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Miss Bessie Dr Leonardtown MD Property Records
Residential Property Data Records on
Miss Bessie Dr, Leonardtown, MD
We found
17
addresses on Miss Bessie Dr, Leonardtown, MD.
41560 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$490,000
Living Area
2,730 SqFt
Baths
3.5
Units
1
Year Built
2004
Property Type
Single Family
Ownership Type
Related
APN
03-071944
Subdivision
Estates At Singletree
School District
St. Marys County Public Schools
41570 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$576,000
Living Area
2,708 SqFt
Beds
4
Baths
3
Year Built
2004
Property Type
Single Family
Ownership Type
Related
APN
03-071952
Subdivision
Estates Singletree
School District
St. Marys County Public Schools
41580 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$539,000
Living Area
2,462 SqFt
Baths
2.5
Units
1
Year Built
2004
Property Type
Single Family
Ownership Type
Related
APN
03-071960
Subdivision
Estates At Singletree
School District
St. Marys County Public Schools
41590 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$558,000
Living Area
2,657 SqFt
Beds
4
Baths
2.5
Year Built
2004
Property Type
Single Family
Ownership Type
Related
APN
03-071979
Subdivision
Estates At Singletree
School District
St. Marys County Public Schools
41600 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$491,000
Living Area
1,910 SqFt
Baths
2
Units
1
Year Built
2004
Property Type
Single Family
Ownership Type
Trust
APN
03-066002
Subdivision
Singletree Ph 08
School District
St. Marys County Public Schools
41610 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$472,000
Living Area
2,081 SqFt
Baths
3
Units
1
Year Built
2002
Property Type
Single Family
Ownership Type
Individual
APN
03-066010
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
41650 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$134,000
Lot SqFt.
19,166
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Related
APN
03-066061
Subdivision
Singletree Ph 08
School District
St. Marys County Public Schools
41660 Miss Bessie Dr
Leonardtown, MD 20650
Estimated Value
$96,000
Lot SqFt.
13,068
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Individual
APN
03-066088
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #101
Leonardtown, MD 20650
Purchase Price
$374,666
Living Area
2,041 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-074560
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #102
Leonardtown, MD 20650
Purchase Price
$1,039,000
Living Area
3,837 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077942
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #103
Leonardtown, MD 20650
Purchase Price
$3,000,000
Living Area
2,045 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077950
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #201
Leonardtown, MD 20650
Purchase Price
$3,000,000
Living Area
2,364 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077969
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #202
Leonardtown, MD 20650
Purchase Price
$3,000,000
Living Area
3,841 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077977
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #203
Leonardtown, MD 20650
Purchase Price
$495,000
Living Area
2,224 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077985
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #301
Leonardtown, MD 20650
Purchase Price
$3,000,000
Living Area
6,195 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-077993
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
41680 Miss Bessie Dr #302
Leonardtown, MD 20650
Purchase Price
$3,000,000
Living Area
2,237 SqFt
Units
11
Baths
N/A
Year Built
2007
Property Type
Condominium Offices
Ownership Type
Corporate
APN
03-078000
Subdivision
Four Rivers Condominium
School District
St. Marys County Public Schools
Miss Bessie Dr
Leonardtown, MD 20650
Assessed Value
$258,633
Lot SqFt.
163,786
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Exempt (full or partial)
Ownership Type
Corporate
APN
03-179022
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
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Investment Properties near on
Miss Bessie Dr, Leonardtown, MD
40735 Magee Dr
Leonardtown, MD 20650
Estimated Value
$471,000
Living Area
2,232 SqFt
Beds
4
Baths
2.5
Year Built
1976
Property Type
Single Family
Ownership Type
Related
APN
03-022935
Subdivision
Society Hill
School District
St. Marys County Public Schools
25052 Meadowlark Ct
Leonardtown, MD 20650
Estimated Value
$648,000
Living Area
2,876 SqFt
Beds
4
Baths
2.5
Year Built
2020
Property Type
Single Family
Ownership Type
Related
APN
03-180341
Subdivision
Town Run
School District
St. Marys County Public Schools
23095 Hollywood Rd
Leonardtown, MD 20650
Estimated Value
$594,000
Living Area
4,068 SqFt
Beds
5
Baths
4.5
Year Built
1931
Property Type
Single Family
Ownership Type
Individual
APN
03-007197
Subdivision
Brooklyn
School District
St. Marys County Public Schools
41980 Domitilla Ct
Leonardtown, MD 20650
Estimated Value
$511,000
Living Area
2,084 SqFt
Beds
4
Baths
3.5
Year Built
2010
Property Type
Single Family
Ownership Type
Related
APN
03-071154
Subdivision
Phase Two Academy Hills Sub
School District
St. Marys County Public Schools
22154 Monterey Pl
Leonardtown, MD 20650
Estimated Value
$498,000
Living Area
1,664 SqFt
Beds
3
Baths
3
Year Built
2004
Property Type
Single Family
Ownership Type
Individual
APN
03-031683
Subdivision
Society Hill
School District
St. Marys County Public Schools
23629 Abraham Dr
Leonardtown, MD 20650
Estimated Value
$603,000
Living Area
2,952 SqFt
Beds
6
Baths
4
Year Built
2004
Property Type
Single Family
Ownership Type
Related
APN
03-068684
Subdivision
Villages At Leonardtown
School District
St. Marys County Public Schools
41700 Laverne Ln
Leonardtown, MD 20650
Estimated Value
$483,000
Living Area
3,337 SqFt
Beds
3
Baths
3
Year Built
1943
Property Type
Single Family
Ownership Type
Related
APN
03-062414
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
23650 Coventry Dr
Leonardtown, MD 20650
Estimated Value
$605,000
Living Area
2,140 SqFt
Beds
3
Baths
2.5
Year Built
2011
Property Type
Single Family
Ownership Type
Related
APN
03-087921
Subdivision
Leonards Grant Ph 03
School District
St. Marys County Public Schools
42230 Breton Bay Farm Rd
Leonardtown, MD 20650
Estimated Value
$392,000
Living Area
1,680 SqFt
Beds
3
Baths
2
Year Built
1991
Property Type
Single Family
Ownership Type
Related
APN
03-034852
Neighborhood
N/A
School District
St. Marys County Public Schools
23246 Clarks Rest Rd
Leonardtown, MD 20650
Estimated Value
$619,000
Living Area
2,324 SqFt
Beds
5
Baths
3.5
Year Built
2017
Property Type
Single Family
Ownership Type
Related
APN
03-178026
Subdivision
Clarks Rest
School District
St. Marys County Public Schools
23312 Lindsay Dr
Leonardtown, MD 20650
Estimated Value
$655,000
Living Area
2,732 SqFt
Beds
5
Baths
3.5
Year Built
2021
Property Type
Single Family
Ownership Type
Related
APN
03-180763
Municipality
MARY'S LEONARDTOWN
School District
St. Marys County Public Schools
41395 Doctors Crossing Rd
Leonardtown, MD 20650
Estimated Value
$648,000
Living Area
2,688 SqFt
Beds
5
Baths
3.5
Year Built
2016
Property Type
Single Family
Ownership Type
Individual
APN
03-177992
Subdivision
Clarks Rest
School District
St. Marys County Public Schools
41972 Loker Ct
Leonardtown, MD 20650
Estimated Value
$498,000
Living Area
2,665 SqFt
Beds
5
Baths
2.5
Year Built
2006
Property Type
Single Family
Ownership Type
Related
APN
03-071251
Subdivision
Phase Two Academy Hills Sub
School District
St. Marys County Public Schools
42296 Saint Andrews Church Rd
Leonardtown, MD 20650
Estimated Value
$506,000
Living Area
2,816 SqFt
Beds
5
Baths
3.5
Year Built
1900
Property Type
Single Family
Ownership Type
Individual
APN
03-028291
Subdivision
Mill Prop
School District
St. Marys County Public Schools
23650 Rocky Ridge Ct
Leonardtown, MD 20650
Estimated Value
$584,000
Living Area
2,414 SqFt
Beds
5
Baths
3.5
Year Built
1993
Property Type
Single Family
Ownership Type
Related
APN
03-049701
Subdivision
Valli View Estates
School District
St. Marys County Public Schools
23416 Lindsay Dr
Leonardtown, MD 20650
Estimated Value
$621,000
Living Area
2,835 SqFt
Beds
4
Baths
2.5
Year Built
2023
Property Type
Single Family
Ownership Type
Related
APN
03-181187
Subdivision
Clarks Rest
School District
St. Marys County Public Schools
Streets Near
Miss Bessie Dr, Leonardtown, MD
Street
Properties
Avg. Beds
Avg. Baths
Avg. Property Value
Avg. Property Size
Last Sale Date
Belmar Dr
47
5
3
$653,311
2,905 Sq.Ft.
5/9/2025
Clarks Rest Rd
38
5
4
$833,314
2,856 Sq.Ft.
4/25/2025
Hollywood Rd
111
3
2
$392,500
2,155 Sq.Ft.
2/26/2025
Lawrence Ave
48
3
2
$304,333
2,505 Sq.Ft.
3/11/2025
Lindsay Dr
63
4
3
$659,667
2,580 Sq.Ft.
2/25/2025
Margrove Cir
66
3
3
$447,403
1,994 Sq.Ft.
5/23/2025
Maypole Rd
39
3
2
$624,414
1,741 Sq.Ft.
10/24/2024
Point Lookout Rd
382
3
2
$389,036
3,235 Sq.Ft.
5/6/2025
Town Run Dr
40
4
3
$662,211
2,878 Sq.Ft.
4/15/2024
Washington St
69
3
3
$474,667
3,567 Sq.Ft.
5/16/2025
Additional Questions?
Looking for off-market properties in Leonardtown, MD?
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, MD 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, MD?
The median home value in Leonardtown, MD is $517,000, with an average home value of $534,856. The average price per square foot for homes in the area is $147.23.
How Can I Find Pre-foreclosures or Distressed Properties in Leonardtown, MD?
Foreclosures and distressed properties in Leonardtown, MD 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.
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