166

Caroline County MD Homes for Sale

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  • /4

    $169,500

    • Land
    • 10 Acres
    • $16,314 per Acre

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649

    Ready for you to build your new home! This beautiful lot is already perc tested for a 3-bedroom home. The woods are a great habitat for deer and turkey and other wildlife. This lovely lot is all ready for the new owner to apply for home construction as the buyer has had the survey completed with the SRA noted on it so lots of the necessary paperwork is complete. So come see and come buy and

    Bonnie Duley Long & Foster Real Estate, Inc.

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649
  • /35

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over look the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers a

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /30

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    313 S 3rd St, Denton, MD 21629

    Meticulously Maintained & Move In Ready!! Many recent Improvements to this 3 bedroom, 2 bath, Open floor plan rancher with Large Yard, Deck, Multiple Organically prepped Gardens (including an asparagus) ready for your harvest this summer, Covered Porch, Pool with Decking, Oversized 2 Car Garage. Top is off with a large bonus room ready to make it your own! Plenty of off street parking. Close

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    313 S 3rd St, Denton, MD 21629
  • /71

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    8816 Dorothy Ln, Denton, MD 21629

    Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural

    Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
  • /28

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    208 Oriole Ave, Ridgely, MD 21660

    Come see this Beautiful well maintained Ranch home in the heart of Ridgely. The house is a block away from the local park. The house has had many upgrades including an addition in 2020. New siding in 2020. New deck after 2020. New windows in 2017. There are solar panels on the roof. Spacious back yard with a patio. Many other upgrades to come and see.

    Rachel Penska Long & Foster Real Estate, Inc.

    208 Oriole Ave, Ridgely, MD 21660
  • /22

    $540,000

    • Land
    • 63 Acres
    • $8,550 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    63 Acre parcel located on Dover Bridge Road, just 4 miles to Preston and 7.5 miles to Easton. The property is perc-approved for residential use and there is a forestry management plan attached in the documents section explaining that 58 acres was timbered in 2008 and reforested with Loblolly Pine in 2009 with several acres around the perimeter remaining in hardwoods. The interior of the parcel

    Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • /28

    $180,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    213 W Central Ave, Federalsburg, MD 21632

    Large Lot! Must See if you are looking for a bit of privacy with in-Town living and a VERY Large Shop; insulated steel building with electric and 2 bays behind the house (separate meter). Great for small business owner shop or hobbyist. Cottage style home, 2 bedrooms, 1 bath, Open Floor plan to living room. Close to waterfront for fishing or access to the Trail. Whether its your first home,

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    213 W Central Ave, Federalsburg, MD 21632
  • /10

    $157,500

    • Land
    • 1.01 Acres
    • $155,941 per Acre

    707 W Sunset Ave, Greensboro, MD 21639

    Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water and sewer are available. The offering does seem to have some ownership of another parcel consisting of Cosden St. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639
  • /28

    $489,900

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

    2570 Guard Rd, Federalsburg, MD 21632

    Charming 3-bedroom, 2-bath home situated on an expansive 8.75+/- partially cleared lot. The floor plan features main level living with a spacious primary suite including a large walk in shower and walk in closet, open concept living room and kitchen, separate laundry room, and a large unfinished bonus space upstairs. Additional features include a rear deck, fenced backyard, storage shed, and

    DARLENE Hall Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
  • /56

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    4972 Preston Rd, Federalsburg, MD 21632

    Welcome home to this beautifully renovated Cape Cod style 3-bedroom, 2-bathroom gem on 0.96 acres. This home has been thoughtfully updated with modern features while maintaining its cozy charm. Step inside to find brand-new LVP flooring, complemented by fresh lighting fixtures that brighten the space. The upgraded kitchen features new cabinetry, quartz countertops, a kitchen island, and new

    Jon Fleming Weichert Realtors - Blue Ribbon

    4972 Preston Rd, Federalsburg, MD 21632
  • /20

    $169,900

    • Studio
    • 1,608 Sq Ft

    605 W Sunset Ave, Greensboro, MD 21639

    Investment property! Two income producing occupied rentals. 2 bedroom, 1 bath upstairs and 2 bedroom, 1 bath downstairs. Both under lease. Large yard with pleanty of parking! Seller to offer Discount if purchased with 603W Sunset. Has been registered Led free!

    Scott Judy Coldwell Banker Waterman Realty

    605 W Sunset Ave, Greensboro, MD 21639
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

    $59,900

    • Land
    • 0.21 Acre
    • $285,238 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

    $249,900

    • Land
    • 3.40 Acres
    • $73,500 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

    $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

Showing Results 81 - 120, Page 3 of 5

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