15,754

Caroline, MD Homes

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    • /24

      Est $427,455 Not Listed For Sale

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

      23116 Gilpin Point Rd, Preston, MD 21655

      23116 Gilpin Point Rd, Preston, MD 21655
  • /56

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    4972 Preston Rd, Federalsburg, MD 21632

    Welcome home to this beautifully renovated Cape Cod style 3-bedroom, 2-bathroom gem on 0.96 acres. This home has been thoughtfully updated with modern features while maintaining its cozy charm. Step inside to find brand-new LVP flooring, complemented by fresh lighting fixtures that brighten the space. The upgraded kitchen features new cabinetry, quartz countertops, a kitchen island, and new

    Jon Fleming Weichert Realtors - Blue Ribbon

    4972 Preston Rd, Federalsburg, MD 21632
  • /59

    $380,000 Sold May 14, 2025

    • 3,056 Sq Ft
    • $124/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2007

    1603 Cattail Commons Way, Denton, MD 21629

    Welcome to 1603 Cattail Commons Way in Denton! Freshly updated and move-in ready, this spacious 4-bedroom, 2.5-bath home in Cattail Commons offers the perfect blend of comfort and convenience! Featuring an open-concept layout, the main level boasts a modern kitchen with ample counter space, a bright dining area, a cozy family room, plus a separate living and dining room—perfect for entertaining.

    Matthew Wyble Next Step Realty

    1603 Cattail Commons Way, Denton, MD 21629
    • /27

      Est $394,485 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,184 Sq Ft

      6 W Liberty St, Ridgely, MD 21660

      6 W Liberty St, Ridgely, MD 21660
  • /49

    $899,000

    • Land
    • 187 Acres
    • $4,807 per Acre

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649

    Cool Spring Sporting Property is approximately 187+/- acres.  The Perpetual Deed of Easement calls for 182 acres of the parent deed to be enrolled in conservation with an additional 5+/- acre field left out of the Easement. Located south of Marydel, MD in the village of Henderson, the land runs North and South along Cool Spring Road and North to Northeast along Marvel Road. In 2009, the landowner

    Benjamin Alder The Land Group

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
  • /56

    $125,000 Sold May 13, 2025

    • 3,386 Sq Ft
    • $37/SF
    • 43 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1905

    101 Liberty Rd, Federalsburg, MD 21632

    Primed for redevelopment, 101 Liberty Rd presents a great opportunity for investors looking to add to their portfolio or homeowners seeking to renovate their dream home. Located just a short drive from shops and restaurants, this 4bd/2ba offers a large footprint, spacious bedrooms and tons of historic charm! Cash, hard money or 203k loans only. Property is being sold as-is.

    Ben Garner Cummings & Co. Realtors

    101 Liberty Rd, Federalsburg, MD 21632
    • /29

      Est $297,839 Not Listed For Sale

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

      217 Briarwood Cir, Denton, MD 21629

      217 Briarwood Cir, Denton, MD 21629
  • /20

    $169,900

    • Studio
    • 1,608 Sq Ft

    605 W Sunset Ave, Greensboro, MD 21639

    Investment property! Two income producing occupied rentals. 2 bedroom, 1 bath upstairs and 2 bedroom, 1 bath downstairs. Both under lease. Large yard with pleanty of parking! Seller to offer Discount if purchased with 603W Sunset. Has been registered Led free!

    Scott Judy Coldwell Banker Waterman Realty

    605 W Sunset Ave, Greensboro, MD 21639
  • /59

    $385,000 Sold May 12, 2025

    • 1,568 Sq Ft
    • $246/SF
    • 203 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    25820 Dogwood Rd, Greensboro, MD 21639

    Looking for that awesome oasis, come check out this 3-bedroom, 2.5-bathroom home. Sit on the multi-level decks or hang out on the patio. Corner lot with a circular drive in the front and extra wide space for parking in the rear. Main level boosts kitchen, family room combo, separate dining room and large living room. Inside access to the lower level that is finished plus you could enter from

    Pamela Geib Long & Foster Real Estate, Inc.

    25820 Dogwood Rd, Greensboro, MD 21639
    • /48

      Est $585,593 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,074 Sq Ft

      24668 Tribbett Cir, Ridgely, MD 21660

      24668 Tribbett Cir, Ridgely, MD 21660
  • /14

    $189,900

    • Studio
    • 1,983 Sq Ft

    603 W Sunset Ave, Greensboro, MD 21639

    Investment property! Two income producing occupied rentals. 2 bedroom, 1 bath and 3 beedroom, 1 bath. Both under lease. Large yard with pleanty of parking! Seller to give discount if purchased with 605 W Sunset.Has been registered Led Free!

    Scott Judy Coldwell Banker Waterman Realty

    603 W Sunset Ave, Greensboro, MD 21639
  • /28

    $285,000 Sold May 09, 2025

    • 2,168 Sq Ft
    • $131/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1885

    21959 Main St, Hillsboro, MD 21641

    This waterfront home was built in 1885 and sits on 1.2 acres of land over looking the Tuckahoe Creek. Walk down to waters edge or use the public boat ramp just next door to start your water adventures. This 4 bedroom, 2 bath home offers 2168 sq ft of living space. I love the Vaulted ceilings in the kitchen and Primary Bedroom and the awesome water views from several rooms. The family room

    Jimmy White Long & Foster Real Estate, Inc.

    21959 Main St, Hillsboro, MD 21641
    • /4

      Est $441,729 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,064 Sq Ft

      10961 Greensboro Rd, Denton, MD 21629

      10961 Greensboro Rd, Denton, MD 21629
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /17

    $245,000 Sold May 09, 2025

    • 1,786 Sq Ft
    • $137/SF
    • 9 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1880

    308 W Sunset Ave, Greensboro, MD 21639

    Step into a piece of Greensboro's history with this two-story Victorian home. This large home has four spacious bedrooms and offers ample space for family living and entertaining. The heart of the home, a kitchen remodeled in 2018. The home's exterior had a new roof installed in 2022 and windows replaced in 2023, ensuring both aesthetic appeal and energy efficiency. Nestled in the town of

    Heather Brummell Shore Living Real Estate

    308 W Sunset Ave, Greensboro, MD 21639
    • /3

      Est $498,886 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      12141 Greensboro Rd, Greensboro, MD 21639

      12141 Greensboro Rd, Greensboro, MD 21639
  • /70

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    Great Opportunity to own a Farm! 20 Acres plus Pole building to store your farm equipment, 2-car garage with a recreation room on the second floor. Great for hunting and fishing or to admire the wildlife.In-ground swimming pool with private fencing. Four season room, separate dining room, breakfast nook,Pellet stove, Fireplace with gas insert.This 1890 home needs some TLC.Call to schedule your

    Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /36

    $455,000 Sold May 09, 2025

    • 2,100 Sq Ft
    • $217/SF
    • 28 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    11412 Cecil Ct, Greensboro, MD 21639

    Charming 4-Bedroom Home with Water Access & Wooded Views!Nestled just 2.1 miles off Route 404, this adorable 4-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Located in a picturesque neighborhood with water access, this home is a true gem! Key Features: First-floor owner’s suite for easy living Open-concept kitchen & dining area—great for entertaining Partially fenced

    Deborah Shiley Long & Foster Real Estate, Inc.

    11412 Cecil Ct, Greensboro, MD 21639
    • /27

      Est $241,534 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,477 Sq Ft

      510 High St, Denton, MD 21629

      510 High St, Denton, MD 21629
  • /73

    $545,000

    • 3 Beds
    • 3 Baths
    • 3,088 Sq Ft

    22005 Main St, Hillsboro, MD 21641

    This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle.The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • /39

    $319,000 Sold May 09, 2025

    • 1,575 Sq Ft
    • $203/SF
    • 88 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    215 Apple Ln, Preston, MD 21655

    Welcome to 215 Apple Lane. This well-maintained Cape Cod with over 1500 sq feet of living space rests on .36 acres. This home offers Hardwood floors in the kitchen and Dining area, LVP in the downstairs bedrooms, and brand-new carpet in the Living Room. The second floor is designated as the Primary Suite, with a walk-in closet and updated bathroom. New carpet as well in the Primary Suite. The

    Roger Boyce Chesapeake Real Estate Associates, LLC

    215 Apple Ln, Preston, MD 21655
    • /19

      Est $276,866 Not Listed For Sale

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

      111 Maple Ave, Goldsboro, MD 21636

      111 Maple Ave, Goldsboro, MD 21636
  • /9

    $87,500

    • Land
    • 0.74 Acre
    • $118,243 per Acre

    0 Mill & Lincoln St, Greensboro, MD 21639

    NEW PRICE!!! Unique Opportunity to purchase 3 Parcels in the Town of Greensboro!! One of which has a hooked up Water/Sewer account, so instant savings on no tap fee!! Parcels are believed to total approximately 0.74 Acres, more or less. Dilapidated dwelling exists in the center of the parcels, in need of tear down or possible major renovation. Town of Greensboro building codes and ordinances

    Erin Anderson Chesapeake Real Estate Associates, LLC

    0 Mill & Lincoln St, Greensboro, MD 21639
  • /50

    $375,000 Sold May 08, 2025

    • 2,577 Sq Ft
    • $146/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    1104 Ruddy Duck Ct, Denton, MD 21629

    Welcome to 1104 Ruddy Duck Ct! This home located in a cul-de-sac lot in the Mallard Landing community is full of inviting upgrades is ready for you to move right in. You are going to love the curb appeal of this home with a front porch just waiting for your rocking chairs and the oversized 2 car garage has tons of storage. Step inside and you'll fall in love with the NEWer LVP flooring throughout

    Kathleen Higginbotham Keller Williams Flagship

    1104 Ruddy Duck Ct, Denton, MD 21629
    • /35

      Est $184,082 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,164 Sq Ft

      321 E Central Ave, Federalsburg, MD 21632

      321 E Central Ave, Federalsburg, MD 21632
  • /95

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    25305 Sandy Point Rd, Greensboro, MD 21639

    Discover this stunning three-story waterfront home on the Choptank River, just five minutes from downtown Denton and Route 404. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an additional half bath, and a laundry room. Upstairs, two additional bedrooms, a full bath,

    Janet Larson Benson & Mangold, LLC

    25305 Sandy Point Rd, Greensboro, MD 21639
  • /22

    $226,000 Sold May 07, 2025

    • 1,056 Sq Ft
    • $214/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1977

    8 N Maple Ave, Ridgely, MD 21660

    Cash or Conventional financing only!!! This home will not pass FHA, VA or USDA financing due to deferred exterior maintenance. Home is sold "AS IS" and with contents. The seller will not be making any repairs whatsoever. 3 bedroom 1 bath rancher on nice in-town lot. This one is priced to sell and will not last long.

    Blaine Williamson McClain-Williamson Realty, LLC

    8 N Maple Ave, Ridgely, MD 21660
    • /26

      Est $274,233 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      139 Smugglers Way, Greensboro, MD 21639

      139 Smugglers Way, Greensboro, MD 21639
  • /4

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632

    Enjoy the country life! Very nice 2-acre lot. Per approved for a septic system. Just minutes from the town of Federalsburg. No deed of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 1 Clark Canning House Rd, Federalsburg, MD 21632
  • /23

    $360,000 Sold May 07, 2025

    • 1,680 Sq Ft
    • $214/SF
    • 16 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    435 Main St, Goldsboro, MD 21636

    Great investment opportunity!! Church located on main street in Goldsboro. Two bedroom one bath house next door, with an additional lot with sewer hook up to the left of the church. Church has a sanctuary, class rooms, nursery, office and bathrooms. 429-437 Main St

    Elizabeth Tryon Meredith Fine Properties

    435 Main St, Goldsboro, MD 21636
    • /30

      Est $373,505 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,851 Sq Ft

      110 Sharp Rd, Denton, MD 21629

      110 Sharp Rd, Denton, MD 21629
  • /3

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632

    2-Acre Perc Approved Lot! Enjoy country living! Just minutes from the town of Federalsburg. No deeds of covenants or restrictions.

    Mickey Hayward Sunset Properties

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
  • /73

    $298,000 Sold May 05, 2025

    • 1,996 Sq Ft
    • $149/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    21954 Main St, Hillsboro, MD 21641

    Lovingly restored and maintained Victorian charmer, located in the heart of Historic Hillsboro is now searching for a new owner. Stepping inside, you'll be transported to yesteryear as you tread on original hardwood floors and enjoy the neutral paint palette of the generously sized rooms. The living room features a wood burning stove to gather round and enjoy cozy evenings. The dining room and

    Judith Germain Benson & Mangold, LLC

    21954 Main St, Hillsboro, MD 21641
    • /36

      Est $258,445 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft

      504 Liberty Rd, Federalsburg, MD 21632

      504 Liberty Rd, Federalsburg, MD 21632
  • /6

    $125,000

    • Land
    • 2.40 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

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660
  • /27

    $209,990 Sold May 05, 2025

    • 1,365 Sq Ft
    • $154/SF
    • 84 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    112 Riverwalk Terrace, Federalsburg, MD 21632

    Enjoy small town living at 112 Riverwalk Terrace, a new home located in Federalsburg, MD at Riverwalk Terrace. 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

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    112 Riverwalk Terrace, Federalsburg, MD 21632
    • /20

      Est $364,841 Not Listed For Sale

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

      103 Elmor Ct, Greensboro, MD 21639

      103 Elmor Ct, Greensboro, MD 21639
  • /6

    $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

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
  • /19

    $180,000 Sold May 02, 2025

    • 864 Sq Ft
    • $208/SF
    • 61 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1976

    4928 Bethlehem Rd, Preston, MD 21655

    Cute bungalow minutes from Easton and Preston. This nearly 2+/- acre parcel has a well maintained 1 bedroom house offers privacy. Many outbuildings include a detached garage, workshop, green house and sheds.

    Jim Corson Benson & Mangold, LLC

    4928 Bethlehem Rd, Preston, MD 21655
    • /19

      Est $225,963 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,308 Sq Ft

      312 Buena Vista Ave, Federalsburg, MD 21632

      312 Buena Vista Ave, Federalsburg, MD 21632

Showing Results 241 - 280, Page 7 of 18

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