15,671

Caroline County, MD Homes

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  • /32

    $315,000

    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    407 Wood Duck Dr, Greensboro, MD 21639

    SELLERS ARE OFFERING A $2,500 CREDIT toward refinishing hardwood floors with a reasonable offer, an amazing opportunity to customize the look to your taste. TOP 10 FEATURES you will love about this home: 1) FOUR spacious bedrooms for under $320,000 with the primary bedroom having its on en-suite. 2) Built in 2004, offering modern construction, efficient systems, and a solid layout. 3) Backs to

    Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
  • /11

    $1,050,000 Sold May 16, 2025

    5890 Harmony Rd, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1920

    Last Sold Summary

    • $464/SF
    • 6 Days On Market

    Current Estimated Value $1,114,379

    Last Listing Agent Nick Campanaro The Land Group

    5890 Harmony Rd, Preston, MD 21655
    • /12

      Est $1,658,497 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,728 Sq Ft

      12786 Holly Rd, Greensboro, MD 21639

      12786 Holly Rd, Greensboro, MD 21639
  • /47

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    4757 Long Swamp Rd, Federalsburg, MD 21632

    Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a

    Billy Mister Keller Williams Realty

    4757 Long Swamp Rd, Federalsburg, MD 21632
  • /29

    $275,000 Sold Oct 21, 2025

    104 Roe St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1948

    Last Sold Summary

    • $228/SF
    • 3 Days On Market

    Last Listing Agent Nora Turner Long & Foster Real Estate, Inc.

    104 Roe St, Greensboro, MD 21639
    • /36

      Est $752,589 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,521 Sq Ft

      24638 Tribbett Cir, Ridgely, MD 21660

      24638 Tribbett Cir, Ridgely, MD 21660
  • /23

    $286,990 Pending

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    203 Hobbs St, Greensboro, MD 21639

    Welcome to 203 Hobbs Street, a new home under construction in Kinnamon Meadows in Greensboro, MD. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless

    Justin K Wood D.R. Horton Realty of Virginia, LLC

    203 Hobbs St, Greensboro, MD 21639
  • /26

    $185,000 Sold Nov 10, 2025

    311 Reliance Ave, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1950

    Last Sold Summary

    • $151/SF
    • 7 Days On Market

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    311 Reliance Ave, Federalsburg, MD 21632
    • /12

      Est $406,399 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      1108 Trice Meadows Cir, Denton, MD 21629

      1108 Trice Meadows Cir, Denton, MD 21629
  • /50

    $575,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    25749 Herring Ln, Denton, MD 21629

    Back on the market no fault of the seller. Welcome to your dream home! This beautifully maintained 3-bedroom, 2.5-bath rancher offers modern comfort and incredible outdoor amenities. Nestled on a spacious lot, just under 3 acres, this home boasts all-new stainless steel appliances, a newer HVAC system, and solar panels for energy efficiency bringing your electric bills down to $15-$50 a month!

    Justin Damadio Iron Valley Real Estate Ocean City

    25749 Herring Ln, Denton, MD 21629
  • /27

    $219,990 Sold Aug 14, 2025

    • 1,365 Sq Ft
    • $161/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    157 Riverwalk Terrace, Federalsburg, MD 21632

    Welcome to 157 Riverwalk Terrace, a new home in Riverwalk Terrace in Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story interior townhome with three bedrooms, two and a half bathrooms, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with beautiful white cabinet space, granite countertops, stainless steel appliances, a

    D.R. Horton

    157 Riverwalk Terrace, Federalsburg, MD 21632
    • /60

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      17832 Henderson Rd, Marydel, MD 21649

      17832 Henderson Rd, Marydel, MD 21649
  • /14

    $150,000

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

    26471 Three Bridges Rd, Federalsburg, MD 21632

    Opportunity awaits at 26471 Three Bridges Rd in Federalsburg, MD! This partially remodeled 2-bedroom, 2-bath home is ready for your finishing touch. Inside, the property has been taken down to the framing and subflooring, giving you a true blank canvas to bring your vision to life—whether you’re an investor looking for your next project or a buyer ready to customize every detail.Set on

    LEE MARLAND Keller Williams Realty

    26471 Three Bridges Rd, Federalsburg, MD 21632
  • /30

    $435,000 Sold Aug 11, 2025

    4808 Frazier Neck Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1920

    Last Sold Summary

    • $275/SF
    • 88 Days On Market

    Current Estimated Value $451,411

    Last Listing Agent Brenda Fornos Taylor Properties

    4808 Frazier Neck Rd, Preston, MD 21655
    • /79

      Est $460,162 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,546 Sq Ft

      204 S Main St, Greensboro, MD 21639

      204 S Main St, Greensboro, MD 21639
  • /3

    $99,000

    • 2 Beds
    • 1 Bath
    • 956 Sq Ft

    804 Gay St, Denton, MD 21629

    Property is being sold in as/ is condition.

    Diane Wenk Wright Real Estate

    804 Gay St, Denton, MD 21629
  • /5

    $46,000 Sold Dec 10, 2025

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

    • Land
    • 0.27 Acre
    • $170,370 per Acre

    Last Sold Summary

    • 195 Days On Market

    Last Listing Agent Lisa Knotts Meredith Fine Properties

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    • /74

      Est $556,000 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,560 Sq Ft

      4439 Bethlehem Rd, Preston, MD 21655

      4439 Bethlehem Rd, Preston, MD 21655
  • /22

    $525,000

    • Land
    • 63.16 Acres
    • $8,312 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    Dover Bridge Road | Preston, MarylandThis 63 ± acre parcel on Dover Bridge Road offers a rare opportunity to own a sizeable tract of woodland conveniently located just four miles from Preston, seven and a half miles from Easton, and about fifteen minutes from Route 50.The property is perc-approved for residential use and includes a forestry management plan documenting that roughly 58

    Coard Benson Benson & Mangold, LLC

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

    $209,990 Sold Sep 15, 2025

    • 1,365 Sq Ft
    • $154/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    116 Julie Ln, Federalsburg, MD 21632

    Welcome to 116 Julie Lane, a new home in the welcoming Riverwalk Terrace community of Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with ample white cabinet space, granite countertops, stainless steel

    D.R. Horton

    116 Julie Ln, Federalsburg, MD 21632
    • /48

      Est $332,066 Not Listed For Sale

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

      6 Maple Ave, Ridgely, MD 21660

      6 Maple Ave, Ridgely, MD 21660
  • /55

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    11142 Log Cabin Rd, Denton, MD 21629

    Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

    Courtney Gallagher Keller Williams Realty Central-Delaware

    11142 Log Cabin Rd, Denton, MD 21629
  • /28

    $219,990 Sold Apr 25, 2025

    125 Riverwalk Terrace, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2024

    Last Sold Summary

    • $161/SF
    • 42 Days On Market

    Current Estimated Value $237,047

    Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

    125 Riverwalk Terrace, Federalsburg, MD 21632
    • /15

      Est $200,052 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,316 Sq Ft

      128 Bloomingdale Ave, Federalsburg, MD 21632

      128 Bloomingdale Ave, Federalsburg, MD 21632
  • /77

    $629,000 Under Contract

    • 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 area

    Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629
  • /28

    $229,990 Sold Aug 05, 2025

    • 1,365 Sq Ft
    • $168/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    141 Riverwalk Terrace, Federalsburg, MD 21632

    Relax on your back deck and enjoy picturesque views of the Marshyhope Creek at 141 Riverwalk Terrace in Federalsburg, MD, in the welcoming Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with

    D.R. Horton

    141 Riverwalk Terrace, Federalsburg, MD 21632
    • /25

      Est $364,523 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft

      25095 Trunk Line Rd, Henderson, MD 21640

      25095 Trunk Line Rd, Henderson, MD 21640
  • /29

    $315,000

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

    121 Edenton Ln, Denton, MD 21629

    This charming rancher offers 3 bedrooms and 2 full bathrooms, nestled on a spacious .5-acre lot. Recent updates include new LVP flooring throughout, a roof replacement in 2018, and newer HVAC, water heater, furnace, siding, and gutter guards (2017). Outside enjoy a new deck and walkways, patio, and large treelined backyard, offering privacy. Located just minutes from downtown Denton and major

    Alicia Gannon Dulin Benson & Mangold, LLC

    121 Edenton Ln, Denton, MD 21629
  • /3

    $94,900 Sold Oct 03, 2025

    9709 Foy Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1900

    Last Sold Summary

    • $41/SF
    • 13 Days On Market

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
    • /31

      Est $440,950 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      5132 Clark Canning House Rd, Federalsburg, MD 21632

      5132 Clark Canning House Rd, Federalsburg, MD 21632
  • /9

    $375,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    3345 Gallagher Rd, Preston, MD 21655

    This is not a to-be-built. This home is complete and ready for occupancy. Discover a stunning new construction home that embodies modern luxury and comfort. This exquisite ranch-style residence, completed in 2025, offers a harmonious blend of elegance and functionality, set on a generous 1.16-acre lot that provides ample space for outdoor enjoyment. Step inside to find a thoughtfully designed

    Janiece Hines Coldwell Banker Premier - Seaford

    3345 Gallagher Rd, Preston, MD 21655
  • /31

    $260,000 Sold Aug 01, 2025

    213 S 6th St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1983

    Last Sold Summary

    • $232/SF
    • 5 Days On Market

    Current Estimated Value $269,480

    Last Listing Agent Christian Schou Berkshire Hathaway HomeServices PenFed Realty

    213 S 6th St, Denton, MD 21629
    • /20

      Est $279,960 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,440 Sq Ft

      306 N Academy St, Greensboro, MD 21639

      306 N Academy St, Greensboro, MD 21639
  • /29

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 2,017 Sq Ft

    211 Bloomingdale Ave, Federalsburg, MD 21632

    Welcome to 211 Bloomingdale Ave. This custom‐built Brick Williamsburg‐style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‐ins, and detailed moldings. The spacious living room offers an inviting wood‐burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third

    Jana Meredith Meredith Fine Properties

    211 Bloomingdale Ave, Federalsburg, MD 21632
  • /18

    $195,000 Sold Jun 27, 2025

    7 S 7th St, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1880

    Last Sold Summary

    • $162/SF
    • 33 Days On Market

    Current Estimated Value $212,623

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    7 S 7th St, Denton, MD 21629
    • /26

      Est $338,939 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft

      13274 Greensboro Rd, Greensboro, MD 21639

      13274 Greensboro Rd, Greensboro, MD 21639
  • /24

    $153,000

    • Land
    • 3 Acres
    • $51,000 per Acre

    0 Asbury Dr, Denton, MD 21629

    Discover your ideal homesite in the scenic Asbury on the Choptank community, where peaceful living meets convenient access. This expansive 3-acre lot is perc approved for a three-bedroom septic system. Within this sought-after community, residents enjoy well-maintained roads, a private nature trail, and exclusive access to a community deepwater dock on the Choptank River. Ideal for boating

    Coard Benson Benson & Mangold, LLC

    0 Asbury Dr, Denton, MD 21629
  • /44

    $329,900 Sold Feb 13, 2025

    618 Liberty Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 1957

    Last Sold Summary

    • $165/SF
    • 251 Days On Market

    Current Estimated Value $350,449

    Last Listing Agent Valerie Brown Charles C. Powell, Inc. Realtors

    618 Liberty Rd, Federalsburg, MD 21632
    • /6

      Est $292,012 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft

      105 Chamber St, Preston, MD 21655

      105 Chamber St, Preston, MD 21655
  • /15

    $215,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    26732 Idlewild Rd, Federalsburg, MD 21632

    Cute 2 bedroom one story on quiet street. Metal roof. One car garage. Large room off of the kitchen has lots of possibilities, along with the closed in back porch. Updated bathroom. New Andersen windows 2024. New mini Split 2021. Night Owl security with six working cameras. Seamless gutter 2025. Septic cleaned and inspected 2025. Close to nature trails and not far from the boat ramp. Just enough

    Michael Shipley Benson & Mangold, LLC.

    26732 Idlewild Rd, Federalsburg, MD 21632

Showing Results 121 - 160, Page 4 of 18

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