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Callaway, MD Homes for Sale with Acreage

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  • 19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    19393 N Snow Hill Manor Rd, Lexington Park, MD 20653
    /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
  • 20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    20098 Piney Point Rd, Callaway, MD 20620
    /67

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653
    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653
    /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
  • 22755 Deerhaven Ln, California, MD 20619
    22755 Deerhaven Ln, California, MD 20619
    22755 Deerhaven Ln, California, MD 20619
    /33

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    22755 Deerhaven Ln, California, MD 20619

    Rare opportunity to enjoy the perfect blend of country living and everyday convenience! Nestled on 3 private acres in California, Maryland, this charming farmette is just minutes from schools, shopping, restaurants, and PAX Naval Air Station, yet offers the peaceful setting you've been dreaming of. The 1,824 sq ft rambler features 3 bedrooms, 2 full baths, and a spacious floor plan designed for

    Mary Chambers JPAR Real Estate Professionals

    22755 Deerhaven Ln, California, MD 20619
  • 18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    /7

    $79,900

    • Land
    • 3.57 Acres
    • $22,381 per Acre

    18832 Piney Point Rd, Valley Lee, MD 20692

    Welcome to 18832 Piney Point Road! This property spans 3.57 acres and includes two lots within one parcel. Build your dream home in the peaceful waterfront community of Piney Point, Maryland. This exceptional parcel offers a rare opportunity to create a custom residence surrounded by natural beauty, privacy, and coastal charm. Nestled near the Potomac River, the property provides a serene setting

    Jonathan Benya EXP Realty, LLC

    18832 Piney Point Rd, Valley Lee, MD 20692
  • 20980 Aster Dr, Callaway, MD 20620
    20980 Aster Dr, Callaway, MD 20620
    20980 Aster Dr, Callaway, MD 20620
    /3

    $625,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    20980 Aster Dr, Callaway, MD 20620

    Welcome to 20890 Aster Drive, where privacy, efficiency, and timeless charm come together on more than 4 peaceful acres in the heart of Callaway. This inviting Cape Cod offers the freedom of country living with no HOA, while providing exceptional value through major system upgrades that make homeownership both comfortable and economical. Step inside to discover a light-filled family room with

    Charlotte Long EXP Realty, LLC

    20980 Aster Dr, Callaway, MD 20620
  • 44911 Buck Redman Rd, Callaway, MD 20620
    44911 Buck Redman Rd, Callaway, MD 20620
    /2

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    44911 Buck Redman Rd, Callaway, MD 20620

    Nestled on a serene 2.17-acre lot, this charming ranch-style home offers a perfect blend of comfort and nature. Surrounded by lush trees and partly wooded areas, the property provides a tranquil retreat, ideal for those seeking peace and privacy. Imagine sipping your morning coffee while enjoying views of the garden and woods from your rear yard, where you can create your own outdoor oasis.

    Sheila Milburn Coldwell Banker Premier

    44911 Buck Redman Rd, Callaway, MD 20620
  • 46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    46080 Usher Ln, Valley Lee, MD 20692
    /3

    $125,000

    • Land
    • 2.58 Acres
    • $48,450 per Acre

    46080 Usher Ln, Valley Lee, MD 20692

    If you’re looking for a manageable homesite that still gives you breathing room, this 2.58-acre wooded lot in Valley Lee is a standout. Tucked into a quiet, natural setting, it offers the kind of privacy and space that’s getting harder to find—without feeling overwhelming. The parcel is partially cleared, making it easier to visualize your future home placement, driveway approach, and outdoor

    Robert Gauger EXP Realty, LLC

    46080 Usher Ln, Valley Lee, MD 20692
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /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
  • 19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor Ct, Drayden, MD 20630
    19103 Windsor 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
  • 0 Planters Ct, Lexington Park, MD 20653
    0 Planters Ct, Lexington Park, MD 20653
    /2

    $45,000

    • Land
    • 11.9 Acres
    • $3,782 per Acre

    0 Planters Ct, Lexington Park, MD 20653

    This 12 acre property is located in Lexington Park and is deeded "Open Space". The property is nearly 100% old growth trees with a small stream running through the center of the property. The land backs up to many houses on Planters Ct and has 1,000ft of road frontage on Willows Rd. Raw land. Recreational use. Adjacent to public water and sewer. Contact county for potential land use.

    Anne Davis CENTURY 21 New Millennium

    0 Planters Ct, Lexington Park, MD 20653
  • 0 Whirlwind Rd, Leonardtown, MD 20650
    0 Whirlwind Rd, Leonardtown, MD 20650
    0 Whirlwind Rd, Leonardtown, MD 20650
    /17

    $288,900

    • Land
    • 23.44 Acres
    • $12,325 per Acre

    0 Whirlwind Rd, Leonardtown, MD 20650

    Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. This 23-acre parcel of raw land offers many possibilities, whether establishing an enduring farmette, subdividing to reap the rewards, or

    Brooke Matthews RE/MAX One

    0 Whirlwind Rd, Leonardtown, MD 20650
  • 46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    46175 N Greens Rest Dr, Great Mills, MD 20634
    /8

    $269,700

    $29K PRICE DROP
    • Land
    • 1.63 Acres
    • $165,460 per Acre

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot with permits, approved site plan, grading, and foundation in for 4BR, 3-4 BA 3500+ sq. ft. custom rambler with basement. Handicap accessible! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier.Conveniently, located close to Leonardtown and Pax River

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /25

    $776,220

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,253 Sq Ft

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 18665 Hebb Way, Drayden, MD 20630
    18665 Hebb Way, Drayden, MD 20630
    18665 Hebb Way, Drayden, MD 20630
    /18

    $200,000

    • Land
    • 5.41 Acres
    • $36,969 per Acre

    18665 Hebb Way, Drayden, MD 20630

    5.4-Acre Homesite in Drayden, MD – Ready for Your Dream Home! Discover the perfect blend of open space and privacy with this beautiful 5.4-acre property in Drayden, Maryland. Featuring approximately 3.0 acres of level, open land and 2.4 acres of mature woods, this property offers endless possibilities for your custom home and outdoor lifestyle. The lot has already been perc-approved (documents

    Dorothy Bistransin Redfin Corp

    18665 Hebb Way, Drayden, MD 20630
  • 19335 Greens Crossing Ct, Great Mills, MD 20634
    19335 Greens Crossing Ct, Great Mills, MD 20634
    19335 Greens Crossing Ct, Great Mills, MD 20634
    /62

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    19335 Greens Crossing Ct, Great Mills, MD 20634

    Classic colonial in desirable The Crossing at Riverside Farms neighborhood. Feel like you're in the country on this 1+ acre lot but only minutes to shopping, schools, parks and Pax River Base. Nice open floor plan features a generous open floor plan with spacious kitchen that has ample cabinet and counter space, walk-in pantry, large island and sun room overlooking the fenced backyard. All flow

    Jennifer Mullennix CENTURY 21 New Millennium

    19335 Greens Crossing Ct, Great Mills, MD 20634
  • 45291 Take It Easy Ranch Rd, Callaway, MD 20620
    45291 Take It Easy Ranch Rd, Callaway, MD 20620
    45291 Take It Easy Ranch Rd, Callaway, MD 20620
    /9

    $279,900

    • Land
    • 15 Acres
    • $18,660 per Acre

    45291 Take It Easy Ranch Rd, Callaway, MD 20620

    15 Acres with Two Approved Building Lots – Ready to Build Exceptional opportunity to own 15 acres comprised of two approved building lots, offering flexibility for building, investment, or a family compound. Lot 1: 5-acre parcel, mostly cleared, with an approved perc site, ready for your custom home.Lot 2: 10-acre parcel featuring both cleared and wooded areas, an existing septic system,

    Carol Kalmus-Choporis Century 21 Redwood Realty

    45291 Take It Easy Ranch Rd, Callaway, MD 20620
  • 21744 Louden Ln, Lexington Park, MD 20653
    21744 Louden Ln, Lexington Park, MD 20653
    /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
  • 44294 Plantation Ct, California, MD 20619
    44294 Plantation Ct, California, MD 20619
    44294 Plantation Ct, California, MD 20619
    /44

    $564,900

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    44294 Plantation Ct, California, MD 20619

    Welcome home to the perfect blend of timeless elegance, modern updates, and peaceful country living. Situated on a picturesque 1-acre lot in California, Maryland, this beautifully maintained 5-bedroom home offers the space, comfort, and privacy you've been searching for.Step inside to a bright, welcoming foyer that opens to a thoughtfully designed floor plan ideal for both everyday living and

    Chris Hill CENTURY 21 New Millennium

    44294 Plantation Ct, California, MD 20619
  • 45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    45252 Happyland Rd, Valley Lee, MD 20692
    /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
  • 0 Piney Point Rd, Callaway, MD 20620
    0 Piney Point Rd, Callaway, MD 20620
    /2

    $85,000

    $10K PRICE DROP
    • Land
    • 1.5 Acres
    • $56,667 per Acre

    0 Piney Point Rd, Callaway, MD 20620

    Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere

    Jessica Raley CENTURY 21 New Millennium

    0 Piney Point Rd, Callaway, MD 20620
  • 19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    19700 Mulberry Fields Rd, Leonardtown, MD 20650
    /139

    $15,000,000

    Open Sat 1PM - 3PM
    • 6 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    LUXURY PROPERTY AUCTION: 13 August - 27 August.Accepting starting bids through 27 August.Listed for $20M.Earn an incentive by 13 August. OPEN HOUSES EVERY WEEKEND SATURDAY AND SUNDAY 1-3 PM. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED! Mulberry Fields is one of those rare places where the land itself tells the story. The

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • 44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    44939 Shore Dr, Tall Timbers, MD 20690
    /59

    $495,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    44939 Shore Dr, Tall Timbers, MD 20690

    One level living with waterfront views are ready for you to move right in! This one story home includes 4 bedrooms and 2 full bathrooms. The home was renovated in 2016. As you enter the home, the open concept kitchen and main living area are perfect for hosting gatherings or entertaining. The kitchen has quartz counters, upgraded cabinets, stainless appliances, tile backsplash, upgraded lighting,

    Kelly Padgett Century 21 Redwood Realty

    44939 Shore Dr, Tall Timbers, MD 20690
  • 43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    43488 Medleys Neck Rd, Leonardtown, MD 20650
    /10

    $190,000

    • Land
    • 5 Acres
    • $38,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • 42700 Moll Dyer Rd, Leonardtown, MD 20650
    42700 Moll Dyer Rd, Leonardtown, MD 20650
    /2

    $300,000

    • Land
    • 15 Acres
    • $20,000 per Acre

    42700 Moll Dyer Rd, Leonardtown, MD 20650

    Discover a prime 15-acre parcel of land, offering a unique investment opportunity with significant potential returns. This property features a serene backdrop of trees and wooded areas, providing a tranquil setting while ensuring privacy. The sloping terrain enhances the natural beauty and could be ideal for various development projects, from residential homes to recreational retreats. The wooded

    Paul Fenton Coldwell Banker Premier

    42700 Moll Dyer Rd, Leonardtown, MD 20650
  • 20275 Jackson Rd, Callaway, MD 20620
    20275 Jackson Rd, Callaway, MD 20620
    20275 Jackson Rd, Callaway, MD 20620
    /7

    $250,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    20275 Jackson Rd, Callaway, MD 20620

    Opportunity awaits on this beautiful 3.05-acre parcel tucked away on a quiet paved road in the heart of Callaway. Whether you're looking for a renovation project, a homesite to build your dream home or an investment property, this property offers incredible potential with existing infrastructure already in place.The current mobile home is in need of significant renovation or removal, making

    Charlotte Long EXP Realty, LLC

    20275 Jackson Rd, Callaway, MD 20620
  • 19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    19163 N Porto Bello Ln, Drayden, MD 20630
    /31

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR 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

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • 45433 Drayden Rd, Valley Lee, MD 20692
    45433 Drayden Rd, Valley Lee, MD 20692
    45433 Drayden Rd, Valley Lee, MD 20692
    /13

    $2,250,000

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 4,228 Sq Ft

    45433 Drayden Rd, Valley Lee, MD 20692

    Welcome to Mount Olive Farm! A breathtaking 39-acre horse farm featuring a beautifully restored manor home originally built in 1880. Rich in history and thoughtfully updated over the years, this exceptional estate seamlessly blends timeless character with modern amenities. The home features a stunning gourmet kitchen addition equipped with a commercial-grade range, Viking double ovens, a

    Carol Kalmus-Choporis Century 21 Redwood Realty

    45433 Drayden Rd, Valley Lee, MD 20692
  • 19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    19285 Vanderhoof Ln, Valley Lee, MD 20692
    /3

    $135,000

    • Land
    • 4.24 Acres
    • $31,840 per Acre

    19285 Vanderhoof Ln, Valley Lee, MD 20692

    Rare 4.239-acre wooded sanctuary with approved perc in Valley Lee, the perfect canvas for your dream retirement home or development opportunity. This pristine parcel combines natural serenity with practical build-ready advantages. Mature trees provide exceptional privacy and natural cooling, ideal for a one-level custom home designed for comfortable retirement living. The approved percolation

    Robert Gauger EXP Realty, LLC

    19285 Vanderhoof Ln, Valley Lee, MD 20692
  • 45113 Settlers Ln, California, MD 20619
    45113 Settlers Ln, California, MD 20619
    /2

    $99,900

    • Land
    • 1.39 Acres
    • $71,871 per Acre

    45113 Settlers Ln, California, MD 20619

    1.39 Acre Building lot. The permit package is in withe the county, it only needs to be finalized and impact fees paid. See the site plan and floor plan in the documents. The location has NO HOA and while it is close to just about everything it feels very private. Bring your builder or we can supply a builder for you! Current owner intended to build a spec home on the lot until plans changed. It

    Mark Frisco CENTURY 21 New Millennium

    45113 Settlers Ln, California, MD 20619
Maryland St Marys County

Homes for Sale with Acreage in Callaway, MD

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In Callaway, there are currently 30 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Callaway, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Callaway and discover the potential and freedom that comes with owning your own piece of property.

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