MLS Listings for Sale in Leonardtown, MD

30 homes

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NEW 13 HRS AGO

ABOUT THIS HOME
MLS Listings for Sale in Leonardtown, MD
Nestled in the highly sought-after Clark's Rest community, this exceptional home offers the perfect blend of convenience and charm. Hardwood floors in the entryway set the tone for the quality finishes throughout the home - including the spacious living room, dining room, and kitchen - featuring luxury vinyl plank flooring, combining durability and style. The kitchen stands out as a true highlight, boasting quartz countertops, stainless steel appliances, a farmhouse sink with tile backsplash, and a convenient eat-at bar. This space is perfectly designed for both everyday living and entertaining, making meal preparation and gatherings effortless. Upstairs, the floor plan includes four bedroo

$545,000

4 beds3.5 baths2,827 sq ft

41467 Osborne Ln, Leonardtown, MD 20650

8,064 sq ft lot • 2 garage spots • Community pool

(301) 892-1131

COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Leonardtown, MD
Welcome home to 41492 Charismatic Way, the stunning Fenwick model by Quality Built Homes in the highly sought-after Leonard’s Grant community in Leonardtown! With 4 spacious bedrooms, 3.5 baths, and nearly 4,000 finished sq ft, this well-appointed home blends elevated design, thoughtful functionality, and timeless comfort in every detail. A welcoming foyer opens to formal living and dining rooms, ideal for gatherings and entertaining. Continue into the expansive gourmet kitchen featuring granite countertops, a large center island, stainless steel appliances, abundant cabinetry, and a sun-lit breakfast area. The open layout flows seamlessly into the inviting family room complete with a

$639,900

4 beds3.5 baths3,322 sq ft

41492 Charismatic Way, Leonardtown, MD 20650

9,733 sq ft lot • $81 HOA • 2 garage spots

(443) 771-8009

ABOUT THIS HOME
MLS Listings for Sale in Leonardtown, MD
Classic Private Colonial offers the perfect blend of tranquility and convenience, nestled on a generous 1.25-acre lot that backs to mature trees for ultimate shade and privacy. Outdoor Living: Enjoy entertaining or quiet mornings on the large vinyl deck, overlooking a great yard. The circular paved driveway provides easy access and added convenience. The Home: Featuring a traditional layout, you can enter through the covered front porch or the attached 2-car garage that features plenty of built-in shelves. The main level is designed for living with a family room, kitchen, a separate dining room, and a cozy living room with a gas fireplace. A half bath on the main level adds convenience. Pri

$520,000

4 beds2.5 baths1,920 sq ft

42611 Wilderness Rd, Leonardtown, MD 20650

1.25 acre lot • 2 garage spots • Built 1997

(443) 771-8009

ABOUT THIS HOME
MLS Listings for Sale in Leonardtown, MD
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 highlights include a mudroom, 2-car gara

$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

ABOUT THIS HOME
MLS Listings for Sale in Leonardtown, MD
Discover the perfect blend of modern comfort and private living in this fully renovated 2-bedroom, 1-bath home. Situated on a quiet, secluded half-acre lot with no HOA, this property offers a tranquil retreat without sacrificing convenience. Inside, you'll find a bright, open-concept living space featuring all-new finishes, including a stylish kitchen with new appliances and a sleek, updated bathroom. The renovation is complete, offering a truly move-in-ready experience. The highlight is the immense, private yard—your personal oasis for relaxation and play, all just minutes from downtown Leonardtown. Enjoy the best of both worlds: total serenity at home and easy access to the town's r

$299,900

2 beds1 bath798 sq ft

42151 Blacksmith Shop Rd, Leonardtown, MD 20650

Fully renovated • New kitchen • Private yard

(240) 925-6881

Property at 20798 Waterside Dr, Leonardtown, MD 20650, 2 beds, 1 bath

$450,000

2 beds1 bath1,018 sq ft

20798 Waterside Dr, Leonardtown, MD 20650

(410) 535-6291

Property at 21117 Catnip Ct, Leonardtown, MD 20650, 5 beds, 3.5 baths

$610,000

5 beds3.5 baths3,526 sq ft

21117 Catnip Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 43018 Bluejay Ln, Leonardtown, MD 20650, 4 beds, 2.5 baths

$655,000

4 beds2.5 baths2,888 sq ft

43018 Bluejay Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 23264 Lindsay Dr, Leonardtown, MD 20650, 3 beds, 2 baths

$599,000

3 beds2 baths2,824 sq ft

23264 Lindsay Dr, Leonardtown, MD 20650

(301) 884-9493

Property at 40171 Little Woods Ln, Leonardtown, MD 20650, 4 beds, 2 baths

$859,000

4 beds2 baths2,586 sq ft

40171 Little Woods Ln, Leonardtown, MD 20650

(301) 862-2169

Property at 21920 Newtowne Neck Rd, Leonardtown, MD 20650, 4 beds, 2.5 baths

$520,000

4 beds2.5 baths2,291 sq ft

21920 Newtowne Neck Rd, Leonardtown, MD 20650

(443) 771-8009

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

$614,900

4 beds3.5 baths3,048 sq ft

22626 Chickadee Ln, Leonardtown, MD 20650

(240) 925-2224

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

$219,000

3 beds1 bath1,026 sq ft

20959 Redgate Ln, Leonardtown, MD 20650

(443) 660-9229

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

$639,000

5 beds3.5 baths4,500 sq ft

41430 Challedon Way, Leonardtown, MD 20650

(443) 771-8009

Property at 44646 Medleys Neck Rd, Leonardtown, MD 20650, 3 beds, 1 bath

$80,000

3 beds1 bath924 sq ft

44646 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-4000

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

$659,000

3 beds2 baths1,834 sq ft

18937 Hodges Ln, Leonardtown, MD 20650

(301) 609-9000

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 25365 Point Lookout Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$497,500

3 beds2 baths2,952 sq ft

25365 Point Lookout Rd, Leonardtown, MD 20650

(301) 862-2169

Property at 42520 Riverwinds Dr, Leonardtown, MD 20650, 4 beds, 2 baths

$1,999,999

4 beds2 baths2,744 sq ft

42520 Riverwinds Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 43488 Medleys Neck Rd, Leonardtown, MD 20650

$215,000

— beds— baths— sq ft

43488 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-2169

Property at Sunset Dr, Leonardtown, MD 20650

$25,000

— beds— baths— sq ft

Sunset Dr, Leonardtown, MD 20650

(301) 298-2892

Property at Long Leaf Ln, Leonardtown, MD 20650

$5,000

— beds— baths— sq ft

Long Leaf Ln, Leonardtown, MD 20650

(410) 326-3133

Property at 39645 Sweetpea Ln, Leonardtown, MD 20650

$799,900

— beds— baths— sq ft

39645 Sweetpea Ln, Leonardtown, MD 20650

(301) 609-9000

Property at Ferny Hills Ln, Leonardtown, MD 20650

$899,900

— beds— baths— sq ft

Ferny Hills Ln, Leonardtown, MD 20650

(301) 862-2169

Property at 40624 Breton Oaks Ln, Leonardtown, MD 20650

$159,900

— beds— baths— sq ft

40624 Breton Oaks Ln, Leonardtown, MD 20650

(301) 862-2169

Property at 22501 Bull Rd, Leonardtown, MD 20650

$175,000

— beds— baths— sq ft

22501 Bull Rd, Leonardtown, MD 20650

(301) 705-5000

Property at 24645 Springhill Ln, Leonardtown, MD 20650

$175,000

— beds— baths— sq ft

24645 Springhill Ln, Leonardtown, MD 20650

(301) 705-5000

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MLS Listings for Sale in Leonardtown

There are currently 30 mls listings for sale in Leonardtown at a median listing price of $525K. 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 50 days. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 11 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 13 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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