15,753

Caroline, MD Homes

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  • /14

    $250,000 Sold Apr 25, 2025

    • 960 Sq Ft
    • $260/SF
    • 148 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    206 Denton Rd, Federalsburg, MD 21632

    Welcome to this fully renovated rancher positioned in-town of Federalsburg. This 3 bedroom/1 bath home was completely remodeled to the studs with all new electric, plumbing and HVAC as well as an updated exterior with new architectural shingles, vinyl siding and new windows. This home also boast a beautiful kitchen with brand new white cabinets complimented with granite countertops and stainless

    Eric Haro The Parker Group

    206 Denton Rd, Federalsburg, MD 21632
    • /13

      Est $328,594 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,654 Sq Ft

      1306 Chesapeake Dr, Denton, MD 21629

      1306 Chesapeake Dr, 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
  • /19

    $287,000 Sold Apr 25, 2025

    • 1,216 Sq Ft
    • $236/SF
    • 168 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1895

    411 Maple Ave, Ridgely, MD 21660

    Completely remodeled 2 story home with 3 bedrooms and 2 full baths sitting on a spacious corner lot in the town of Ridgely, MD. This home features a brand new kitchen with granite countertops including an island and stainless steel appliances, cathedral style ceilings with recess lighting, new LVP flooring throughout main living areas, newly installed carpet in bedrooms, fully remodeled bathrooms

    Eric Haro The Parker Group

    411 Maple Ave, Ridgely, MD 21660
    • /22

      Est $296,429 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,326 Sq Ft

      1203 Tuckahoe Ct, Denton, MD 21629

      1203 Tuckahoe Ct, Denton, MD 21629
  • /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
  • /3

    $20,000 Sold Apr 23, 2025

    • Land
    • 1.28 Acres
    • $15,625 per Acre
    • 11 Days On Market

    8602 Hickory Place, 3, Denton, MD 21629

    Wooded Lot at the end of a cul-de-sac. Backs to the Country Club golf course. Secluded lot with possibilities! Close to downtown and easy access to Route 404! Bring your vision and make this yours!

    Amanda Morgan Brenton Realty Group

    8602 Hickory Place, 3, Denton, MD 21629
    • /23

      Est $166,503 Not Listed For Sale

      • Studio
      • 1,640 Sq Ft

      202B Maple Ave, Federalsburg, MD 21632

      202B Maple Ave, Federalsburg, MD 21632
  • /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
  • /70

    $500,000 Sold Apr 23, 2025

    • 2,375 Sq Ft
    • $211/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1987

    23792 Bridgetown Rd, Henderson, MD 21640

    Offer deadline for highest and best 5pm 3/11/2025. Welcome to 23792 Bridgetown Road! This exceptional home is all about combining modern comfort with plenty of room to spread out and enjoy. With over 2,300 +/- square feet of living space and a massive 6.16-acre lot, there is no shortage of possibilities here. This property offers options for animals, hunting and so much more. Inside, you'll find

    Chris Rosendale CR Realty

    23792 Bridgetown Rd, Henderson, MD 21640
    • /52

      Est $318,605 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,559 Sq Ft

      201 Church St, Greensboro, MD 21639

      201 Church St, Greensboro, MD 21639
  • /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
  • /9

    $105,000 Sold Apr 22, 2025

    • 1,386 Sq Ft
    • $76/SF
    • 46 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1910

    25782 Goldsboro Rd, Goldsboro, MD 21636

    Create your own private property with this 2-bedroom, 1-bathroom. Sitting on a 2.93-acre lot surrounded by trees. Lots of outdoor space for gardening, recreation, that includes a 30x40 pole barn providing ample storage space for tools, equipment, or hobbies. The pole building has electric to it . The existing well and septic system are in unknown condition. Many endless possibilities await you

    Pamela Geib Long & Foster Real Estate, Inc.

    25782 Goldsboro Rd, Goldsboro, MD 21636
    • /40

      Est $410,713 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,424 Sq Ft

      1513 Cattail Commons Way, Denton, MD 21629

      1513 Cattail Commons Way, Denton, MD 21629
  • /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
  • /39

    $355,000 Sold Apr 18, 2025

    • 1,688 Sq Ft
    • $210/SF
    • 13 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    25329 Calvert Dr, Greensboro, MD 21639

    Welcome to this 3-bedroom, 2.5-bathroom rancher in the desirable Passapae Landing community! This home offers comfortable living with a 2-car attached garage. Step inside to a tile foyer leading to the living room with plush carpeting. The spacious kitchen features peninsula seating, gas cooking and large pantry. A new sliding door in the breakfast area leads to the back deck and private rear

    Nick Waldner Keller Williams Realty Centre

    25329 Calvert Dr, Greensboro, MD 21639
    • /37

      Est $849,413 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,404 Sq Ft

      10903 Collinswood Dr, Denton, MD 21629

      10903 Collinswood Dr, 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
  • /41

    $405,000 Sold Apr 18, 2025

    • 1,560 Sq Ft
    • $260/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1992

    23048 Tuckahoe Springs Dr, Denton, MD 21629

    Charming 4-Bedroom Home in Tuckahoe Springs - Ideal Location & Ample Space!! Located in the peaceful community of Tuckahoe Springs, this well-maintained 4-bedroom, 2-bathroom home sits on just over 1 acre of land, offering a perfect blend of tranquility and convenience. Ideally situated between Easton and Denton, it’s the perfect retreat with easy access to local amenities.The newly remodeled

    Dane Ways Long & Foster Real Estate, Inc.

    23048 Tuckahoe Springs Dr, Denton, MD 21629
    • /29

      Est $416,782 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,492 Sq Ft

      1106 Cattail Commons Way, Denton, MD 21629

      1106 Cattail Commons Way, Denton, MD 21629
  • /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
  • /42

    $337,500 Sold Apr 16, 2025

    • 1,978 Sq Ft
    • $171/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    12041 Crouse Mill Rd, Ridgely, MD 21660

    THE LIST PRICE REPRESENTS THE OPENING OFFER AMOUNT NET TO SELLER. AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. Welcome home to this 3-Bedroom, 2 Full Bathroom rancher sitting on 2 acres in a quiet, country setting in Caroline County but also conveniently located to the town of Ridgely. Less than 60 miles to Delaware beaches and even closer to Maryland's eastern shores. Well has no issues

    Justin Brewer Baltimore Realty, LLC

    12041 Crouse Mill Rd, Ridgely, MD 21660
    • /15

      Est $255,874 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft

      508 N 6th St, Denton, MD 21629

      508 N 6th St, 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
  • /46

    $330,000 Sold Apr 15, 2025

    • 3,734 Sq Ft
    • $88/SF
    • 213 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1957

    517 Gay St, Denton, MD 21629

    ATTENTION PRICE REDUCTION Owner said its time to sell... Seller will offer the Buyer $5000 towards closing cost. Lots of upgrades. A Must See. Welcome to the town of Denton, a lovely town to call your home. This home is located in the arts and entertainment districtMaking it possible for retail business use. The spacious brick home boasting over 3700 sq ft. With 4 BR and 2- 1/2 Baths . Has

    Barbara Beaudet Brenton Realty Group

    517 Gay St, Denton, MD 21629
    • /39

      Est $395,727 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft

      1140 Canvasback Ln, Denton, MD 21629

      1140 Canvasback Ln, Denton, MD 21629
  • /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
  • /19

    $236,000 Sold Apr 14, 2025

    • 1,712 Sq Ft
    • $138/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1932

    306 W Central Ave, Federalsburg, MD 21632

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the heart of Federalsburg, MD! Step inside to find gorgeous hardwood floors flowing throughout most of the home, adding warmth and character to every room. The spacious living areas are enhanced by two pellet stoves, providing cozy ambiance and energy efficiency. With mini ductless splits, you’ll enjoy year-round comfort

    Heather Brummell Shore Living Real Estate

    306 W Central Ave, Federalsburg, MD 21632
    • /19

      Est $393,324 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,492 Sq Ft

      1238 Painted Fern Rd, Denton, MD 21629

      1238 Painted Fern Rd, Denton, MD 21629
  • /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
  • /2

    $450,000 Sold Apr 14, 2025

    • 2,880 Sq Ft
    • $156/SF
    • 87 Days On Market
    • Studio
    • Built 1988

    403 W 4th St, Ridgely, MD 21660

    This quadplex is located on the corner of Sunset and 4 St in the town of Ridgley MD, and offers 4 two bed one bath units. All units are separately metered. As with most rentals in the region occupancy is near 100%. Call today for more details.

    BJ Kilby Eastern Shore Real Estate, LLC

    403 W 4th St, Ridgely, MD 21660
    • /54

      Est $335,276 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      203 Wood Duck Dr, Greensboro, MD 21639

      203 Wood Duck Dr, Greensboro, MD 21639
  • /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
  • /15

    $55,000 Sold Apr 14, 2025

    • 1,845 Sq Ft
    • $30/SF
    • 201 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    5026 Bethlehem Rd, Preston, MD 21655

    Back on the market at no fault of seller! Colonial Home in Preston on a corner lot. This home needs some work to get it back to life. Investor opportunity.

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    5026 Bethlehem Rd, Preston, MD 21655
    • /20

      Est $206,693 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft

      322 Maple Ave, Federalsburg, MD 21632

      322 Maple Ave, Federalsburg, MD 21632
  • /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
  • /17

    $110,000 Sold Apr 11, 2025

    • Land
    • 2.20 Acres
    • $50,000 per Acre
    • 2 Days On Market

    23993 E Cherry Ln, Goldsboro, MD 21636

    Build your dream Home on this nice 2.2 Acre Lot. Owners have done a lot of the work for you!! Trees have been cleared, permits have been applied for and approved. Just finish up a few things and start building!!Perc approved-----Approved for up to 3500 Sq ft.----Fiber optic installed----Choptank Electric-----Plenty of privacy------2.2 Acres-----No HOA!Conveniently located within 35

    Kathleen Brenton Brenton Realty Group

    23993 E Cherry Ln, Goldsboro, MD 21636
    • /30

      Est $318,972 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,848 Sq Ft

      313 Mallard Dr, Greensboro, MD 21639

      313 Mallard Dr, Greensboro, MD 21639
  • /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
  • /42

    $540,000 Sold Apr 11, 2025

    • 3,053 Sq Ft
    • $177/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    23126 Deer Run Ct, Denton, MD 21629

    Nestled on a spacious 1.31+/- acre lot, this Cape Cod features a first-floor primary suite, two additional bedrooms, two and a half bathrooms, and a second-floor loft. The kitchen is equipped with stainless steel appliances, granite countertops, and dining space. The primary suite includes a walk-in closet and a bathroom with convenient access to the laundry room. The second floor offers a

    Alicia Gannon Dulin Benson & Mangold, LLC

    23126 Deer Run Ct, Denton, MD 21629

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