32

Callaway, MD Homes for Sale with Acreage

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  • /79

    $689,000

    • 5 Beds
    • 2.5 Baths
    • 4,072 Sq Ft

    20426 Heron Ln, Lexington Park, MD 20653

    Huge price reduction with motivated sellers. How can you tell a builder lives here without knowing a builder lives here? The WOW factor! In every room you'll notice a difference not seen in other homes, like perfection in the details INCLUDING in the Main home insulated floor, lots of crown molding, beautiful flooring, conditioned crawl, newer 30 year shingles in 2023, newer HVAC in 2018, Gas

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 290-6450

    20426 Heron Ln, Lexington Park, MD 20653
  • /29

    $469,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    19809 Point Lookout Rd, Lexington Park, MD 20653

    Step inside to a large home that needs your finishing touches WITH a HUGE detached building 35' deep x 105' long. The sale is AS IS. Most of the repairs needed are cosmetic, ie. flooring, painting, appliances, etc. This home has 2 main level bedrooms, sunroom, HUGE family room, large kitchen and dining area, laundry closet, and more. The upper level has a family room, a full bath, and 2

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 261-5827

    19809 Point Lookout Rd, Lexington Park, MD 20653
  • /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
  • /45

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650

    Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acresStep inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and

    Tracey Summers CENTURY 21 New Millennium

    20753 Chestnut Ridge Dr, Leonardtown, MD 20650
  • /61

    $574,900

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    46170 N Greens Rest Dr, Great Mills, MD 20634

    This 4 bed, 3.5 bath rambler features an open floor plan and one-level living in the respected Riverside Farms neighborhood. This home is well removed from the traffic and noise of Rte 235, offering a pleasant quiet in the rural setting by the river. The property features a level 1.39 acre lot, including a gazebo and storage shed, and it is situated just a short walk from the community pier and

    Danny Morris O'Brien Realty ERA Powered

    46170 N Greens Rest Dr, Great Mills, MD 20634
  • /63

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,655 Sq Ft

    44180 Cross Bow Ln, California, MD 20619

    Welcome Home to 44180 Cross Bow Lane centrally located in the highly desirable Arrowhead neighborhood in California, MD. The home has been well maintained and is move in ready. Beautiful hardwood floors throughout were recently refinished in 2024. Fresh paint, new carpet, updated lighting/ceiling fans and new Levolor blinds. Newer heat pump, new gutters and new 50-year shingled roof in 2025 for

    Cynthia Ballard CENTURY 21 New Millennium

    44180 Cross Bow Ln, California, MD 20619
  • /82

    $660,000

    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    22951 Cattail Ln, California, MD 20619

    Welcome to 22951 Cattail Ln, a welcoming custom brick home in Wildewood’s popular Redwood subdivision. This spacious property features 4 bedrooms and 3 full baths upstairs. The primary bedroom has a custom walk-in closet and a second, smaller closet. The ensuite bathroom is equipped with 2 showers. All bedrooms are extremely spacious! The Laundry is located upstairs and has a utility sink.

    Heather Foster RE/MAX One

    22951 Cattail Ln, California, MD 20619
  • /59

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 3,534 Sq Ft

    46442 Hyatt Ct, Drayden, MD 20630

    SELLERS ARE MOTIVATED! Welcome to 46442 Hyatt Court in Porto Bello Estates! This huge colonial is situated on over 3 acres of woods and nestled back off the cul-de-sac so you and your family can enjoy the serene privacy of the mature trees. Upon arriving at the home, you will note the extensive stone landscaping which really adds to the lot's rustic woodsy feel. Entering into the home, you are

    Michele Hughes RE/MAX Realty Group

    46442 Hyatt Ct, Drayden, MD 20630
  • /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

    $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
  • /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
  • /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
  • /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
  • /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
  • /8

    $750,000 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
  • /58

    $859,900 Coming Soon

    • 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
  • /42

    $520,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    42611 Wilderness Rd, Leonardtown, MD 20650

    Classic Private Colonial offers the perfect blend of tranquility and convenience, nestled on a generous 1.25-acre lot that backs to mature trees for ultimate shade and privacy. Outdoor Living: Enjoy entertaining or quiet mornings on the large vinyl deck, overlooking a great yard. The circular paved driveway provides easy access and added convenience. The Home: Featuring a traditional layout, you

    Dawn Bell RE/MAX One

    42611 Wilderness Rd, Leonardtown, MD 20650
  • /10

    $215,000

    • Land
    • 5 Acres
    • $43,000 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
  • /42

    $364,000

    • 5 Beds
    • 2 Baths
    • 1,456 Sq Ft

    47209 Lincoln Ave, Lexington Park, MD 20653

    ***CLOSING HELP AVAILABLE***Beautiful & Updated 5 bedroom-2 full bathroom rambler on 1.38 Acres – Move-In Ready!Welcome to this beautifully updated and spacious rambler, perfectly situated on a generous 1.38-acre lot. Flooded with natural light, this home offers both comfort and modern upgrades throughout.The heart of the home is the redesigned kitchen, featuring brand-new

    Blanca Alvarez Smart Realty, LLC

    47209 Lincoln Ave, Lexington Park, MD 20653
  • /13

    $219,000

    • 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
  • /39

    $559,999

    • 4 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    46486 Hilton Ridge Dr, Lexington Park, MD 20653

    * paint & carpet credit * Hilton Ridge Community BEAUTY on over 2 acres! Located at the end of a private cul-de-sac and backing to your own private land. Main level has a large mudroom, formal living area, dining area, large kitchen, breakfast area and family room with fireplace and an entry to the back deck. The back yard will be your own personal sanctuary, plenty of yard but also surrounded by

    Kaitlyn Boas Infinitas Realty Group

    46486 Hilton Ridge Dr, 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
  • /5

    $4,500,000

    • Land
    • 390.43 Acres
    • $11,526 per Acre

    0 Three Notch Rd, Lexington Park, MD 20653

    RARE OPPORTUNITY - 390 ACRES - CHESAPEAKE BAY WATERFRONT: Sale Includes Two (2) Parcels Consisting of 390 Acres +/- of Wooded Land w/ Approx. 1000 LF of Waterfront and Expansive Views. Potential of Eight (8) Building Lots, Marketable Timber or Incredible Hunting, Fishing and Recreational Land with Deer and Turkey. Property also Affords 2,000 LF of Road Frontage Along Three Notch Road (MD Route

    Anne Hooper Hooper & Associates

    0 Three Notch Rd, Lexington Park, MD 20653
  • /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac River’s white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /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
  • /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
  • /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
  • /2

    $80,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to

    Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
  • /2

    $160,000

    • Land
    • 2.37 Acres
    • $67,511 per Acre

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 6 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /2

    $195,000

    • Land
    • 5.41 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
  • /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
  • /24

    $249,900

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

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
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