15,675

Caroline County, MD Homes

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  • 1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    /9

    $250,000

    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    1204 Blue Heron Dr, Denton, MD 21629

    Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenince and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been thoughtfully updated with fresh paint, new appliances and more to ensure it's move-in ready for you.

    Carolyn A. Page Shore Results Realty

    1204 Blue Heron Dr, Denton, MD 21629
  • 114 S 3rd St, Denton, MD 21629
    114 S 3rd St, Denton, MD 21629
    114 S 3rd St, Denton, MD 21629
    /15

    $219,000 Sold Feb 28, 2025

    114 S 3rd St, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,524 Sq Ft
    • Built 1885

    Last Sold Summary

    • $144/SF
    • 32 Days On Market

    Current Estimated Value $244,498

    Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

    114 S 3rd St, Denton, MD 21629
    • 12710 Greensboro Rd, Greensboro, MD 21639
      12710 Greensboro Rd, Greensboro, MD 21639
      12710 Greensboro Rd, Greensboro, MD 21639
      /56

      Est $417,621 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,472 Sq Ft

      12710 Greensboro Rd, Greensboro, MD 21639

      12710 Greensboro Rd, Greensboro, MD 21639
  • 1203 Tuckahoe Ct, Denton, MD 21629
    1203 Tuckahoe Ct, Denton, MD 21629
    1203 Tuckahoe Ct, Denton, MD 21629
    /51

    $325,000

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

    1203 Tuckahoe Ct, Denton, MD 21629

    Charming 4 bedroom, 2 bath cottage tucked away on a quiet cul-de-sac just minutes from downtown Denton. The first floor features a welcoming living room with LVP flooring, kitchen with updated appliances, two bedrooms, and a full bath. Upstairs, you’ll find two additional bedrooms and a second full bath, offering flexible living space. Outside enjoy a large, fenced-in backyard with a deck and

    Alicia Gannon Dulin Benson & Mangold, LLC

    1203 Tuckahoe Ct, Denton, MD 21629
  • 1206 Trice Meadows Cir, Denton, MD 21629
    1206 Trice Meadows Cir, Denton, MD 21629
    1206 Trice Meadows Cir, Denton, MD 21629
    /19

    $325,000 Sold Aug 08, 2025

    1206 Trice Meadows Cir, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 2018

    Last Sold Summary

    • $221/SF
    • 86 Days On Market

    Current Estimated Value $348,381

    Last Listing Agent Bonnie Johnson Keller Williams Realty

    1206 Trice Meadows Cir, Denton, MD 21629
    • 25797 Spring Branch Dr, Greensboro, MD 21639
      25797 Spring Branch Dr, Greensboro, MD 21639
      25797 Spring Branch Dr, Greensboro, MD 21639
      /31

      Est $388,896 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft

      25797 Spring Branch Dr, Greensboro, MD 21639

      25797 Spring Branch Dr, Greensboro, MD 21639
  • 218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    /24

    $199,000

    • 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
  • 104 S 8th St, Denton, MD 21629
    104 S 8th St, Denton, MD 21629
    104 S 8th St, Denton, MD 21629
    /26

    $280,000 Sold Aug 25, 2025

    104 S 8th St, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,055 Sq Ft
    • Built 1973

    Last Sold Summary

    • $265/SF
    • 7 Days On Market

    Current Estimated Value $293,911

    Last Listing Agent Tony Letizia VRA Realty

    104 S 8th St, Denton, MD 21629
    • 1510 Blue Heron Dr, Denton, MD 21629
      1510 Blue Heron Dr, Denton, MD 21629
      1510 Blue Heron Dr, Denton, MD 21629
      /26

      Est $249,134 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,692 Sq Ft

      1510 Blue Heron Dr, Denton, MD 21629

      1510 Blue Heron Dr, Denton, MD 21629
  • 22060 Main St, Hillsboro, MD 21641
    22060 Main St, Hillsboro, MD 21641
    22060 Main St, Hillsboro, MD 21641
    /53

    $225,000 Pending

    • 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
  • 8534 Briar Patch Dr, Denton, MD 21629
    8534 Briar Patch Dr, Denton, MD 21629
    8534 Briar Patch Dr, Denton, MD 21629
    /106

    $540,000 Sold Sep 04, 2025

    8534 Briar Patch Dr, Denton, MD 21629

    • 4 Beds
    • 3 Baths
    • 3,039 Sq Ft
    • Built 1995

    Last Sold Summary

    • $178/SF
    • 68 Days On Market

    Current Estimated Value $564,805

    Last Listing Agent Alana Taylor Worthington Realty Group, LLC

    8534 Briar Patch Dr, Denton, MD 21629
    • 24300 Robins Creek Rd, Preston, MD 21655
      24300 Robins Creek Rd, Preston, MD 21655
      24300 Robins Creek Rd, Preston, MD 21655
      /80

      Est $410,828 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft

      24300 Robins Creek Rd, Preston, MD 21655

      24300 Robins Creek Rd, Preston, MD 21655
  • 24800 Pealiquor Rd, Denton, MD 21629
    24800 Pealiquor Rd, Denton, MD 21629
    24800 Pealiquor Rd, Denton, MD 21629
    /128

    $1,295,000 Under Contract

    • 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
  • 135 Walnut St, Ridgely, MD 21660
    135 Walnut St, Ridgely, MD 21660
    135 Walnut St, Ridgely, MD 21660
    /65

    $450,000 Sold Sep 12, 2025

    135 Walnut St, Ridgely, MD 21660

    • 4 Beds
    • 4 Baths
    • 3,408 Sq Ft
    • Built 2005

    Last Sold Summary

    • $132/SF
    • 4 Days On Market

    Current Estimated Value $466,749

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Walnut St, Ridgely, MD 21660
    • 205 N Main St, Greensboro, MD 21639
      205 N Main St, Greensboro, MD 21639
      205 N Main St, Greensboro, MD 21639
      /17

      Est $385,141 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,876 Sq Ft

      205 N Main St, Greensboro, MD 21639

      205 N Main St, Greensboro, MD 21639
  • 305 Maple Ave, Ridgely, MD 21660
    305 Maple Ave, Ridgely, MD 21660
    305 Maple Ave, Ridgely, MD 21660
    /7

    $145,000

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    305 Maple Ave, Ridgely, MD 21660

    This cozy cottage, situated on a quiet alley, would be perfect for an individual or a young couple. Enjoy your morning coffee on the screened porch. Fenced backyard with a garden shed.

    Andrew Beaven Wright Real Estate

    305 Maple Ave, Ridgely, MD 21660
  • 25782 Burrsville Rd, Denton, MD 21629
    25782 Burrsville Rd, Denton, MD 21629
    25782 Burrsville Rd, Denton, MD 21629
    /47

    $365,000 Sold May 22, 2025

    25782 Burrsville Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • $272/SF
    • 68 Days On Market

    Current Estimated Value $403,854

    Last Listing Agent Brittany Gough RE/MAX One

    25782 Burrsville Rd, Denton, MD 21629
    • 8 Caroline Ave, Ridgely, MD 21660
      8 Caroline Ave, Ridgely, MD 21660
      8 Caroline Ave, Ridgely, MD 21660
      /32

      Est $383,246 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,264 Sq Ft

      8 Caroline Ave, Ridgely, MD 21660

      8 Caroline Ave, Ridgely, MD 21660
  • 24324 Asbury Dr, Denton, MD 21629
    24324 Asbury Dr, Denton, MD 21629
    24324 Asbury Dr, Denton, MD 21629
    /51

    $619,000

    • 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
  • 24887 Holsinger Ln, Ridgely, MD 21660
    24887 Holsinger Ln, Ridgely, MD 21660
    24887 Holsinger Ln, Ridgely, MD 21660
    /29

    $380,000 Sold Nov 14, 2025

    24887 Holsinger Ln, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2015

    Last Sold Summary

    • $264/SF
    • 120 Days On Market

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    24887 Holsinger Ln, Ridgely, MD 21660
    • 219 Briarwood Cir, Denton, MD 21629
      219 Briarwood Cir, Denton, MD 21629
      219 Briarwood Cir, Denton, MD 21629
      /48

      Est $293,121 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,088 Sq Ft

      219 Briarwood Cir, Denton, MD 21629

      219 Briarwood Cir, Denton, MD 21629
  • 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
  • 210 Denton Rd, Federalsburg, MD 21632
    210 Denton Rd, Federalsburg, MD 21632
    210 Denton Rd, Federalsburg, MD 21632
    /11

    $245,000 Sold Sep 09, 2025

    210 Denton Rd, Federalsburg, MD 21632

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft
    • Built 1935

    Last Sold Summary

    • $206/SF
    • 127 Days On Market

    Current Estimated Value $218,639

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
    • 24461 Friendship Rd, Preston, MD 21655
      24461 Friendship Rd, Preston, MD 21655
      24461 Friendship Rd, Preston, MD 21655
      /60

      Est $805,155 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,546 Sq Ft

      24461 Friendship Rd, Preston, MD 21655

      24461 Friendship Rd, Preston, MD 21655
  • 212 Main St, Preston, MD 21655
    212 Main St, Preston, MD 21655
    212 Main St, Preston, MD 21655
    /56

    $280,000

    • 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 property

    Ross Muir EXP Realty, LLC

    212 Main St, Preston, MD 21655
  • 22329 Tanyard Rd, Preston, MD 21655
    22329 Tanyard Rd, Preston, MD 21655
    22329 Tanyard Rd, Preston, MD 21655
    /34

    $332,000 Sold Sep 05, 2025

    22329 Tanyard Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft
    • Built 1972

    Last Sold Summary

    • $314/SF
    • 29 Days On Market

    Current Estimated Value $344,333

    Last Listing Agent Laura Anderson Coldwell Banker Realty

    22329 Tanyard Rd, Preston, MD 21655
    • 408 Maple Ave, Ridgely, MD 21660
      408 Maple Ave, Ridgely, MD 21660
      408 Maple Ave, Ridgely, MD 21660
      /11

      Est $297,509 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      408 Maple Ave, Ridgely, MD 21660

      408 Maple Ave, Ridgely, MD 21660
  • 1403 Blue Heron Dr, Denton, MD 21629
    1403 Blue Heron Dr, Denton, MD 21629
    1403 Blue Heron Dr, Denton, MD 21629
    /38

    $220,000 Under Contract

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

    1403 Blue Heron Dr, Denton, MD 21629

    BACK ON THE MARKET! Buyer’s plans changed — which means you get another chance at this amazing home! Don’t miss it this time! Welcome to 1403 Blue Heron Drive, Denton Discover effortless, low-maintenance living in this beautifully maintained 3-level townhome located in the highly sought-after Mallard Landing community. Spanning over 1,680 sq ft, this 3-bed, 2.5-bath home features an open-concept

    Dale Hunter Bayside Realty

    1403 Blue Heron Dr, Denton, MD 21629
  • 12 Sunrise Ave, Ridgely, MD 21660
    12 Sunrise Ave, Ridgely, MD 21660
    12 Sunrise Ave, Ridgely, MD 21660
    /33

    $415,000 Sold Sep 30, 2025

    12 Sunrise Ave, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • $255/SF
    • 187 Days On Market

    Last Listing Agent Crystal Smith RE/MAX Executive

    12 Sunrise Ave, Ridgely, MD 21660
    • 411 N 6th St, Denton, MD 21629
      411 N 6th St, Denton, MD 21629
      411 N 6th St, Denton, MD 21629
      /20

      Est $257,177 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,364 Sq Ft

      411 N 6th St, Denton, MD 21629

      411 N 6th St, Denton, MD 21629
  • 1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    /41

    $389,000

    • 4 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    1111 Trice Meadows Cir, Denton, MD 21629

    Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience the seamless flow from the

    LaTanya Drayton United Real Estate Premier

    1111 Trice Meadows Cir, Denton, MD 21629
  • 0 Harmony Rd Unit MDCM2003730, Preston, MD 21655
    0 Harmony Rd Unit MDCM2003730, Preston, MD 21655
    /2

    $43,000 Sold May 23, 2025

    0 Harmony Rd Unit MDCM2003730, Preston, MD 21655

    • Land
    • 1.21 Acres
    • $35,537 per Acre

    Last Sold Summary

    • 497 Days On Market

    Last Listing Agent Gary Lucks Keller Williams Realty

    0 Harmony Rd Unit MDCM2003730, Preston, MD 21655
    • 208 W 2nd St, Ridgely, MD 21660
      208 W 2nd St, Ridgely, MD 21660
      208 W 2nd St, Ridgely, MD 21660
      /25

      Est $229,343 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 962 Sq Ft

      208 W 2nd St, Ridgely, MD 21660

      208 W 2nd St, Ridgely, MD 21660
  • 131 Hobbs St, Greensboro, MD 21639
    131 Hobbs St, Greensboro, MD 21639
    /2

    $297,990 Pending

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    131 Hobbs St, Greensboro, MD 21639

    Welcome to 131 Hobbs Street, a new home soon to be under construction in our newest community, Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of

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

    131 Hobbs St, Greensboro, MD 21639
  • 21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    /17

    $67,000 Sold Sep 19, 2025

    21182 Marsh Creek Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft
    • Built 2020

    Last Sold Summary

    • $60/SF
    • 25 Days On Market

    Last Listing Agent Toni McDowell Keller Williams Select Realtors of Annapolis

    21182 Marsh Creek Rd, Preston, MD 21655
    • 288 Tidewater Cir, Preston, MD 21655
      288 Tidewater Cir, Preston, MD 21655
      288 Tidewater Cir, Preston, MD 21655
      /32

      Est $453,055 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,842 Sq Ft

      288 Tidewater Cir, Preston, MD 21655

      288 Tidewater Cir, Preston, MD 21655
  • 1412 Blue Heron Dr, Denton, MD 21629
    1412 Blue Heron Dr, Denton, MD 21629
    1412 Blue Heron Dr, Denton, MD 21629
    /53

    $234,000

    • 3 Beds
    • 2.5 Baths
    • 1,709 Sq Ft

    1412 Blue Heron Dr, Denton, MD 21629

    Total Re-Hab END UNIT !!! Almost New Everything.! Homes features 3 Bedrooms 2.5 Baths. Open floor plan with All new Kitchen Cabinets, Countertops& Appliances! New Luxury Vinyl Flooring and completely painted thru-out Entire Home. All Three Bathrooms have been updated including Tile Showers, New Vanities, and Fixtures. Community offers, Pool, Community Center, Playgrounds, Yard Maintenance, Boat &

    Kathleen Brenton Brenton Realty Group

    1412 Blue Heron Dr, Denton, MD 21629
  • 11575 Maplewood Dr, Ridgely, MD 21660
    11575 Maplewood Dr, Ridgely, MD 21660
    11575 Maplewood Dr, Ridgely, MD 21660
    /54

    $499,500 Sold Sep 22, 2025

    11575 Maplewood Dr, Ridgely, MD 21660

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • Built 2020

    Last Sold Summary

    • $263/SF
    • 4 Days On Market

    Current Estimated Value $516,351

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    11575 Maplewood Dr, Ridgely, MD 21660
    • 1107 Ruddy Duck Ct, Denton, MD 21629
      1107 Ruddy Duck Ct, Denton, MD 21629
      1107 Ruddy Duck Ct, Denton, MD 21629
      /61

      Est $422,281 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft

      1107 Ruddy Duck Ct, Denton, MD 21629

      1107 Ruddy Duck Ct, Denton, MD 21629
  • 103 Park Ave Unit 36203274, Greensboro, MD 21639
    103 Park Ave Unit 36203274, Greensboro, MD 21639
    /2

    $291,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    HELENA Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or

    D.R. Horton Builder
    103 Park Ave Unit 36203274, Greensboro, MD 21639

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