View Property Records by Street in Leonardtown, Maryland

We found 665 streets in Leonardtown, Maryland.

Popular Streets in Leonardtown, Maryland

Street

Properties

Avg. Beds

Avg. Baths

Avg. Property Value

Avg. Property Size

Last Sale Date

Breton Beach Rd7332$684,9252,693 Sq.Ft.4/24/2025Hollywood Rd11132$392,5002,155 Sq.Ft.2/26/2025Lindsay Dr6343$659,6672,580 Sq.Ft.2/25/2025Margrove Cir6633$447,4031,994 Sq.Ft.5/23/2025Medleys Neck Rd15442$481,2892,075 Sq.Ft.11/18/2024Newtowne Neck Rd8532$511,3582,159 Sq.Ft.8/30/2024Pin Cushion Rd7942$383,9101,868 Sq.Ft.12/27/2024Point Lookout Rd38232$389,0363,235 Sq.Ft.5/23/2025Saint Andrews Church Rd7032$522,0752,122 Sq.Ft.12/17/2024Washington St6933$474,6673,567 Sq.Ft.6/4/2025

All Streets in Leonardtown, Maryland

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All Streets in Leonardtown, Maryland

Street

Properties

Avg. Beds

Avg. Baths

Avg. Property Value

Avg. Property Size

Last Sale Date

Tippit Rd831$557,2501,319 Sq.Ft.7/13/2017Tobacco Ln2N/A2$714,0002,858 Sq.Ft.7/17/2007Tomey Ct943$507,4442,377 Sq.Ft.12/15/2022Tower Hill Rd2943$817,6803,220 Sq.Ft.6/3/2025Town Run Dr4043$662,2112,878 Sq.Ft.4/15/2024Town View Ct2N/A3$615,5002,493 Sq.Ft.8/25/2021Trace Ct443$581,2502,850 Sq.Ft.4/25/2013Trailside Ln755$949,6004,405 Sq.Ft.12/3/2024Tudor Hall Rd332$304,0003,922 Sq.Ft.5/11/2009Tudor Pl2N/A3$406,0003,147 Sq.Ft.11/27/1995Uncle Do Ln6N/A2$466,2502,240 Sq.Ft.10/17/2019Valencia Ct2N/A2$563,0002,645 Sq.Ft.1/26/2011Valley Ln632$459,1671,682 Sq.Ft.12/9/2020Vanguard Way344$644,0002,607 Sq.Ft.3/29/2024Van Wert Ln521N/A11,166 Sq.Ft.4/29/2021Vibbert Ln333$588,6672,552 Sq.Ft.6/18/2021Vukmer Ln2N/A3$488,0001,811 Sq.Ft.1/31/2012Washington St6933$474,6673,567 Sq.Ft.6/4/2025Washinhgton St1N/AN/AN/AN/AN/AWaterside Dr4032$482,7001,673 Sq.Ft.10/16/2024Watervale Dr1553$684,0003,175 Sq.Ft.11/19/2024Wathen Rd2842$487,2921,736 Sq.Ft.2/28/2025Watson Ln832$362,8751,671 Sq.Ft.9/11/2020Waverly Way643$755,8332,985 Sq.Ft.2/16/2022Weavers Ct3N/A3$604,3332,402 Sq.Ft.4/19/2023Webb Ln144$633,0002,592 Sq.Ft.5/21/2018Weepimg Willow Way1N/AN/A$244,000N/AN/AWeeping Willow Ln1N/AN/A$244,000N/AN/AWeeping Willow Way19N/AN/A$258,000N/AN/AWheatley Apartment Way1N/A1N/A1,248 Sq.Ft.6/30/2008Wheatleys Content Farm Ln752$855,8002,804 Sq.Ft.10/23/2017Whimsical Ct2353$664,6093,025 Sq.Ft.4/25/2025Whippoorwill Ln343$422,3333,201 Sq.Ft.3/10/2023Whirlwind Rd7N/A3$637,8002,431 Sq.Ft.4/21/2003Whispering Pines Ln3N/A2$536,3332,119 Sq.Ft.8/31/2012White Oak Rd2832$442,4641,788 Sq.Ft.3/25/2025White Point Beach Rd3332$543,0971,674 Sq.Ft.6/26/2024White Point Rd3032$444,4622,152 Sq.Ft.5/20/2025White Point Rd At White Point Beach Rd1N/AN/A$464,000N/A2/17/2010White Swan Way554$808,2004,031 Sq.Ft.12/6/2024White Tail Ln332$327,0001,196 Sq.Ft.12/20/2019Wible Rd131$632,0001,092 Sq.Ft.2/11/2022Wicomico St832$299,0001,304 Sq.Ft.4/23/2021Wilderness Rd1442$448,8001,715 Sq.Ft.3/19/2024Wildflower Dr5N/A2$493,0002,149 Sq.Ft.11/24/2010William Franklin Ln542$444,7501,810 Sq.Ft.3/3/2022Williams Farm Ln5N/A2$355,2001,718 Sq.Ft.7/10/2015Willow Bottom Farm Ln1N/A2$450,0001,872 Sq.Ft.11/9/2010Willow Pine Way1N/AN/AN/AN/AN/AWinding Path Way1N/AN/AN/AN/AN/AWindward Ln5N/A2$663,0002,024 Sq.Ft.11/29/2022Windy Point Ln3N/A2$719,5002,268 Sq.Ft.3/6/2008Winters Ln432$456,0002,081 Sq.Ft.N/AWisteria Ln20N/AN/A$257,350N/AN/AWm Franklin Ln2N/A1$322,500790 Sq.Ft.12/10/2015Woodbury Pl843$545,2502,374 Sq.Ft.3/18/2020Woodbury Rd1N/AN/AN/AN/AN/AWoodbury Way3N/A3$898,3332,923 Sq.Ft.6/10/2009Woodmere Dr4643$500,5002,110 Sq.Ft.10/23/2024Woodmont Dr2443$677,5003,160 Sq.Ft.3/22/2024Woodside Ln354$763,6673,277 Sq.Ft.8/5/2022Wrinkle Free Ln333$811,6673,344 Sq.Ft.8/12/2020Yoke Ct443$579,2502,664 Sq.Ft.5/10/2024Young Ln1N/A3$487,0002,492 Sq.Ft.1/21/2011Zacks Way532$305,8001,172 Sq.Ft.10/25/2023

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Investment Properties in Leonardtown, Maryland

22166 Monterey PlLeonardtown, MD 20650

Estimated Value $412,000
Living Area 1,132 SqFt

Beds 4
Baths 3
Year Built 1987

Property Type Single Family
Ownership Type Related

APN 03-031705
Subdivision Society Hill

School District St. Marys County Public Schools

40441 Breton View DrLeonardtown, MD 20650

Estimated Value $399,000
Living Area 1,758 SqFt

Beds 3
Baths 3
Year Built 1994

Property Type Townhouse
Ownership Type Individual

APN 03-044637
Subdivision Breton Bay Planned Unit Development

School District St. Marys County Public Schools

22825 Duke StLeonardtown, MD 20650

Estimated Value $270,000
Living Area 1,376 SqFt

Beds 3
Baths 1
Year Built 1957

Property Type Single Family
Ownership Type Related

APN 03-015912
Subdivision Longmores Sub

School District St. Marys County Public Schools

23564 Watervale DrLeonardtown, MD 20650

Estimated Value $644,000
Living Area 2,612 SqFt

Beds 5
Baths 3.5
Year Built 2013

Property Type Single Family
Ownership Type Related

APN 03-178392
Subdivision Leonards Grant

School District St. Marys County Public Schools

23210 Jenifer CtLeonardtown, MD 20650

Estimated Value $568,000
Living Area 2,938 SqFt

Beds 4
Baths 3.5
Year Built 2004

Property Type Single Family
Ownership Type Related

APN 03-071936
Subdivision Estates At Singletree

School District St. Marys County Public Schools

23013 Town Run DrLeonardtown, MD 20650

Estimated Value $663,000
Living Area 3,132 SqFt

Beds 4
Baths 3.5
Year Built 2020

Property Type Single Family
Ownership Type Related

APN 03-180357
Subdivision Town Run

School District St. Marys County Public Schools

21744 Potomac View DrLeonardtown, MD 20650

Estimated Value $513,000
Living Area 2,450 SqFt

Beds 5
Baths 3.5
Year Built 1989

Property Type Single Family
Ownership Type Individual

APN 03-031691
Subdivision Society Hill

School District St. Marys County Public Schools

21717 Meadow CtLeonardtown, MD 20650

Estimated Value $417,000
Living Area 1,488 SqFt

Beds 3
Baths 2
Year Built 1981

Property Type Single Family
Ownership Type Related

APN 03-031829
Subdivision Society Hill

School District St. Marys County Public Schools

25034 Meadowlark CtLeonardtown, MD 20650

Estimated Value $608,000
Living Area 3,766 SqFt

Beds 5
Baths 2.5
Year Built 2021

Property Type Single Family
Ownership Type Related

APN 03-180344
Subdivision Town Run

School District St. Marys County Public Schools

22216 Pee Wee LnLeonardtown, MD 20650

Estimated Value $658,000
Living Area 960 SqFt

Beds 5
Baths 2
Year Built 1988

Property Type Single Family
Ownership Type Individual

APN 03-034313
Subdivision Shelley Sub

School District St. Marys County Public Schools

42530 Wilderness RdLeonardtown, MD 20650

Estimated Value $412,000
Living Area 1,220 SqFt

Beds 3
Baths 2
Year Built 1997

Property Type Single Family
Ownership Type Related

APN 03-049132
Subdivision Wilderness Cluster

School District St. Marys County Public Schools

23255 Jenifer CtLeonardtown, MD 20650

Estimated Value $600,000
Living Area 3,880 SqFt

Beds 5
Baths 2.5
Year Built 2004

Property Type Single Family
Ownership Type Related

APN 03-071596
Subdivision Estates At Singletree

School District St. Marys County Public Schools

23265 Jenifer CtLeonardtown, MD 20650

Estimated Value $588,000
Living Area 3,338 SqFt

Beds 4
Baths 2.5
Year Built 2005

Property Type Single Family
Ownership Type Related

APN 03-071634
Subdivision Estates At Singletree

School District St. Marys County Public Schools

23294 Lindsay DrLeonardtown, MD 20650

Estimated Value $644,000
Living Area 2,740 SqFt

Beds 5
Baths 4
Year Built 2021

Property Type Single Family
Ownership Type Multiple

APN 03-180766
Municipality MARY'S LEONARDTOWN

School District St. Marys County Public Schools

23687 Coventry DrLeonardtown, MD 20650

Estimated Value $678,000
Living Area 3,718 SqFt

Beds 6
Baths 4.5
Year Built 2012

Property Type Single Family
Ownership Type Related

APN 03-088065
Subdivision Leonards Grant Ph 3

School District St. Marys County Public Schools

41419 Doctors Crossing RdLeonardtown, MD 20650

Estimated Value $611,000
Living Area 3,408 SqFt

Beds 4
Baths 2.5
Year Built 2014

Property Type Single Family
Ownership Type Related

APN 03-177996
Subdivision Clarks Rest Ph 1

School District St. Marys County Public Schools

Additional Questions?

Looking for off-market properties in Leonardtown, Maryland?

Traditional methods include networking with contractors, scouting neighborhoods ("driving for dollars"), or purchasing leads from wholesalers can be tedious. PropertyReach streamlines this process with predictive analytics and neighborhood benchmarks, using Leonardtown, Maryland property records and MLS failed listings to refine your search. Effortlessly compare properties, access owner contact details, and secure the best off-market deals at the right price.

What is the median home value in Leonardtown, Maryland?

The median home value in Leonardtown, Maryland is $517,000, with an average home value of $534,856. The average price per square foot for homes in the area is $147.33.

How Can I Find Pre-foreclosures or Distressed Properties in Leonardtown, Maryland?

Foreclosures and distressed properties in Leonardtown, Maryland can be found through public records, foreclosure notices, and auction announcements from the county clerk or sheriff’s office. PropertyReach streamlines this by aggregating public and MLS data, making it easier to identify distressed properties and connect with owners directly.

View Property Records by Street in Leonardtown, Maryland

We found 665 streets in Leonardtown, Maryland.

Popular Streets in Leonardtown, Maryland

All Streets in Leonardtown, Maryland

All Streets in Leonardtown, Maryland

Street

Properties

Avg. Beds

Avg. Baths

Avg. Property Value

Avg. Property Size

Last Sale Date

Trial Membership Gives You Complete Data Access

Property Lookup

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Property Search

Owner Contact Information

Property Comps

Market Trends

Investment Properties in Leonardtown, Maryland

22166 Monterey PlLeonardtown, MD 20650

Estimated Value $412,000

Living Area 1,132 SqFt

Beds 4

Baths 3

Year Built 1987

Property Type Single Family

Ownership Type Related

APN 03-031705

Subdivision Society Hill

School District St. Marys County Public Schools

40441 Breton View DrLeonardtown, MD 20650

Estimated Value $399,000

Living Area 1,758 SqFt

Beds 3

Baths 3

Year Built 1994

Property Type Townhouse

Ownership Type Individual

APN 03-044637

Subdivision Breton Bay Planned Unit Development

School District St. Marys County Public Schools

22825 Duke StLeonardtown, MD 20650

Estimated Value $270,000

Living Area 1,376 SqFt

Beds 3

Baths 1

Year Built 1957

Property Type Single Family

Ownership Type Related

APN 03-015912

Subdivision Longmores Sub

School District St. Marys County Public Schools

23564 Watervale DrLeonardtown, MD 20650

Estimated Value $644,000

Living Area 2,612 SqFt

Beds 5

Baths 3.5

Year Built 2013

Property Type Single Family

Ownership Type Related

APN 03-178392

Subdivision Leonards Grant

School District St. Marys County Public Schools

23210 Jenifer CtLeonardtown, MD 20650

Estimated Value $568,000

Living Area 2,938 SqFt

Beds 4

Baths 3.5

Year Built 2004

Property Type Single Family

Ownership Type Related

APN 03-071936

Subdivision Estates At Singletree

School District St. Marys County Public Schools

23013 Town Run DrLeonardtown, MD 20650

Estimated Value $663,000

Living Area 3,132 SqFt

Beds 4

Baths 3.5