47,753

St Marys County, MD Homes

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  • /27

    $329,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    22381 Cedar St, Leonardtown, MD 20650

    New pictures added! Back on the market due to buyer financing issues-no fault of the seller. Welcome to 23281 Cedar St in Leonardtown — where thoughtful updates meet easy coastal living in the sought-after St. Clements Shores community.This home was fully refreshed in 2021, offering today’s buyers the perfect blend of modern finishes and established reliability. Inside, you’ll find luxury

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 888-9336

    22381 Cedar St, Leonardtown, MD 20650
  • /22

    $2,000

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • House for Rent

    29848 Lee Rd, Mechanicsville, MD 20659

    Tours given to Applicants only.Preferred applicant's Annual income must exceed 3x Annual lease total.Minimum 625 credit score required for consideration.Single family home with paved driveway baseboard heating air-conditioning/heat-pump, solar panels, we'll and septic.No dogs or cats.

    29848 Lee Rd, Mechanicsville, MD 20659
  • /21

    $731,084

    Sold Dec 04, 2025

    40744 Fawns Rest Way, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,313 Sq Ft
    • Built 2025

    Last Sold Summary

    • $221/SF
    • 0 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    40744 Fawns Rest Way, Leonardtown, MD 20650
    • /75

      Est $466,471

      Not Listed For Sale

      41925 Nazareth Ct, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,512 Sq Ft
      • Built 2005
      41925 Nazareth Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 56 Days On Market

  • /52

    $540,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    21737 Pinehurst Ct, Leonardtown, MD 20650

    BRAND NEW ROOF! Built as a model for the neighborhood, this 3-bedroom, 2-bath Rambler will have you checking off your search boxes! Located on a quiet-cul-de-sac street in desirable Breton Bay, this lovely home includes more than 3,000 sq ft of living space and plenty of storage, too. Attractive landscaping greets you on your way to the welcoming front porch. A custom-glass front door leads into

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (227) 242-0241

    21737 Pinehurst Ct, Leonardtown, MD 20650
  • /10

    $1,850

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    22234 Hawthorne Way Unit A, Great Mills, MD 20634

    22234 Hawthorne Way Unit A, Great Mills, MD 20634
  • /18

    $232,500

    Sold Sep 04, 2025

    44693 White Oak Ct, California, MD 20619

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft
    • Built 1982

    Last Sold Summary

    • $248/SF
    • 13 Days On Market

    Current Estimated Value $224,603

    Last Listing Agent Lindsey Burch Samson Properties

    44693 White Oak Ct, California, MD 20619
    • /41

      Est $576,477

      Not Listed For Sale

      23635 Abraham Dr, Leonardtown, MD 20650

      • 6 Beds
      • 4 Baths
      • 3,272 Sq Ft
      • Built 2004
      23635 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

  • /29

    $415,000

    $10K PRICE DROP Under Contract
    • 5 Beds
    • 3 Baths
    • 2,006 Sq Ft

    24665 E Montiego Rd, Hollywood, MD 20636

    Welcome to 24665 E. Montiego Road in Hollywood, MD a split foyer home offering exceptional space, flexibility, and comfort. This thoughtfully designed residence features generous living areas on both levels, enhanced by durable and stylish LVP flooring throughout. The main level welcomes you with a spacious living room filled with natural light, a formal dining area perfect for gatherings, and an

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 275-9698

    24665 E Montiego Rd, Hollywood, MD 20636
  • /8

    $1,450

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    20760 Poplar Ridge Rd Unit C, Lexington Park, MD 20653

    20760 Poplar Ridge Rd Unit C, Lexington Park, MD 20653
  • /56

    $961,000

    Sold May 28, 2026

    40003 Tippit Rd, Leonardtown, MD 20650

    • 3 Beds
    • 3 Baths
    • 2,490 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $386/SF
    • 23 Days On Market

    Current Estimated Value $962,599

    Last Listing Agent Charlotte Long EXP Realty, LLC

    40003 Tippit Rd, Leonardtown, MD 20650
    • /41

      Est $716,824

      Not Listed For Sale

      23730 Kingston Village Rd, California, MD 20619

      • 3 Beds
      • 2 Baths
      • 2,578 Sq Ft
      • Built 1940
      23730 Kingston Village Rd, California, MD 20619

      Last Sold Summary

      • 3 Days On Market

  • /143

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 3,389 Sq Ft

    28575 Harvest Ln, Mechanicsville, MD 20659

    Welcome to your own private retreat in Southern Maryland. Set on 15 scenic acres, this beautifully maintained property offers the rare combination of space, privacy, recreation, and modern convenience. Inside, you'll find spacious rooms, soaring ceilings, updated flooring, refreshed finishes, and comfortable living spaces designed for everyday living and entertaining. Outside is where this

    Agent Photo

    Sandi Foraci

    RE/MAX One

    (227) 230-0462

    28575 Harvest Ln, Mechanicsville, MD 20659
  • /6

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    23580 F D R Blvd Unit 404, California, MD 20619

    This 2 bedroom condo has an open floor plan. It includes updated appliances ,a spacious kitchen with breakfast bar and a private balcony. The master bedroom has a sitting area and full bath. Ideally located near the Base, shopping and restaurants. Top floor unit, no one above for peace of mind. NO Pets

    Ron Leonard Leonard Realty, Inc.

    23580 F D R Blvd Unit 404, California, MD 20619
  • /49

    $400,000

    Sold Jun 18, 2026

    46774 Maggie Mae Ln, Lexington Park, MD 20653

    • 4 Beds
    • 1 Bath
    • 2,442 Sq Ft
    • Built 2016

    Last Sold Summary

    • 15% Above List Price
    • $164/SF
    • 10 Days On Market

    Current Estimated Value $501,604

    Last Listing Agent Bill Harris Coldwell Banker Premier

    46774 Maggie Mae Ln, Lexington Park, MD 20653
    • /41

      Est $531,121

      Not Listed For Sale

      23171 Heatherwood Ln, California, MD 20619

      • 4 Beds
      • 2.5 Baths
      • 2,410 Sq Ft
      • Built 2003
      23171 Heatherwood Ln, California, MD 20619

      Last Sold Summary

      • 0 Days On Market

  • /3

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    18866 Russell Rd, Leonardtown, MD 20650

    ***Rare Waterfront Opportunity*** Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD, a truly exceptional waterfront property offering a private, peaceful setting on a premium lot with stunning views of the water. Currently a 3-bedroom, 1.5-bath home, this property presents the perfect opportunity to reimagine, renovate, or rebuild into your dream waterfront retreat. Surrounded by natural

    Agent Photo

    Shelly Hibbert

    KW Metro Center

    (227) 997-7054

    18866 Russell Rd, Leonardtown, MD 20650
  • /15

    $2,300 Per Month

    • 3 Beds
    • 3 Baths
    • 1,624 Sq Ft
    • Townhouse for Rent

    23111 Foxglove Way, California, MD 20619

    This immaculate upgraded 3-level town home in sought-after Magnolia Park of Wildewood! 2 bedrooms upstairs with 2 full baths, finished lower-level bed/rec-room w/full bath, huge expanded deck, Corian counters, wood floors, Berber carpet, blinds, ceiling fans, washer and dryer & more. Located in a desirable neighborhood, only minutes to shopping, dining, & Patuxent River Naval Air

    23111 Foxglove Way, California, MD 20619
  • /38

    $425,000

    Sold Aug 25, 2025

    28989 Autumnwood Dr, Mechanicsville, MD 20659

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft
    • Built 1976

    Last Sold Summary

    • $236/SF
    • 51 Days On Market

    Current Estimated Value $427,159

    Last Listing Agent Barbara Blades CENTURY 21 New Millennium

    28989 Autumnwood Dr, Mechanicsville, MD 20659
    • /25

      Est $446,135

      Not Listed For Sale

      21684 Potomac View Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2002
      21684 Potomac View Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 48 Days On Market

  • /33

    $450,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing,

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 230-6008

    20798 Waterside Dr, Leonardtown, MD 20650
  • /18

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 6,088 Sq Ft
    • Condo for Rent

    46420 Rue Purchase Rd Unit 6, Lexington Park, MD 20653

    NEW PHOTOS COMING SOON! Beautifully maintained apartment with open kitchen! Located close to PAX, shopping, entertainment, and more! Large fields and gorgeous view from the back deck. Wide open field in the front for a peaceful drive to your new home. Schedule a showing today! A coin operated laundry unit is on-site for use. Our minimum accepted credit score is 700. No pets, no exceptions.

    Roland Mellies O'Brien Realty ERA Powered

    46420 Rue Purchase Rd Unit 6, Lexington Park, MD 20653
  • /4

    $62,000

    Sold Oct 31, 2025

    20450 and Parcel 428 Old Hermanville and Hermanville Rd, Lexington Park, MD 20653

    • Land
    • 4.99 Acres
    • $12,425 per Acre

    Last Sold Summary

    • 400 Days On Market

    Last Listing Agent Jan Barnes CENTURY 21 New Millennium

    20450 and Parcel 428 Old Hermanville and Hermanville Rd, Lexington Park, MD 20653
    • /30

      Est $395,688

      Not Listed For Sale

      21036 Willows Dr, Lexington Park, MD 20653

      • 3 Beds
      • 3 Baths
      • 1,670 Sq Ft
      • Built 2002
      21036 Willows Dr, Lexington Park, MD 20653

      Last Sold Summary

      • 2 Days On Market

  • /27

    $515,000

    • 4 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    20724 Hilton Run Ct, Lexington Park, MD 20653

    BACK TO ACTIVEWelcome to this exquisite four-bedroom, three-and-a-half-bath Colonial, where luxury meets comfort. Step inside to discover a beautifully designed interior with high-end finishes throughout. The open-concept main living area is filled with natural light and features engineered wood flooring in the kitchen and dining area, plush carpet, recessed lighting, fresh paint, and updated

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (240) 896-4959

    20724 Hilton Run Ct, Lexington Park, MD 20653
  • /8

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    44790 Locust Ridge Ct, California, MD 20619

    Huge one bed one bath apartment sliding glass door with outside balcony. Minimum credit score 700, minimum income 2.5x rent amount, no pets!

    44790 Locust Ridge Ct, California, MD 20619
  • /27

    $350,000

    Sold Dec 19, 2025

    24675 Blackistone Rd, Hollywood, MD 20636

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1969

    Last Sold Summary

    • $216/SF
    • 145 Days On Market

    Current Estimated Value $367,154

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    24675 Blackistone Rd, Hollywood, MD 20636
    • /67

      Est $637,689

      Not Listed For Sale

      39316 Persimmon Creek Rd, Mechanicsville, MD 20659

      • 4 Beds
      • 2.5 Baths
      • 3,620 Sq Ft
      • Built 2001
      39316 Persimmon Creek Rd, Mechanicsville, MD 20659

      Last Sold Summary

      • 22 Days On Market

  • /34

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650

    ***PENDING***** Homesite # 131 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Hefley RE/MAX One

    Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
  • /14

    $2,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    45020 Troopers Rd, Tall Timbers, MD 20690

    Available now! Discover your secluded oasis at 45020 Trooper's Road. This stunning water view property boasts 3 spacious bedrooms and 2.5 baths. Enjoy breathtaking, beautiful views and a meticulously maintained, nice yard, perfect for relaxation and entertaining. Don't miss this opportunity to rent a truly exceptional home!

    Ron Lord Home Towne Real Estate

    45020 Troopers Rd, Tall Timbers, MD 20690
  • /74

    $475,000

    Sold Jul 15, 2025

    43985 Main Way Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1973

    Last Sold Summary

    • $198/SF
    • 1 Day On Market

    Current Estimated Value $486,075

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
    • /6

      Est $321,644

      Not Listed For Sale

      44662 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1963
      44662 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

  • /34

    $449,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650

    ****PENDING*** Homesite # 158 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Hefley RE/MAX One

    Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
  • /10

    $1,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • Beautiful 3-bd SFhome

    18355 Bauer Rd, Lexington Park, MD 20653

    Beautifully renovated one-story single-family home located on a farm near historic St. Mary's City as well as schools, shopping, and recreation.3 bedrooms, 1.5 bathrooms with plenty of yard space. Utilities are tenant responsibility. Water and sewer are well and septic. Application fee ($27 per adult) covers screening. All adults must submit and application. No smoking. No pets. Lawn

    18355 Bauer Rd, Lexington Park, MD 20653
  • /32

    $518,500

    Sold Dec 05, 2025

    22539 Landing Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft
    • Built 2005

    Last Sold Summary

    • $188/SF
    • 12 Days On Market

    Current Estimated Value $513,756

    Last Listing Agent Trish Brow O'Brien Realty ERA Powered

    22539 Landing Way, Leonardtown, MD 20650
    • /79

      Est $775,584

      Not Listed For Sale

      37710 Chaptico Rd, Mechanicsville, MD 20659

      • 5 Beds
      • 3 Baths
      • 4,340 Sq Ft
      • Built 1970
      37710 Chaptico Rd, Mechanicsville, MD 20659

      Last Sold Summary

      • 0 Days On Market

  • /83

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 5,747 Sq Ft

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653

    Welcome to this truly exceptional, one-of-a-kind waterfront estate on the historic St. Mary’s River. Nestled on 1.72 beautifully landscaped acres, this property boasts 150 feet of private water frontage, along with an impressive private pier equipped with three boat lifts, electric, water, and approximately 10 feet of deep water—ideal for accommodating vessels of nearly any size.Designed for

    Sheri Goldman Long & Foster Real Estate, Inc.

    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
  • /18

    $2,050 Per Month

    • 3 Beds
    • 1 Bath
    • 2,952 Sq Ft
    • House for Rent

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Charming Home !!!Welcome to in-town Leonardtown living—where everything you love is just a short walk away. ***Located just minutes from Leonardtown Wharf, award-winning restaurants, charming boutique shops, local wineries, and scenic parks, you’ll experience the best of what St. Mary’s County has to offer. Commuting is easy with quick access to major routes and PAX River Naval Air Station. This

    Robin Lower Residential Plus Real Estate Services

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /79

    $639,000

    Sold Oct 30, 2025

    41474 Charismatic Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft
    • Built 2015

    Last Sold Summary

    • $175/SF
    • 57 Days On Market

    Current Estimated Value $645,659

    Last Listing Agent Laura Hefley RE/MAX One

    41474 Charismatic Way, Leonardtown, MD 20650
    • /24

      Est $493,570

      Not Listed For Sale

      38210 Dublin Ct, Mechanicsville, MD 20659

      • 3 Beds
      • 3 Baths
      • 2,256 Sq Ft
      • Built 1999
      38210 Dublin Ct, Mechanicsville, MD 20659

      Last Sold Summary

      • 4 Days On Market

Showing Results 81 - 120, Page 3 of 18

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