53

Callaway, MD Homes for Sale with Acreage

Section Image
  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /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
  • 44646 Medleys Neck Rd, Leonardtown, MD 20650
    44646 Medleys Neck Rd, Leonardtown, MD 20650
    /2

    $99,999

    • 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
  • 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

    Jay Camp Coldwell Banker Jay Lilly Real Estate

    21744 Louden Ln, Lexington Park, MD 20653
  • Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 6 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /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
  • Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /2

    $155,000

    • Land
    • 2.09 Acres
    • $74,163 per Acre

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 5 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 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /2

    $160,000

    • Land
    • 2.49 Acres
    • $64,257 per Acre

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 4 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. Approved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 4 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • Lot 2 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 2 Mt Pleasant Fa 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
  • Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630
    Lot 1 Mt. Pleasant F Drayden Rd, Drayden, MD 20630
    /2

    $195,000

    • Land
    • 5 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
  • 0 Saint Andrews Church Rd, California, MD 20619
    0 Saint Andrews Church Rd, California, MD 20619
    0 Saint Andrews Church Rd, California, MD 20619
    /5

    $750,000

    • Land
    • 83 Acres
    • $9,065 per Acre

    0 Saint Andrews Church Rd, California, MD 20619

    Mike Jordan CENTURY 21 New Millennium

    0 Saint Andrews Church Rd, California, MD 20619
  • 19936 Tower Hill Rd, Leonardtown, MD 20650
    19936 Tower Hill Rd, Leonardtown, MD 20650
    /2

    $130,000

    • Land
    • 6 Acres
    • $20,537 per Acre

    19936 Tower Hill Rd, Leonardtown, MD 20650

    Barbara Stellway KW Metro Center

    19936 Tower Hill Rd, Leonardtown, MD 20650
  • 46210 Stasha Ct, Drayden, MD 20630
    46210 Stasha Ct, Drayden, MD 20630
    46210 Stasha Ct, Drayden, MD 20630
    /27

    $605,900 New Construction

    • 4 Beds
    • 2.5 Baths

    46210 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** The DEVONSHIRE II Model, Elevation III *** GARAGE ****FABULOUS KITCHEN w/ Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** FLEX Room off Kitchen could be Separate DINING Rm or STUDY or ART Room ** 2ND Floor LAUNDRY ** full BASEMENT w/Rough in for a FULL BATH **

    Lisa Riggleman RE/MAX One

    46210 Stasha Ct, Drayden, MD 20630
  • 0 Great Mills Rd, Lexington Park, MD 20653
    0 Great Mills Rd, Lexington Park, MD 20653
    0 Great Mills Rd, Lexington Park, MD 20653
    /6

    $15,000

    • Land
    • 1.67 Acres
    • $8,982 per Acre

    0 Great Mills Rd, Lexington Park, MD 20653

    ONLINE AUCTION: Bidding begins 08/5/2025 @ 10:00 AM. Bidding ends 08/07/2025 @ 11:10 AM. List Price is Suggested Opening Bid. Lot of Land located in Lexington Park, Maryland within Saint Mary's County. Property is in close proximity to Saint Mary's Square Shopping Center & Saint Mary's State Park. Property is Vacant. Easy Access to Major Traffic Artery Point Lookout Road. Deposit: $5,000.

    Adam Shpritz Ashland Auction Group LLC

    0 Great Mills Rd, Lexington Park, MD 20653
  • 45151 Knotts Dr, Callaway, MD 20620
    45151 Knotts Dr, Callaway, MD 20620
    45151 Knotts Dr, Callaway, MD 20620
    /35

    $549,900

    • 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

Showing Results 41 - 53, Page 2 of 2

Maryland St Marys County Callaway

Homes for Sale with Acreage in Callaway, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Callaway, there are currently 53 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group