15,698

Caroline County, MD Homes

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  • /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
    • /30

      Est $274,130 Not Listed For Sale

      1612 Blue Heron Dr, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,244 Sq Ft
      • Built 2006
      1612 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 6% Above List Price
      • $115/SF
      • 3 Days On Market

      Last Sold Price $258,000

      Last Listing Agent Mary Wagner Cummings & Co. Realtors

  • /28

    $305,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    12739 Greensboro Rd, Greensboro, MD 21639

    Welcome home! You've got to come see this well maintained 3-bedroom, 2-bath home offering comfort, character, and charm. Sitting on just over one acre, this property blends peaceful living with everyday convenience, located only a short drive from grocery stores, restaurants, and is roughly 30 minutes from both Dover and Milford. Step inside to find hardwood floors that add warmth and charm to

    Amy Mullen Iron Valley Real Estate Ocean City

    12739 Greensboro Rd, Greensboro, MD 21639
  • /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
    • /38

      Est $275,290 Not Listed For Sale

      1606 Blue Heron Dr, Denton, MD 21629

      • 4 Beds
      • 3.5 Baths
      • 2,268 Sq Ft
      • Built 2006
      1606 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 8% Above List Price
      • $112/SF
      • 2 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /36

    $249,900

    • 3 Beds
    • 3 Baths
    • 1,678 Sq Ft

    102 S Academy St, Greensboro, MD 21639

    Classic Charm Meets In-Town Living. Enjoy the luxury of space on this generous .34-acre lot, featuring a 3-bedroom home designed for both quiet mornings on the front porch and lively backyard BBQs. Inside, flow seamlessly from the bright & airy living room to the dining area and kitchen. With three full baths, a dedicated laundry room, and a storage-ready basement, the layout is as functional as

    Karen Clark Clark & Co Realty, LLC

    102 S Academy St, Greensboro, MD 21639
  • /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 $490,717

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    11575 Maplewood Dr, Ridgely, MD 21660
    • /38

      Est $233,490 Not Listed For Sale

      26875 Barclay Rd, Marydel, MD 21649

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft
      • Built 1951
      26875 Barclay Rd, Marydel, MD 21649

      Last Sold Summary

      • 2% Above List Price
      • $162/SF
      • 47 Days On Market

      Last Sold Price $228,000

      Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

  • /36

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,791 Sq Ft

    309 N Main St, Greensboro, MD 21639

    This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the

    Eddie Matthews Benson & Mangold, LLC

    309 N Main St, Greensboro, MD 21639
  • /25

    $350,000 Sold May 29, 2025

    24636 Williston Rd, Denton, MD 21629

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft
    • Built 1959

    Last Sold Summary

    • $238/SF
    • 320 Days On Market

    Current Estimated Value $346,157

    Last Listing Agent Andrew Beaven Wright Real Estate

    24636 Williston Rd, Denton, MD 21629
    • /73

      Est $661,036 Not Listed For Sale

      20810 Frazier Point Ln, Preston, MD 21655

      • 3 Beds
      • 2.5 Baths
      • 2,226 Sq Ft
      • Built 1970
      20810 Frazier Point Ln, Preston, MD 21655

      Last Sold Summary

      • 2% Above List Price
      • $292/SF
      • 229 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • /29

    $434,000

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    23116 Gilpin Point Rd, Preston, MD 21655

    A perfectly situated, water-oriented, turnkey, rancher with a piece of country is ready for your enjoyment. Produce your own vegetables, flowers or the like in the already established rear garden beds, collect your peaches, pears and other fruits from fruit bearing trees. Start your plants early in an enclosed greenhouse/produce stand. A second greenhouse area is framed and ready for a canopy.

    Edward Cartwright Benson & Mangold, LLC

    23116 Gilpin Point Rd, Preston, MD 21655
  • /36

    $325,000 Sold Sep 26, 2025

    6315 Harmony Rd, Preston, MD 21655

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1994

    Last Sold Summary

    • $161/SF
    • 28 Days On Market

    Current Estimated Value $323,243

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    6315 Harmony Rd, Preston, MD 21655
    • /28

      Est $275,439 Not Listed For Sale

      1614 Blue Heron Dr, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,244 Sq Ft
      • Built 2006
      1614 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 2% Above List Price
      • $121/SF
      • 2 Days On Market

      Last Sold Price $270,500

      Last Listing Agent Marcy Gaines Century 21 New Millennium

  • /24

    $230,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    163 Riverwalk Terrace, Federalsburg, MD 21632

    Brand new spacious end-unit townhouse located in a charming community along Marshyhope Creek. Residents enjoy scenic surroundings with access to walking trails leading to the river, marina, and nearby park. The first floor features a bright open floor plan with a seamless flow between the kitchen, dining, and family room, perfect for both everyday living and entertaining. The kitchen is equipped

    Deshay Kennedy Keller Williams Realty Central-Delaware

    163 Riverwalk Terrace, Federalsburg, MD 21632
  • /59

    $385,000 Sold May 12, 2025

    25820 Dogwood Rd, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 1979

    Last Sold Summary

    • $246/SF
    • 203 Days On Market

    Current Estimated Value $403,791

    Last Listing Agent Pamela Geib Long & Foster Real Estate, Inc.

    25820 Dogwood Rd, Greensboro, MD 21639
    • /13

      Est $260,910 Not Listed For Sale

      25 Greenridge Ave, Ridgely, MD 21660

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1993
      25 Greenridge Ave, Ridgely, MD 21660

      Last Sold Summary

      • 6% Above List Price
      • $243/SF
      • 7 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Marti McGinty Chesapeake Real Estate Associates, LLC

  • /37

    $609,900

    • 4 Beds
    • 5 Baths
    • 3,491 Sq Ft

    24712 Tribbett Cir, Ridgely, MD 21660

    Welcome to 24712 Tribbett Circle — a beautifully appointed 2016-built home set on 2.43 pristine acres in one of Ridgely’s most desirable neighborhoods. This luxurious 4-bedroom, 4-bathroom property seamlessly blends timeless style with modern comfort, offering an exceptional living experience both inside and out. The main level is adorned with rich bamboo flooring, creating a warm and

    Chris Warren Long & Foster Real Estate, Inc.

    24712 Tribbett Cir, Ridgely, MD 21660
  • /42

    $1,550,000 Sold Jun 13, 2025

    28268 Bridgeville Rd, Federalsburg, MD 21632

    • 4 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1900

    Last Sold Summary

    • $821/SF
    • 11 Days On Market

    Current Estimated Value $1,345,966

    Last Listing Agent Nick Campanaro The Land Group

    28268 Bridgeville Rd, Federalsburg, MD 21632
    • /56

      Est $401,315 Not Listed For Sale

      12710 Greensboro Rd, Greensboro, MD 21639

      • 3 Beds
      • 2.5 Baths
      • 1,472 Sq Ft
      • Built 1950
      12710 Greensboro Rd, Greensboro, MD 21639

      Last Sold Summary

      • 3% Above List Price
      • $265/SF
      • 5 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Scott Judy Coldwell Banker Waterman Realty

  • /43

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    412 N Main St, Greensboro, MD 21639

    Rare Find! This 3-bedroom, 2-bath renovated rancher offers the perfect blend of space and charm on a sprawling 0.73 acre in-town lot. Spanning over 1,860 sq. ft. of updated living space, you’ll love the openess of the crisp, white kitchen that flows into a living-dining area anchored by a cozy wood-burning fireplace, the versatile bonus room/office and the entertainment-ready basement with a

    Karen Clark Clark & Co Realty, LLC

    412 N Main St, Greensboro, MD 21639
  • /5

    $201,000 Sold Dec 19, 2025

    6561 Bell Creek Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Built 1915

    Last Sold Summary

    • $149/SF
    • 14 Days On Market

    Current Estimated Value $202,409

    Last Listing Agent Barbara Dayton Long & Foster Real Estate, Inc.

    6561 Bell Creek Rd, Preston, MD 21655
    • /31

      Est $360,474 Not Listed For Sale

      25797 Spring Branch Dr, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 1998
      25797 Spring Branch Dr, Greensboro, MD 21639

      Last Sold Summary

      • 3% Above List Price
      • $272/SF
      • 54 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Rick Parreco RE/MAX

  • /2

    $23,000

    • Land
    • 0.14 Acre
    • $164,286 per Acre

    12115 Lincoln St, Ridgely, MD 21660

    Lot in the town of Ridgely, check with the town/county about putting a new house on this lot. There was previously a house on this lot.

    Pamela Geib Long & Foster Real Estate, Inc.

    12115 Lincoln St, Ridgely, MD 21660
  • 129 Hobbs St, Greensboro, MD 21639

    $273,990 Sold Jan 15, 2026

    129 Hobbs St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Below List Price
    • $232/SF
    • 14 Days On Market

    D.R. Horton Kinnamon Meadows

    129 Hobbs St, Greensboro, MD 21639
    • /26

      Est $231,545 Not Listed For Sale

      1510 Blue Heron Dr, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,692 Sq Ft
      • Built 2004
      1510 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 3% Above List Price
      • $133/SF
      • 3 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Dan Foster Long & Foster

  • /30

    $309,000

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

    1907 Blue Heron Dr, Denton, MD 21629

    Highly sought after large townhome in the desirable community of Mallard Landing in Denton, featuring almost double the square footage, and a rear deck off of the kitchen. Multi-generational living has a full bedroom and bath, as well as a large family room on the main floor. A few easy steps to the second floor brings you to a beautiful open kitchen, dining, and living room. The third floor

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    1907 Blue Heron Dr, Denton, MD 21629
  • /13

    $235,000 Sold Jul 31, 2025

    513 Vaughn Ave, Greensboro, MD 21639

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1996

    Last Sold Summary

    • $204/SF
    • 8 Days On Market

    Current Estimated Value $235,105

    Last Listing Agent Chad Muse KD Realty Inc

    513 Vaughn Ave, Greensboro, MD 21639
    • /80

      Est $374,999 Not Listed For Sale

      24300 Robins Creek Rd, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft
      • Built 1979
      24300 Robins Creek Rd, Preston, MD 21655

      Last Sold Summary

      • 1% Below List Price
      • $234/SF
      • 127 Days On Market

      Last Sold Price $379,900

      Last Listing Agent Cheryl Jersey-Lecourt Long & Foster

  • /30

    $375,000

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

    24383 Robins Creek Rd, Preston, MD 21655

    VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

    Ed Quidas Long & Foster Real Estate, Inc.

    24383 Robins Creek Rd, Preston, MD 21655
  • /59

    $385,000 Sold Nov 07, 2025

    502 N Academy St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 2,378 Sq Ft
    • Built 1960

    Last Sold Summary

    • $162/SF
    • 105 Days On Market

    Current Estimated Value $377,869

    Last Listing Agent Chris Rosendale CR Realty

    502 N Academy St, Greensboro, MD 21639
    • /17

      Est $388,898 Not Listed For Sale

      205 N Main St, Greensboro, MD 21639

      • 5 Beds
      • 3 Baths
      • 3,876 Sq Ft
      • Built 1890
      205 N Main St, Greensboro, MD 21639

      Last Sold Summary

      • 32% Above List Price
      • $76/SF
      • 301 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Pamela Geib Long & Foster

  • /33

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    215 Apple Ln, Preston, MD 21655

    Welcome to this beautiful 3-bedroom, 2-bathroom home filled with wonderful updates throughout. As you arrive, you’ll immediately notice the brand-new roof, offering peace of mind for years to come. Step inside to discover a stunning updated kitchen featuring quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. With spring just around the corner,

    Amy Endzel Keller Williams Select Realtors of Annapolis

    215 Apple Ln, Preston, MD 21655
  • /4

    $200,000 Sold Jun 09, 2025

    0 Rte 313 Rd Unit 1001900376, Federalsburg, MD 21632

    • Land
    • 40.49 Acres
    • $4,939 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 1,412 Days On Market

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

    0 Rte 313 Rd Unit 1001900376, Federalsburg, MD 21632
    • /32

      Est $406,759 Not Listed For Sale

      8 Caroline Ave, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 2,264 Sq Ft
      • Built 1900
      8 Caroline Ave, Ridgely, MD 21660

      Last Sold Summary

      • 4% Above List Price
      • $172/SF
      • 86 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /23

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    311 Kerr Ave, Denton, MD 21629

    Priced to Sell!! Don't miss out on this opportunity!*** Large Oak Tree in back of house has been removed*** Discover this beautifully updated 3-bedroom, 2-bath corner lot rancher in Denton, Maryland, offering style, comfort, and unbeatable convenience! This single-story gem features gorgeous bamboo flooring throughout, creating a warm and modern ambiance. The traditional floor plan gives the

    Justin Damadio Iron Valley Real Estate Ocean City

    311 Kerr Ave, Denton, MD 21629
  • /28

    $240,990 Sold Jun 30, 2025

    151 Riverwalk Terrace, Federalsburg, MD 21632

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

    Last Sold Summary

    • $177/SF
    • 26 Days On Market

    Current Estimated Value $225,691

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

    151 Riverwalk Terrace, Federalsburg, MD 21632
    • /48

      Est $286,809 Not Listed For Sale

      219 Briarwood Cir, Denton, MD 21629

      • 4 Beds
      • 4 Baths
      • 2,088 Sq Ft
      • Built 2006
      219 Briarwood Cir, Denton, MD 21629

      Last Sold Summary

      • 1% Above List Price
      • $136/SF
      • 4 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Kimberly Dixson Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /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
  • /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

Showing Results 441 - 480, Page 12 of 18

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