5,229

St Marys, MD Homes

Section Image
  • /2

    $175,000

    • Land
    • 2.45 Acres
    • $71,429 per Acre

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 2 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, partially wooded lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. This lot has mostly woods and slopes down in the back, perfect for a home with a walk out basement. Approved perc for septic, utilities to be

    Charlotte Long EXP Realty, LLC

    Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /44

    $645,000 Sold Apr 11, 2025

    • 3,000 Sq Ft
    • $215/SF
    • 3 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1989

    19230 White Oak Farm Ln, Valley Lee, MD 20692

    Secluded and serene, this charming farmhouse sits on 3.4 acres with a picturesque pond. Renovated in 2019, updates include the interior, roof, HVAC, and siding. The open floor plan seamlessly connects the kitchen, living, and dining areas. Relax on the screened porch or covered deck while enjoying the views. The main level offers a bedroom and full bath, plus a half bath and an office with access

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    19230 White Oak Farm Ln, Valley Lee, MD 20692
    • /53

      Est $631,916 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,564 Sq Ft

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      20529 Deer Wood Park Dr, Leonardtown, MD 20650
  • /2

    $195,000

    • Land
    • 5 Acres
    • $36,044 per Acre

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630

    Lot 1 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, private, flat 5.41 acre lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630
  • /80

    $440,000 Sold Apr 07, 2025

    • 1,956 Sq Ft
    • $225/SF
    • 1 Day On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1955

    21321 Point Lookout Rd, Callaway, MD 20620

    Come check out this charming single-family home in Callaway. It offers a blend of modern updates and classic appeal. This 1,956 square foot rambler sits on a 1.77-acre lot, providing ample outdoor space and NO HOA. Fresh paint and new carpets, move in ready!

    Jesieryl Hartzer CENTURY 21 New Millennium

    21321 Point Lookout Rd, Callaway, MD 20620
    • /74

      Est $393,626 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      17294 Crab Pot Ln, Piney Point, MD 20674

      17294 Crab Pot Ln, Piney Point, MD 20674
  • /2

    $130,000

    • Land
    • 6 Acres
    • $20,537 per Acre

    19936 Tower Hill Rd, Leonardtown, MD 20650

    Barbara Stellway KW Metro Center

    19936 Tower Hill Rd, Leonardtown, MD 20650
  • /58

    $549,900 Sold Apr 04, 2025

    • 2,891 Sq Ft
    • $190/SF
    • 39 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2000

    46025 N Greens Rest Dr, Great Mills, MD 20634

    LEONARDTOWN HIGH & PINEY POINT ELEMENTRY SCHOOL DISTRICTS!!! Stunning 4 Bedroom | 3.5 Bath Colonial on 1.15 Acres – Your Dream Home Awaits!If you love entertaining and crave backyard space paired with a magnificent kitchen, this home is calling your name!Upon entry, you’ll be welcomed by a spacious formal dining room, perfect for hosting family gatherings or special

    Mark Frisco CENTURY 21 New Millennium

    46025 N Greens Rest Dr, Great Mills, MD 20634
    • /32

      Est $528,522 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,681 Sq Ft

      20823 Flour Mill Ct, Great Mills, MD 20634

      20823 Flour Mill Ct, Great Mills, MD 20634
  • /22

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    18665 Hebb Way, Drayden, MD 20630

    TO BE BUILT; this pictured beautiful custom home on over 5 acres nestled in the Drayden countryside offers tranquility and expansive sunset skies, while still being within 15 minutes of schools and shopping! A Mednick Construction Home which includes 3 bedroom/2.5 baths, 9' ceilings, upgraded finishes, utilities, well, septic, permits and everything you need to have a move in ready beautiful

    Charlotte Long EXP Realty, LLC

    18665 Hebb Way, Drayden, MD 20630
  • /36

    $615,000 Sold Apr 02, 2025

    • 3,914 Sq Ft
    • $157/SF
    • 15 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    45597 Bethson St, California, MD 20619

    Welcome to 45597 Bethson Street, a stunning home in the desirable Elizabeth Hills community! This residence features an extended gourmet kitchen with stainless steel appliances, a butler’s pantry, and an oversized walk-in pantry. The spacious family room offers a gas fireplace with a stone surround, beamed tray ceiling, and built-in 5.1 surround sound. Upstairs, the owner’s suite boasts a sitting

    William Rabbitt The Southside Group Real Estate

    45597 Bethson St, California, MD 20619
    • /27

      Est $287,924 Not Listed For Sale

      • Studio
      • 1,700 Sq Ft

      44938 Canvas Back Dr, Callaway, MD 20620

      44938 Canvas Back Dr, Callaway, MD 20620
  • /64

    $659,900 New Construction

    • 4 Beds
    • 2.5 Baths

    19163 N Porto Bello Dr, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model, Elevation II *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY ***

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Dr, Drayden, MD 20630
  • /3

    $1,225,000 Sold Mar 31, 2025

    • 5,690 Sq Ft
    • $215/SF
    • 5 Beds
    • 6.5 Baths
    • Built 1984

    19710 Tower Hill Rd, Leonardtown, MD 20650

    Private 3.31 acre lot with beautiful views across the Potomac River. Home is almost 6000 square feet with close to 200 feet of rip rapped water frontage. 6 bedrooms and 5.5 baths including a private in law suite. Main level formal living room with doors leading to sunroom, formal dining room, private office with custom built ins, large family room off kitchen with wood burning fireplace and

    Jennifer Goddard CENTURY 21 New Millennium

    19710 Tower Hill Rd, Leonardtown, MD 20650
    • /22

      Est $412,821 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft

      42454 Wilderness Rd, Leonardtown, MD 20650

      42454 Wilderness Rd, Leonardtown, MD 20650
  • /68

    $794,905 New Construction

    • 4 Beds
    • 3.5 Baths

    19106 Windsor Ct, Valley Lee, MD 20692

    Immediate OCCUPANCY ** One ACRE Plus WOODED Level LOT ** THREE CAR GARAGE ** STUDY w/Accent Wall ** GOURMET Kitchen w/level 4 QUARTZ ** Custom BOX Ceiling above ISLAND ** FRENCH Door Refrigerator ** DOUBLE Wall Oven ** Custom PANTRY ** Upgraded LUXURY Vinyl Flooring** MASTER Suite w/ BOX Ceiling ** Walk in Closet W/CUSTOM Shelving ** MASTER Walk in SHOWER w/ Nitches & Accent Tile ** STONE

    Lisa Riggleman RE/MAX One

    19106 Windsor Ct, Valley Lee, MD 20692
  • /44

    $545,000 Sold Mar 28, 2025

    • 3,086 Sq Ft
    • $177/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    19435 S Greens Rest Dr, Great Mills, MD 20634

    Welcome to this stunning Colonial home situated in Great Mills, MD, within the highly sought-after Leonardtown High School District. Spanning over 3,400 sq ft, this residence features a spacious open floor plan that includes three bedrooms, a large bonus room, and two full baths plus a convenient half bath. Step outside to enjoy the expansive covered front porch, and relax in the inground

    Ron Lord Home Towne Real Estate

    19435 S Greens Rest Dr, Great Mills, MD 20634
    • /35

      Est $405,187 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft

      17320 Potomac Sands Dr, Piney Point, MD 20674

      17320 Potomac Sands Dr, Piney Point, MD 20674
  • /8

    $700,000 New Construction

    • 4 Beds
    • 3.5 Baths

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot . 3500+ sq. ft. custom rambler with 4BR, 3-4 BA, basement with 9 ft. ceilings, 3 car sideload garage, and much more! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier. A perfect place for your family! Conveniently located close to Leonardtown and Pax

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • /56

    $1,450,000 Sold Mar 26, 2025

    • 3,709 Sq Ft
    • $391/SF
    • 4 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 1983

    42297 Riverwinds Dr, Leonardtown, MD 20650

    Custom waterfront home on the Potomac River with breathtaking panoramic views. Designed for both family living and entertaining, this spacious residence boasts a thoughtfully remodeled gourmet kitchen by St. Maries Builders, a family room, sunroom, living room, and a large den with a full bath on the main level. Expansive windows maximize natural light and showcase stunning sunsets.The

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    42297 Riverwinds Dr, Leonardtown, MD 20650
    • /54

      Est $585,317 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,538 Sq Ft

      20370 Chingville Rd, Leonardtown, MD 20650

      20370 Chingville Rd, Leonardtown, MD 20650
  • /78

    $699,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,970 Sq Ft

    21385 Fairwood Ct, Leonardtown, MD 20650

    ENTERTAINERS DREAM! Expansive Living, 4-CAR GARAGE(S), & Heated Pool - Now PRICED TO SELL! Seize this incredible opportunity to own a meticulously maintained, stunning home with an exquisite outdoor entertaining space. This significant adjustment reflects the seller's response to market feedback and motivation to find the perfect buyer quickly, ensuring you can enjoy an unparalleled lifestyle and

    Dawn Bell RE/MAX One

    21385 Fairwood Ct, Leonardtown, MD 20650
  • /63

    $495,000 Sold Mar 21, 2025

    • 3,657 Sq Ft
    • $135/SF
    • 81 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2001

    45889 Skipjack Dr, Lexington Park, MD 20653

    Come check out this fabulous colonial on a corner lot, sitting on almost a 1/2 an acre, in the established community of Bay Ridge Estates. Enter into the two-story foyer with updated flooring throughout the entire home. The gourmet kitchen contains granite countertops, spacious cabinets, and stainless steel appliances , featuring natural gas cooking. The kitchen is open looking into a large

    JT Greenwell CENTURY 21 New Millennium

    45889 Skipjack Dr, Lexington Park, MD 20653
    • /51

      Est $407,133 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,680 Sq Ft

      45193 Dory Ln, Piney Point, MD 20674

      45193 Dory Ln, Piney Point, MD 20674
  • /3

    $199,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    20837 Camp Cosoma Rd, Leonardtown, MD 20650

    Charming 2-bedroom, 1-bath home nestled on 2.31 acres just a short walk from St. Mary's Lake. Enjoy one-level living with a spacious living room, large eat-in kitchen, large mudroom and separate utility room, plus a relaxing screened porch and equally relaxing and peaceful, tree-lined backyard. The home offers a generous front yard with ample space for gardening and outdoor activities. Make sure

    Jennifer Goddard CENTURY 21 New Millennium

    20837 Camp Cosoma Rd, Leonardtown, MD 20650
  • /23

    $285,000 Sold Mar 20, 2025

    • 1,669 Sq Ft
    • $171/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1966

    22239 Point Lookout Rd, Leonardtown, MD 20650

    Such a convenient location. Minutes from downtown Leonardtown, minutes from NAS Patuxent River. This property is has lots of space and a garage that offers so much. Relax on your front porch or back deck. High ceiling with skylights in super big family room. Primary bedroom exists to large rear deck. Garage has work space and air lines already in place. Oil heat keeps you warm on cold

    John Gatton CENTURY 21 New Millennium

    22239 Point Lookout Rd, Leonardtown, MD 20650
    • /58

      Est $413,906 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,852 Sq Ft

      20849 Dove Place, Lexington Park, MD 20653

      20849 Dove Place, Lexington Park, MD 20653
  • /15

    $300,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,139 Sq Ft

    45657 Bethfield Way, California, MD 20619

    Opportunity Knocks in Elizabeth Hills! This well-located 3-level townhome backs to peaceful trees and offers a versatile layout with 3 bedrooms and 3.5 baths—including a full bath on the finished lower level, ideal for a guest suite, home office, or media room. Enjoy an open-concept main level with a spacious living area and a rear slider leading to a 10'x12' composite deck—perfect for outdoor

    Robert Gauger EXP Realty, LLC

    45657 Bethfield Way, California, MD 20619
  • /30

    $410,000 Sold Mar 12, 2025

    • 1,634 Sq Ft
    • $251/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    19680 Ellis Statesman Ln, Valley Lee, MD 20692

    Meticulously maintained rambler in Valley Lee, MD This rambler sits on 3 private acres of land with room for your imagination to make the lot your own. It has three large bedrooms, 2 full baths, an eat-in kitchen, large living room and stepdown family room that goes out to a deck. Roof is under a year old annd home is ready for occupancy . Owner is in the process of getting new appliances

    Heather Heath RE/MAX One

    19680 Ellis Statesman Ln, Valley Lee, MD 20692
    • /69

      Est $717,038 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,448 Sq Ft

      46441 Porto Bello Ct, Drayden, MD 20630

      46441 Porto Bello Ct, Drayden, MD 20630
  • /27

    $525,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    Welcome to your dream home in the desirable Chestnut Hills community of Leonardtown, Maryland! This charming 4-bedroom, 2.5-bathroom single-family home offers a perfect blend of space, comfort, and privacy, all set on an impressive 4.24 acres. With 2,538 square feet of living space, this residence features beautiful hardwood floors throughout, adding a warm and inviting touch.The heart of

    Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
  • /40

    $610,000 Sold Mar 07, 2025

    • 2,950 Sq Ft
    • $207/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    19292 Vanderhoof Ln, Valley Lee, MD 20692

    If you're looking for privacy, and room to grow, you got it with this home! Sitting on just over 6 private, wooded acres, this spacious home boasts almost 3000 square feet of one level living space, along with with a huge unfinished basement to create even more living area with plenty of left over room for storage. With 4 bedrooms and 2.5 baths, there is room for everyone. The owner

    Janet Weaver RE/MAX One

    19292 Vanderhoof Ln, Valley Lee, MD 20692
    • /65

      Est $513,310 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,489 Sq Ft

      17838 4th St, Tall Timbers, MD 20690

      17838 4th St, Tall Timbers, MD 20690
  • /46

    $399,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft

    19960 Flat Iron Rd, Great Mills, MD 20634

    This distinctive contemporary home offers a rare departure from the ordinary. Nicely renovated between 2018 and 2023, nestled on a lush landscaped 1-acre lot, the home blends modern updates with a peaceful retreat type setting.With over 2,500 square feet, this 2-story home includes a full-size bonus attic (third floor), providing flexibility of a 5th bedroom. Two fully updated

    Tracey Summers CENTURY 21 New Millennium

    19960 Flat Iron Rd, Great Mills, MD 20634
  • /23

    $385,000 Sold Feb 26, 2025

    • 1,838 Sq Ft
    • $209/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    46030 Bates Rd, Great Mills, MD 20634

    Discover your dream home in the highly desirable Southern Maryland area! This spacious 3-bedroom, 2-bathroom rambler with an oversized garage boasts over 1,800 square feet of inviting living space, perfect for families or entertaining.Imagine cozy evenings gathered around the newly installed pellet-burning fireplace in the family room, or hosting friends in the airy kitchen and dining

    Thomas Pilkerton EXP Realty, LLC

    46030 Bates Rd, Great Mills, MD 20634
    • /35

      Est $619,720 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,484 Sq Ft

      19380 Old Craney Creek Ln, Great Mills, MD 20634

      19380 Old Craney Creek Ln, Great Mills, MD 20634
  • /43

    $687,900 Pending

    • 5 Beds
    • 3 Baths
    • 3,500 Sq Ft

    20620 Laurel Ct, Leonardtown, MD 20650

    Move Right In and Start Living the Leonardtown Lifestyle!Welcome to 20620 Laurel Court — where modern luxury meets small town charm on nearly 5 private acres in sought-after Leonardtown, Maryland. Nestled in a peaceful cul-de-sac, this thoughtfully reimagined home offers over 3,000 sq ft of exceptional living space with 5 bedrooms and 3 full baths — including a convenient main level bedroom and

    Amy Gallo RE/MAX One

    20620 Laurel Ct, Leonardtown, MD 20650
  • /24

    $343,500 Sold Feb 21, 2025

    • 1,650 Sq Ft
    • $208/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    17849 4th St, Tall Timbers, MD 20690

    Well maintained home featuring an open floor plan with hardwood floors on the main level. The kitchen boasts cherry cabinets, while the outdoor spaces include a patio perfect for grilling and a covered front porch ideal for morning coffee. Additional highlights include an oversized garage, a concrete parking pad, and a nicely landscaped yard. The heat pump is approximately 2 years old.

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17849 4th St, Tall Timbers, MD 20690
    • /56

      Est $519,315 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,014 Sq Ft

      45674 Cecil Mill Ct, Great Mills, MD 20634

      45674 Cecil Mill Ct, Great Mills, MD 20634
  • /3

    $658,825 Pending

    • 4 Beds
    • 3.5 Baths

    46213 Stasha Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Elevation I ** FABULOUS KITCHEN w/Super Island, Granite Counters & Upgraded Cabinets *** Huge Pantry *** STAINLESS appliances *** fully finished BASEMENT w/Rec Room , Den & Full Bath *** Side Load Garage ** Internet Available *** Street Lights ** Warranty *** Duel Heating System ** One of St. Mary’s county’s best locations. The community

    Lisa Riggleman RE/MAX One

    46213 Stasha Ct, Drayden, MD 20630

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home