718

St Marys, MD Homes

Section Image
  • /10

    $699,900

    • Land
    • 4.12 Acres
    • $169,879 per Acre

    20287 Point Lookout Rd, Great Mills, MD 20634

    Prime Commercial Opportunity on Route 5!Four acres of commercial property in a highly visible, desirable location. Zoned Medium Intensity Mixed Use (MXM), with a copy of the zoning ordinance available for review. Engineer drawings and a concept site plan for Great Mills Plaza are also available. This property offers endless possibilities to bring your vision to life—retail, office, or

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20287 Point Lookout Rd, Great Mills, MD 20634
  • /62

    $465,000 Sold Aug 12, 2025

    • 1,538 Sq Ft
    • $302/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    44871 Rickle Dr, Callaway, MD 20620

    Peaceful Living on 5 Private Acres in Callaway! This 3-bedroom, 2-bath rambler sits on 5 serene acres with no HOA, offering the perfect blend of privacy, space, and convenience. Located in Leonardtown High School district and just minutes from shopping and amenities, this property combines country charm with everyday practicality. While the interior could use some cosmetic updates, it's priced

    Charlotte Long EXP Realty, LLC

    44871 Rickle Dr, Callaway, MD 20620
    • /2

      Not Listed For Sale

      • Studio
      • 520 Sq Ft

      19920 Piney Point Rd, Piney Point, MD 20674

      19920 Piney Point Rd, Piney Point, MD 20674
  • /42

    $445,000

    • 3 Beds
    • 3.5 Baths
    • 2,264 Sq Ft

    20966 Black Duck Ct, Callaway, MD 20620

    Hunting Quarter! Located in Callaway with current school zoning of Leonardtown HS, Leonardtown MS, and Piney Point ES. Quiet location within the community and situated near the end of a cul-de-sac with few cars driving by. 3 BR/3.5 BA with brand new finished basement that includes space for potential use as 4th BR and has a full bathroom! Kitchen located on the main level, has tons of counter

    Farrah Fuchs Redfin Corp

    20966 Black Duck Ct, Callaway, MD 20620
  • /35

    $329,000 Sold Aug 08, 2025

    • 1,242 Sq Ft
    • $265/SF
    • 60 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2012

    44964 Hewitt Rd, Callaway, MD 20620

    This 3 bedroom 1 bath rambler is located on a 2.01 acre lot. It backs to woods and also on the right side. There is a open feeling when standing in the front yard that also gives privacy due to the distance. The house is handicap equipped with a nice ramp on the side entrance as well as rails and handles in the bathroom tub and large shower.

    Alan Smith CENTURY 21 New Millennium

    44964 Hewitt Rd, Callaway, MD 20620
    • /37

      Est $298,387 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      44874 Buck Redman Rd, Callaway, MD 20620

      44874 Buck Redman Rd, Callaway, MD 20620
  • /118

    $639,000

    • 6 Beds
    • 5 Baths
    • 6,006 Sq Ft

    44906 Golden Eye Ct, Callaway, MD 20620

    You've heard it before but this time it's really true. You won't believe this custom built two story Colonial home has two finished basements and is all you could ever want in a home. As you enter the main level of the home, you are greeted with a grand foyer and hardwood floors that lead to the formal dining room and formal den/office/library. Moving to the rear of the home, the Tuscan style

    Kelly Padgett CENTURY 21 New Millennium

    44906 Golden Eye Ct, Callaway, MD 20620
  • /41

    $541,000 Sold Jul 25, 2025

    • 2,356 Sq Ft
    • $230/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    20955 Aster Dr, Callaway, MD 20620

    Well maintained by the original owners, this beautiful home sits on a private, 2-acre lot. Recent updates include a roof (8 years old), Heat pump & AC coil (2020), and a hot water heater (2025). The interior has been freshly painted, and new carpet on the main level. Enjoy outdoor living on the maintenance-free deck, replaced in 2012, or relax on the charming front porch. The family room features

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20955 Aster Dr, Callaway, MD 20620
    • /20

      Est $244,546 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,188 Sq Ft

      44834 Wood Duck Ln, Callaway, MD 20620

      44834 Wood Duck Ln, Callaway, MD 20620
  • /29

    $289,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    20903 Jo Marie Way, Callaway, MD 20620

    Welcome home to this stunning 3 bedroom, 2.5 bath end unit townhome that has been thoughtfully updated throughout. Step inside to find brand-new LVP flooring throughout, fresh paint, and a recently upgraded master bath. The kitchen shines with new granite countertops, stainless steel appliances, and plenty of space for cooking. Other updates include a newer roof for peace of mind and much

    DJ Brady EXP Realty, LLC

    20903 Jo Marie Way, Callaway, MD 20620
  • /43

    $710,000 Sold Jul 24, 2025

    • 3,153 Sq Ft
    • $225/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2001

    21549 Point Lookout Rd, Leonardtown, MD 20650

    Contemporary Farmhouse Living on over 24 acres! Drive down the lane past some of your pasture acreage on the left to your 3,000+ sf home backing to mature trees and wooded trails. A small pond is also located on the property. Possibilities abound with the level acreage in front! The property is located between Leonardtown and Callaway close to the Saint Mary's Rive State Park area. Close to

    MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • /34

      Est $375,927 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft

      20440 Chingville Rd, Leonardtown, MD 20650

      20440 Chingville Rd, Leonardtown, MD 20650
  • /4

    $249,500 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    20861 Harlequin Ln, Callaway, MD 20620

    Fantastic opportunity in a GREAT location! 2 minutes to shopping and dining. Easy commute to Pax River NAWCAD and Leonardtown. The original floorplan was reconfigured to create 2 very large bedrooms, each with a private full bath. Upgraded with new vanities and fixtures and LVP (luxury vinyl plank) flooring throughout the upper level, INCLUDING THE STAIRS! The unfinished lower level allows for an

    Catherine Rose RE/MAX One

    20861 Harlequin Ln, Callaway, MD 20620
  • /65

    $620,000 Sold Jul 15, 2025

    • 3,228 Sq Ft
    • $192/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    21034 Aster Dr, Callaway, MD 20620

    This beautifully maintained 3,228 finished sq ft home sits on a spacious and extensively landscaped 2-acre lot. The main level features a flowing, open floor plan with 3 bedrooms, including a generous master suite. The kitchen opens into a bright breakfast area and an inviting family room, perfect for both everyday living and entertaining. A separate formal dining room adds elegance and

    Cynthia Crispell CENTURY 21 New Millennium

    21034 Aster Dr, Callaway, MD 20620
    • /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
  • /7

    $772,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    44798 Medleys Neck Rd, Leonardtown, MD 20650

    Other lots in the area, call us to discussTBB - Custom Home - Many other floor plans and locations - call to discuss

    Marie Jozwik RE/MAX Realty Group

    44798 Medleys Neck Rd, Leonardtown, MD 20650
  • /37

    $450,000 Sold Jul 11, 2025

    • 2,154 Sq Ft
    • $209/SF
    • 51 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    44889 Mallard Place, Callaway, MD 20620

    Welcome to this stunning home in Callaway, Maryland, located in a cul-de-sac. This spacious 4-bedroom home offers an open floor plan filled with natural light and tons of character. The lower level features large bay windows that flood the living area with sunshine, creating a bright and inviting space for gatherings or quiet relaxation.The luxurious primary suite includes a beautiful

    Jesieryl Hartzer CENTURY 21 New Millennium

    44889 Mallard Place, Callaway, MD 20620
    • /54

      Est $590,145 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
  • /2

    $399,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,222 Sq Ft

    20904 Hunting Quarter Dr, Callaway, MD 20620

    Welcome to 20904 Hunting Quarter Drive, a beautifully updated 3-bedroom, 3-bath home situated on nearly half an acre in a peaceful neighborhood. This property offers a perfect blend of comfort, functionality, and style—ideal for both everyday living and entertaining.Inside, you’ll find a bright and inviting main level with a thoughtfully upgraded kitchen featuring modern cabinetry, sleek

    Matthew Burgan Infinitas Realty Group

    20904 Hunting Quarter Dr, Callaway, MD 20620
  • /7

    $25,000 Sold Jul 03, 2025

    • Land
    • 0.87 Acre
    • $28,736 per Acre
    • 62 Days On Market

    11800 Point Lookout Rd, Scotland, MD 20687

    Check out this lot in Scotland just around the corner from the Point Lookout State Park. Use it to build a house, garage, or park your camper or boat. Views of one of Scotland's beloved farms in the back and woods in the front. Existing structure is not livable

    Trish Wallmark RE/MAX One

    11800 Point Lookout Rd, Scotland, MD 20687
    • /68

      Est $580,851 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,504 Sq Ft

      20450 Piney Point Rd, Callaway, MD 20620

      20450 Piney Point Rd, Callaway, MD 20620
  • /35

    $549,900 Pending

    • 5 Beds
    • 4 Baths
    • 2,736 Sq Ft

    45151 Knotts Dr, Callaway, MD 20620

    Experience the cham and comfort this porchfront home brings! This lovely custom-built home sits on an expansive 3-acre lot, featuring a white majestic picket fence and a grand circular driveway. The main level has an open-concept kitchen-dining combo with island table, granite countertops and appliances, that is adjacent to the living room with hardwood floors. The primary bedroom, which offers

    Gina Gargeu Century 21 Downtown

    45151 Knotts Dr, Callaway, MD 20620
  • /61

    $429,900 Sold May 30, 2025

    • 2,728 Sq Ft
    • $158/SF
    • 27 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1994

    20903 Hunting Quarter Dr, Callaway, MD 20620

    Cute 4-Bedroom, 3-Bath Rambler on .45 Acre LotCome home to this beautifully updated 4-bedroom, 3-bath rambler that offers everything you need for comfort and convenience. Situated on a nice .45-acre lot, this home backs to wooded views has a fully finished walk out basement and yard is fully fenced. Enjoy 4 spacious bedrooms & 3 full baths – 3 bedrooms and 2 baths on main level and 1 bedroom 1

    Jennifer Goddard CENTURY 21 New Millennium

    20903 Hunting Quarter Dr, Callaway, MD 20620
    • /10

      Est $346,328 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,872 Sq Ft

      20187 Piney Point Rd, Callaway, MD 20620

      20187 Piney Point Rd, Callaway, MD 20620
  • /56

    $505,000 Sold May 30, 2025

    • 2,368 Sq Ft
    • $213/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    21027 Hunting Quarter Dr, Callaway, MD 20620

    This home is a true gem, meticulously cared for and thoughtfully updated throughout. Every room is spacious, offering ample space for living and entertaining. The layout is perfectly designed, flowing seamlessly from one area to the next, making it feel both open and functional while also having defined spaces. Updates abound, with modern finishes and carefully chosen upgrades that enhance both

    Connie Gunn CENTURY 21 New Millennium

    21027 Hunting Quarter Dr, Callaway, MD 20620
    • /34

      Est $253,810 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,320 Sq Ft

      20900 Jo Marie Way, Callaway, MD 20620

      20900 Jo Marie Way, Callaway, MD 20620
  • /97

    $600,000 Sold May 06, 2025

    • 3,605 Sq Ft
    • $166/SF
    • 253 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1955

    21500 Point Lookout Rd, Callaway, MD 20620

    All-Brick Rambler on a 6.11 acre lot along with a 9.58 acre separate lot with potential for additional homesite. This price includes both lots Welcome to 21500 Point Lookout Road, Leonardtown! This all-brick rambler sits on a large extensively landscaped lot and offers over 3,600 sq. ft. on the main level, plus 1,200 sq. ft. in the partially finished lower level. The home features 3 bedrooms

    Jennifer Goddard CENTURY 21 New Millennium

    21500 Point Lookout Rd, Callaway, MD 20620
    • /18

      Est $422,935 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,772 Sq Ft

      20998 Black Duck Ct, Callaway, MD 20620

      20998 Black Duck Ct, Callaway, MD 20620
  • /6

    $74,200 Sold May 02, 2025

    • Land
    • 1.00 Acre
    • $74,200 per Acre
    • 13 Days On Market

    44968 Hewitt Rd, Callaway, MD 20620

    List price is Opening Bid at the Online auction to be conducted on Auctioneers website.- Auction ends Monday, March 10, 2025 at 11:00AM. 1± Acre of Land + Manufactured Home in "Calloway" of St. Mary's County zoned Rural Preservation District (RPD) - The regulations of Rural Preservation Districts are intended to foster agricultural, forestry, mineral resource extraction, and aquacultural uses and

    Carley Cooper Alex Cooper Auctioneers, Inc.

    44968 Hewitt Rd, Callaway, MD 20620
    • /7

      Est $245,221 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,320 Sq Ft

      20896 Jo Marie Way, Callaway, MD 20620

      20896 Jo Marie Way, Callaway, MD 20620
  • /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
    • /40

      Est $626,315 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,294 Sq Ft

      21366 Point Lookout Rd, Callaway, MD 20620

      21366 Point Lookout Rd, Callaway, MD 20620
  • /29

    $251,000 Sold Jan 17, 2025

    • 1,188 Sq Ft
    • $211/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1990

    44840 Wood Duck Ln, Callaway, MD 20620

    *New Roof is on the schedule!!*Welcome to this beautifully updated three-bedroom, one and a half bath townhouse! Step inside to find brand-new flooring throughout and freshly painted walls that make this home feel bright and inviting. The main floor offers a spacious layout, perfect for both relaxation and entertaining, and opens to a lovely rear deck overlooking a fenced backyard—ideal for

    Jessica Raley CENTURY 21 New Millennium

    44840 Wood Duck Ln, Callaway, MD 20620
    • /25

      Est $364,098 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,220 Sq Ft

      20899 Hunting Quarter Dr, Callaway, MD 20620

      20899 Hunting Quarter Dr, Callaway, MD 20620
  • /52

    $425,000 Sold Jan 08, 2025

    • 2,280 Sq Ft
    • $186/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    20400 Chingville Rd, Leonardtown, MD 20650

    Buyer got cold feet! BACK ON THE MARKET! Discover your future at this picturesque property, set on a stunning 2 acre lot that feels like your own private park. With a freshly paved driveway and a beautiful stamped concrete walkway, this home is perfect for outdoor entertaining, relaxing with a good book, or hosting gatherings. Inside, this adorable two-level home has been completely updated from

    Delaney Burgess RE/MAX United Real Estate

    20400 Chingville Rd, Leonardtown, MD 20650
    • /54

      Est $463,582 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft

      44661 Deerfield Rd, Leonardtown, MD 20650

      44661 Deerfield Rd, Leonardtown, MD 20650
  • /33

    $350,000 Sold Dec 23, 2024

    • 1,247 Sq Ft
    • $281/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    20140 Piney Point Rd, Callaway, MD 20620

    New heat pump, new electric panel, new water heater, new plumbing, new siding, new gutters, all new appliances, new flooring, new doors, public sewer, well water

    Amber Cox Real Broker, LLC

    20140 Piney Point Rd, Callaway, MD 20620
    • /60

      Est $548,221 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,408 Sq Ft

      20981 Quince Ct, Callaway, MD 20620

      20981 Quince Ct, Callaway, MD 20620
  • /49

    $512,000 Sold Dec 05, 2024

    • 3,034 Sq Ft
    • $169/SF
    • 39 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    20929 Black Duck Ct, Callaway, MD 20620

    Step into 3,250 square feet of luxury living with this stunning 4-bedroom, 3.5-bath home, where every detail sings with elegance and function. From the moment you enter, you’re greeted by a spacious front office and a formal dining room, perfect for both work and entertaining. The kitchen shines with updated fantasy granite countertops and stainless steel appliances, while new carpet and fresh

    Diana Washabaugh CENTURY 21 New Millennium

    20929 Black Duck Ct, Callaway, MD 20620
    • /22

      Est $254,890 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,320 Sq Ft

      20911 Jo Marie Way, Callaway, MD 20620

      20911 Jo Marie Way, Callaway, MD 20620

Showing Results 1 - 40, Page 1 of 18

Home Trends in Callaway, MD

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$450,000
Median Townhouse Sale Price
$251,000
Average Price Per Sq Ft
$194
Number of Homes for Sale
3
Last 12 months Home Sales
17
Months of Supply
2.10
Median List Price
$447,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
27%
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