct, Leonardtown, MD 20650

(301) 884-9493

Property at 20945 Greenwell Way, Leonardtown, MD 20650, 4 beds, 3.5 baths

$929,900

4 beds3.5 baths4,248 sq ft

20945 Greenwell Way, Leonardtown, MD 20650

(301) 863-2400

Property at 23354 Lindsay Dr, Leonardtown, MD 20650, 4 beds, 3.5 baths

$589,900

4 beds3.5 baths2,736 sq ft

23354 Lindsay Dr, Leonardtown, MD 20650

Property at 41888 Jenkins Ct, Leonardtown, MD 20650, 4 beds, 3.5 baths

$535,000

4 beds3.5 baths2,562 sq ft

41888 Jenkins Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 23405 Marview Ct, Leonardtown, MD 20650, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,306 sq ft

23405 Marview Ct, Leonardtown, MD 20650

(410) 394-0990

Property at 23444 Lindsay Dr, Leonardtown, MD 20650, 4 beds, 3.5 baths

$609,900

4 beds3.5 baths3,340 sq ft

23444 Lindsay Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 18937 Hodges Ln, Leonardtown, MD 20650, 3 beds, 2 baths

$675,000

3 beds2 baths1,834 sq ft

18937 Hodges Ln, Leonardtown, MD 20650

(301) 609-9000

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

$739,900

4 beds2.5 baths3,460 sq ft

40533 Breton Knolls Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 22601 Avenmar Dr, Leonardtown, MD 20650, 5 beds, 4 baths

$699,000

5 beds4 baths5,484 sq ft

22601 Avenmar Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 40115 Combs Creek Way, Leonardtown, MD 20650, 5 beds, 3.5 baths

$1,590,000

5 beds3.5 baths2,993 sq ft

40115 Combs Creek Way, Leonardtown, MD 20650

(301) 862-2169

Property at 40611 Merion Ct, Leonardtown, MD 20650, 4 beds, 3.5 baths

$624,990

4 beds3.5 baths2,562 sq ft

40611 Merion Ct, Leonardtown, MD 20650

(240) 925-2224

Property at 41620 Church St, Leonardtown, MD 20650, 3 beds, 2 baths

$389,000

3 beds2 baths1,728 sq ft

41620 Church St, Leonardtown, MD 20650

(301) 840-8061

Property at 23620 Gunnell Dr, Leonardtown, MD 20650, 5 beds, 4 baths

$615,000

5 beds4 baths4,346 sq ft

23620 Gunnell Dr, Leonardtown, MD 20650

(301) 645-1700

Property at 43954 Main Way Rd, Leonardtown, MD 20650, 3 beds, 3 baths

$449,900

3 beds3 baths1,691 sq ft

43954 Main Way Rd, Leonardtown, MD 20650

(410) 729-7700

Property at Lot 7 - 42084 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$629,900

4 beds2.5 baths3,072 sq ft

Lot 7 - 42084 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$609,900

4 beds2.5 baths2,701 sq ft

Lot 4 - 42102 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 5 - 42096 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,976 sq ft

Lot 5 - 42096 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 3 - 42108 Wildflower Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$614,900

4 beds2.5 baths3,072 sq ft

Lot 3 - 42108 Wildflower Dr, Leonardtown, MD 20650

(443) 771-8009

Property at 22538 Landing Way, Leonardtown, MD 20650, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths2,764 sq ft

22538 Landing Way, Leonardtown, MD 20650

(443) 771-8009

Property at 23591 Gunnell Dr, Leonardtown, MD 20650, 5 beds, 3 baths

$585,000

5 beds3 baths2,666 sq ft

23591 Gunnell Dr, Leonardtown, MD 20650

(410) 286-9632

Property at 40659 Klear Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$429,000

4 beds2.5 baths2,774 sq ft

40659 Klear Ct, Leonardtown, MD 20650

(301) 934-8407

Property at 23636 Gunnell Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$529,900

4 beds2.5 baths2,948 sq ft

23636 Gunnell Dr, Leonardtown, MD 20650

(888) 860-7369

Property at 40751 Merlin Way, Leonardtown, MD 20650, 5 beds, 2.5 baths

$615,000

5 beds2.5 baths2,601 sq ft

40751 Merlin Way, Leonardtown, MD 20650

(240) 993-9888

Property at 22630 Quiet Ln, Leonardtown, MD 20650, 3 beds, 2.5 baths

$467,000

3 beds2.5 baths1,568 sq ft

22630 Quiet Ln, Leonardtown, MD 20650

(301) 884-9493

Property at 22010 Society Hill Rd, Leonardtown, MD 20650, 4 beds, 3 baths

$560,000

4 beds3 baths2,730 sq ft

22010 Society Hill Rd, Leonardtown, MD 20650

(703) 229-8935

Property at 20410 Chingville Rd, Leonardtown, MD 20650, 4 beds, 3 baths

$450,000

4 beds3 baths2,604 sq ft

20410 Chingville Rd, Leonardtown, MD 20650

(301) 298-2892

Property at 21395 Fairwood Ct, Leonardtown, MD 20650, 4 beds, 3.5 baths

$665,000

4 beds3.5 baths4,066 sq ft

21395 Fairwood Ct, Leonardtown, MD 20650

(888) 860-7369

Property at 22395 Newtowne Neck Rd, Leonardtown, MD 20650, 4 beds, 3 baths

$2,200,000

4 beds3 baths4,395 sq ft

22395 Newtowne Neck Rd, Leonardtown, MD 20650

(443) 975-7555

Property at 23603 Margrave Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$685,000

5 beds3.5 baths4,271 sq ft

23603 Margrave Dr, Leonardtown, MD 20650

(888) 860-7369

Property at 23208 Clarks Rest Rd, Leonardtown, MD 20650, 4 beds, 3.5 baths

$549,000

4 beds3.5 baths3,006 sq ft

23208 Clarks Rest Rd, Leonardtown, MD 20650

(443) 771-8009

Property at 41608 Briarwood Cir, Leonardtown, MD 20650, 3 beds, 3.5 baths

$440,000

3 beds3.5 baths2,379 sq ft

41608 Briarwood Cir, Leonardtown, MD 20650

(301) 298-2892

Property at Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$454,900

4 beds3.5 baths2,604 sq ft

Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$454,900

4 beds3.5 baths— sq ft

Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 155 - 23628 Dragonfly Ln, Leonardtown, MD 20650, 1 bed, 3.5 baths

$495,900

1 bed3.5 baths3,095 sq ft

Lot 155 - 23628 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$454,900

4 beds3.5 baths2,554 sq ft

Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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Homes with Parking for Sale in Leonardtown

There are currently 40 homes with parking homes for sale in Leonardtown at a median listing price of $599K. 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 82 days. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 4 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 10 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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