15,626

Caroline County, MD Homes

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  • /29

    $299,000

    $40K PRICE DROP
    • 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
  • /61

    $330,000

    Sold Jun 23, 2026

    411 Mallard Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 24 Days On Market

    Current Estimated Value $326,751

    Last Listing Agent Vincent Payne Realty Navigator

    411 Mallard Dr, Greensboro, MD 21639
    • /19

      Est $363,187

      Not Listed For Sale

      344 Meadow Vale Ln, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft
      • Built 2010
      344 Meadow Vale Ln, Denton, MD 21629

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Bonnie Johnson Keller Williams Realty

  • /8

    $239,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    205 Park Ave, Federalsburg, MD 21632

    **Construction has not yet began, please feel free to drive by the lot. Completion will be for this August 2026!!*** The photos provided in the MLS are for reference purposes only and are intended to reflect the style and quality of similar fixtures, finishes, and features. Actual materials, fixtures, finishes, and selections may vary based on builder availability and final specifications.

    Erene Katris Coldwell Banker Realty

    205 Park Ave, Federalsburg, MD 21632
  • /2

    $100,000

    Sold Feb 20, 2026

    3471 Laurel Grove Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Below List Price
    • $113/SF
    • 31 Days On Market

    Current Estimated Value $165,099

    Last Listing Agent Heather Brummell Keller Williams Realty

    3471 Laurel Grove Rd, Federalsburg, MD 21632
    • /13

      Est $270,695

      Not Listed For Sale

      12185 River Rd, Ridgely, MD 21660

      • 2 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1990
      12185 River Rd, Ridgely, MD 21660

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kelly Dahle Benson & Mangold, LLC

  • /30

    $270,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    504 Sunset Blvd, Ridgely, MD 21660

    ***Price Improvement *** This delightful 3-bedroom bungalow offers a perfect blend of comfort and community. Built in 1940, this home exudes character with its sturdy block construction and inviting layout. The cozy 864 sq. ft. interior is complemented by essential appliances, including a refrigerator, stove, washer, and dryer, making daily living a breeze. The generous half-acre lot provides

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    504 Sunset Blvd, Ridgely, MD 21660
  • /26

    $269,000

    Sold Apr 23, 2026

    311 Holt St, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,696 Sq Ft
    • Built 1895

    Last Sold Summary

    • $159/SF
    • 5 Days On Market

    Current Estimated Value $249,532

    Last Listing Agent Heather Brummell Keller Williams Realty

    311 Holt St, Federalsburg, MD 21632
    • /12

      Est $1,215,101

      Not Listed For Sale

      12786 Holly Rd, Greensboro, MD 21639

      • 2 Beds
      • 1 Bath
      • 1,728 Sq Ft
      • Built 1870
      12786 Holly Rd, Greensboro, MD 21639

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Benjamin Alder The Land Group

  • /2

    $27,500

    Under Contract
    • Land
    • 12,196 Sq Ft
    • $98,214 per Acre

    0 Charlotte Ave, Federalsburg, MD 21632

    Build your dream home in the heart of Federalsburg! This approximately 0.28-acre residential lot is located within town limits and is zoned R-1 Single Family Residential. Public water and public sewer are available, offering a great opportunity for new construction in an established community. Conveniently located near local parks, schools, shopping, dining, and major commuter routes. Whether

    Heather Brummell Keller Williams Realty

    0 Charlotte Ave, Federalsburg, MD 21632
  • /10

    $125,000

    Sold Jan 15, 2026

    311 Maple Ave, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $102/SF
    • 4 Days On Market

    Current Estimated Value $246,217

    Last Listing Agent Melissa Tippett TTR Sotheby's International Realty

    311 Maple Ave, Federalsburg, MD 21632
    • /12

      Est $388,169

      Not Listed For Sale

      1108 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 2023
      1108 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 147 Days On Market

      Last Listing Agent Michelle DiDonato Island Realty, LLC

  • /8

    $79,900

    Pending
    • Land
    • 4.31 Acres
    • $18,538 per Acre

    Lot 1 E Sunset Ave, Greensboro, MD 21639

    Large wooded lot on the outside of town. Perc approved for a 2' mound system. Located at the corner of Sunset Ave and River Rds. 4.3 acres Some forest conservation area. Only four lots in this subdivision and only three lots available.

    Marcia Rostien Long & Foster Real Estate, Inc.

    Lot 1 E Sunset Ave, Greensboro, MD 21639
  • /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

    Current Estimated Value $271,171

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

    104 Roe St, Greensboro, MD 21639
    • /49

      Est $570,547

      Not Listed For Sale

      15185 Day Rd, Goldsboro, MD 21636

      • 3 Beds
      • 2.5 Baths
      • 2,379 Sq Ft
      • Built 2010
      15185 Day Rd, Goldsboro, MD 21636

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /12

    $575,000

    • Land
    • 61.88 Acres
    • $9,292 per Acre

    17619 Melville Rd, Henderson, MD 21640

    The Melville Rd Farm is located on the east side of Melville Road and is bordered to the north by Trunk Line Road. The property includes approximately 51± acres of tillable ground along with 11± acres of wooded areas primarily situated around drainage ditches, providing natural transitions and wildlife cover. Two transmission lines run through the center of the farm, offering access corridors and

    Benjamin Alder The Land Group

    17619 Melville Rd, Henderson, MD 21640
  • /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

    Current Estimated Value $195,027

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    311 Reliance Ave, Federalsburg, MD 21632
    • /17

      Est $171,409

      Not Listed For Sale

      21781 Wood Wharf Rd, Preston, MD 21655

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1920
      21781 Wood Wharf Rd, Preston, MD 21655

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /7

    $127,000

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

    0 Burnt Mill Rd Unit MDCM2006400, 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 throughout

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2006400, Ridgely, MD 21660
  • /27

    $219,990

    Sold Aug 14, 2025

    157 Riverwalk Terrace, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $161/SF
    • 14 Days On Market

    Current Estimated Value $242,667

    D.R. Horton Riverwalk Terrace

    157 Riverwalk Terrace, Federalsburg, MD 21632
    • /74

      Not Listed For Sale

      4439 Bethlehem Rd, Preston, MD 21655

      • 5 Beds
      • 2.5 Baths
      • 2,560 Sq Ft
      • Built 1900
      4439 Bethlehem Rd, Preston, MD 21655

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Mickey Hayward Sunset Properties

  • /6

    $375,000

    • Land
    • 5.3 Acres
    • $70,755 per Acre

    0 Bloomingdale Ave Unit MDCM2006762, Federalsburg, MD 21632

    5.3 acre site on Bloomingdale Avenue, Federalsburg. Situated next to Dollar General, across from ProvidentState Bank and very near Royal Farm Store and McDonalds. Contains 3 parcels sold as a package. Publicutilities to the property. Shared access with Dollar General. C1 Commercial zoning allows a wide variety ofuses including: office, general business and professional uses, banks,

    Florence Adams SVN |Miller Commercial Real Estate

    0 Bloomingdale Ave Unit MDCM2006762, 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 $432,903

    Last Listing Agent Brenda Fornos Taylor Properties

    4808 Frazier Neck Rd, Preston, MD 21655
    • /48

      Est $339,295

      Not Listed For Sale

      6 Maple Ave, Ridgely, MD 21660

      • 4 Beds
      • 2 Baths
      • 2,492 Sq Ft
      • Built 1957
      6 Maple Ave, Ridgely, MD 21660

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Phill Whitby Long & Foster Real Estate, Inc.

  • /40

    $280,000

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,884 Sq Ft

    407 W Sunset Ave, Greensboro, MD 21639

    Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing &

    Raphael Szendro R&R Executive Realty

    407 W Sunset Ave, Greensboro, MD 21639
  • /5

    $46,000

    Sold Dec 10, 2025

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

    • Land
    • 11,761 Sq Ft
    • $170,370 per Acre

    Last Sold Summary

    • 195 Days On Market

    Last Listing Agent Lisa Knotts Coldwell Banker Realty

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    • /31

      Est $374,250

      Not Listed For Sale

      5132 Clark Canning House Rd, Federalsburg, MD 21632

      • 4 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 1930
      5132 Clark Canning House Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 353 Days On Market

      Last Listing Agent Bobby Gorski The Land Group

  • /16

    $99,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    101 S University Ave, Federalsburg, MD 21632

    AS IS! GREAT INVESTMENT PROPERTY! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres,

    Joni Barrow Coldwell Banker Realty

    101 S University Ave, Federalsburg, MD 21632
  • /28

    $209,990

    Sold Sep 15, 2025

    116 Julie Ln, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $154/SF
    • 12 Days On Market

    D.R. Horton Riverwalk Terrace

    116 Julie Ln, Federalsburg, MD 21632
    • /38

      Est $368,789

      Not Listed For Sale

      508 Teal Cir, Greensboro, MD 21639

      • 3 Beds
      • 2.5 Baths
      • 1,952 Sq Ft
      • Built 2004
      508 Teal Cir, Greensboro, MD 21639

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /23

    $215,000

    Pending
    • Studio
    • 2,532 Sq Ft

    1 Central Ave, Ridgely, MD 21660

    Welcome to 1 Central Ave, perfectly positioned in the heart of downtown Ridgely! This versatile mixed‐use building offers endless potential with both commercial and residential spaces under one roof. The first‐floor commercial unit features an inviting open foyer/reception area, four private office spaces, a half bathroom, and a spacious office/conference room toward the rear—ideal for

    Amanda Morgan Brenton Realty Group

    1 Central Ave, Ridgely, MD 21660
  • /7

    $105,000

    Sold Mar 23, 2026

    22691 Sawmill Rd, Ridgely, MD 21660

    • 2 Beds
    • 1 Bath
    • 1,088 Sq Ft
    • Built 1945

    Last Sold Summary

    • 16% Below List Price
    • $97/SF
    • 6 Days On Market

    Current Estimated Value $121,726

    Last Listing Agent Amanda Morgan Brenton Realty Group

    22691 Sawmill Rd, Ridgely, MD 21660
    • /7

      Est $299,478

      Not Listed For Sale

      128 Mill St, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,890 Sq Ft
      • Built 1981
      128 Mill St, Greensboro, MD 21639

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Phill Whitby Long & Foster Real Estate, Inc.

  • /46

    $75,000

    Under Contract
    • Land
    • 8.43 Acres
    • $8,897 per Acre

    0 Iron Gate Rd Unit MDCM2004762, Federalsburg, MD 21632

    Bring your imagination to this gorgeous 8.43 wooded acreage in Federalsburg! No current permits pulled! No builder tie in! This property was perc approved back in the 1980's & owner hasn't done anything with it since. No well or septic currently on property.

    Megan Rosendale Rosendale Realty

    0 Iron Gate Rd Unit MDCM2004762, Federalsburg, MD 21632
  • /32

    $310,000

    Sold Feb 20, 2026

    407 Wood Duck Dr, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Built 2004

    Last Sold Summary

    • $191/SF
    • 149 Days On Market

    Current Estimated Value $323,790

    Last Listing Agent Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
    • /6

      Est $281,277

      Not Listed For Sale

      105 Chamber St, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 2024
      105 Chamber St, Preston, MD 21655

      Last Sold Summary

      Last Listing Agent Sean Steward Century 21 Home Team Realty

  • /62

    $485,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    12397 Ridgely Rd, Ridgely, MD 21660

    Picture your horse here! Grazing in lush pastures safely fenced with Electro-Braid, training in the round pen or the 60' x 120' dressage arena, or resting in one of 4 fully matted stalls with fans in the main barn (there are two more stalls in the other stable along with hay storage.) In the main barn, two of the stalls can be joined to create a foaling stall with a monitor camera!For the

    Deborah Dawkins Coldwell Banker Realty

    12397 Ridgely Rd, Ridgely, MD 21660
  • /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

    Current Estimated Value $167,397

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
    • /31

      Not Listed For Sale

      22510 Ash Blvd, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,612 Sq Ft
      • Built 1999
      22510 Ash Blvd, Preston, MD 21655

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brooke Tephabock LPT Realty, LLC

  • /2

    $499,999

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,613 Sq Ft

    25660 Cherry Blossom Ln, Denton, MD 21629

    Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to

    Bonnie Johnson Keller Williams Realty

    25660 Cherry Blossom Ln, Denton, MD 21629

Showing Results 161 - 200, Page 5 of 18

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