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Callaway, MD Homes for Sale

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  • /33

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    21345 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21345 Fairwood Court! Back active after brief weather -related pause. Showings now available. Thoughtfully updated and meticulously maintained, this move-in-ready home in the desirable Leonardtown Farms community offers space, layout, and functionality. With 5 bedrooms on the upper level, 3.5 bathrooms, and generous living spaces on every level, there is room to grow, gather, and truly

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 230-5835

    21345 Fairwood Ct, Leonardtown, MD 20650
  • /14

    $184,100

    • 1 Bed
    • 1.5 Baths
    • 879 Sq Ft

    45521 Westmeath Way Unit 12, Great Mills, MD 20634

    Beautiful First-Floor Condo Offering Comfort, Convenience, and Low-Maintenance LivingDiscover the perfect blend of comfort, style, and easy living in this beautifully maintained first-floor condo. Featuring 1 bedroom, 1.5 baths, and 879 square feet, this home is designed for simplicity and function without sacrificing modern appeal.Step through the secure entryway into a bright,

    Agent Photo

    Danielle Sloan

    JPAR Real Estate Professionals

    (240) 628-6899

    45521 Westmeath Way Unit 12, Great Mills, MD 20634
  • /2

    $25,000

    • Land
    • 0.25 Acre
    • $100,000 per Acre

    0 Sunset Dr, 2, Valley Lee, MD 20650

    Mills Point Perfection! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Mills Point in Southern Maryland. Buyer to perform all due diligence.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    (227) 234-0672

    0 Sunset Dr, 2, Valley Lee, MD 20650
  • /2

    $275,000

    • Land
    • 72.84 Acres
    • $3,775 per Acre

    0 Greens Crossing Way, Great Mills, MD 20634

    73.30 total acres consisting of 2 lots. All wooded. Great for hunting or exploring nature as it gets very close to the St. Mary's River. This is an Open Space parcel so no building permitted. Great price for a LOT of land.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (240) 262-0566

    0 Greens Crossing Way, Great Mills, MD 20634
  • /18

    $589,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft

    43641 Redmond Rd, Leonardtown, MD 20650

    This great 8+ acre property with scenic pasture views. Solid 4 bedroom rambler on full basement. So many possibilities.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 231-3115

    43641 Redmond Rd, Leonardtown, MD 20650
  • /16

    $100,000

    • Land
    • 1.26 Acres
    • $79,365 per Acre

    22453 Macarthur Blvd, California, MD 20619

    Discover the perfect canvas for your next home on this pristine, level 1+ acre parcel. Thoughtfully center your home to quick and accessible amenities in the county. This buildable lot offers a rare combination of natural beauty and modern convenience. Fruit trees were planted just a couple of years ago, (9 apple trees, varying types and 2 mature plum trees) This can add charm and the promise of

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 262-3802

    22453 Macarthur Blvd, California, MD 20619
  • /21

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    46783 Bryan Rd, Lexington Park, MD 20653

    Main level primary suite in this beauty. Plus 2 more good size bedrooms on 2nd level. 2.5 baths with a finished walkout basement with waterproof LVP flooring and huge laundry room. Freshly painted, newer stainless appliances, and newer ceiling fans (5). Large fenced in back yard with a shed plus a quaint front porch. This home is conveniently located minutes from shopping, Pax River, Exploration

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (240) 608-6964

    46783 Bryan Rd, Lexington Park, MD 20653
  • /27

    $254,999

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    45857 N Poteat Ct, California, MD 20619

    Welcome to this inviting one-level home offering comfort, function, and easy living. Featuring 3 bedrooms and 2 full baths, the layout is designed to maximize space and flow. The kitchen includes a convenient cut-out with seating, perfect for casual meals, entertaining, or staying connected while cooking. Spacious bedrooms provide flexibility for restful retreats, work-from-home needs, or guests.

    Jerrise Spencer Redfin Corp

    45857 N Poteat Ct, California, MD 20619
  • /9

    $45,000

    • Land
    • 0.38 Acre
    • $118,421 per Acre

    0 Saint Georges Park Rd, Piney Point, MD 20690

    You don't want to miss this! This lot has many features including a flat lot in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection and a well will be required. Clear this lot and it is ready to be built on! There are two lots available next to each other- Buy 1 lot or buy them both! This parcel includes lot 12, 14, and 16.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • /2

    $2,895,000

    • Land
    • 92 Acres
    • $31,467 per Acre

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653

    Available - Raw Land (Parcel 331: 92 AC ±, Parcel 332: 40 AC ±, Total = 132 AC ±); Zoning: Parcel 331: RM (Residential Med), Parcel 332: RL (Residential Low)

    Scott Wimbrow, SIOR Mackenzie Commercial R E SVCS, LLC

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653
  • /49

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    44913 Widgeon Place, Callaway, MD 20620

    Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay.The charming front porch sets the stage, offering a warm welcome and the perfect place to relax

    Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • /48

    $424,900

    • 3 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    22916 Gunston Dr, Lexington Park, MD 20653

    Over 2,200 sq ft single-level rambler located in an established neighborhood! This one-level living home features a spacious kitchen with abundant cabinet space, a built-in desk area. Pergo and laminate flooring throughout. The primary bedroom offers two walk-in closets, while all bedrooms are generously sized with excellent closet space. Additional highlights include a mudroom with a half bath,

    Jennifer Goddard CENTURY 21 New Millennium

    22916 Gunston Dr, Lexington Park, MD 20653
  • /29

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Nestled in the charming Patuxent Park neighborhood, this beautifully renovated, move-in ready Colonial home is set to impress with its thoughtful updates and inviting atmosphere. With a major renovation completed in 2025, this residence seamlessly blends classic charm with modern conveniences, making it the perfect sanctuary for those seeking comfort. Major updates include a new roof, new siding,

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /2

    $86,900

    • Land
    • 1.68 Acres
    • $51,726 per Acre

    22020 Victorian Dr, California, MD 20619

    Build you own home on this 1.677 acre lot in a great location!! No HOA in this community. The property has been perced and it's ready for your plans. Plat is available showing the perc location.

    Dawn Wood O'Brien Realty ERA Powered

    22020 Victorian Dr, California, MD 20619
  • /10

    $1,999,999

    • 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
  • /17

    $180,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    45880 S Springsteen Ct, California, MD 20619

    Investors and cash only!! Come check out this 3 bed 2 bath rambler. Larger primary suite and on suite! Granite countertops in kitchen. Great location and under 5 minutes PAX River Naval base!

    Christina Justice RE/MAX One

    45880 S Springsteen Ct, California, MD 20619
  • /6

    $290,000

    • Land
    • 0.57 Acre
    • $508,772 per Acre

    20225 Point Lookout Rd, Great Mills, MD 20634

    Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with

    Billy Rabbitt The Southside Group Real Estate

    20225 Point Lookout Rd, Great Mills, MD 20634
  • /26

    $289,900 Open Sun 1PM - 3PM

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

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653

    Welcome to 46345 Creeping Primrose Ln #G, a beautifully maintained 3-level interior townhome featuring 3 spacious bedrooms and 2.5 bathrooms townhome. This home offers refined comfort in a prime location. Step inside to a light-filled living space designed for both relaxation and entertaining, with thoughtful finishes and a warm, inviting atmosphere throughout. Perfectly positioned just minutes

    Earl Castain EbonAries Realty Group, LLC.

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653
  • /25

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    21421 Manon Way, Lexington Park, MD 20653

    Beautifully updated and move-in ready 3-bedroom, 1.5-bath townhome. This home features three spacious bedrooms on the upper level, a bright living room, and stunning hardwood floors throughout. The large kitchen offers ample space for cooking and dining, especially impressive for a townhome. Recent updates make this property truly turnkey. At this price, this home will not last long—schedule your

    Robert Bishop Smart Realty, LLC

    21421 Manon Way, Lexington Park, MD 20653
  • /25

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    21681 Shelby St, Great Mills, MD 20634

    Don't lift a finger—just unpack and unwind! This charming, lovingly renovated rambler is ready for you to move in and start the New Year right.Everything is new, from the LVP flooring and the sleek kitchen (new cabinets, countertops, and appliances) to the newer roof overhead. The open floor plan is perfect for modern living, offering a smart layout that places the primary bedroom on one side

    Jan Kleponis O'Brien Realty ERA Powered

    21681 Shelby St, Great Mills, MD 20634
  • /32

    $679,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** 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 *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • /45

    $635,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630
  • /2

    $339,900 Coming Soon

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

    21335 S Essex Dr, Lexington Park, MD 20653

    PRICED TO SELL! This 4 Bedroom 3 Bathroom Split Level with an attached 2-Car Garage is priced to move quick! Home will be active on Thursday 2/5! Call listing agent for additional details!

    Mark Frisco CENTURY 21 New Millennium

    21335 S Essex Dr, Lexington Park, MD 20653
  • /34

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    21488 Forest Run Dr, Lexington Park, MD 20653

    Welcome home to 21488 Forest Run! Fantastic opportunity for first-time buyers or savvy investors. This move-in ready home has all the major updates taken care of, including a new roof, HVAC system, and siding—all replaced in 2021. This charming rambler has been beautifully remodeled from top to bottom. Enjoy hosting friends and family in the open concept living, dining and kitchen space. And

    Dawn Riley RE/MAX One

    21488 Forest Run Dr, Lexington Park, MD 20653
  • /13

    $189,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /2

    $275,000

    • 2 Beds
    • 3.5 Baths
    • 1,720 Sq Ft

    45289 Woodstown Way, California, MD 20619

    Great 3 level townhouse ready for a new owner! Main level with living room, dining area and kitchen. Kitchen has bar style seating and plenty of counter space. Slider opens to back deck and fully fenced yard. Primary bedroom with 2 closets and full bathroom. Additional large bedroom with full bath in hallway. Finished rec room w/full bathroom and walk up access to back yard. Close to schools,

    Kelly Padgett CENTURY 21 New Millennium

    45289 Woodstown Way, California, MD 20619
  • /18

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    21514 Forest Run Dr, Lexington Park, MD 20653

    Fully renovated in 2023! This charming 3BR, 1.5BA home features a new roof, updated electrical and plumbing, and modern finishes throughout. Enjoy a beautifully updated kitchen with island, under-cabinet lighting, and new appliances, plus a spacious primary bedroom with custom closet and private half bath. The main bath offers a spa-like feel with Bluetooth speakers. Enclosed porch and deck

    Trina Speight RE/MAX Elegance

    21514 Forest Run Dr, Lexington Park, MD 20653
  • /38

    $624,999

    • 5 Beds
    • 3.5 Baths
    • 5,674 Sq Ft

    45656 Edge Mill Ct, Great Mills, MD 20634

    Welcome to 45656 Edge Mill Ct, a stately 5‐bedroom, 3.5‐bath Colonial tucked on a quiet cul‐de‐sac in Great Mills’ desirable Woodland Park. With over 5,600 square feet of premium living space, this home is ideal for entertaining, everyday comfort, and multi‐generational living. Step inside the grand 2‐story foyer, where gleaming hardwood floors, crown molding, and wainscoting set a refined tone.

    Samantha Porter Keller Williams Preferred Properties

    45656 Edge Mill Ct, Great Mills, MD 20634
  • /50

    $995,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, California, MD 20619
  • /2

    $520,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,523 Sq Ft

    21466 Colleen Place, Lexington Park, MD 20653

    COMING SOON – Lexington Park, MD Like-new detached single-family home offering 5 bedrooms and 3.5 baths with a fully finished basement, tucked away on a quiet cul-de-sac and designed for flexible living and modern comfort. The main level features a bright open-concept floor plan with granite countertops, a kitchen island with additional storage, and hardwood flooring throughout the main level and

    Rashidah Martin Keller Williams Preferred Properties

    21466 Colleen Place, Lexington Park, MD 20653
  • /58

    $859,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,127 Sq Ft

    18688 Hebb Rd, Valley Lee, MD 0

    Are you searching for a custom home. Look no further! This stunning custom-built residence, to be constructed by the highly acclaimed Litz Custom Homes, is designed for modern living in a serene setting. Situated on a spacious 2.5-acre lot in Drayden, this exquisite property comes with no HOA, offering you the freedom to enjoy your space. The Jackson floor plan seamlessly blends the charm of a

    Michele Posey RE/MAX Realty Group

    18688 Hebb Rd, Valley Lee, MD 0
  • /9

    $299,999

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    45851 N Poteat Ct, California, MD 20619

    SELLER OFFERING 2% SELLER CREDIT. Welcome to this beautifully renovated 4-bedroom, 2-bath home offering 1,400 sq. ft. of comfortable one-level living. Step inside to an inviting open-concept layout, centered around a stunning oversized kitchen island that can easily seat up to 12 guests—perfect for gatherings, meals, and entertaining. The spacious living room features floor-to-ceiling bay

    Josh Dill Home Towne Real Estate

    45851 N Poteat Ct, California, MD 20619
  • /21

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    45246 Coledorall Ct, California, MD 20619

    Welcome to 45246 Coledorall Court, a 3-bedroom, 2-bath home in the heart of California, Maryland! This rambler features newer flooring throughout, a bright main living area, and a spacious backyard perfect for relaxing, entertaining, or enjoying outdoor activities. The primary bedroom includes its own attached full bathroom, offering added privacy and convenience. The additional two bedrooms work

    Shelly Alonso Samson Properties

    45246 Coledorall Ct, California, MD 20619
  • /2

    $599,900

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    21744 Louden Ln, Lexington Park, MD 20653

    GREAT OPPORTUNITY AWAITS - Would you like to own your own apartment complex, condos or small subdivision. This property is zoned ***High Intensity Mixed Use***It's all possible on this 22.28 +/- Acre parcel. This property is split on both sides of Pegg Rd , and has designated entrances already in place suitable for both residential or commercial development. There are endless possibilities with

    Jay Camp Coldwell Banker Premier

    21744 Louden Ln, Lexington Park, MD 20653
  • /59

    $519,995

    • 5 Beds
    • 3 Baths
    • 2,572 Sq Ft

    20945 Rowan Knight Dr, Lexington Park, MD 20653

    Like-new 5-bedroom home in the heart of Lexington Park offering exceptional space, storage, and a highly convenient location. Enter the main floor to an open floor plan, front room is a flex space perfect for a home office or dining room, with a main level bedroom and full bathroom. The second floor features a versatile bonus room ideal for a home office, playroom, or flex space, along with an

    Jesieryl Hartzer CENTURY 21 New Millennium

    20945 Rowan Knight Dr, Lexington Park, MD 20653
  • /50

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    45756 Horsehead Rd, Great Mills, MD 20634

    Step inside this sweet Southern Maryland gem—an older home filled with charm, thoughtfully renovated in 2017 to bring in the best of both worlds. Sunlight pours through the windows, warming the hardwood floors and giving every room a bright, welcoming feel. The kitchen is a real centerpiece, featuring stainless appliances, modern tile floors, and a spacious island where everyone will want to

    Jesieryl Hartzer CENTURY 21 New Millennium

    45756 Horsehead Rd, Great Mills, MD 20634
  • /2

    $250,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,374 Sq Ft

    22033 Saint Gabriels Cir, Great Mills, MD 20634

    Adorable end unit townhouse ready for a new owner just in time for the holidays! This 3 bedroom 2 1/2 bathroom townhouse has it all. Large family room with gas fireplace, kitchen w/dining area, den/dining room off kitchen. Back door opens to deck and fully fenced yard. Great space to relax or entertain. Primary bedroom with vaulted ceiling and walk in closet. Primary bath with dual vanity & tile

    Kelly Padgett CENTURY 21 New Millennium

    22033 Saint Gabriels Cir, Great Mills, MD 20634
  • /5

    $150,000

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    45252 Happyland Rd, Valley Lee, MD 20692

    1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned afterCommercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited(RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No.

    Lawrence Lessin Save 6, Incorporated

    45252 Happyland Rd, Valley Lee, MD 20692
  • /21

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    22735 Bellwood Ln, California, MD 20619

    Lovely brick front 3-bedroom, 1.5 bath ranch home nestled on a spacious and level .57 acre fenced lot, with driveway parking, covered patio, and a lush yard and garden shed. Inside, an open floor plan features a living room with a bay window and an opening to the dining room that features a striking chandelier and flows into the well-appointed kitchen. The family room also off the living room

    Jennifer Young Keller Williams Realty

    22735 Bellwood Ln, California, MD 20619

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Callaway, MD?
The most popular zip codes in Callaway, MD include 20620, 20650, 20634, 20692 and 20619.
What are the most popular neighborhoods near Callaway, MD?
The most popular neighborhoods near Callaway, MD are Callaway, Piney Point, Saint George Island, Saint Leonard and Port Republic.
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