$489,900
New Construction
Pending
- 4 Beds
- 3.5 Baths
- 3,095 Sq Ft
Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650
Laura Lee Hefley RE/MAX One
6,740
Leonardtown, MD Homes
-
Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650
-
$1,790 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Condo for Rent
44845 Dot Banagan Ln Unit GARAGE APT, Leonardtown, MD 20650
44845 Dot Banagan Ln Unit GARAGE APT, Leonardtown, MD 20650Welcome to this newly built (2025) 2 bedroom, 1 bath, above garage apartment located in the desirable Leonardtown/Valley Lee area. This bright and modern home features luxury vinyl plank flooring throughout, stainless steel appliances, and a thoughtfully designed layout that offers comfortable, low maintenance living. Water and sewer are included in the rent, leaving tenants responsible only for
Rayann Choporis Century 21 Redwood Realty
-
$600,000
Sold Oct 01, 202543571 Bayberry Ct, Leonardtown, MD 20650
- 4 Beds
- 2.5 Baths
- 2,946 Sq Ft
- Built 1993
Last Sold Summary
- $204/SF
- 22 Days On Market
Current Estimated Value $614,828
Last Listing Agent Jenny Norris EXP Realty, LLC
43571 Bayberry Ct, Leonardtown, MD 20650 -
Est $372,598
Not Listed For Sale28845 Point Lookout Rd, Leonardtown, MD 20650
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
- Built 1969
Last Sold Summary
- 12 Days On Market
Last Listing Agent Beverly Moody RE/MAX Realty Group
-
$175,000
- Land
- 6.24 Acres
- $28,045 per Acre
0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650 -
$1,900 Per Month
- 1 Bed
- 1 Bath
- 874 Sq Ft
- Condo for Rent
41800 Eastwick Ln Unit 1304, Leonardtown, MD 20650
41800 Eastwick Ln Unit 1304, Leonardtown, MD 20650Charming 1 Bedroom 1 Bath Condo in Leonardtown! Welcome to your cozy and clean condo located in heart of Leonardtown! This pristine 1 bedroom, 1 bath condo is move-in ready, offering the perfect blend of comfort and convenience. This condo features a spacious and modern kitchen , inviting private balcony, plenty of storage, washer and dryer in the unit, and a prime location! Walk to a variety of
Sarah Mulford-Martin EXP Realty, LLC
-
$570,000
Sold Apr 16, 202643641 Redmond Rd, Leonardtown, MD 20650
- 4 Beds
- 2 Baths
- 2,184 Sq Ft
- Built 1974
Last Sold Summary
- 3% Below List Price
- $261/SF
- 0 Days On Market
Current Estimated Value $571,870
Last Listing Agent Jimmy Hayden RE/MAX One
43641 Redmond Rd, Leonardtown, MD 20650 -
Est $573,431
Not Listed For Sale19661 Hickory Hills Ln, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
- 2,342 Sq Ft
- Built 1987
Last Sold Summary
- 8 Days On Market
Last Listing Agent Katy Galloway Century 21 Redwood Realty
-
$449,900
New Construction- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
23684 Dragonfly Ln, Leonardtown, MD 20650
23684 Dragonfly Ln, Leonardtown, MD 20650Quality Built Homes Builder -
$2,000 Per Month
- 2 Beds
- 1.5 Baths
- 1,568 Sq Ft
- House for Rent
39534 Potomac Ave, Leonardtown, MD 20650
39534 Potomac Ave, Leonardtown, MD 20650Enjoy the charm of waterfront living in this cozy cottage nestled in one of Leonardtown’s most desirable water-oriented neighborhoods. Offering beautiful water views and a peaceful setting, this home is perfect for anyone looking to enjoy the relaxed Southern Maryland lifestyle while remaining just minutes from everything downtown Leonardtown has to offer. The home’s comfortable layout makes
Sean Escobar O'Brien Realty ERA Powered
-
$310,000
Sold Apr 17, 202639725 Lady Baltimore Ave, Leonardtown, MD 20650
- 3 Beds
- 2 Baths
- 1,886 Sq Ft
- Built 1947
Last Sold Summary
- 7% Below List Price
- $164/SF
- 4 Days On Market
Current Estimated Value $361,918
Last Listing Agent Jessica Raley CENTURY 21 New Millennium
39725 Lady Baltimore Ave, Leonardtown, MD 20650 -
Est $637,412
Not Listed For Sale23641 Belmar Dr, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,236 Sq Ft
- Built 2012
Last Sold Summary
- 0 Days On Market
Last Listing Agent Heather Foster RE/MAX One
-
$454,900
New Construction- 4 Beds
- 3.5 Baths
- 2,571 Sq Ft
Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650
Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650Laura Lee Hefley RE/MAX One
-
$2,200 Per Month
- 3 Beds
- 2.5 Baths
- 1,384 Sq Ft
- Townhouse for Rent
22758 Lawrence Ave, Leonardtown, MD 20650
22758 Lawrence Ave, Leonardtown, MD 20650Adorable duplex in the heart of downtown Leonardtown. This home has 3 bedrooms and 2 1/2 bathrooms. LVP in main living area and new flooring in kitchen. Kitchen is spacious with eat in area and laundry room. Easy walk to town square and access to shops, restaurants and area amenities. Rent includes water, sewer and trash.
Kelly Padgett Century 21 Redwood Realty
-
$865,000
Sold May 28, 202640171 Little Woods Ln, Leonardtown, MD 20650
- 4 Beds
- 2 Baths
- 2,586 Sq Ft
- Built 1954
Last Sold Summary
- 1% Below List Price
- $334/SF
- 6 Days On Market
Current Estimated Value $858,663
Last Listing Agent Barbara Blades CENTURY 21 New Millennium
40171 Little Woods Ln, Leonardtown, MD 20650 -
Est $584,235
Not Listed For Sale42439 Dean Forest Ct, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 2,519 Sq Ft
- Built 2003
Last Sold Summary
- 7 Days On Market
Last Listing Agent DJ Brady EXP Realty, LLC
-
$629,000
$50K PRICE DROP- 4 Beds
- 2.5 Baths
- 4,836 Sq Ft
23636 Hansel Ct, Leonardtown, MD 20650
23636 Hansel Ct, Leonardtown, MD 20650John Kreamer Taylor Properties
-
$3,100 Per Month
- 4 Beds
- 3 Baths
- 2,204 Sq Ft
- House for Rent
22480 Sparrow Ct, Leonardtown, MD 20650
22480 Sparrow Ct, Leonardtown, MD 20650Lovely Leonardtown Breton Bay Contemporary Home. 4BR/3Bath Home. Updated bathrooms and vaulted beamed ceilings. Large rear deck backs to woods and privacy. Pets considered case by case. Excellent Credit required. Longer Lease preferred. This home has multiple levels to enjoy and a large over-sized 2 car side-load garage as well as a long driveway for extra parking. Large storage shed on site.
MaryAnne Crewse O'Brien Realty ERA Powered
-
$510,000
Sold Dec 22, 202541535 Singletree Dr, Leonardtown, MD 20650
- 4 Beds
- 2.5 Baths
- 2,262 Sq Ft
- Built 2002
Last Sold Summary
- $225/SF
- 44 Days On Market
Current Estimated Value $518,609
Last Listing Agent Karen Taylor JPAR Real Estate Professionals
41535 Singletree Dr, Leonardtown, MD 20650 -
Est $534,694
Not Listed For Sale41699 Courthouse Dr, Leonardtown, MD 20650
- 5 Beds
- 3 Baths
- 2,420 Sq Ft
- Built 2012
Last Sold Summary
- 5 Days On Market
Last Listing Agent Bill Oosterink CENTURY 21 New Millennium
-
$375,000
Under Contract- 3 Beds
- 2 Baths
- 1,856 Sq Ft
43927 Lanedon Dr, Leonardtown, MD 20650
43927 Lanedon Dr, Leonardtown, MD 20650Sarah Mulford-Martin EXP Realty, LLC
-
$3,800 Per Month
- 5 Beds
- 5 Baths
- 4,873 Sq Ft
- House for Rent
41402 Omaha Ct, Leonardtown, MD 20650
41402 Omaha Ct, Leonardtown, MD 20650Welcome home to 41402 Omaha Court! This brilliant Leonardtown residence perfectly blends modern upgrades with unique features you won't find anywhere else. Lots of fruit trees (Fig, Apple, Mulberry, Dwarf Peach, Pear, Strawberry and Persimmon). Owner will maintain the trees. Enter to find gorgeous exotic hardwood tigerwood floors flowing seamlessly across the main level into the Kitchen where you
Derek Eisenberg Continental Real Estate Group
-
$447,400
Sold Oct 09, 2025Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
- Built 2025
Last Sold Summary
- $175/SF
- 58 Days On Market
Last Listing Agent Laura Lee Hefley RE/MAX One
Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650 -
Est $665,043
Not Listed For Sale18822 McKays Beach Rd, Leonardtown, MD 20650
- 2 Beds
- 3 Baths
- 1,962 Sq Ft
- Built 1998
Last Sold Summary
- 9 Days On Market
Last Listing Agent Ron Leonard Leonard Realty, Inc.
-
$479,900
New Construction- 3 Beds
- 3.5 Baths
- 2,966 Sq Ft
Oakley D1 Plan at Meadows at Town Run II, Leonardtown, MD 20650
23731 Dragonfly Ln Unit 41509693, Leonardtown, MD 20650Quality Built Homes Builder -
$400,000
Sold Aug 18, 202522190 Bull Rd, Leonardtown, MD 20650
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1987
Last Sold Summary
- $290/SF
Current Estimated Value $403,683
Last Listing Agent Gabriela Montgomery RE/MAX Realty Group
22190 Bull Rd, Leonardtown, MD 20650 -
Est $660,677
Not Listed For Sale41474 Affirmed Way, Leonardtown, MD 20650
- 5 Beds
- 4 Baths
- 3,050 Sq Ft
- Built 2010
Last Sold Summary
- 3 Days On Market
Last Listing Agent Heather Foster RE/MAX One
-
$699,900
Under Contract- 3 Beds
- 2 Baths
- 1,834 Sq Ft
18937 Hodges Ln, Leonardtown, MD 20650
18937 Hodges Ln, Leonardtown, MD 20650Ingrid Butler CENTURY 21 New Millennium
-
$479,900
Sold May 29, 2026Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
Last Sold Summary
- 35 Days On Market
Last Listing Agent Laura Lee Hefley RE/MAX One
Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650 -
Est $655,080
Not Listed For Sale41443 Whimsical Ct, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
- Built 2010
Last Sold Summary
- 0 Days On Market
Last Listing Agent Heather Foster RE/MAX One
-
$359,777
- 4 Beds
- 2 Baths
- 2,474 Sq Ft
40743 Magee Dr, Leonardtown, MD 20650
40743 Magee Dr, Leonardtown, MD 20650Liam Coonahan Real of Pennsylvania
-
$281,650
Sold Sep 30, 202543658 Redmond Rd, Leonardtown, MD 20650
- 4 Beds
- 1.5 Baths
- 2,078 Sq Ft
- Built 1959
Last Sold Summary
- $136/SF
- 12 Days On Market
Current Estimated Value $320,501
Last Listing Agent Candide Rayle CENTURY 21 New Millennium
43658 Redmond Rd, Leonardtown, MD 20650 -
Est $668,359
Not Listed For Sale23598 Belmar Dr, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,758 Sq Ft
- Built 2010
Last Sold Summary
- 16 Days On Market
Last Listing Agent Heather Foster RE/MAX One
-
$449,900
New Construction- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
23672 Weeping Willow Way, Leonardtown, MD 20650
23672 Weeping Willow Way, Leonardtown, MD 20650Quality Built Homes Builder -
$447,400
Sold Dec 11, 2025Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
Last Sold Summary
- 1 Day On Market
Last Listing Agent Laura Lee Hefley RE/MAX One
Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650 -
Est $635,875
Not Listed For Sale23546 Belmar Dr, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 2,548 Sq Ft
- Built 2009
Last Sold Summary
- 33 Days On Market
Last Listing Agent Heather Foster RE/MAX One
-
$439,900
Pending- 3 Beds
- 2 Baths
- 2,196 Sq Ft
40582 Port Place, Leonardtown, MD 20650
40582 Port Place, Leonardtown, MD 20650Carol Kalmus-Choporis Century 21 Redwood Realty
-
$430,000
Sold Dec 01, 202522592 Quiet Ln, Leonardtown, MD 20650
- 2 Beds
- 2 Baths
- 1,908 Sq Ft
- Built 1991
Last Sold Summary
- $225/SF
- 6 Days On Market
Current Estimated Value $429,289
Last Listing Agent Paul Bell NOVA Brokers, LLC.
22592 Quiet Ln, Leonardtown, MD 20650 -
Est $289,588
Not Listed For Sale41800 Eastwick Ln Unit 1303, Leonardtown, MD 20650
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
- Built 2008
Last Sold Summary
- 5 Days On Market
Last Listing Agent Kelly Niland Home Towne Real Estate
-
$680,000
- 4 Beds
- 2 Baths
- 2,388 Sq Ft
25375 Loveville Rd, Leonardtown, MD 20650
25375 Loveville Rd, Leonardtown, MD 20650Kandy Moore RMG Realty
Showing Results 41 - 80, Page 2 of 18
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