Leonardtown, MD homes for sale & real estate

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41402 Silver Charm Ct, Leonardtown, MD 20650
41402 Silver Charm Ct, Leonardtown, MD 20650
41402 Silver Charm Ct, Leonardtown, MD 20650
ABOUT THIS HOME
Leonardtown, MD Homes for Sale
Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of Leonard's Grant community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches. Freshly painted with Sherwin Williams exuding coastal ambiance with creamy accents. Gorgeous new carpet throughout. Deep ocean blue exterior greets you as you walk into your oasis. Fenced backyard with endless possibilities. Enjoy your massive deck with so many options whether grilling, gazing at the stars,

$630,000

5 beds3.5 baths4,046 sq ft

41402 Silver Charm Ct, Leonardtown, MD 20650

9,100 sq ft lot • $81 HOA • 2 garage spots

(301) 862-2169

NEW 18 HRS AGO

40972 Mollies Way, Leonardtown, MD 20650
40972 Mollies Way, Leonardtown, MD 20650
40972 Mollies Way, Leonardtown, MD 20650
ABOUT THIS HOME
Leonardtown, MD Homes for Sale
Once in a Lifetime Potomac River Estate on 20+ Acres At the end of a long, private drive, discover this breathtaking custom-built Potomac River waterfront 3459SQFT Colonial, nestled on 20.35 acres of pristine land with sweeping river views and a private pond. Built in 1995 by its original owners, this stunning 4-bedroom, 2.5-bath estate redefines timeless craftsmanship, luxurious design, and absolute privacy. The main level boasts soaring 10-foot ceilings and a primary bedroom with panoramic water views and a spa-like bath featuring a custom-made vanity by renowned craftsman Pat Woodburn. From the dramatic curved staircase imported from Milwaukee to the handcrafted maple cabinetry and heart

$1,699,900

3 beds2.5 baths3,459 sq ft

40972 Mollies Way, Leonardtown, MD 20650

20.35 acre lot • 3 garage spots • Car-dependent

(443) 968-9595

23392 Marview Ct, Leonardtown, MD 20650
23392 Marview Ct, Leonardtown, MD 20650
23392 Marview Ct, Leonardtown, MD 20650
ABOUT THIS HOME
Leonardtown, MD Homes for Sale
Compton Model Townhome in Clark’s Rest-Welcome to the Compton model townhome nestled in the highly desirable Clark’s Rest community of Leonardtown. Offering over 1,900 square feet of living space, this spacious 3-bedroom, 3.5-bath home blends style, function, and comfort — all just minutes from historic downtown Leonardtown. Step inside to find a bright, open-concept floor plan with gleaming hardwood on the main level, and abundant natural light. The rear kitchen design is a true showstopper, featuring white cabinetry, granite countertops, nice size pantry, and stainless steel appliances with a newer refrigerator and an oversized island— ideal for entertaining, fami

$434,900

3 beds3.5 baths2,306 sq ft

23392 Marview Ct, Leonardtown, MD 20650

2,568 sq ft lot • $42 HOA • 2 garage spots

(301) 862-2169

COMING SOON3D WALKTHROUGH

23080 Town Run Dr, Leonardtown, MD 20650
23080 Town Run Dr, Leonardtown, MD 20650
23080 Town Run Dr, Leonardtown, MD 20650
ABOUT THIS HOME
Leonardtown, MD Homes for Sale
Welcome to this exceptionally upgraded Quality Built Homes Adelina model in the highly desirable Meadows at Town Run community in Leonardtown, Maryland. Built with nearly every available upgrade, this stunning home offers 5 bedrooms, 3.5 bathrooms, and nearly 3,800 square feet of finished living space, thoughtfully designed for comfort, function, and style. You’ll immediately appreciate the expanded footprint, featuring both a 4-foot house extension and a 4-foot garage extension, providing larger living areas and an oversized garage perfect for storage, hobbies, or larger vehicles. The two-story foyer, coffered ceiling in the family room, and hardwood floors set the tone for quality a

$695,000

5 beds3.5 baths3,794 sq ft

23080 Town Run Dr, Leonardtown, MD 20650

9,226 sq ft lot • $38 HOA • 2 garage spots

(443) 771-8009

NEW CONSTRUCTION

Lot 89-23676 Dragonfly Ln, Leonardtown, MD 20650
ABOUT THIS HOME
Leonardtown, MD Homes for Sale
Unit 89 Oakley D1 New Construction – Oakley D1 End Unit at Meadows at Town Run II2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of functionality and style. The main level welcomes you with a finished rec room or optional 4th bedroom, complete with a full bath and access to your backyard—ideal for guests, a private office, or a second living space. The oversized one-car garage and wide driveway provide ample par

$459,900

4 beds3.5 baths2,966 sq ft

Lot 89-23676 Dragonfly Ln, Leonardtown, MD 20650

2,340 sq ft lot • $71 HOA • Garage

(443) 771-8009

Property at Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$439,900

4 beds3.5 baths2,604 sq ft

Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 41900 Nazareth Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$495,000

4 beds2.5 baths2,528 sq ft

41900 Nazareth Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 20919 Ridge Path Way, Leonardtown, MD 20650, 4 beds, 3.5 baths

$574,900

4 beds3.5 baths3,465 sq ft

20919 Ridge Path Way, Leonardtown, MD 20650

(240) 925-2224

Property at Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$439,900

4 beds3.5 baths2,554 sq ft

Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 23647 Hansel Ct, Leonardtown, MD 20650, 5 beds, 3.5 baths

$645,000

5 beds3.5 baths3,194 sq ft

23647 Hansel Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 23650 Rocky Ridge Ct, Leonardtown, MD 20650, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths3,914 sq ft

23650 Rocky Ridge Ct, Leonardtown, MD 20650

(410) 413-3575

Property at 23242 Clarks Rest Rd, Leonardtown, MD 20650, 5 beds, 3.5 baths

$599,000

5 beds3.5 baths3,296 sq ft

23242 Clarks Rest Rd, Leonardtown, MD 20650

(240) 925-2224

Property at 23730 Hicks Dr, Leonardtown, MD 20650, 3 beds, 2 baths

$415,000

3 beds2 baths1,992 sq ft

23730 Hicks Dr, Leonardtown, MD 20650

(833) 335-7433

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

$649,000

4 beds3.5 baths3,048 sq ft

22626 Chickadee Ln, Leonardtown, MD 20650

(240) 925-2224

Property at 22542 Landing Way, Leonardtown, MD 20650, 3 beds, 3.5 baths

$530,000

3 beds3.5 baths2,752 sq ft

22542 Landing Way, Leonardtown, MD 20650

(888) 860-7369

Property at 39825 Sweetpea Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$825,000

4 beds3.5 baths2,442 sq ft

39825 Sweetpea Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 43571 Bayberry Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$612,000

4 beds2.5 baths2,946 sq ft

43571 Bayberry Ct, Leonardtown, MD 20650

(888) 860-7369

Property at 23534 Belmar Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$649,000

5 beds3.5 baths4,738 sq ft

23534 Belmar Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 23246 Lindsay Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths3,876 sq ft

23246 Lindsay Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 22064 Daffodil Ct, Leonardtown, MD 20650, 6 beds, 4.5 baths

$699,900

6 beds4.5 baths5,012 sq ft

22064 Daffodil Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 40534 Miss Ettas Way, Leonardtown, MD 20650, 3 beds, 2.5 baths

$485,000

3 beds2.5 baths1,770 sq ft

40534 Miss Ettas Way, Leonardtown, MD 20650

(301) 472-4422

Property at 21056 Woodmere Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$583,000

4 beds2.5 baths2,205 sq ft

21056 Woodmere Dr, Leonardtown, MD 20650

(301) 645-1700

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 22186 Monterey Pl, Leonardtown, MD 20650, 4 beds, 2 baths

$510,000

4 beds2 baths2,935 sq ft

22186 Monterey Pl, Leonardtown, MD 20650

(703) 535-3610

Property at 20814 Deer Wood Park Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths3,412 sq ft

20814 Deer Wood Park Dr, Leonardtown, MD 20650

(301) 862-2169

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

$640,000

3 beds2 baths2,824 sq ft

23264 Lindsay Dr, Leonardtown, MD 20650

(301) 884-9493

Property at 40461 Old Breton Beach Rd, Leonardtown, MD 20650, 3 beds, 2.5 baths

$700,000

3 beds2.5 baths2,040 sq ft

40461 Old Breton Beach Rd, Leonardtown, MD 20650

(410) 535-6291

Property at 23155 Greenstone, Leonardtown, MD 20650, 6 beds, 3.5 baths

$1,300,000

6 beds3.5 baths5,888 sq ft

23155 Greenstone, Leonardtown, MD 20650

(301) 884-9493

Property at 23674 Jm Gough Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$537,500

4 beds2.5 baths2,697 sq ft

23674 Jm Gough Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 41535 Fairwood Ct, Leonardtown, MD 20650, 4 beds, 4 baths

$739,900

4 beds4 baths4,829 sq ft

41535 Fairwood Ct, Leonardtown, MD 20650

(888) 860-7369

Property at 40801 Kiskadee Ln, Leonardtown, MD 20650, 5 beds, 3 baths

$784,990

5 beds3 baths6,064 sq ft

40801 Kiskadee Ln, Leonardtown, MD 20650

(410) 535-6291

Property at 41505 Knight Rd, Leonardtown, MD 20650, 5 beds, 7 baths

$5,950,000

5 beds7 baths12,113 sq ft

41505 Knight Rd, Leonardtown, MD 20650

(443) 292-6767

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 22362 Armstrong Dr, Leonardtown, MD 20650, 3 beds, 3 baths

$429,900

3 beds3 baths2,028 sq ft

22362 Armstrong Dr, Leonardtown, MD 20650

(301) 862-2169

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

(301) 472-4422

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 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 41810 Chelsey Faye Ln, Leonardtown, MD 20650, 4 beds, 3 baths

$675,000

4 beds3 baths2,650 sq ft

41810 Chelsey Faye Ln, Leonardtown, MD 20650

(301) 684-4895

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

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 40552 Breton Knolls Ct, Leonardtown, MD 20650, 5 beds, 2.5 baths

$884,900

5 beds2.5 baths3,127 sq ft

40552 Breton Knolls Ct, Leonardtown, MD 20650

(301) 843-5100

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Zip Codes

Leonardtown, MD real estate trends

All Home Types trends in Leonardtown, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$505,000

-1.7% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Leonardtown, MD

$505,000

-1.7%

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