Saint Marys Maryland Homes for Sale

576 total properties
View 15136 James River Court Charlotte Hall, MD MLS# MDCH2050370
  • New Construction
Save 15136 James River Court Charlotte Hall, MD MLS# MDCH2050370
1 of 8
$964,900
6

Beds

4.0

Baths

15136 James River Court

Charlotte Hall, MD

Bright
Courtesy of RE/MAX ONE
View 20535 Golden Thompson Road Avenue, MD MLS# MDSM2031308
Save 20535 Golden Thompson Road Avenue, MD MLS# MDSM2031308
1 of 108
$950,000
5

Beds

4.0

Baths

4,700

Sq.Ft.

20535 Golden Thompson Road

Avenue, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 44637 Bellview Court Tall Timbers, MD MLS# MDSM2032474
  • Virtual Tour
Save 44637 Bellview Court Tall Timbers, MD MLS# MDSM2032474
1 of 99
$949,000
4

Beds

3.2

Baths

3,455

Sq.Ft.

44637 Bellview Court

Tall Timbers, MD

Bright
Courtesy of INFINITAS REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 14623 C Way Drive Scotland, MD MLS# MDSM2030094
  • Virtual Tour
Save 14623 C Way Drive Scotland, MD MLS# MDSM2030094
1 of 69
$925,000
3

Beds

3.0

Baths

2,304

Sq.Ft.

14623 C Way Drive

Scotland, MD

Bright
Courtesy of NOVA BROKERS, LLC.
View 41402 Philip Lane Leonardtown, MD MLS# MDSM2032250
Save 41402 Philip Lane Leonardtown, MD MLS# MDSM2032250
1 of 87
$924,999
4

Beds

2.1

Baths

2,550

Sq.Ft.

41402 Philip Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 17597 Whitestone Drive Tall Timbers, MD MLS# MDSM2031074
  • Virtual Tour
Save 17597 Whitestone Drive Tall Timbers, MD MLS# MDSM2031074
1 of 91
$875,000
4

Beds

3.1

Baths

3,106

Sq.Ft.

17597 Whitestone Drive

Tall Timbers, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
View 26511 Loveville Road Mechanicsville, MD MLS# MDSM2032630
Save 26511 Loveville Road Mechanicsville, MD MLS# MDSM2032630
1 of 15
$850,000

26511 Loveville Road

Mechanicsville, MD

Bright
Courtesy of REAL BROKER, LLC
View Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128
Save Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128
1 of 35
$840,000
Studio

Beds

0.0

Baths

Ferny Hills Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 42000 Pleasant Valley Court Hollywood, MD MLS# MDSM2032766
Save 42000 Pleasant Valley Court Hollywood, MD MLS# MDSM2032766
1 of 86
$830,000
4

Beds

3.1

Baths

3,196

Sq.Ft.

42000 Pleasant Valley Court

Hollywood, MD

Bright
Courtesy of RE/MAX ONE
View 42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172
  • Virtual Tour
Save 42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172
1 of 97
$829,900
5

Beds

4.1

Baths

5,082

Sq.Ft.

42970 Heritage Drive

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 44015 Drum Cliff Road Hollywood, MD MLS# MDSM2033184
Save 44015 Drum Cliff Road Hollywood, MD MLS# MDSM2033184
1 of 113
$825,000
2

Beds

2.0

Baths

1,783

Sq.Ft.

44015 Drum Cliff Road

Hollywood, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 29171 Hearts Desire Drive Mechanicsville, MD MLS# MDSM2033298
Save 29171 Hearts Desire Drive Mechanicsville, MD MLS# MDSM2033298
1 of 50
$800,000
5

Beds

3.1

Baths

4,132

Sq.Ft.

29171 Hearts Desire Drive

Mechanicsville, MD

Bright
Courtesy of REDFIN CORP
View 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
Save 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
1 of 67
$799,900
Studio

Beds

0.0

Baths

39645 Sweetpea Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 24753-24753 Half Pone Point Road Hollywood, MD MLS# MDSM2033384
Save 24753-24753 Half Pone Point Road Hollywood, MD MLS# MDSM2033384
1 of 38
$799,900
2

Beds

2.1

Baths

1,871

Sq.Ft.

24753-24753 Half Pone Point Road

Hollywood, MD

Bright
Courtesy of INFINITAS REALTY GROUP
View 14940 Chesapeake Bay Drive Scotland, MD MLS# MDSM2032020
  • Virtual Tour
Save 14940 Chesapeake Bay Drive Scotland, MD MLS# MDSM2032020
1 of 85
$799,000
4

Beds

3.0

Baths

1,644

Sq.Ft.

14940 Chesapeake Bay Drive

Scotland, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 44908 Hickory Landing Way Hollywood, MD MLS# MDSM2032622
Save 44908 Hickory Landing Way Hollywood, MD MLS# MDSM2032622
1 of 19
$799,000
5

Beds

3.0

Baths

2,727

Sq.Ft.

44908 Hickory Landing Way

Hollywood, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 15370 Holly Drive Scotland, MD MLS# MDSM2029374
Save 15370 Holly Drive Scotland, MD MLS# MDSM2029374
1 of 88
$780,000
5

Beds

3.1

Baths

2,240

Sq.Ft.

15370 Holly Drive

Scotland, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428
  • Recently Listed
Save 22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428
1 of 91
$780,000
5

Beds

4.0

Baths

5,484

Sq.Ft.

22601 Avenmar Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
  • New Construction
Save 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
1 of 3
$779,000
4

Beds

3.1

Baths

2,745

Sq.Ft.

40624 Breton Oaks Lane

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 19166 N Porto Bello Drive Drayden, MD MLS# MDSM2029198
  • New Construction
Save 19166 N Porto Bello Drive Drayden, MD MLS# MDSM2029198
1 of 30
$776,220
3

Beds

3.1

Baths

2,253

Sq.Ft.

19166 N Porto Bello Drive

Drayden, MD

Bright
Courtesy of RE/MAX ONE

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

© 2026 BrightMLS. All Rights Reserved.