15,671

Caroline County, MD Homes

Section Image Section Image
  • /102

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    23296 Wilder Way, Denton, MD 21629

    Right out of HGTV! Custom Built in 2020, this 3,350+/- sq ft one-level home offers an abundance of amenities including high ceilings, 4 bedrooms, 3.5 Baths, large open floorplan with huge gourmet kitchen with quartz/ss appliances, separate pantry, family room with stacked stone gas fireplace. The Primary Bedroom is located at one end of the house and includes a large bath with double vanity,

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 232-1392

    23296 Wilder Way, Denton, MD 21629
  • /16

    $465 - $1,290 per month

    Riverwoods at Denton

    1 - 3 Beds

    101 Quinn Cir, Denton, MD 21629

    Riverwoods at Denton is an affordable housing community featuring newly renovated existing apartments and 36 apartment homes. All of the apartments offer the latest Green energy-saving and conserving features and include a modern kitchen, with abundant cabinetry as well as dishwasher, disposal and microwave. Handicap accessible apartments are also available.Riverwoods at Denton features a 1,500

    101 Quinn Cir, Denton, MD 21629
  • /5

    $1,020,000 Sold Sep 26, 2025

    0 River Rd Unit MDCM2006210, Ridgely, MD 21660

    • Land
    • 134.85 Acres
    • $7,564 per Acre

    Last Sold Summary

    • 9 Days On Market

    Last Listing Agent Nick Haiduk Thyme Real Estate Co LLC

    0 River Rd Unit MDCM2006210, Ridgely, MD 21660
    • /68

      Est $740,345 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft

      25840 Garey Rd, Denton, MD 21629

      25840 Garey Rd, Denton, MD 21629
  • /8

    $125,000

    • Land
    • 2.31 Acres
    • $54,113 per Acre

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (667) 282-1883

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660
  • /17

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 8,096 Sq Ft
    • House for Rent

    15329 Church Ln, Goldsboro, MD 21636

    RENT INCLUDES. ELECTRIC, PROPANE, LAWNCARE & LANDSCAPING, INTERNET/WIFI, TRASH REMOVAL, MONTHLY HOUSEKEEPING, WATER SOFTNER MAINTENANCE. Welcome to this clean 3-bedroom 2-bath home that offers fenced in backyard and a large front porch for relaxing. Large kitchen and huge Primary with access to the backyard. Large soaking tube and separate shower. Walk-in closet. No Pets or Smoking.

    Roger Boyce Chesapeake Real Estate Associates, LLC

    15329 Church Ln, Goldsboro, MD 21636
  • /21

    $391,000 Sold Oct 29, 2025

    11225 Shane Cir, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2017

    Last Sold Summary

    • $261/SF
    • 4 Days On Market

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    11225 Shane Cir, Ridgely, MD 21660
    • /80

      Est $495,185 Not Listed For Sale

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

      14645 Fox Chase Cir, Ridgely, MD 21660

      14645 Fox Chase Cir, Ridgely, MD 21660
  • /8

    $129,000

    • Land
    • 3.51 Acres
    • $36,752 per Acre

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (410) 705-7988

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660
  • /10

    $1,165 - $1,415 per month

    Sunset Hargraves Ridgely

    1 - 3 Beds

    502 Sunset Blvd, Ridgely, MD 21660

    Welcome to Sunset Hargraves Ridgely, where newly renovated affordable apartment homes meet the charm of Maryland’s Eastern Shore. Located in the heart of Ridgely, our spacious 1, 2, and 3-bedroom apartments feature brand-new kitchens, energy-efficient appliances, luxury vinyl plank flooring, new windows, and more. Community-wide upgrades include new roofing, gutters, and refreshed breezeways,

    502 Sunset Blvd, Ridgely, MD 21660
  • /24

    $199,000 Sold Jun 05, 2025

    311 S 4th St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Built 1910

    Last Sold Summary

    • $153/SF
    • 13 Days On Market

    Current Estimated Value $219,700

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    311 S 4th St, Denton, MD 21629
    • /19

      Est $152,460 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,440 Sq Ft

      3683 Houston Branch Rd, Federalsburg, MD 21632

      3683 Houston Branch Rd, Federalsburg, MD 21632
  • /9

    $125,000

    • Land
    • 2.54 Acres
    • $49,213 per Acre

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (667) 297-6243

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
  • /17

    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 1,742 Sq Ft
    • House for Rent

    108 W Sunset Ave, Greensboro, MD 21639

    Charming older home with hardwood floors and plenty of space. Separate large living room and dining room. Eat in space in kitchen. Kitchen has exit to mud room, that also leads to back yard. Very spacious laundry room with shelving for pantry and storage. The home has 3 rooms upstairs that could all be bedrooms; one does not have a closet. There is a cellar with workbench and HVAC unit. Nice

    Cindy Jacobs Maryland Residential Management Co

    108 W Sunset Ave, Greensboro, MD 21639
  • /32

    $227,500 Sold Aug 20, 2025

    1303 Blue Heron Dr, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft
    • Built 2004

    Last Sold Summary

    • $125/SF
    • 27 Days On Market

    Current Estimated Value $240,443

    Last Listing Agent Justin Pokrywka Taylor Properties

    1303 Blue Heron Dr, Denton, MD 21629
    • /25

      Est $441,816 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      10318 Alms House Rd, Denton, MD 21629

      10318 Alms House Rd, Denton, MD 21629
  • /61

    $429,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    26091 Hokum Dr, Greensboro, MD 21639

    OPEN HOUSE Sat Dec 6th 11am-1pm. Discover peaceful Eastern Shore living in this beautiful 4-bedroom, 2.5-bath detached home, set on 7.55 private acres bordering the Choptank River. Tucked away at the end of a quiet cul-de-sac with mature woods, this property offers exceptional privacy, nature views, and seasonal glimpses of the river during the fall and winter months. Inside, the home has been

    Agent Photo

    Lori Marino

    Long & Foster Real Estate, Inc.

    (410) 835-4869

    26091 Hokum Dr, Greensboro, MD 21639
  • /2

    $670 - $1,454 per month

    Riverview Gardens

    1 - 4 Beds

    500 High St, Denton, MD 21629

    500 High St, Denton, MD 21629
  • /7

    $240,000 Sold Aug 29, 2025

    4539 Houston Branch Rd, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft
    • Built 1949

    Last Sold Summary

    • $326/SF
    • 0 Days On Market

    Current Estimated Value $246,035

    Last Listing Agent Barbara Nichols Results Realty Inc.

    4539 Houston Branch Rd, Federalsburg, MD 21632
    • /71

      Est $565,333 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,698 Sq Ft

      304 S 1st St, Denton, MD 21629

      304 S 1st St, Denton, MD 21629
  • /35

    $349,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    206 Charles St, Federalsburg, MD 21632

    This 3-bedroom, 2.5-bath Cape Cod sits on a quiet street surrounded by mature trees. Features include a covered front porch with recessed lighting, family room, formal dining room, eat-in kitchen with stainless steel appliances, and first-floor laundry. Enjoy a fully fenced backyard with a spacious deck and a basketball court in the front yard. Transform the bonus space above the two-car garage

    Agent Photo

    Rosezette Dennis

    Coldwell Banker Realty

    (410) 705-7651

    206 Charles St, Federalsburg, MD 21632
  • /10

    $1,495 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    100 N 6th St Unit 100, Denton, MD 21629

    4 Unit Apartment Building Downstairs End Unit-2 Bedroom 1 Full Bath. Nice kitchen, Family Room, Separate laundry Room. (tenant to provide their own Washer and Dryer) Rent includes Trash pick-up and Grass Cutting. Located in the Heart of Denton. Walking distance to Schools, Parks, Restaurants and Shopping. Available Now. Application On-line Rent Spree

    Kathleen Brenton Brenton Realty Group

    100 N 6th St Unit 100, Denton, MD 21629
  • /38

    $225,000 Sold Sep 19, 2025

    12194 Knife Box Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1900

    Last Sold Summary

    • $151/SF
    • 38 Days On Market

    Current Estimated Value $240,434

    Last Listing Agent Dustin Parker The Parker Group

    12194 Knife Box Rd, Greensboro, MD 21639
    • /8

      Est $382,153 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,604 Sq Ft

      15780 Wharton Rd, Goldsboro, MD 21636

      15780 Wharton Rd, Goldsboro, MD 21636
  • /10

    $620,000

    • Studio
    • 3,600 Sq Ft

    310 Main St, Marydel, MD 21649

    Great Apartment Building investment opportunity, updated, and ready to go! The building includes three 2-bedroom, 1-bath units and one 3-bedroom, 1-bath unit — all with private entrances and separately metered utilities. A furnished office space adds additional potential for on-site management or rental income.Recent upgrades include: New well (less than a year old) with a 20-year warranty,

    Agent Photo

    Sharon Daugherty

    Keller Williams Realty Delmarva

    (410) 881-8824

    310 Main St, Marydel, MD 21649
  • /18

    $1,550 per month

    • 3 Beds
    • 2 Baths
    • 100 Sq Ft
    • Condo for Rent

    701 Market St Unit A, Denton, MD 21629

    701 Market St Unit A, Denton, MD 21629
  • /21

    $274,900 Sold Feb 19, 2025

    14185 Drapers Mill Rd, Greensboro, MD 21639

    • 4 Beds
    • 1 Bath
    • 1,352 Sq Ft
    • Built 1910

    Last Sold Summary

    • $203/SF
    • 101 Days On Market

    Current Estimated Value $294,495

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    14185 Drapers Mill Rd, Greensboro, MD 21639
    • /6

      Not Listed For Sale

      0 6th St, Ridgely, MD 21660

      0 6th St, Ridgely, MD 21660
  • /8

    $125,000

    • Land
    • 2.4 Acres
    • $52,083 per Acre

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.4-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (667) 868-0827

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660
  • /20

    $1,400 per month

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • House for Rent

    3530 Houston Branch Rd, Federalsburg, MD 21632

    Nice 3 Bedroom 1 bath rental. Tenants must apply online through RentSpree. Pets on a “case by case” scenario, No smoking, 600 min credit score, minimum income requirements, and will need to provide recent pay stubs for income verification. First months, last months, and security deposit due at singing of lease.

    Blaine Williamson McClain-Williamson Realty, LLC

    3530 Houston Branch Rd, Federalsburg, MD 21632
  • /19

    $25,000 Sold Nov 24, 2025

    310 Park Ave, Federalsburg, MD 21632

    • 1 Bed
    • 1.5 Baths
    • 812 Sq Ft
    • Built 1904

    Last Sold Summary

    • $31/SF
    • 8 Days On Market

    Last Listing Agent Daniel Demers Sell Your Home Services

    310 Park Ave, Federalsburg, MD 21632
    • /10

      Est $577,455 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      Unlisted Address

      Unlisted Address
  • /7

    $129,000

    • Land
    • 3.33 Acres
    • $38,739 per Acre

    0 Burnt Mill Rd Unit MDCM2005290, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (667) 249-9508

    0 Burnt Mill Rd Unit MDCM2005290, Ridgely, MD 21660
  • /28

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 2,688 Sq Ft
    • House for Rent

    22721 Marsh Creek Rd, Preston, MD 21655

    Enjoy the unique charm of country living in this spacious 4-bedroom, 2-bathroom Sears Farmhouse. Situated on one acre, this farmhouse offers picturesque views of an active farm. This home has classic farmhouse feel featuring generous rooms filled with natural light. The main level includes a large living room, a family room, kitchen, sunroom and a full bath. This house radiates vintage charm with

    Lisa Lynch Keller Williams Realty

    22721 Marsh Creek Rd, Preston, MD 21655
  • /23

    $360,000 Sold May 07, 2025

    435 Main St, Goldsboro, MD 21636

    • 2 Beds
    • 1 Bath
    • 1,680 Sq Ft
    • Built 1940

    Last Sold Summary

    • $214/SF
    • 16 Days On Market

    Last Listing Agent Elizabeth Tryon Meredith Fine Properties

    435 Main St, Goldsboro, MD 21636
    • /23

      Est $330,129 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft

      323 Mallard Dr, Greensboro, MD 21639

      323 Mallard Dr, Greensboro, MD 21639
  • /65

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    17753 Marvel Rd, Marydel, MD 21649

    Discover the perfect blend of modern comfort and serene rural living in this stunning detached home, built in 2021. With an impressive 2,475 square feet of thoughtfully designed space, this property is a sanctuary for those seeking tranquility without sacrificing convenience. Step inside to find an inviting open floor plan that seamlessly connects the family room to the eat-in kitchen, making it

    Agent Photo

    Petra Quinn

    Realty Navigator

    (667) 297-6065

    17753 Marvel Rd, Marydel, MD 21649
  • /46

    $219,000 Sold Feb 13, 2025

    111 Riverton Ave, Denton, MD 21629

    • 4 Beds
    • 1.5 Baths
    • 1,868 Sq Ft
    • Built 1916

    Last Sold Summary

    • $117/SF
    • 32 Days On Market

    Current Estimated Value $248,455

    Last Listing Agent Megan Rosendale Rosendale Realty

    111 Riverton Ave, Denton, MD 21629
    • /30

      Est $339,143 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft

      319 Mallard Dr, Greensboro, MD 21639

      319 Mallard Dr, Greensboro, MD 21639
  • /54

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft

    24766 Tribbett Cir, Ridgely, MD 21660

    Why wait months to build when you can start enjoying this meticulously built, and finely crafted contemporary farmhouse home right now? Situated on an .85 acre lot in the established community of Ashworth, this 2023 built, 3,168 square foot, 4 bedroom, 2.5 bath home contemporary farmhouse-style home blends rustic charm with contemporary elegance. The exterior features classic white siding,

    Barbara McCaffrey Redfin Corp

    24766 Tribbett Cir, Ridgely, MD 21660

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home