20650, MD homes for sale & real estate

49 homes

Sort:

Recommended

ABOUT THIS HOME
20650, MD Homes for Sale
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

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
20650, MD Homes for Sale
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
20650, MD Homes for Sale
* * 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

ABOUT THIS HOME
20650, MD Homes for Sale
This 3 bed, 2 bath Cape Cod in the Leonardtown district offers a comfortable secluded setting, removed from the major commercial thruways of the county. The property includes over 2 acres of land, with a cleared, grassy front and rear yard, surrounded by forest on all sides. Inside, there is a large country kitchen with stainless steel appliances and a large living room filled with natural light. There is also a mud room leading from the kitchen to the back deck, with washer and dryer hook-ups and a pantry space. The back deck overlooks the rear yard and fire-pit and has room for seating, grilling, and outdoor entertainment. Down the hall on the main floor is a large bedroom with an adjoini

$465,000

3 beds2 baths2,304 sq ft

44504 Watson Ln, Leonardtown, MD 20650

2.24 acre lot • 2 garage spots • Built 2003

(301) 863-2400

ABOUT THIS HOME
20650, MD Homes for Sale
Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing, fishing, kayaking, or canoeing, this location is an outdoor enthusiast’s paradise. Enjoy the sights and sounds of ospreys, fish, and abundant wildlife right from your doorstep. Key features include: ✔ Approximate water depth: 2.5 ft at low tide, 4.5 ft at high tide ✔ Seawall

$450,000

2 beds1 bath1,018 sq ft

20798 Waterside Dr, Leonardtown, MD 20650

Electric boat lift • Private pier • Waterfront living

(410) 535-6291

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) 771-8009

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

$880,000

4 beds2 baths2,586 sq ft

40171 Little Woods Ln, Leonardtown, MD 20650

(301) 862-2169

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

$650,000

5 beds3.5 baths4,046 sq ft

41402 Silver Charm Ct, Leonardtown, MD 20650

(301) 298-2892

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 45474 Medleys Neck Rd, Leonardtown, MD 20650, 3 beds, 3 baths

$650,000

3 beds3 baths2,653 sq ft

45474 Medleys Neck Rd, Leonardtown, MD 20650

(301) 609-9000

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 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 22539 Landing Way, Leonardtown, MD 20650, 3 beds, 3.5 baths

$520,000

3 beds3.5 baths2,764 sq ft

22539 Landing Way, Leonardtown, MD 20650

(888) 860-7369

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

$730,000

4 beds3.5 baths2,442 sq ft

39825 Sweetpea Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths— sq ft

Lot 92-23700 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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 Oakley D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$469,900

4 beds3.5 baths2,966 sq ft

Oakley D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths— sq ft

Lot 91-23694 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Cumberland D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$479,900

4 beds3.5 baths3,095 sq ft

Cumberland D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$489,900

4 beds3.5 baths— sq ft

Lot 103-23701 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Madison D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,571 sq ft

Madison D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

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

$95,000

3 beds1 bath924 sq ft

44646 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-4000

Property at Madison D3 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,554 sq ft

Madison D3 Plan, Leonardtown, MD 20650

Listing provided by Zillow

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 Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$479,900

4 beds3.5 baths— sq ft

Lot 107-23677 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

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 Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths— sq ft

Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Madison D2 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,604 sq ft

Madison D2 Plan, Leonardtown, MD 20650

Listing provided by Zillow

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 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 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

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

$225,000

— beds— baths— sq ft

43488 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-2169

Viewing page 1 of 2

Average home prices near 20650, MD

Cities

Lusby homes for sale
$525,000
Fort Washington homes for sale
$525,000
Accokeek homes for sale
$649,000
Mechanicsville homes for sale
$535,000
Dunkirk homes for sale
$712,498
Clinton homes for sale
$450,000
Waldorf homes for sale
$435,000
La Plata homes for sale
$478,995
Leonardtown homes for sale
$530,000
Colonial Beach homes for sale
$399,950
Bryans Road homes for sale
$439,999
Huntingtown homes for sale
$624,950
Brandywine homes for sale
$489,990
Chesapeake Beach homes for sale
$575,000
California homes for sale
$395,000

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)

$574,500

-6.2% YoY | Sep 2025

1 year
3 year
5 year

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

Location

Data

Sep 2025

Growth

% YoY

20650, MD

$574,500

-6.2%

See more 20650, MD market insights

More to explore in 20650, MD

How to buy a house in 20650, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.