Leonardtown MD FSBO Homes (33)

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We have 33 homes for sale by owner in Leonardtown, MD. The median list price in Leonardtown, MD is $1,466,544 and the average price per square foot is $1,050,381.

Homes For Sale

$574,000

5 Bed
2.5 Bath
3,238 Sqft
21780 Sqft(Lot)

23075 Hollywood Road , Leonardtown, MD

Built in 1942, this 5-bedroom, 2.5-bath home offers over 3,200 square feet of character-filled living space... Read More

Coming Soon

Homes For Sale

$843,000

5 Bed
4.0 Bath
4,648 Sqft
153331 Sqft(Lot)

40738 Bobwhite Lane , Leonardtown, MD

A rare gem in avenmar – a must-see estate at the end of a tranquil cul-de-sac welcome to 5,242 sq. ft. of pure... Read More

Coming Soon

Homes For Sale

$479,000

3 Bed
3.5 Bath
2,645 Sqft
3468 Sqft(Lot)

41326 Margrove Circle , Leonardtown, MD

Stop the car—this is the one! welcome to this stunning and expansive 3,290 sq. ft. end-unit townhome that... Read More

Homes For Sale

$649,999

5 Bed
3.5 Bath
3,907 Sqft
8750 Sqft(Lot)

41430 Whimsical Court , Leonardtown, MD

This home is a must see!!!! spacious 5-bedroom colonial with coveted first-floor suite & finished basement... Read More

Homes For Sale

$615,000

4 Bed
3.5 Bath
3,408 Sqft
96703 Sqft(Lot)

20540 Deer Wood Park Drive , Leonardtown, MD

Welcome to this beautiful contemporary colonial situated on over two private acres in the desirable community of... Read More

Homes For Sale

$599,900

3 Bed
3.5 Bath
3,188 Sqft
7800 Sqft(Lot)

23578 Pine Bluff Way , Leonardtown, MD

Location...location...location! this lovely hayden model is nestled right at the head of the village green in... Read More

Coming Soon

Homes For Sale

$355,000

3 Bed
2.0 Bath
1,856 Sqft
54886 Sqft(Lot)

24554 Pin Cushion Road , Leonardtown, MD

Welcome to your next adventure! this almost all brick rambler sits on 1.26 acres with no hoa — giving you the... Read More

Coming Soon

Homes For Sale

$615,000

5 Bed
3.5 Bath
3,635 Sqft
87120 Sqft(Lot)

44114 Woodmont Drive , Leonardtown, MD

No showings untill the open house may 24, sat 11-2. photos will be in the week before gorgeous 5-bedroom home... Read More

Homes For Sale

$649,900

6 Bed
4.5 Bath
5,897 Sqft
14853 Sqft(Lot)

23275 Jenifer Court , Leonardtown, MD

Welcome to this three-level home located in the single tree community, just a short walk from vibrant... Read More

Homes For Sale

$699,900

5 Bed
3.5 Bath
4,046 Sqft
9100 Sqft(Lot)

41402 Silver Charm Court , Leonardtown, MD

Welcome to your new home -- this stunning colonial with 5 bedrooms, 3 full bathrooms and 1 half bathroom, 3300+... Read More

Active Under Contract

Homes For Sale

$599,999

5 Bed
3.5 Bath
3,139 Sqft
45738 Sqft(Lot)

42279 Bird Haven Drive , Leonardtown, MD

Beautiful home located in the desirable leonardtown neighborhood of kingston, this home features 5 bedrooms... Read More

Active Under Contract

Homes For Sale

$305,000

3 Bed
1.0 Bath
1,160 Sqft
43560 Sqft(Lot)

20483 White Point Road , Leonardtown, MD

Welcome to 20483 white point road! nestled on a beautiful 1-acre lot in leonardtown, this charming 3-bedroom,... Read More

Homes For Sale

$950,000

4 Bed
3.5 Bath
2,814 Sqft
76230 Sqft(Lot)

21940 Maranatha Way , Leonardtown, MD

Beautifully maintained and thoughtfully updated, this 3-bedroom, 2.5-bathroom rambler with a separate 1-bedroom,... Read More

Active Under Contract

Homes For Sale

$625,000

5 Bed
3.5 Bath
4,058 Sqft
13521 Sqft(Lot)

23259 Jenifer Court , Leonardtown, MD

Drive by at night to see all the exterior lighting around the home. stunning 5br/3.5ba colonial with stone... Read More

Homes For Sale

$700,000

6 Bed
4.5 Bath
4,650 Sqft
11756 Sqft(Lot)

23687 Coventry Drive , Leonardtown, MD

Seize the opportunity to make this stunning, move-in-ready 6-bedroom, 4.5-bath home your own! nestled on a prime... Read More

Pending

Homes For Sale

$285,000

3 Bed
1 Bath
1,036 Sqft
24650 Sqft(Lot)

20235 Big Oak Lane , Leonardtown, MD

Water access home with 3 bedrooms and 1 bath with laundry closet. laminate flooring for easy of cleaning and pet... Read More

Homes For Sale

$444,900

3 Bed
3.5 Bath
2,379 Sqft
2256 Sqft(Lot)

23445 Grovewood Court , Leonardtown, MD

Welcome to 23445 grovewood court, an exquisitely maintained residence in the esteemed clark's rest community,... Read More

Active Under Contract

Homes For Sale

$499,900

3 Bed
2.0 Bath
1,782 Sqft
26457 Sqft(Lot)

22158 Monterey Place , Leonardtown, MD

Rarely do you have this kind of water view from every room in the home. enjoy waking to vacation type views... Read More

Pending

Homes For Sale

$499,900

4 Bed
3.5 Bath
2,412 Sqft
9125 Sqft(Lot)

41918 Sara Ann Court , Leonardtown, MD

This beautiful two-story colonial with a finished basement is perfectly situated in a prime location just... Read More

Homes For Sale

$405,000

3 Bed
3.5 Bath
2,288 Sqft
2714 Sqft(Lot)

40449 Breton View Drive , Leonardtown, MD

Experience the serene lifestyle of breton bay, where charm and convenience come together! just steps away from... Read More

Leonardtown - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in LEONARDTOWN 76

	Average Price
2 Bed Homes For Sale in LEONARDTOWN (3)	$ 405,833
3 Bed Homes For Sale in LEONARDTOWN (24)	$ 463,885
4 Bed Homes For Sale in LEONARDTOWN (25)	$ 742,040
5+ Bed Homes For Sale in LEONARDTOWN (24)	$ 5,710,807

AVERAGE PRICE

$ 1,830,641

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 595

Land For Sale By Owner in LEONARDTOWN 14

	Average Price
Land For Sale in LEONARDTOWN (14)	$ 1,589,439

AVERAGE PRICE

$ 1,589,439

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Leonardtown, Maryland

Currently there are 76 homes for sale and 14 vacant land for sale in Leonardtown

Currently Leonardtown has 90 properties on the market for sale. The inventory was last updated 04/26/2025. Of these properties, 76 single family homes are for sale by their owners in Leonardtown, and 0 condos are for sale by their owners in Leonardtown. The average price of the single family homes for sale in Leonardtown, is $1,830,641, the average condo price in Leonardtown, is $1,589,439. The average price per square foot of the active inventory is $298. This is based the living area square footage.

Over the last year, there have been 406 of properties sold in Leonardtown. Of these properties, 377 single family homes have sold by their owners in Leonardtown, and 0 condos have sold by their owners in Leonardtown. The average sales price of the single family homes sold in Leonardtown, is $374,808. Single family homes have been selling for 220 per square foot of living area. The average sales price of the condos for sale in Leonardtown, is $366,506. Condos have been selling for N/A per square foot of living area.

The most active subdivisions with listings for sale in Leonardtown, are:

If you are thinking of selling your Leonardtown home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 04/26/2025

Leonardtown MD FSBO Homes (33)

23075 Hollywood Road , Leonardtown, MD

40738 Bobwhite Lane , Leonardtown, MD

41326 Margrove Circle , Leonardtown, MD

41430 Whimsical Court , Leonardtown, MD

20540 Deer Wood Park Drive , Leonardtown, MD

23578 Pine Bluff Way , Leonardtown, MD

24554 Pin Cushion Road , Leonardtown, MD

44114 Woodmont Drive , Leonardtown, MD

23275 Jenifer Court , Leonardtown, MD

41402 Silver Charm Court , Leonardtown, MD

42279 Bird Haven Drive , Leonardtown, MD

20483 White Point Road , Leonardtown, MD

21940 Maranatha Way , Leonardtown, MD

23259 Jenifer Court , Leonardtown, MD

23687 Coventry Drive , Leonardtown, MD

20235 Big Oak Lane , Leonardtown, MD

23445 Grovewood Court , Leonardtown, MD

22158 Monterey Place , Leonardtown, MD

41918 Sara Ann Court , Leonardtown, MD

40449 Breton View Drive , Leonardtown, MD

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Leonardtown - Statistics and Home Trends

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AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Leonardtown MD FSBO Homes (33)

23075 Hollywood Road , Leonardtown, MD

40738 Bobwhite Lane , Leonardtown, MD

41326 Margrove Circle , Leonardtown, MD

41430 Whimsical Court , Leonardtown, MD

20540 Deer Wood Park Drive , Leonardtown, MD

23578 Pine Bluff Way , Leonardtown, MD

24554 Pin Cushion Road , Leonardtown, MD

44114 Woodmont Drive , Leonardtown, MD

23275 Jenifer Court , Leonardtown, MD

41402 Silver Charm Court , Leonardtown, MD

42279 Bird Haven Drive , Leonardtown, MD

20483 White Point Road , Leonardtown, MD

21940 Maranatha Way , Leonardtown, MD

23259 Jenifer Court , Leonardtown, MD

23687 Coventry Drive , Leonardtown, MD

20235 Big Oak Lane , Leonardtown, MD

23445 Grovewood Court , Leonardtown, MD

22158 Monterey Place , Leonardtown, MD

41918 Sara Ann Court , Leonardtown, MD

40449 Breton View Drive , Leonardtown, MD

Nearby Cities

Popular Cities

Nearby Counties

Property Types

Leonardtown - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

Statistics Bottom Ads 1

Learn More About Leonardtown, Maryland

For Sale By Owner Louisiana

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For Sale By Owner Iowa

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For Sale By Owner Tennessee

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