15,754

Caroline, MD Homes

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  • /51

    Call for Price

    • Land
    • 58 Acres

    4218 Harmony Rd, Preston, MD 21655

    US Treasury Dept. Online Auction - Friday July 25, 2025 - 4218 Harmony Rd., Preston MD 21655 (includes 4228 & 4208 Harmony Rd). Estate property with 8 bedrooms, 8.8 baths, foyer with double staircase, kitchen with butler's pantry, dining room, living room, 2 offices, family room, indoor grill room, 2nd floor family room, 4 fireplaces, gym, laundry room, and attached 3-car and 4-car garages. Over

    Nancy Robbins

    4218 Harmony Rd, Preston, MD 21655
  • /25

    $195,000 Sold Jul 11, 2025

    • 1,199 Sq Ft
    • $163/SF
    • 154 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    707 Camp Rd, Denton, MD 21629

    Welcome to this charming 3-bedroom, 1-bathroom ranch-style home, nestled on a generous 0.53-acre lot. Step inside to discover a traditional floor plan that maximizes space and flow. The inviting living area features a cozy fireplace, perfect for relaxing evenings. The kitchen is equipped with essential appliances, including an electric oven/range, refrigerator, and range hood, making meal

    Daniel Register Northrop Realty

    707 Camp Rd, Denton, MD 21629
    • /13

      Not Listed For Sale

      • Studio
      • 2,184 Sq Ft

      712 Gay St, Denton, MD 21629

      712 Gay St, Denton, MD 21629
  • /14

    $335,000

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

    614 Market St, Denton, MD 21629

    More photos coming soon! Welcome to 614 Market Street. Situated on a corner lot, conveniently located in town of Denton. Just a short walk to downtown to enjoy the local shops, eateries, parks, and the beautiful Choptank River. This historical, charmer will not let you down. Home features a spacious, traditional floor plan, table space in the large kitchen, separate/formal dining room, large

    Michael Bozek Michael J. Bozek

    614 Market St, Denton, MD 21629
  • /24

    $212,000 Sold Jul 09, 2025

    • 864 Sq Ft
    • $245/SF
    • 9 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    524 Denton Rd, Federalsburg, MD 21632

    When affordability meets comfort without excluding charm, you get a super cute, two bedroom, one bath bungalow! This property is the epitome of big things come in little packages! This house has a bonus entrance area that can best be used as a sitting/family/exercise room or an office. It has had partial updates on plumbing, kitchen cabinets were partially replaced, roof is roughly six years old,

    Nora Turner Long & Foster Real Estate, Inc.

    524 Denton Rd, Federalsburg, MD 21632
    • /24

      Est $335,459 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft

      5 Seward Rd, Ridgely, MD 21660

      5 Seward Rd, Ridgely, MD 21660
  • /19

    $315,000

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

    14 N Maple Ave, Ridgely, MD 21660

    Fully Renovated Rancher with a bonus shed fitted out with electric and drywall!Welcome to this beautifully remodeled 3-bedroom, 1-bath ranch-style home in the heart of Ridgely, Maryland. Every inch of this home has been thoughtfully updated—featuring a brand new roof, siding, energy-efficient windows, and new front and back doors for enhanced curb appeal and peace of mind.Step inside

    Joshua Clark Chesapeake Real Estate Associates, LLC

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

    $375,000 Sold Jul 08, 2025

    • 1,648 Sq Ft
    • $228/SF
    • 197 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    22965 Tuckahoe Springs Dr, Denton, MD 21629

    New and Improved! Welcome to Tuckahoe Springs, where easy living meets the Eastern Shore! This ranch style home has so much to offer. Step into the spacious living area open to the recently renovated kitchen/dining room featuring rustic cabinetry aplenty and granite countertops. Off the main living area, there is a smaller sitting room and laundry area. Down the hall you will find two

    Amanda Morgan Brenton Realty Group

    22965 Tuckahoe Springs Dr, Denton, MD 21629
    • /5

      Est $85,333 Not Listed For Sale

      328 E Central Ave, Federalsburg, MD 21632

      328 E Central Ave, Federalsburg, MD 21632
  • /26

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    504 Pintail St, Greensboro, MD 21639

    Practically New Home in Greensboro, MD — Built in 2024!Why wait to build when you can move right into this stunning, barely lived-in home? Built in 2024 and meticulously maintained, this property offers the perfect blend of modern style and low-maintenance living.Step inside to an inviting open floor plan filled with natural light. The spacious kitchen features sleek granite countertops,

    Kaitlyn Collins Benson & Mangold, LLC

    504 Pintail St, Greensboro, MD 21639
  • /28

    $275,000 Sold Jul 08, 2025

    • 1,008 Sq Ft
    • $273/SF
    • 215 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1992

    104 Sunset Blvd, Ridgely, MD 21660

    This beautiful home is waiting for you! Pretty much everything is new! Just move right in! The outside is all maintenance free, with new 100 year Metal roof, new vinyl clad windows, new Amish made front and back doors, vinyl siding and new sidewalks. Inside you will find the updated kitchen with new fridge & counter tops, freshly painted cabinetry, center island with dish washer and large

    Marcia Rostien Long & Foster Real Estate, Inc.

    104 Sunset Blvd, Ridgely, MD 21660
    • /5

      Est $39,163 Not Listed For Sale

      26302 Sennett Rd, Denton, MD 21629

      26302 Sennett Rd, Denton, MD 21629
  • /30

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 3,838 Sq Ft

    1111 Daylily Ln, Denton, MD 21629

    Welcome to your dream home at 1111 Daylily Ln, nestled in the desirable community of Cattail Commons. This spacious 4-bedroom, 2.5-bath home offers the perfect blend of functionality and style, thoughtfully designed for everyday living and effortless entertaining.The bright and airy main level features an open-concept kitchen and dining area, ideal for hosting gatherings, along with a

    Joni Barrow Keller Williams Realty

    1111 Daylily Ln, Denton, MD 21629
  • /71

    $429,000 Sold Jul 07, 2025

    • 1,648 Sq Ft
    • $260/SF
    • 29 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1984

    25612 Auction Rd, Federalsburg, MD 21632

    Nothing but wide open spaces at 25612 Auction Rd! This 3 bedroom 1 full bath rancher sits on 1.26 acres with a beautiful country setting just on the Denton line. Featuring a paver patio, bonus room, pellet stove, LVP flooring, updated kitchen with granite countertops, attached oversized garage. The 40x50 pole building with 12 ft doors has space for your camper, boat, 4 wheelers & then some!

    Megan Rosendale Rosendale Realty

    25612 Auction Rd, Federalsburg, MD 21632
    • /30

      Est $316,713 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,414 Sq Ft

      117 Noble Ave, Preston, MD 21655

      117 Noble Ave, Preston, MD 21655
  • /59

    $374,000

    • 4 Beds
    • 1.5 Baths
    • 2,974 Sq Ft

    107 Butler Dr, Denton, MD 21629

    Charming Home with Timeless Character, Modern Updates & Expansion PotentialStep into this beautifully maintained 4-bedroom, 1.5-bath home that perfectly blends classic charm with thoughtful modern updates. Nestled on a generous 1/3-acre fenced-in town lot, this property offers the privacy and space you’ve been looking for, complete with mature shade trees that create a peaceful,

    Justin Pokrywka Meredith Fine Properties

    107 Butler Dr, Denton, MD 21629
  • /28

    $299,000 Sold Jul 07, 2025

    • 1,320 Sq Ft
    • $227/SF
    • 84 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    607 N Main St, Greensboro, MD 21639

    RARE FIND!! In-Town lot with 1.4 Acres! Home Features 3 Bedrooms 1 Full Bath, Nice Living Room, Dining Room, Kitchen, Finished Sun Room. Full Unfinished Basement. (High Ceilings and Very Dry) Attic has Blown to Foam insulation for very economical heat and cool. Oversize Attached Two-Car Garage- Detached 1.5 Car Garage to include wood stove and work bench! Barn with 4 stalls .Makes for Tons of

    Kathleen Brenton Brenton Realty Group

    607 N Main St, Greensboro, MD 21639
    • /17

      Est $274,981 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,236 Sq Ft

      104 Noble Ave, Preston, MD 21655

      104 Noble Ave, Preston, MD 21655
  • /50

    $442,000

    • 4 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    26674 Bentley Place, Henderson, MD 21640

    This beauty was built in 2004, current owners moved in 2006 added the in-ground salt water pool and property sits on 1.30 acres!! This large 4 bedroom and 2.5 bath home is just the perfect size. Beautiful hard wood floors throughout the first floor, with an open floor plan. Fireplace on first floor runs on propane, which seller does not use or have a propane tank being sold "as-is". The

    Sally Fricke RE/MAX Solutions

    26674 Bentley Place, Henderson, MD 21640
  • /2

    $399,000 Sold Jul 03, 2025

    • 1,750 Sq Ft
    • $228/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    5549 Harmony Woods Dr, Preston, MD 21655

    Welcome to Harmony Woods right outside of Preston, MD ! This beautiful new construction rancher offers 3 bedrooms, 2 full bathrooms, and stylish modern finishes throughout Step inside to discover an open-concept living space, perfect for entertaining or cozy evenings at home. The kitchen is a true centerpiece, featuring granite countertops, stainless steel appliances, and plenty of cabinet space.

    Shirley Coulbourne Coldwell Banker Realty

    5549 Harmony Woods Dr, Preston, MD 21655
    • /60

      Est $355,036 Not Listed For Sale

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

      240 Main St, Preston, MD 21655

      240 Main St, Preston, MD 21655
  • /46

    $325,000

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

    8409 Harmony Rd, Denton, MD 21629

    Charming Single-Level Living on 1.14 Acres – Income Potential + Upgrades Galore!Welcome to this Beautifully updated, Move-In-Ready home tucked away on 1.14 Peaceful Acres with mature trees and dual road access (Towers Rd & Harmony Rd). Whether you're looking for comfort, space, or income potential—this property delivers, with the possibility of earning $2,000/month in rental

    Sandra Gendleman Long & Foster Real Estate, Inc.

    8409 Harmony Rd, Denton, MD 21629
  • /2

    $274,490 Sold Jun 30, 2025

    • 1,182 Sq Ft
    • $232/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    108 Parkland Rd, Greensboro, MD 21639

    Explore 108 Parkland Road, a new home in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,282 square foot, cottage-style ranch home with three bedrooms and two bathrooms. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    108 Parkland Rd, Greensboro, MD 21639
    • /38

      Est $261,744 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,314 Sq Ft

      113 Noble Ave, Preston, MD 21655

      113 Noble Ave, Preston, MD 21655
  • /17

    $230,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    218 E Sunset Ave, Greensboro, MD 21639

    Welcome to 218 E Main St Greensboro, MD. This home offers 3 bedrooms and 1 bath. Home has a large, dethatched garage and off-street parking. Located next to the public boat ramp, with easy access to local shopping and Delaware tax free shopping. This home is located in a flood zone and is being sold as is.

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    218 E Sunset Ave, Greensboro, MD 21639
  • /36

    $375,000 Sold Jun 30, 2025

    • 1,344 Sq Ft
    • $279/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    11145 Branch Ct, Denton, MD 21629

    Come see this 3-bedroom, 2-bath house tucked away with 2 acres of land and no HOA. This home includes a large oversized 3-bay detached garage which includes LED lights, speakers, and overhead storage. You will be greeted by a nice-sized living room and a large open kitchen when you enter the home. Relax on your front porch or back screened-in porch. The 2 acres is a flat and open area with

    Sean O'Connor Coldwell Banker Realty

    11145 Branch Ct, Denton, MD 21629
    • /14

      Est $381,325 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,950 Sq Ft

      107 Fooks Ave, Preston, MD 21655

      107 Fooks Ave, Preston, MD 21655
  • /64

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    6074 Newton Rd, Preston, MD 21655

    Welome to 6074 Newton Road Preston, MD - Winding gravel drive brings you to 5.82 acres of woods and open spaces on Crowberry Creek just off the Choptank River. Enjoy the walkway to the front door and enter the foyer of this 2,060 Sq. Ft Home. Enjoy as you walk past a more formal living area, past the totally updated Country Kitchen and into the addition of a large Family and Dining area. Just

    James Bent Benson & Mangold, LLC

    6074 Newton Rd, Preston, MD 21655
  • /41

    $440,000 Sold Jun 30, 2025

    • 1,976 Sq Ft
    • $223/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1978

    24706 Pealiquor Rd, Denton, MD 21629

    Truly move in ready and anything but cookie cutter, this charming Cape Cod offers a unique living experience that is hard to find. With 4 bedrooms and 2 baths, This home sits on a serene .69 acre wooded lot, offering peace, privacy, and a bird lover's paradise. Inside a beautiful masonry gas fireplace serves as a cozy focal point. The home has been impeccably maintained and well-loved with

    Terri Murray RE/MAX Executive

    24706 Pealiquor Rd, Denton, MD 21629
    • /24

      Est $295,653 Not Listed For Sale

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

      23604 Henry Rd, Ridgely, MD 21660

      23604 Henry Rd, Ridgely, MD 21660
  • /36

    $339,000

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

    6315 Harmony Rd, Preston, MD 21655

    This spacious Cape Cod is nestled on a half-acre lot offering expansive views of farmland and conveniently located between Easton and Denton. Built in 1994, this home offers over 2,000sqft of living space with 3 bedrooms and 3 full baths. The main level features a comfortable living room that flows into the dining area and a generously sized kitchen with ample cabinet and counter space plus

    Kim Crouch Ozman Benson & Mangold, LLC

    6315 Harmony Rd, Preston, MD 21655
  • /28

    $240,990 Sold Jun 30, 2025

    • 1,365 Sq Ft
    • $177/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    151 Riverwalk Terrace, Federalsburg, MD 21632

    Relax on your back deck and enjoy picturesque views of the Marshyhope Creek at 151 Riverwalk Terrace in Federalsburg, MD, in the scenic Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    151 Riverwalk Terrace, Federalsburg, MD 21632
    • /34

      Est $480,758 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,050 Sq Ft

      23287 Magnolia Hills Rd, Denton, MD 21629

      23287 Magnolia Hills Rd, Denton, MD 21629
  • /61

    $819,900

    • 4 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    26943 Fueller Dr, Marydel, MD 21649

    Serene 18-Acre Retreat with Endless Potential!Welcome to your private escape, nearly 18 acres of open space, wooded serenity, and room to bring your vision to life. Whether you're dreaming of a homestead, hobby farm, or multi-use property, this one-of-a-kind opportunity offers versatility, space, and freedom.The home boasts over 3,800 sq ft of thoughtfully designed living space,

    Crystal Smith RE/MAX Executive

    26943 Fueller Dr, Marydel, MD 21649
  • /27

    $219,990 Sold Jun 30, 2025

    • 1,365 Sq Ft
    • $161/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    147 Riverwalk Terrace, Federalsburg, MD 21632

    **Red Tag Sales Event now through April 20, 2025! Was $226,990 Now: $219,990! Home must close on or before 06/13/2025.** Take in stunning river views of the Marshyhope Creek from the back deck of your new home at 147 Riverwalk Terrace in Federalsburg, MD, located in the charming Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story interior townhome with three

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    147 Riverwalk Terrace, Federalsburg, MD 21632
    • /37

      Est $358,294 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,816 Sq Ft

      1103 Trice Meadows Cir, Denton, MD 21629

      1103 Trice Meadows Cir, Denton, MD 21629
  • /29

    $422,000

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

    24887 Holsinger Ln, Ridgely, MD 21660

    Welcome to this beautifully maintained property offers the perfect blend of privacy, comfort, and rural charm. Set on an expansive lot, 24887 Holsinger Lane features [insert 3 bedrooms and 2 bathrooms, with an open floor pain for both relaxing and entertaining.Inside, you'll find new hardwood floors, stainless steel appliances and a pellet stove making every room warm and inviting.

    Laura Anthony Benson & Mangold, LLC

    24887 Holsinger Ln, Ridgely, MD 21660
  • /23

    $280,000 Sold Jun 28, 2025

    • 1,192 Sq Ft
    • $235/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    105 Elmor Ct, Greensboro, MD 21639

    Charming Rancher on a Quiet Cul-de-Sac!Welcome to 105 Elmor Ct, Greensboro, MD 21639 — a beautifully maintained 3-bedroom, 2-bath rancher nestled in a peaceful cul-de-sac in one of Greensboro's most desirable neighborhoods. Built in 2013, this single-level home offers the perfect blend of modern comfort and quiet suburban living.Step inside to find a bright and open layout ideal for

    BJ Kilby Eastern Shore Real Estate, LLC

    105 Elmor Ct, Greensboro, MD 21639
    • /49

      Est $396,218 Not Listed For Sale

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

      1111 Trice Meadows Cir, Denton, MD 21629

      1111 Trice Meadows Cir, Denton, MD 21629
  • /81

    $314,900

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    3995 American Corner Rd, Federalsburg, MD 21632

    Freshly redone and updated 1890 farmhouse with 3 bedroom, 2.5 baths. Spacious kitchen with new stainless appliances. First floor primary bedroom with walk-in closet and private bath.This house is ready for you to move in and make it your own with your furniture and decorations. There is a large screened room on the back of the house to enjoy the outdoors and have room for your crab feasts or

    Earl Sheats Long & Foster Real Estate, Inc.

    3995 American Corner Rd, Federalsburg, MD 21632

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