153

Caroline County MD Homes for Sale

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  • /14

    $189,900

    • Studio
    • 1,983 Sq Ft

    603 W Sunset Ave, Greensboro, MD 21639

    Investment property! Two income producing occupied rentals. 2 bedroom, 1 bath and 3 beedroom, 1 bath. Both under lease. Large yard with pleanty of parking! Seller to give discount if purchased with 605 W Sunset.Has been registered Led Free!

    Scott Judy Coldwell Banker Waterman Realty

    603 W Sunset Ave, Greensboro, MD 21639
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /73

    $545,000

    • 3 Beds
    • 3 Baths
    • 3,088 Sq Ft

    22005 Main St, Hillsboro, MD 21641

    This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle.The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • /9

    $87,500

    • Land
    • 0.74 Acre
    • $118,243 per Acre

    0 Mill & Lincoln St, Greensboro, MD 21639

    NEW PRICE!!! Unique Opportunity to purchase 3 Parcels in the Town of Greensboro!! One of which has a hooked up Water/Sewer account, so instant savings on no tap fee!! Parcels are believed to total approximately 0.74 Acres, more or less. Dilapidated dwelling exists in the center of the parcels, in need of tear down or possible major renovation. Town of Greensboro building codes and ordinances

    Erin Anderson Chesapeake Real Estate Associates, LLC

    0 Mill & Lincoln St, Greensboro, MD 21639
  • /95

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    25305 Sandy Point Rd, Greensboro, MD 21639

    Discover this stunning three-story waterfront home on the Choptank River, just five minutes from downtown Denton and Route 404. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an additional half bath, and a laundry room. Upstairs, two additional bedrooms, a full bath,

    Janet Larson Benson & Mangold, LLC

    25305 Sandy Point Rd, Greensboro, MD 21639
  • /4

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632

    Enjoy the country life! Very nice 2-acre lot. Per approved for a septic system. Just minutes from the town of Federalsburg. No deed of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632
  • /3

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632

    2-Acre Perc Approved Lot! Enjoy country living! Just minutes from the town of Federalsburg. No deeds of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
  • /6

    $125,000

    • Land
    • 2.40 Acres
    • $52,083 per Acre

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.4-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660
  • /6

    $125,000

    • Land
    • 2.54 Acres
    • $49,213 per Acre

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
  • /7

    $125,000

    • Land
    • 2.31 Acres
    • $54,113 per Acre

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660
  • /7

    $129,000

    • Land
    • 3.51 Acres
    • $36,752 per Acre

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660
  • /7

    $129,000

    • Land
    • 3.33 Acres
    • $38,739 per Acre

    0 Burnt Mill Rd Unit MDCM2005290, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005290, Ridgely, MD 21660
  • /5

    $55,000

    • Land
    • 0.27 Acre
    • $203,704 per Acre

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639

    Prime Opportunity for Walkable Living or Development in Greensboro MD. Attention developers Home Builders and Homeowners - Build Your Dream Home: This vacant at Lot 3 on School Street, offers unmatched potential for creativity and flexibility. With public water and sewer access available, this centrally located lot is primed for growth and offers an incredible opportunity to be part of

    Lisa Knotts Meredith Fine Properties

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
  • /17

    $285,000

    • 3 Beds
    • 2 Baths
    • 2,546 Sq Ft

    14706 Cherry Ln, Ridgely, MD 21660

    Are you looking for a diamond in the rough with endless potential at a great price? Here is your opportunity! Make this home shine again and create your own retreat! Leave the stress of every day life behind in this 3 bedrooms, 2 baths rambler with basement, on a beautiful lot and outside of all the hustle and bustle. Come and see for yourself! Hurry! Don't let this one get away! Needs work. Sold

    Ingrid Butler CENTURY 21 New Millennium

    14706 Cherry Ln, Ridgely, MD 21660
  • /27

    $150,000

    • 2 Beds
    • 1 Bath
    • 480 Sq Ft

    103 Smith St, Federalsburg, MD 21632

    Small town living at it's best, walk across street to Marshy Hope River, fishing canoeing, boat ramp and parkCome home to a completely remolded house, small but cozy, 2BR 1BA, all new appliances, electric, roof, gourmet kitchen

    Barbara Nichols Results Realty Inc.

    103 Smith St, Federalsburg, MD 21632
  • /3

    $30,000

    • Land
    • 0.28 Acre
    • $107,143 per Acre

    202 Brooklyn Ave, Federalsburg, MD 21632

    Reduced from $40,000 to $30,000.

    Barton Johnson/not int Marshy Hope Realty LLC

    202 Brooklyn Ave, Federalsburg, MD 21632
  • /20

    $70,000

    • 3 Beds
    • 1 Bath
    • 768 Sq Ft

    25035 Auction Rd, Denton, MD 21629

    Little rough and sold AS-IS. Near chicken houses. Inspections welcome at buyers expense. I don't want to say shed or garage is tear down because enterprising individual may 'Repair' without permits. The electric is still on but suggest day time showings. Make an offer!

    Michael Shipley Benson & Mangold, LLC.

    25035 Auction Rd, Denton, MD 21629
  • /15

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    501 Lincoln St, Denton, MD 21629

    Property is being sold As/ Is. Located on a corner lot. Owner has completed some work to the property, but additional work will be required. Please contact Denton Planning and Codes to verify remaining requirements to obtain an occupancy permit.

    Diane Wenk Wright Real Estate

    501 Lincoln St, Denton, MD 21629
  • /29

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    207 Bloomingdale Ave, Federalsburg, MD 21632

    Welcome to 207 Bloomingdale Ave, nestled in the picturesque town of Federalsburg....Character, Charm & Good Bones!!! Perfect for someone who doesn't mind a little sweat equity!! With a fresh coat of paint, new countertops, new flooring and some added finishing touches this home will shine again!! This all brick spacious home features 3 bedrooms, 2 baths, dedicated light filled living room with

    Karen Clark Clark & Co Realty, LLC

    207 Bloomingdale Ave, Federalsburg, MD 21632
  • /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /77

    $629,000

    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft

    8197 Detour Rd, Denton, MD 21629

    Hunters Paradise: 3 Br, 3 Baths, 3 car garage all on 16.60 acres with very large machine shop /workshop. Acreage is mostly wooded with a stream running through the back of the property. Great deer and turkey hunting. Room for horses, chickens, goats or whatever your heart's desire. The 2,565 sq ft home offers Living room w/ fireplace (wood stove insert), Country kitchen w/attached breakfast

    Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629
  • /13

    $389,999

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    314 Kerr Ave, Denton, MD 21629

    Huge open backyard will easily accommodate a pool, playground, or outdoor games. There is a handicap ramp in the garage entry. The internal walls will allow wheelchair passage (37.5 inches). work bench in garage, shelving installed in garage. New carpeting installed in the three bedrooms on June 27, 2025. The new roof was put on and finished June 11,2025. Seller is motivated.

    Donald Schloss Taylor Properties

    314 Kerr Ave, Denton, MD 21629
  • /7

    $127,000

    • Land
    • 4.14 Acres
    • $30,676 per Acre

    0 Burnt Mill Rd Unit MDCM2004850, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 4.14 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2004850, Ridgely, MD 21660
  • /8

    $225,000

    • Land
    • 0.06 Acre
    • $3,750,000 per Acre

    245 Briarwood Cir, Denton, MD 21629

    LETS MAKE A DEAL****Hard to Find Great Construction Project waiting for you.Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Or remove and build new for this special block of 4 town house lots. Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • /8

    $225,000

    • Studio

    245 Briarwood Cir, Denton, MD 21629

    Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or rent.Listing shows one lotLots 55, 56, 57 & 58 This is a unique opportunity for small project in a nice setting.Call for details.

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • /37

    $415,000

    • 3 Beds
    • 3 Baths
    • 2,464 Sq Ft

    25513 Hill Rd, Greensboro, MD 21639

    Don't miss this large home on 1.4 country acres with lots to offer! Home has 3 bedrooms 3 baths, and an office that could be an additional br and a play room. As you enter the home from the front porch the warm and welcoming living room awaits you with it's wood floors and stone fireplace with built in shelving. The large kitchen with an extra wall of pantry cabinets, extra freezer and

    Marcia Rostien Long & Foster Real Estate, Inc.

    25513 Hill Rd, Greensboro, MD 21639
  • /6

    $85,000

    • Land
    • 1.15 Acres
    • $73,913 per Acre

    0 Laurel Ln, Denton, MD 21629

    Beautiful, wooded lot ready to be built on available in established Forest Landing. Conveniently located between Denton and Easton. Lot has approved perc for a 4 bedroom mound system. Community offers a private beach area, picnic tables, great spot to launch your canoe or kayak or do a little fishing. Not many opportunities to build your next home in a mature neighborhood left around.

    Michael Bozek Michael J. Bozek

    0 Laurel Ln, Denton, MD 21629
  • /2

    $79,900

    • Land
    • 0.21 Acre
    • $380,476 per Acre

    6 N Central Ave, Ridgely, MD 21660

    Zoned commercial is this prime lot in the heart of Ridgely and next to the Town Office. Convenient street parking fronting the lot.

    Chuck Mangold Benson & Mangold, LLC

    6 N Central Ave, Ridgely, MD 21660
  • /16

    $299,900

    • Land
    • 3.40 Acres
    • $88,206 per Acre

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
  • /18

    $114,000

    • 2,168 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Prime Half-Acre Lot Near Smithville Lake – Cleared, with Well and Oversized Garage BayThis unique 0.48-acre property on Possum Hill Rd is ideally situated less than a mile west of the Maryland-Delaware state line, offering a rare combination of open space, infrastructure, and development potential.Property Highlights:Cleared Lot with Existing Well – The land has already been cleared

    Sam Benkirane Proplocate Realty, LLC

    28035 Possum Hill Rd, Federalsburg, MD 21632
  • /3

    $37,500

    • Land
    • 0.23 Acre
    • $163,043 per Acre

    222 Denton Rd, Federalsburg, MD 21632

    This listing includes 2 residential building lots, Map 200, Parcel 1, Map 200, Parcel 2.Corner lots with frontage on Denton Road and Laurel Grove Road, being sold as 1 Parcel. Lot 1, 9940 sq ft, Lot 2, 5250 sq ft.

    Barton Johnson/not int Marshy Hope Realty LLC

    222 Denton Rd, Federalsburg, MD 21632
  • /3

    $25,000

    • 728 Sq Ft

    23547 Jonestown Ln, Preston, MD 21655

    Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    23547 Jonestown Ln, Preston, MD 21655
  • /5

    $124,900

    • Land
    • 0.82 Acre
    • $152,317 per Acre

    24754 Tribbett Cir, Ridgely, MD 21660

    Build your Eastern Shore dream home in the sought-after Ashworth community -- or let us build it for you! This quiet subdivision offers peaceful country living, yet you are only a few minutes away from the stores and restaurants in Ridgely and Denton, and you can walk to North Caroline High School. On almost one acre, this lot offers generous living space and plenty of outdoor entertainment --

    Stephan Strothe Washington Fine Properties, LLC

    24754 Tribbett Cir, Ridgely, MD 21660
  • /5

    $129,900

    • Land
    • 1.04 Acres
    • $124,904 per Acre

    24748 Tribbett Cir, Ridgely, MD 21660

    Build your Eastern Shore dream home in the sought-after Ashworth community -- or let us build it for you! This quiet subdivision offers peaceful country living, yet you are only a few minutes away from the stores and restaurants in Denton and Ridgely, and you can walk to North Caroline High School. On over one acre, this lot offers generous living space and plenty of outdoor entertainment -- with

    Stephan Strothe Washington Fine Properties, LLC

    24748 Tribbett Cir, Ridgely, MD 21660
  • /9

    $127,000

    • Land
    • 3.79 Acres
    • $33,509 per Acre

    0 Burnt Mill Rd Unit MDCM2003068, Ridgely, MD 21660

    The perfect combination of serene nature and the right location! Build your dream home on this wooded 3.79 acre lot. Peaceful country living in one of the area’s most beautiful subdivisions, but only a few minutes from Ridgely and Denton. Less than 1 mile from North Caroline High School. One of 6 available lots in this quiet cul-de-sac subdivision. The large timbered lots offer generous living

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2003068, Ridgely, MD 21660
  • /9

    $124,900

    • Land
    • 3.90 Acres
    • $32,026 per Acre

    0 Burnt Mill Rd Unit MDCM2003060, Ridgely, MD 21660

    The perfect combination of serene nature and the right location! Build your dream home on this wooded 3.9 acre lot. Peaceful country living in one of the area’s most beautiful subdivisions, but only a few minutes from Ridgely and Denton. Less than 1 mile from North Caroline High School. One of 6 available lots in this quiet cul-de-sac subdivision. The large timbered lots offer generous living

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2003060, Ridgely, MD 21660
  • /9

    $127,000

    • Land
    • 3.31 Acres
    • $38,369 per Acre

    0 Burnt Mill Rd Unit MDCM2003064, Ridgely, MD 21660

    The perfect combination of serene nature and the right location! Build your dream home on this wooded 3.31 acre lot. Peaceful country living in one of the area’s most beautiful subdivisions, but only a few minutes from Ridgely and Denton. Less than 1 mile from North Caroline High School. One of 6 available lots in this quiet cul-de-sac subdivision. The large timbered lots offer generous living

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2003064, Ridgely, MD 21660
  • /8

    $124,900

    • Land
    • 2.12 Acres
    • $58,915 per Acre

    0 Burnt Mill Rd Unit MDCM2003074, Ridgely, MD 21660

    The perfect combination of serene nature and the right location! Build your dream home on this wooded 2.12 acre lot. Peaceful country living in one of the area’s most beautiful subdivisions, but only a few minutes from Ridgely and Denton. Less than 1 mile from North Caroline High School. One of 6 available lots in this quiet cul-de-sac subdivision. The large timbered lots offer generous living

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2003074, Ridgely, MD 21660
  • /19

    $149,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    609 Cedar Ln, Greensboro, MD 21639

    Nice location on 3.59 +- Acres, very nice lot, front porch enclosed, property being sold in as-is condition

    Diane Wenk Wright Real Estate

    609 Cedar Ln, Greensboro, MD 21639

Showing Results 81 - 120, Page 3 of 4

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