15,675

Caroline County, MD Homes

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  • 125 Park Ave, Greensboro, MD 21639

    $292,990 Sold Oct 28, 2025

    125 Park Ave, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $201/SF
    • 18 Days On Market

    Current Estimated Value $248,112

    D.R. Horton Kinnamon Meadows

    125 Park Ave, Greensboro, MD 21639
    • 1709 Cattail Commons Way, Denton, MD 21629
      1709 Cattail Commons Way, Denton, MD 21629
      1709 Cattail Commons Way, Denton, MD 21629
      /52

      Est $412,061 Not Listed For Sale

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

      1709 Cattail Commons Way, Denton, MD 21629

      1709 Cattail Commons Way, Denton, MD 21629
  • 126 Maple Ave, Preston, MD 21655
    126 Maple Ave, Preston, MD 21655
    126 Maple Ave, Preston, MD 21655
    /23

    $230,000

    • 3 Beds
    • 1.5 Baths
    • 1,828 Sq Ft

    126 Maple Ave, Preston, MD 21655

    Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

    Marsha Tull Marshy Hope Realty LLC

    126 Maple Ave, Preston, MD 21655
  • 8197 Detour Rd, Denton, MD 21629
    8197 Detour Rd, Denton, MD 21629
    8197 Detour Rd, Denton, MD 21629
    /77

    $590,000 Sold Jan 09, 2026

    8197 Detour Rd, Denton, MD 21629

    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft
    • Built 1989

    Last Sold Summary

    • $230/SF
    • 250 Days On Market

    Last Listing Agent Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629
    • 505 Teal Cir, Greensboro, MD 21639
      505 Teal Cir, Greensboro, MD 21639
      505 Teal Cir, Greensboro, MD 21639
      /43

      Est $330,122 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,952 Sq Ft

      505 Teal Cir, Greensboro, MD 21639

      505 Teal Cir, Greensboro, MD 21639
  • 23629 Willow Pond Rd, Denton, MD 21629
    23629 Willow Pond Rd, Denton, MD 21629
    23629 Willow Pond Rd, Denton, MD 21629
    /32

    $450,000

    • 1 Bed
    • 1.5 Baths
    • 1,596 Sq Ft

    23629 Willow Pond Rd, Denton, MD 21629

    A Distinctive Live/Work Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside with the practicality of a live/work lifestyle. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4

    Stephany Barrett Long & Foster Real Estate, Inc.

    23629 Willow Pond Rd, Denton, MD 21629
  • 3345 Gallagher Rd, Preston, MD 21655
    3345 Gallagher Rd, Preston, MD 21655
    3345 Gallagher Rd, Preston, MD 21655
    /9

    $370,000 Sold Dec 23, 2025

    3345 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 2025

    Last Sold Summary

    • $282/SF
    • 22 Days On Market

    Last Listing Agent Janiece Hines Crown Homes Real Estate

    3345 Gallagher Rd, Preston, MD 21655
    • 316 N Main St, Greensboro, MD 21639
      316 N Main St, Greensboro, MD 21639
      316 N Main St, Greensboro, MD 21639
      /28

      Est $216,425 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft

      316 N Main St, Greensboro, MD 21639

      316 N Main St, Greensboro, MD 21639
  • 0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636
    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636
    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636
    /6

    $159,900

    • Land
    • 5.28 Acres
    • $30,284 per Acre

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636

    Peaceful 5.281-Acre Wooded Homesite with Wildlife Pond Views. Discover the perfect blend of natural beauty and rural tranquility on this 5.281-acre perc-approved building lot, ready for your dream home. Nestled in a quiet country setting, this property offers a stunning overlook of a preserved wildlife pond, where geese, ducks, deer, and turkeys are frequent visitors—creating your own private

    Brett Schrader Taylor Properties

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636
  • 301 Greenridge Rd, Federalsburg, MD 21632
    301 Greenridge Rd, Federalsburg, MD 21632
    /2

    $100,000 Sold Feb 26, 2025

    301 Greenridge Rd, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1954

    Last Sold Summary

    • $123/SF
    • 1 Day On Market

    Current Estimated Value $107,411

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

    301 Greenridge Rd, Federalsburg, MD 21632
    • 25720 Burrsville Rd, Denton, MD 21629
      25720 Burrsville Rd, Denton, MD 21629
      25720 Burrsville Rd, Denton, MD 21629
      /51

      Est $338,051 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 936 Sq Ft

      25720 Burrsville Rd, Denton, MD 21629

      25720 Burrsville Rd, Denton, MD 21629
  • 23547 Jonestown Ln, Preston, MD 21655
    23547 Jonestown Ln, Preston, MD 21655
    23547 Jonestown Ln, Preston, MD 21655
    /3

    $25,000

    • 728 Sq Ft

    23547 Jonestown Ln, Preston, MD 21655

    Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    23547 Jonestown Ln, Preston, MD 21655
  • 14 N Maple Ave, Ridgely, MD 21660
    14 N Maple Ave, Ridgely, MD 21660
    14 N Maple Ave, Ridgely, MD 21660
    /16

    $166,000 Sold Apr 04, 2025

    14 N Maple Ave, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1976

    Last Sold Summary

    • $157/SF
    • 19 Days On Market

    Last Listing Agent Gina Gargeu Century 21 Downtown

    14 N Maple Ave, Ridgely, MD 21660
    • 1610 Cattail Commons Way, Denton, MD 21629
      1610 Cattail Commons Way, Denton, MD 21629
      1610 Cattail Commons Way, Denton, MD 21629
      /34

      Est $420,785 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,056 Sq Ft

      1610 Cattail Commons Way, Denton, MD 21629

      1610 Cattail Commons Way, Denton, MD 21629
  • 103 Park Ave Unit 36203273, Greensboro, MD 21639
    103 Park Ave Unit 36203273, Greensboro, MD 21639
    103 Park Ave Unit 36203273, Greensboro, MD 21639
    /22

    $266,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft

    PERRY Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Perry, a 1,059 square foot open concept cottage-style ranch home, offers two bedrooms and two bathrooms. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern cabinetry, stainless steel appliances, a spacious peninsula

    D.R. Horton Builder
    103 Park Ave Unit 36203273, Greensboro, MD 21639
  • 1612 Cattail Commons Way, Denton, MD 21629
    1612 Cattail Commons Way, Denton, MD 21629
    1612 Cattail Commons Way, Denton, MD 21629
    /67

    $385,000 Sold Dec 31, 2025

    1612 Cattail Commons Way, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft
    • Built 2007

    Last Sold Summary

    • $154/SF
    • 77 Days On Market

    Last Listing Agent Daniel Register Northrop Realty

    1612 Cattail Commons Way, Denton, MD 21629
    • 25711 Mockingbird Ln, Greensboro, MD 21639
      25711 Mockingbird Ln, Greensboro, MD 21639
      25711 Mockingbird Ln, Greensboro, MD 21639
      /47

      Est $401,439 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      25711 Mockingbird Ln, Greensboro, MD 21639

      25711 Mockingbird Ln, Greensboro, MD 21639
  • 26606 Idlewild Rd, Federalsburg, MD 21632
    26606 Idlewild Rd, Federalsburg, MD 21632
    26606 Idlewild Rd, Federalsburg, MD 21632
    /24

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft

    26606 Idlewild Rd, Federalsburg, MD 21632

    Three Bedroom, 1 and a half bathrooms, located on a quiet county road. This house has been freshly painted inside and outside, new LVP flooring installed throughout the house, all interior doors have been replaced with white six panel doors and new light fixtures in each room. New washer/dryer and refrigerator installed, heat pump is 1 year old, and there is a 22 kw Generac generator as a backup

    Robert Bringman Long & Foster Real Estate, Inc.

    26606 Idlewild Rd, Federalsburg, MD 21632
  • 22040 Main St, Hillsboro, MD 21641
    22040 Main St, Hillsboro, MD 21641
    22040 Main St, Hillsboro, MD 21641
    /83

    $305,000 Sold Feb 13, 2025

    22040 Main St, Hillsboro, MD 21641

    • 4 Beds
    • 1.5 Baths
    • 2,276 Sq Ft
    • Built 1900

    Last Sold Summary

    • $134/SF
    • 68 Days On Market

    Current Estimated Value $325,077

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    22040 Main St, Hillsboro, MD 21641
    • 1524 Cattail Commons Way, Denton, MD 21629
      1524 Cattail Commons Way, Denton, MD 21629
      1524 Cattail Commons Way, Denton, MD 21629
      /35

      Est $441,234 Not Listed For Sale

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

      1524 Cattail Commons Way, Denton, MD 21629

      1524 Cattail Commons Way, Denton, MD 21629
  • 103 S Main St, Federalsburg, MD 21632
    103 S Main St, Federalsburg, MD 21632
    /2

    $94,500

    • 3 Beds
    • 2 Baths
    • 2,116 Sq Ft

    103 S Main St, Federalsburg, MD 21632

    Federalsburg - can be used as office on first floor and apartment on second floor ; or as single family.

    Valerie Brown Coldwell Banker Realty

    103 S Main St, Federalsburg, MD 21632
  • 318 S 5th Ave, Denton, MD 21629
    318 S 5th Ave, Denton, MD 21629
    /2

    $258,000 Sold Aug 18, 2025

    318 S 5th Ave, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,326 Sq Ft
    • Built 1953

    Last Sold Summary

    • $195/SF
    • 1 Day On Market

    Current Estimated Value $259,714

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    318 S 5th Ave, Denton, MD 21629
    • 202 Caroline Ave, Ridgely, MD 21660
      202 Caroline Ave, Ridgely, MD 21660
      202 Caroline Ave, Ridgely, MD 21660
      /36

      Est $298,859 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,914 Sq Ft

      202 Caroline Ave, Ridgely, MD 21660

      202 Caroline Ave, Ridgely, MD 21660
  • 408 Bernard Ave, Greensboro, MD 21639
    408 Bernard Ave, Greensboro, MD 21639
    408 Bernard Ave, Greensboro, MD 21639
    /11

    $262,500

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

    408 Bernard Ave, Greensboro, MD 21639

    This charming ranch-style home in the serene Town of Greensboro offers a perfect blend of comfort and functionality. With 1,232 square feet of well-designed living space, this residence features three inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm and welcoming atmosphere, highlighted by plush carpeting and stylish vinyl

    Daniel Hill Long & Foster Real Estate, Inc.

    408 Bernard Ave, Greensboro, MD 21639
  • 1208 Painted Fern Rd, Denton, MD 21629
    1208 Painted Fern Rd, Denton, MD 21629
    1208 Painted Fern Rd, Denton, MD 21629
    /39

    $400,000 Sold Dec 12, 2025

    1208 Painted Fern Rd, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,994 Sq Ft
    • Built 2006

    Last Sold Summary

    • $134/SF
    • 8 Days On Market

    Last Listing Agent Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    1208 Painted Fern Rd, Denton, MD 21629
    • 10767 Collinswood Dr, Denton, MD 21629
      10767 Collinswood Dr, Denton, MD 21629
      10767 Collinswood Dr, Denton, MD 21629
      /32

      Est $500,646 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,182 Sq Ft

      10767 Collinswood Dr, Denton, MD 21629

      10767 Collinswood Dr, Denton, MD 21629
  • 0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    /3

    $69,000

    • Land
    • 2.08 Acres
    • $33,173 per Acre

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629

    Beautiful 2.08 acre flat lot. Was approved for a potential mound system in 1991. All paperwork is included in the disclosures. Buyer to verify well and septic approval before closing.

    Toni Lynne Advance Realty, Inc.

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
  • 25612 Auction Rd, Federalsburg, MD 21632
    25612 Auction Rd, Federalsburg, MD 21632
    25612 Auction Rd, Federalsburg, MD 21632
    /71

    $429,000 Sold Jul 07, 2025

    25612 Auction Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,648 Sq Ft
    • Built 1984

    Last Sold Summary

    • $260/SF
    • 29 Days On Market

    Current Estimated Value $442,673

    Last Listing Agent Megan Rosendale Rosendale Realty

    25612 Auction Rd, Federalsburg, MD 21632
    • 110 S 8th St, Denton, MD 21629
      110 S 8th St, Denton, MD 21629
      110 S 8th St, Denton, MD 21629
      /22

      Est $384,175 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,654 Sq Ft

      110 S 8th St, Denton, MD 21629

      110 S 8th St, Denton, MD 21629
  • 3675 Seaman Rd, Preston, MD 21655
    3675 Seaman Rd, Preston, MD 21655
    3675 Seaman Rd, Preston, MD 21655
    /35

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft

    3675 Seaman Rd, Preston, MD 21655

    Charming Eastern Shore property set on a peaceful stretch of Seaman’s Road in Preston, MD. Enjoy the tranquility of country living with convenient access to nearby towns, outdoor recreation, and local amenities. A great opportunity for those seeking space, privacy, and small-town charm.

    Brian Jones Keller Williams Select Realtors of Annapolis

    3675 Seaman Rd, Preston, MD 21655
  • 214 S 1st St, Denton, MD 21629
    214 S 1st St, Denton, MD 21629
    214 S 1st St, Denton, MD 21629
    /39

    $655,000 Sold Apr 04, 2025

    214 S 1st St, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,182 Sq Ft
    • Built 1953

    Last Sold Summary

    • $300/SF
    • 48 Days On Market

    Current Estimated Value $707,943

    Last Listing Agent Sharon DeGrouchy Long & Foster Real Estate, Inc.

    214 S 1st St, Denton, MD 21629
    • 116 Main St, Preston, MD 21655
      116 Main St, Preston, MD 21655
      116 Main St, Preston, MD 21655
      /20

      Est $264,336 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,185 Sq Ft

      116 Main St, Preston, MD 21655

      116 Main St, Preston, MD 21655
  • 3376 Jefferson Pond Rd, Federalsburg, MD 21632
    3376 Jefferson Pond Rd, Federalsburg, MD 21632
    3376 Jefferson Pond Rd, Federalsburg, MD 21632
    /5

    $300,000 Pending

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

    3376 Jefferson Pond Rd, Federalsburg, MD 21632

    This beautifully crafted 3 bedroom, 2 bathroom home offers modern living in a sought-after community with a low annual HOA fee of just $200. Step inside to find luxury vinyl plank flooring throughout the main living areas, a spacious open-concept layout, and a stunning kitchen featuring granite countertops, stainless steel appliances, and plenty of cabinet space. Enjoy peace of mind with a

    Amy Herr Keller Williams Realty

    3376 Jefferson Pond Rd, Federalsburg, MD 21632
  • 5213A Bethlehem Rd, Preston, MD 21655
    5213A Bethlehem Rd, Preston, MD 21655
    5213A Bethlehem Rd, Preston, MD 21655
    /50

    $875,000 Sold Jul 11, 2025

    5213A Bethlehem Rd, Preston, MD 21655

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft
    • Built 2014

    Last Sold Summary

    • $292/SF
    • 3 Days On Market

    Current Estimated Value $939,450

    Last Listing Agent Amanda Morgan Brenton Realty Group

    5213A Bethlehem Rd, Preston, MD 21655
    • 1606 Cattail Commons Way, Denton, MD 21629
      1606 Cattail Commons Way, Denton, MD 21629
      1606 Cattail Commons Way, Denton, MD 21629
      /30

      Est $409,837 Not Listed For Sale

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

      1606 Cattail Commons Way, Denton, MD 21629

      1606 Cattail Commons Way, Denton, MD 21629
  • 320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    /40

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    320 N Main St, Greensboro, MD 21639

    Welcome to 320 N Main St in the quaint town of Greensboro, where you'll find a home that invites you to kick off your shoes and stay a while. This residence sits on a half-acre lot and features three bedrooms and 2.5 baths, offering an ideal balance of space, comfort, and style. The beautifully updated kitchen is ready for all your culinary adventures, boasting a five-burner gas range, stainless

    Karen Clark Clark & Co Realty, LLC

    320 N Main St, Greensboro, MD 21639
  • 534 N N 6th St, Denton, MD 21629
    534 N N 6th St, Denton, MD 21629
    /2

    $11,000 Sold Jul 02, 2025

    534 N N 6th St, Denton, MD 21629

    • Land
    • 0.51 Acre
    • $21,569 per Acre

    Last Sold Summary

    • 370 Days On Market

    Current Estimated Value $158,000

    Last Listing Agent Heather Brummell Keller Williams Realty

    534 N N 6th St, Denton, MD 21629
    • 1308 Trice Meadows Cir, Denton, MD 21629
      1308 Trice Meadows Cir, Denton, MD 21629
      1308 Trice Meadows Cir, Denton, MD 21629
      /18

      Est $408,184 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,505 Sq Ft

      1308 Trice Meadows Cir, Denton, MD 21629

      1308 Trice Meadows Cir, Denton, MD 21629
  • 25548 Hill Rd, Greensboro, MD 21639
    25548 Hill Rd, Greensboro, MD 21639
    25548 Hill Rd, Greensboro, MD 21639
    /13

    $435,000

    • Studio
    • 7,260 Sq Ft

    25548 Hill Rd, Greensboro, MD 21639

    HUGE POTENTIAL. Residential/commercial property combined. 4 residential units available. Two units occupied with annual leases (one at $700.00 and the other at $725.00). Two units vacant (one needs some work and the other needs extensive work. All 4 units are Certified Lead Free. Large main section is gutted and has excellent potential for apartments, etc. Buyer and or Buyer's agent to

    Rosa Tyre Kelark Real Estate

    25548 Hill Rd, Greensboro, MD 21639
  • 2570 Guard Rd, Federalsburg, MD 21632
    2570 Guard Rd, Federalsburg, MD 21632
    2570 Guard Rd, Federalsburg, MD 21632
    /66

    $470,000 Sold Dec 30, 2025

    2570 Guard Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 2020

    Last Sold Summary

    • $196/SF
    • 96 Days On Market

    Last Listing Agent Thomas Burdett Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632

Showing Results 241 - 280, Page 7 of 18

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