15,671

Caroline County, MD Homes

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  • 0 Brooklyn Ave, Federalsburg, MD 21632
    0 Brooklyn Ave, Federalsburg, MD 21632
    0 Brooklyn Ave, Federalsburg, MD 21632
    /10

    $42,999

    • Land
    • 0.24 Acre
    • $179,162 per Acre

    0 Brooklyn Ave, Federalsburg, MD 21632

    Taylor McCartney VRA Realty

    0 Brooklyn Ave, Federalsburg, MD 21632
  • 0 Liberty Rd, Federalsburg, MD 21632
    0 Liberty Rd, Federalsburg, MD 21632
    0 Liberty Rd, Federalsburg, MD 21632
    /8

    $83,500 Sold Jun 20, 2025

    0 Liberty Rd, Federalsburg, MD 21632

    • Land
    • 7.9 Acres
    • $10,570 per Acre

    Last Sold Summary

    • 11 Days On Market

    Last Listing Agent Barton Johnson/not int Marshy Hope Realty LLC

    0 Liberty Rd, Federalsburg, MD 21632
    • 108 Liberty Rd, Federalsburg, MD 21632
      108 Liberty Rd, Federalsburg, MD 21632
      108 Liberty Rd, Federalsburg, MD 21632
      /24

      Est $216,706 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,756 Sq Ft

      108 Liberty Rd, Federalsburg, MD 21632

      108 Liberty Rd, Federalsburg, MD 21632
  • 8259 Haven St, Denton, MD 21629
    8259 Haven St, Denton, MD 21629
    8259 Haven St, Denton, MD 21629
    /24

    $280,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    8259 Haven St, Denton, MD 21629

    This adorable 3-bedroom residence is located between Easton and Denton. Situated on a spacious one acre lot offering a perfect blend of comfort and low maintenance. Inside offers a lovely sunroom full of natural light, living room with newer flooring, kitchen has updated appliances and separate dining area and three cozy bedrooms with hall bath. Nice rear deck overlooking back yard. The expansive

    Barbara Watkins Benson & Mangold, LLC

    8259 Haven St, Denton, MD 21629
  • 16 N Maple Ave, Ridgely, MD 21660
    16 N Maple Ave, Ridgely, MD 21660
    16 N Maple Ave, Ridgely, MD 21660
    /30

    $320,000 Sold Jan 17, 2025

    16 N Maple Ave, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2002

    Last Sold Summary

    • $260/SF
    • 16 Days On Market

    Current Estimated Value $333,266

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    16 N Maple Ave, Ridgely, MD 21660
    • 505 S 2nd St, Denton, MD 21629
      505 S 2nd St, Denton, MD 21629
      505 S 2nd St, Denton, MD 21629
      /11

      Est $319,855 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,058 Sq Ft

      505 S 2nd St, Denton, MD 21629

      505 S 2nd St, Denton, MD 21629
  • 106 S 6th St, Denton, MD 21629
    106 S 6th St, Denton, MD 21629
    106 S 6th St, Denton, MD 21629
    /9

    $159,000

    • 3 Beds
    • 2 Baths
    • 2,776 Sq Ft

    106 S 6th St, Denton, MD 21629

    Charming colonial in the heart of Denton, thoughtfully converted into a two-unit multifamily property. Nestled on a quiet street, this home offers flexible living options with spacious layouts, classic character, and excellent potential for rental income or multigenerational living. A wonderful opportunity to invest or reside in a peaceful in-town setting. Great investment property.

    Amy Betts Coldwell Banker Realty

    106 S 6th St, Denton, MD 21629
  • 118 Edenton Ln, Denton, MD 21629
    118 Edenton Ln, Denton, MD 21629
    118 Edenton Ln, Denton, MD 21629
    /41

    $300,000 Sold Apr 11, 2025

    118 Edenton Ln, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft
    • Built 1975

    Last Sold Summary

    • $203/SF
    • 113 Days On Market

    Current Estimated Value $326,766

    Last Listing Agent Nishta Gupta Samson Properties

    118 Edenton Ln, Denton, MD 21629
    • 217 Greenridge Rd, Federalsburg, MD 21632
      217 Greenridge Rd, Federalsburg, MD 21632
      217 Greenridge Rd, Federalsburg, MD 21632
      /20

      Est $235,150 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,276 Sq Ft

      217 Greenridge Rd, Federalsburg, MD 21632

      217 Greenridge Rd, Federalsburg, MD 21632
  • 707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    /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
  • 1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    /25

    $260,000 Sold Oct 30, 2025

    1904 Blue Heron Dr, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft
    • Built 2007

    Last Sold Summary

    • $98/SF
    • 61 Days On Market

    Last Listing Agent Ralph Harvey ListWithFreedom.com

    1904 Blue Heron Dr, Denton, MD 21629
    • 26280 Hobbs Rd, Denton, MD 21629
      26280 Hobbs Rd, Denton, MD 21629
      26280 Hobbs Rd, Denton, MD 21629
      /25

      Est $292,125 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 960 Sq Ft

      26280 Hobbs Rd, Denton, MD 21629

      26280 Hobbs Rd, Denton, MD 21629
  • 11 N Maple Ave, Ridgely, MD 21660
    11 N Maple Ave, Ridgely, MD 21660
    11 N Maple Ave, Ridgely, MD 21660
    /28

    $200,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 814 Sq Ft

    11 N Maple Ave, Ridgely, MD 21660

    This charming ranch-style home, built in 1962, offers a cozy retreat with easy access to Rt 404. Inside, you'll find a traditional floor plan featuring engineered wood and hardwood flooring and a free standing propane fireplace in the living room. The kitchen is perfect for casual meals and features new flooring. The flexible floor plan is perfect for three bedrooms OR two bedrooms with a home

    Tricia Wilson Wilson Realty & Staging LLC

    11 N Maple Ave, Ridgely, MD 21660
  • 1306 Fairfield Ct, Denton, MD 21629
    1306 Fairfield Ct, Denton, MD 21629
    1306 Fairfield Ct, Denton, MD 21629
    /23

    $299,000 Sold Jan 21, 2025

    1306 Fairfield Ct, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 2003

    Last Sold Summary

    • $220/SF
    • 58 Days On Market

    Current Estimated Value $336,357

    Last Listing Agent Erene Katris Coldwell Banker Realty

    1306 Fairfield Ct, Denton, MD 21629
    • 23060 Tuckahoe Springs Dr, Denton, MD 21629
      23060 Tuckahoe Springs Dr, Denton, MD 21629
      23060 Tuckahoe Springs Dr, Denton, MD 21629
      /54

      Est $437,513 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,820 Sq Ft

      23060 Tuckahoe Springs Dr, Denton, MD 21629

      23060 Tuckahoe Springs Dr, Denton, MD 21629
  • 218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    /24

    $208,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    218 E Sunset Ave, Greensboro, MD 21639

    This charming 3-bedroom, 1-bath home sits just across the street from the beautiful Choptank River, offering water views right from your doorstep. Enjoy the benefits of solar panels for lower energy costs.The property also includes a spacious 24’ x 28’ detached garage—perfect for vehicles, a workshop, or extra storage. Whether you’re looking for your first home or looking to downsize this

    Stevie Brummell Keller Williams Realty

    218 E Sunset Ave, Greensboro, MD 21639
  • 306 Sunrise Ave, Ridgely, MD 21660
    306 Sunrise Ave, Ridgely, MD 21660
    306 Sunrise Ave, Ridgely, MD 21660
    /13

    $260,000 Sold Aug 13, 2025

    306 Sunrise Ave, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,539 Sq Ft
    • Built 1955

    Last Sold Summary

    • $169/SF
    • 120 Days On Market

    Current Estimated Value $280,117

    Last Listing Agent Wanda Hampton Clark & Co Realty, LLC

    306 Sunrise Ave, Ridgely, MD 21660
    • 315 W Sunset Ave, Greensboro, MD 21639
      315 W Sunset Ave, Greensboro, MD 21639
      315 W Sunset Ave, Greensboro, MD 21639
      /50

      Est $369,613 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,416 Sq Ft

      315 W Sunset Ave, Greensboro, MD 21639

      315 W Sunset Ave, Greensboro, MD 21639
  • 109 Buena Vista Ave, Federalsburg, MD 21632
    109 Buena Vista Ave, Federalsburg, MD 21632
    109 Buena Vista Ave, Federalsburg, MD 21632
    /23

    $155,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    109 Buena Vista Ave, Federalsburg, MD 21632

    Barton Johnson/not int Marshy Hope Realty LLC

    109 Buena Vista Ave, Federalsburg, MD 21632
  • 5734 Bell Creek Rd, Preston, MD 21655
    5734 Bell Creek Rd, Preston, MD 21655
    5734 Bell Creek Rd, Preston, MD 21655
    /20

    $344,000 Sold Apr 30, 2025

    5734 Bell Creek Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2001

    Last Sold Summary

    • $279/SF
    • 4 Days On Market

    Current Estimated Value $373,333

    Last Listing Agent Katie Moore Coldwell Banker Chesapeake Real Estate Company

    5734 Bell Creek Rd, Preston, MD 21655
    • 1211 Cattail Commons Way, Denton, MD 21629
      1211 Cattail Commons Way, Denton, MD 21629
      1211 Cattail Commons Way, Denton, MD 21629
      /44

      Est $424,479 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,036 Sq Ft

      1211 Cattail Commons Way, Denton, MD 21629

      1211 Cattail Commons Way, Denton, MD 21629
  • 13070 Ridgely Rd, Greensboro, MD 21639
    13070 Ridgely Rd, Greensboro, MD 21639
    13070 Ridgely Rd, Greensboro, MD 21639
    /40

    $370,000 Pending

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

    13070 Ridgely Rd, Greensboro, MD 21639

    WOW! 2.5 ACRES!! - Enjoy peaceful country living in this charming 3-bedroom, 2-bath rancher set on 2.5 acres backing to open farmland. The home welcomes you with a comfortable living room featuring a cozy gas fireplace and a separate dining space just off the kitchen. The kitchen offers newer appliances and opens to an enclosed sun room—a versatile space perfect for an office, playroom, art

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    13070 Ridgely Rd, Greensboro, MD 21639
  • 8 N 2nd St, Denton, MD 21629
    8 N 2nd St, Denton, MD 21629
    8 N 2nd St, Denton, MD 21629
    /18

    $425,000 Sold Jul 23, 2025

    8 N 2nd St, Denton, MD 21629

    • Studio
    • 3,482 Sq Ft
    • Built 1890

    Last Sold Summary

    • $122/SF
    • 78 Days On Market

    Last Listing Agent Andrew Beaven Wright Real Estate

    8 N 2nd St, Denton, MD 21629
    • 1107 Canvasback Ln, Denton, MD 21629
      1107 Canvasback Ln, Denton, MD 21629
      1107 Canvasback Ln, Denton, MD 21629
      /29

      Est $431,620 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,496 Sq Ft

      1107 Canvasback Ln, Denton, MD 21629

      1107 Canvasback Ln, Denton, MD 21629
  • 22060 Main St, Hillsboro, MD 21641
    22060 Main St, Hillsboro, MD 21641
    22060 Main St, Hillsboro, MD 21641
    /53

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 2,817 Sq Ft

    22060 Main St, Hillsboro, MD 21641

    Needs Work. sold as is - large home in need of updating/TLC - 2-story 3 car garage

    Keith Brooks Thurston Wyatt Real Estate, LLC

    22060 Main St, Hillsboro, MD 21641
  • 12041 Crouse Mill Rd, Ridgely, MD 21660
    12041 Crouse Mill Rd, Ridgely, MD 21660
    12041 Crouse Mill Rd, Ridgely, MD 21660
    /42

    $337,500 Sold Apr 16, 2025

    12041 Crouse Mill Rd, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 1994

    Last Sold Summary

    • $171/SF
    • 18 Days On Market

    Current Estimated Value $378,748

    Last Listing Agent Justin Brewer Baltimore Realty, LLC

    12041 Crouse Mill Rd, Ridgely, MD 21660
    • 16911 Heritage Hills Ln, Henderson, MD 21640
      16911 Heritage Hills Ln, Henderson, MD 21640
      16911 Heritage Hills Ln, Henderson, MD 21640
      /43

      Est $472,781 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,428 Sq Ft

      16911 Heritage Hills Ln, Henderson, MD 21640

      16911 Heritage Hills Ln, Henderson, MD 21640
  • 24800 Pealiquor Rd, Denton, MD 21629
    24800 Pealiquor Rd, Denton, MD 21629
    24800 Pealiquor Rd, Denton, MD 21629
    /125

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,496 Sq Ft

    24800 Pealiquor Rd, Denton, MD 21629

    Experience timeless elegance and Eastern Shore charm at this beautifully restored 4-bedroom, 3.5-bath colonial retreat set on 7 acres along the Choptank River. Once known as “Hazelwood,” this historic Governor’s Mansion is one you don’t want to miss! Inside, you’ll find expansive formal and informal rooms flow seamlessly for entertaining and family living alike. This estate features refinished

    Christina Ginn Fathom Realty LLC

    24800 Pealiquor Rd, Denton, MD 21629
  • 522 Lincoln St, Denton, MD 21629
    522 Lincoln St, Denton, MD 21629
    522 Lincoln St, Denton, MD 21629
    /16

    $215,000 Sold Oct 24, 2025

    522 Lincoln St, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft
    • Built 1961

    Last Sold Summary

    • $336/SF
    • 10 Days On Market

    Last Listing Agent Amanda Morgan Brenton Realty Group

    522 Lincoln St, Denton, MD 21629
    • 310 W Central Ave, Federalsburg, MD 21632
      310 W Central Ave, Federalsburg, MD 21632
      310 W Central Ave, Federalsburg, MD 21632
      /26

      Est $267,382 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,359 Sq Ft

      310 W Central Ave, Federalsburg, MD 21632

      310 W Central Ave, Federalsburg, MD 21632
  • 24324 Asbury Dr, Denton, MD 21629
    24324 Asbury Dr, Denton, MD 21629
    24324 Asbury Dr, Denton, MD 21629
    /51

    $639,000

    • 4 Beds
    • 4 Baths
    • 3,484 Sq Ft

    24324 Asbury Dr, Denton, MD 21629

    Lovely grand colonial with covered front porch located on almost 4 acres. The first floor offers a huge primary suite with walk in closet and bath with soaking tub, dual headed shower and double vanity.Dining room has gleaming hardwood floors with enough space to seat 20 people, lovely overhead chandelier and warming propane fireplace . Kitchen has all stainless appliances, plenty of

    Bonnie Johnson Keller Williams Realty

    24324 Asbury Dr, Denton, MD 21629
  • 407 Maryland Ave, Ridgely, MD 21660
    407 Maryland Ave, Ridgely, MD 21660
    407 Maryland Ave, Ridgely, MD 21660
    /25

    $350,000 Sold Feb 06, 2025

    407 Maryland Ave, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1902

    Last Sold Summary

    • $231/SF
    • 65 Days On Market

    Current Estimated Value $356,057

    Last Listing Agent Eric Haro The Parker Group

    407 Maryland Ave, Ridgely, MD 21660
    • 4 N Maple Ave, Ridgely, MD 21660
      4 N Maple Ave, Ridgely, MD 21660
      4 N Maple Ave, Ridgely, MD 21660
      /18

      Est $267,245 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft

      4 N Maple Ave, Ridgely, MD 21660

      4 N Maple Ave, Ridgely, MD 21660
  • 100 Riverwalk Terrace Unit 36203297, Federalsburg, MD 21632
    100 Riverwalk Terrace Unit 36203297, Federalsburg, MD 21632
    100 Riverwalk Terrace Unit 36203297, Federalsburg, MD 21632
    /25

    $217,990 New Construction

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

    Jefferson Plan at Riverwalk Terrace, Federalsburg, MD 21632

    The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with ample cabinet space, stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal entertainment

    D.R. Horton Builder
    100 Riverwalk Terrace Unit 36203297, Federalsburg, MD 21632
  • 508 Teal Cir, Greensboro, MD 21639
    508 Teal Cir, Greensboro, MD 21639
    508 Teal Cir, Greensboro, MD 21639
    /38

    $355,000 Sold Jun 06, 2025

    508 Teal Cir, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft
    • Built 2004

    Last Sold Summary

    • $182/SF
    • 10 Days On Market

    Current Estimated Value $381,758

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    508 Teal Cir, Greensboro, MD 21639
    • 23278 Holly Park Dr, Preston, MD 21655
      23278 Holly Park Dr, Preston, MD 21655
      23278 Holly Park Dr, Preston, MD 21655
      /43

      Est $741,114 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,711 Sq Ft

      23278 Holly Park Dr, Preston, MD 21655

      23278 Holly Park Dr, Preston, MD 21655
  • 26722 Sandtown Rd, Goldsboro, MD 21636
    26722 Sandtown Rd, Goldsboro, MD 21636
    26722 Sandtown Rd, Goldsboro, MD 21636
    /55

    $359,900 Under Contract

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

    26722 Sandtown Rd, Goldsboro, MD 21636

    Bring your horses! This 4 acre property nestled in small town Goldsboro has everything you need to make your very own farmette, live fencing & well maintained horse run ins with electric. Plenty of room to spread out in this country setting! This updated 3 bed 2 full bath rancher features a new roof & new flooring. Short drive to Denton, Greensboro, and the DE State Line for the commuter!

    Megan Rosendale Rosendale Realty

    26722 Sandtown Rd, Goldsboro, MD 21636
  • 0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    /4

    $110,000 Sold Dec 15, 2025

    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952

    • Land
    • 2 Acres
    • $55,000 per Acre

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Amy Torbert Diamond State Cooperative LLC

    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    • 206 Bernard Ave, Federalsburg, MD 21632
      206 Bernard Ave, Federalsburg, MD 21632
      206 Bernard Ave, Federalsburg, MD 21632
      /12

      Est $217,059 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 960 Sq Ft

      206 Bernard Ave, Federalsburg, MD 21632

      206 Bernard Ave, Federalsburg, MD 21632
  • 212 Main St, Preston, MD 21655
    212 Main St, Preston, MD 21655
    212 Main St, Preston, MD 21655
    /56

    $320,000

    • 5 Beds
    • 3 Baths
    • 2,122 Sq Ft

    212 Main St, Preston, MD 21655

    ***Unique Opportunity***Welcome to this spacious and well-cared-for property located in the peaceful town of Preston. The main home offers 5 generously sized bedrooms and 3 full bathrooms, providing ample space for comfortable family living or multi-generational needs. A large eat-in kitchen serves as the heart of the home, perfect for everyday meals or entertaining guests.This

    Ross Muir EXP Realty, LLC

    212 Main St, Preston, MD 21655

Showing Results 481 - 520, Page 13 of 18

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