47,481

St Marys County, MD Homes

Section Image
  • /94

    $680,000

    • 4 Beds
    • 2 Baths
    • 2,388 Sq Ft

    25375 Loveville Rd, Leonardtown, MD 20650

    Nestled on a generous 3.8-acre corner lot, this charming Cape Cod-style home, built in 2018, offers a perfect blend of comfort and timeless appeal. With its excellent condition and thoughtful design, this residence is ready to welcome you home. Step inside to discover a warm and inviting interior that features a traditional floor plan, ideal for everyday living and entertaining. The home offers

    Kandy Moore RMG Realty

    25375 Loveville Rd, Leonardtown, MD 20650
  • /24

    $235,000

    Sold Feb 27, 2026

    22405 Indian Bridge Rd, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • Built 1957

    Last Sold Summary

    • $129/SF
    • 334 Days On Market

    Current Estimated Value $352,303

    Last Listing Agent Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
    • /5

      Est $765,652

      Not Listed For Sale

      14100 Underwood Farms Way, Charlotte Hall, MD 20622

      • 3 Beds
      • 2 Baths
      • 2,328 Sq Ft
      • Built 2025
      14100 Underwood Farms Way, Charlotte Hall, MD 20622

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Kadie Gertz RE/MAX One

  • /10

    $1,999,999

    $500K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • /31

    $322,000

    Sold Apr 23, 2026

    45756 Sayre Dr, Great Mills, MD 20634

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $292/SF
    • 18 Days On Market

    Current Estimated Value $310,442

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    45756 Sayre Dr, Great Mills, MD 20634
    • /35

      Est $748,380

      Not Listed For Sale

      39840 Stillwater Way, Mechanicsville, MD 20659

      • 4 Beds
      • 3 Baths
      • 2,935 Sq Ft
      • Built 2019
      39840 Stillwater Way, Mechanicsville, MD 20659

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Melanie Montague EXP Realty, LLC

  • /49

    $339,900

    $8K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    21605 Defender St, Lexington Park, MD 20653

    WHAT A GREAT PLACE TO START OR DOWNSIZE - MOVE ON THIS ONE TODAY!! 1 Car Garage, Nice yard all the way around. 3 Bedrooms and a Bonus Room to use however you want. Most of the heavy work has been done for you!! Updates include Roof (2021), Windows (2025), Hot Water Heater (2022), Refrigerator (2026), Kitchen counters and other appliances (2022), Conditioned crawl space (2024) and so much more. Do

    Donna Lacey CENTURY 21 New Millennium

    21605 Defender St, Lexington Park, MD 20653
  • /34

    $449,500

    Sold Sep 15, 2025

    22640 Excel Ct, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,036 Sq Ft
    • Built 2025

    Last Sold Summary

    • $221/SF
    • 1 Day On Market

    Current Estimated Value $473,265

    Last Listing Agent Jamie Richardson RE/MAX United Real Estate

    22640 Excel Ct, Lexington Park, MD 20653
    • /64

      Est $424,164

      Not Listed For Sale

      23429 Sugar Pine Ln, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,280 Sq Ft
      • Built 2022
      23429 Sugar Pine Ln, California, MD 20619

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

  • /40

    $589,000

    $10K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 4,446 Sq Ft

    45370 Barefoot Dr, California, MD 20619

    Welcome to this stunning, move-in ready 6 bedroom, 3.5 bath home offering over 4,400 square feet of beautifully finished living space in one of the area’s most desirable communities. From the moment you enter the grand foyer, you’re greeted by soaring ceilings, abundant natural light, and an open, flowing layout designed for both comfortable everyday living and entertaining. The impressive

    Chris Norris JR. Topside Realty

    45370 Barefoot Dr, California, MD 20619
  • /35

    $434,500

    Sold Nov 14, 2025

    23776 Myrtle Glen Way, California, MD 20619

    • 3 Beds
    • 4 Baths
    • 2,432 Sq Ft
    • Built 2020

    Last Sold Summary

    • $179/SF
    • 5 Days On Market

    Current Estimated Value $436,018

    Last Listing Agent Lisa Riggleman RE/MAX One

    23776 Myrtle Glen Way, California, MD 20619
    • /61

      Est $420,472

      Not Listed For Sale

      44581 Nolani Way, California, MD 20619

      • 3 Beds
      • 4 Baths
      • 2,054 Sq Ft
      • Built 2022
      44581 Nolani Way, California, MD 20619

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

  • /77

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    40777 Center 40 Cir, Leonardtown, MD 20650

    Here's your chance to make your new home in Breton Bay! Nestled on a quiet cul-de-sac in the highly desirable Breton Bay Golf Community, this beautifully maintained home offers the perfect blend of comfort, convenience, and Southern Maryland living. Enjoy a peaceful setting with virtually no through traffic, while still being just minutes from the community beach, pier, waterfront access,

    Bill Oosterink CENTURY 21 New Millennium

    40777 Center 40 Cir, Leonardtown, MD 20650
  • /38

    $490,000

    Sold May 14, 2026

    23175 Whistlewood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 28 Days On Market

    Current Estimated Value $485,134

    Last Listing Agent Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
    • /32

      Est $522,710

      Not Listed For Sale

      46825 Kylie Addison Ct, Lexington Park, MD 20653

      • 5 Beds
      • 3 Baths
      • 2,914 Sq Ft
      • Built 2024
      46825 Kylie Addison Ct, Lexington Park, MD 20653

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /25

    $349,900

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    22618 Joan Dr, California, MD 20619

    Nestled in the serene Barefoot Acres, this charming ranch-style home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-maintained living space, this residence features four inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. The heart of the home is a delightful country kitchen, complete with an eat-in area, perfect for casual meals

    Ebon Jackson EbonAries Realty Group, LLC.

    22618 Joan Dr, California, MD 20619
  • /95

    $1,100,000

    Sold Jun 30, 2026

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft
    • Built 2002

    Last Sold Summary

    • $412/SF
    • 162 Days On Market

    Current Estimated Value $1,073,052

    Last Listing Agent Edna Wentworth Century 21 Redwood Realty

    25890 Whiskey Creek Rd, Hollywood, MD 20636
    • /33

      Not Listed For Sale

      45502 Westmeath Way Unit C23, Great Mills, MD 20634

      • 2 Beds
      • 2 Baths
      • 1,174 Sq Ft
      • Built 2003
      45502 Westmeath Way Unit C23, Great Mills, MD 20634

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Trish Wallmark RE/MAX One

  • /59

    $399,000

    $1K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    42205 Ridge Rd, Mechanicsville, MD 20659

    Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community. Renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four bedrooms, including

    Ashley Frazier Five Star Real Estate

    42205 Ridge Rd, Mechanicsville, MD 20659
  • /35

    $425,000

    Sold Mar 06, 2026

    21346 Caraway Place, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Above List Price
    • $163/SF
    • 4 Days On Market

    Current Estimated Value $427,815

    Last Listing Agent Mary Chambers JPAR Real Estate Professionals

    21346 Caraway Place, Lexington Park, MD 20653
    • /12

      Est $404,507

      Not Listed For Sale

      44320 Azalea Way, California, MD 20619

      • 3 Beds
      • 4 Baths
      • 2,300 Sq Ft
      • Built 2021
      44320 Azalea Way, California, MD 20619

      Last Sold Summary

      Last Listing Agent Jonathan Boss RE/MAX One

  • /15

    $249,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    23254 Chestnut Oak Ct, California, MD 20619

    Welcome home to this beautifully updated ground-level condo in the sought-after Wildewood community! This 2 bedroom, 1.5-bath home offers the perfect blend of comfort and convenience, with the added bonus of direct access to a grassy yard ideal for pet owners, outdoor relaxation, or simply enjoying a little extra green space. Inside, you'll find a fully renovated kitchen featuring stainless steel

    Amanda Littleford Infinitas Realty Group

    23254 Chestnut Oak Ct, California, MD 20619
  • /46

    $439,900

    Sold Mar 31, 2026

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 74 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    • /5

      Not Listed For Sale

      49420 Harry James Rd, Ridge, MD 20680

      49420 Harry James Rd, Ridge, MD 20680

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Becky King Home Towne Real Estate

  • /64

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 4,066 Sq Ft

    21395 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21395 Fairwood Ct., an exceptional home offering over 3,500 square feet of finished living space on 0.85 acres in one of Leonardtown's most sought-after neighborhoods. Perfect for those looking to spread out and lay down roots. This spacious 4-bedroom, 3.5-bath home combines generous living areas, thoughtful updates, and a picturesque setting at the end of a quiet street near the

    Lauren Garner EXP Realty, LLC

    21395 Fairwood Ct, Leonardtown, MD 20650
  • /18

    $11,500

    Sold Apr 20, 2026

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    • Land
    • 1.23 Acres
    • $9,350 per Acre

    Last Sold Summary

    • 77% Below List Price
    • 57 Days On Market

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    • /3

      Est $947,921

      Not Listed For Sale

      23361 Morgan Ct, Hollywood, MD 20636

      • 5 Beds
      • 4.5 Baths
      • 5,545 Sq Ft
      • Built 2024
      23361 Morgan Ct, Hollywood, MD 20636

      Last Sold Summary

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /8

    $550,000

    • Land
    • 5.96 Acres
    • $92,282 per Acre

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659

    ****looking for a spot for your new business . . . 5.96 Acres of Commercial property. This was perked in 2010 but is expired. The property has many possibilities. There was a feasibility study done in the past and is now expired. I will be obtaining this information and any other past information and providing it online in the document section. ****ASK ABOUT OWNER FINANCING Available with down

    Stella Barbour NOVA Brokers, LLC.

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
  • /34

    $300,000

    Sold Jun 18, 2026

    23358 Red Oak Ct, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 1980

    Last Sold Summary

    • $157/SF
    • 8 Days On Market

    Current Estimated Value $301,038

    Last Listing Agent Dorothy Bistransin Redfin Corp

    23358 Red Oak Ct, California, MD 20619
    • /22

      Not Listed For Sale

      0 Camp Merryelande Rd Unit MDSM2021640, Piney Point, MD 20674

      0 Camp Merryelande Rd Unit MDSM2021640, Piney Point, MD 20674

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

  • /2

    $25,000

    • Land
    • 18,730 Sq Ft
    • $58,140 per Acre

    23253 Maddox Rd, Bushwood, MD 20618

    Build your dream coastal retreat on this beautiful 0.43-acre vacant lot located at 23253 Maddox Road in the desirable, water-oriented community of Bushwood, MD.Positioned in scenic St. Mary’s County, this lot offers the perfect foundation for a custom single-family home or vacation getaway. The critical site prep legwork is already underway—the property is approved for 2 mound septic systems,

    Billy Rabbitt The Southside Group Real Estate

    23253 Maddox Rd, Bushwood, MD 20618
  • /40

    $485,900

    Sold Apr 28, 2026

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1% Above List Price

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 108- 23666 Weeping Willow Way, Leonardtown, MD 20650
    • /12

      Est $440,648

      Not Listed For Sale

      23579 Goodwill Way, California, MD 20619

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 2024
      23579 Goodwill Way, California, MD 20619

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Mrs. Terri E Hill Builder Solutions Realty

  • /2

    $7,500

    • Land
    • 10,018 Sq Ft
    • $32,609 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    POST AUCTION/BUY NOW: MAKE AN OFFER! Deposit: $5,000 This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope, and Deep Falls. Nestled just off Maryland Route 234, this property enjoys easy entry to a major roadway for regional connectivity, including swift westward access

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • /46

    $495,000

    Sold May 29, 2026

    46159 Seabiscuit Ct, Lexington Park, MD 20653

    • 5 Beds
    • 3.5 Baths
    • 3,511 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $141/SF
    • 5 Days On Market

    Current Estimated Value $498,819

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    46159 Seabiscuit Ct, Lexington Park, MD 20653
    • /11

      Not Listed For Sale

      37170 Gibson Rd, Bushwood, MD 20618

      37170 Gibson Rd, Bushwood, MD 20618

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Matt Poole RE/MAX Realty Group

  • /40

    $249,900

    Open Sun 11AM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    20811 Harlequin Ln, Callaway, MD 20620

    Spacious Callaway townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en suite bathroom and the other with direct access to a full hall bathroom. The finished lower level offers a versatile recreation room with

    Katy Galloway Century 21 Redwood Realty

    20811 Harlequin Ln, Callaway, MD 20620
  • /6

    $11,500

    Sold Jul 22, 2026

    Lot 9 Chesapeake Dr, Ridge, MD 20680

    • Land
    • 32,234 Sq Ft
    • $15,541 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 729 Days On Market

    Last Listing Agent Dawn Wood O'Brien Realty ERA Powered

    Lot 9 Chesapeake Dr, Ridge, MD 20680
    • /25

      Not Listed For Sale

      23888 Hollywood Rd, Hollywood, MD 20636

      • 4 Beds
      • 1 Bath
      • 1,450 Sq Ft
      • Built 1972
      23888 Hollywood Rd, Hollywood, MD 20636

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Mark Frisco CENTURY 21 New Millennium

  • /4

    $169,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,240 Sq Ft

    46842 Patuxent Rd, Lexington Park, MD 20653

    This may be the opportunity you've been waiting for. Imagine coming home to a place that's truly yours. This inviting 3-bedroom, 1.5-bath townhome offers the space, comfort, and affordability today's buyers have been searching for. Whether you're purchasing your first home, relocating to the area, or adding to your investment portfolio, this home delivers exceptional value in a convenient

    Sharon L. Brown Expect Results Realty

    46842 Patuxent Rd, Lexington Park, MD 20653

Showing Results 521 - 560, Page 14 of 18

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