20650, MD homes for sale & real estate

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ABOUT THIS HOME
20650, MD Homes for Sale
This home features 4 spacious Bedrooms, an open Kitchen & great room w/ built-in TV Niche over the gas Fireplace. There is a full basement w/ rough-in. A Walk-in jetted tub and electric stair chair have been added. The property has a large, level fenced back yard with raised garden beds and is at the end of a cul-de-sac! The back deck provides space for cooking out and private entertaining. Located within walking distance to Leonardtown’s shops, restaurants, waterfront, and hospital, and is in the Leonardtown school district.

$575,000

4 beds2.5 baths2,230 sq ft

41650 Matthew Ct, Leonardtown, MD 20650

0.3 acre lot • 2 garage spots • Built 2006

(301) 862-0008

ABOUT THIS HOME
20650, MD Homes for Sale
Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living. Upstairs, you’ll find four spacious bedrooms, while outside, a level lot and deck provide space for cooking out and private entertaining. Located within walking distance to Leonardtown’s shops, restaurants, waterfront, and hospital, and served by sought-after Leonardtown schools. This property also has a 2.25% assumable VA mortgage, offering qual

$530,000

4 beds2.5 baths2,262 sq ft

41535 Singletree Dr, Leonardtown, MD 20650

0.26 acre lot • 2 garage spots • Built 2002

(301) 684-4895

COMING SOON

$559,900

4 beds3.5 baths2,472 sq ft

42043 Starlight Dr, Leonardtown, MD 20650

1.02 acre lot • $35 HOA • 2 garage spots

(443) 771-8009

OPEN TODAY, 9AM TO 11AM

ABOUT THIS HOME
20650, MD Homes for Sale
Built in 2018, this home feels better than new with fresh paint and modern updates throughout! With 6 bedrooms, 4.5 bathrooms, and multiple living spaces, there’s room for every member of the household, long-term guests, or effortless entertaining. Osborne Lane greets you with a welcoming front porch and porch swing to enjoy mornings or evenings overlooking the tree-lined, sidewalked streets. Step inside to find gorgeous hardwood floors, abundant natural light, and stylish new light fixtures that elevate the main level. The living room offers a stone-front gas fireplace as its centerpiece and comfortably fits your largest furniture. Just beyond, the kitchen boasts granite countertops,

$675,000

6 beds4.5 baths4,145 sq ft

41435 Osborne Ln, Leonardtown, MD 20650

Front porch • Gas fireplace • Farmhouse sink

(301) 702-4200

COMING SOON

ABOUT THIS HOME
20650, MD Homes for Sale
* * * COMING SOON * * * More exterior and interior photos coming. Roof replaced December 2022, Septic last pumped in 2023, New air conditioning and Heat Pump replaced September 2023, 73 Gallon Hot water heater replaced in 2017. This spacious and well-maintained Colonial style home offers privacy and convenience, set on a secluded lot surrounded by trees with an open yard and a fully fenced backyard. Enjoy outdoor living on the rear deck and the ease of a two-car front-load garage with automatic openers, plus a gutter guard system for low-maintenance living. Inside, the main level features a welcoming foyer, formal dining room, and a separate living room or home office. A guest bedro

$595,000

5 beds2.5 baths4,112 sq ft

21039 Woodmere Dr, Leonardtown, MD 20650

1.17 acre lot • 2 garage spots • Car-dependent

(301) 884-9493

Property at 22323 Saint Clements Ave, Leonardtown, MD 20650, 2 beds, 2 baths

$249,000

2 beds2 baths1,200 sq ft

22323 Saint Clements Ave, Leonardtown, MD 20650

(240) 925-2224

Property at 23745 Bayside Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$399,900

3 beds2 baths1,344 sq ft

23745 Bayside Rd, Leonardtown, MD 20650

(301) 702-4200

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

$569,000

4 beds2.5 baths3,412 sq ft

20814 Deer Wood Park Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 41536 Fairwood Ct, Leonardtown, MD 20650, 4 beds, 3.5 baths

$599,900

4 beds3.5 baths3,308 sq ft

41536 Fairwood Ct, Leonardtown, MD 20650

(301) 843-5100

$335,000

3 beds2 baths1,092 sq ft

23849 Point Lookout Rd, Leonardtown, MD 20650

(301) 862-2169

Property at 40461 Old Breton Beach Rd, Leonardtown, MD 20650, 2 beds, 2.5 baths

$689,900

2 beds2.5 baths2,040 sq ft

40461 Old Breton Beach Rd, Leonardtown, MD 20650

(855) 450-0442

Property at 21745 Pinehurst Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$605,000

4 beds2.5 baths2,860 sq ft

21745 Pinehurst Ct, Leonardtown, MD 20650

(301) 862-2169

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

$649,900

5 beds3.5 baths3,526 sq ft

21117 Catnip Ct, Leonardtown, MD 20650

(443) 968-9595

Property at 21983 Point Lookout Rd, Leonardtown, MD 20650, 2 beds, 1 bath

$125,000

2 beds1 bath1,144 sq ft

21983 Point Lookout Rd, Leonardtown, MD 20650

(410) 488-3124

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

$239,000

3 beds1 bath1,026 sq ft

20959 Redgate Ln, Leonardtown, MD 20650

(443) 660-9229

Property at 20591 Chestnut Ridge Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$615,000

5 beds3.5 baths3,061 sq ft

20591 Chestnut Ridge Dr, Leonardtown, MD 20650

(888) 860-7369

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 41402 Silver Charm Ct, Leonardtown, MD 20650, 5 beds, 3.5 baths

$635,000

5 beds3.5 baths4,046 sq ft

41402 Silver Charm Ct, Leonardtown, MD 20650

(301) 862-2169

Property at 23682 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$469,900

4 beds3.5 baths2,966 sq ft

23682 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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

$445,900

4 beds3.5 baths2,604 sq ft

23676 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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

$475,000

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 23670 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,554 sq ft

23670 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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

$790,000

4 beds3.5 baths2,442 sq ft

39825 Sweetpea Ln, Leonardtown, MD 20650

(443) 771-8009

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

$480,000

3 beds2.5 baths1,770 sq ft

40534 Miss Ettas Way, Leonardtown, MD 20650

(410) 535-6291

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

$610,000

3 beds2 baths2,824 sq ft

23264 Lindsay Dr, Leonardtown, MD 20650

(301) 884-9493

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

$549,900

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 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 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 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

$720,000

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

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 19921 Tower Hill Rd, Leonardtown, MD 20650

$130,000

— beds— baths— sq ft

19921 Tower Hill Rd, Leonardtown, MD 20650

(301) 884-9493

Property at Kiskadee Ln, Leonardtown, MD 20650

$200,000

— beds— baths— sq ft

Kiskadee Ln, Leonardtown, MD 20650

(410) 535-6291

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Average home prices near 20650, MD

Cities

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$357,000
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Lexington Park homes for sale
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Waldorf homes for sale
$449,900
La Plata homes for sale
$489,450
Leonardtown homes for sale
$599,900
Solomons homes for sale
$469,900
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$385,000
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Hughesville homes for sale
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St. Leonard homes for sale
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California homes for sale
$407,000

Zip Codes

20650, MD real estate trends

All Home Types trends in 20650, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$579,000

+1.6% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

20650, MD

$579,000

+1.6%

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