24

4-Bedroom Homes for Sale in Caroline County MD

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  • /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
  • /102

    $1,450,000

    • 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,

    Brian Gearhart Benson & Mangold, LLC

    23296 Wilder Way, Denton, MD 21629
  • /65

    $465,000

    • 4 Beds
    • 4 Baths
    • 3,408 Sq Ft

    135 Walnut St, Ridgely, MD 21660

    Welcome to this Grande Home in Lister Estates. This home offer Three Full Levels of living space. Main floor features the Owners Primary with En Suite and two closets. 2 additional bedrooms and full bath. Dining Room or Office, Large open kitchen overlooks Great Room and added Morning Room for additional dining or needed space. Exterior backyard offers deck for entertaining and area for garden

    Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Walnut St, Ridgely, MD 21660
  • /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
  • /106

    $580,000

    • 4 Beds
    • 3 Baths
    • 3,039 Sq Ft

    8534 Briar Patch Dr, Denton, MD 21629

    Welcome to 8534 Briar Patch Drive. This very well maintained home has so much to offer. This beautifully maintained property offers four spacious bedrooms and three bathrooms, providing ample space and comfort for family living or entertaining guests. The main floor includes a foyer, living room, formal dining room, family room, living room, kitchen, sunroom, and a breakfast nook that

    Alana Taylor Worthington Realty Group, LLC

    8534 Briar Patch Dr, Denton, MD 21629
  • /44

    $225,000

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft

    148 Main St, Preston, MD 21655

    Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    148 Main St, Preston, MD 21655
  • /25

    $309,000

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

    1904 Blue Heron Dr, Denton, MD 21629

    Welcome to Mallard Landing and your own private townhouse in the quiet, peaceful outskirts of Denton. This charming 2,640 sq ft townhouse offers thoughtfully designed living space, including four spacious bedrooms, four bathrooms, a bar-counter dine-in kitchen, and a formal dining room. As you step inside the front door, you’ll notice three levels of spacious room sizes, a walk-in closet in the

    Ralph Harvey ListWithFreedom.com

    1904 Blue Heron Dr, Denton, MD 21629
  • /30

    $430,000

    • 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
  • /89

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 6,520 Sq Ft

    28219 Bridgeville Rd, Federalsburg, MD 21632

    Welcome to a rare opportunity to own a premier 105+/- acre agricultural estate combining modern comfort, income-producing farmland, and outstanding infrastructure. Ideally situated in a peaceful rural setting, this remarkable property features approximately 70± acres of fully irrigated, tillable land—perfect for high-yield row crops or specialty farming. At the heart of the farm sits a stunning

    Jim Corson Benson & Mangold, LLC

    28219 Bridgeville Rd, Federalsburg, MD 21632
  • /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
  • /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
  • /34

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 3,096 Sq Ft

    1207 Painted Fern Rd, Denton, MD 21629

    Welcome to 1207 Painted Fern Road — a beautifully maintained and thoughtfully upgraded home nestled in the heart of Denton. This spacious residence offers the perfect blend of modern comfort, functional design, and serene natural surroundings.Step inside to a dramatic two-story foyer that sets an elegant tone for the rest of the home. To the right, a private office provides an ideal space

    Trudie Colvin Coldwell Banker Realty

    1207 Painted Fern Rd, Denton, MD 21629
  • /55

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    11142 Log Cabin Rd, Denton, MD 21629

    Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

    Courtney Gallagher Keller Williams Realty Central-Delaware

    11142 Log Cabin Rd, Denton, MD 21629
  • /83

    $995,500

    • 4 Beds
    • 3 Baths
    • 2,119 Sq Ft

    23274 Holly Park Dr, Preston, MD 21655

    Come Experience Waterfront Living Like Never Before on the Choptank River! Welcome to “One Sweet World", where breathtaking sunsets and expansive sky views await you just 50 feet from the river’s edge. This extraordinary waterfront retreat features a beautifully designed 2-bedroom, 2-bathroom main house, complemented by a cozy 2-bedroom, 1-bathroom guest house and a separate guest room/tackle

    Rick Parreco RE/MAX Executive

    23274 Holly Park Dr, Preston, MD 21655
  • /47

    $339,990

    • 4 Beds
    • 2 Baths
    • 2,774 Sq Ft

    111 Maple Ave, Greensboro, MD 21639

    SELLER OFFERING CONCESSIONS TOWARD CLOSING !!!Under contract with next home and motivated to sell !!! Welcome to your dream home, a charming farmhouse-style residence that beautifully blends historic character with modern comforts, that is situated on a 0.21 acre lot. Over $70,000 in upgrades since the home was purchased!!! The recently installed 6ft privacy, fenced back yard, brick patio and

    Betsy Brown Long & Foster Real Estate, Inc.

    111 Maple Ave, Greensboro, MD 21639
  • /54

    $250,000

    • 4 Beds
    • 1.5 Baths
    • 2,406 Sq Ft

    108 S 2nd St, Denton, MD 21629

    Historic charm meets endless potential in this spacious corner-lot home in the heart of downtown Denton—formerly home to the beloved local flower shop! With 4 bedrooms and 1.5 bathrooms, this well-maintained property offers incredible space, character, and small-town walkability.From the welcoming front porch to the large family room that opens to an oversized deck, this home is perfect

    Crystal Smith RE/MAX Executive

    108 S 2nd St, Denton, MD 21629
  • /71

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    8816 Dorothy Ln, Denton, MD 21629

    Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural

    Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
  • /11

    $239,000

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft

    210 Denton Rd, Federalsburg, MD 21632

    JUST REDUCED, WHAT A DEAL!Square footage is not reflected correctly, please confirm square footage the estimate is 1190. This listing including , the adjacent lot (property ID-05-0159272). Charming 4 bedroom, 3 full bath home sits up on a hill over looking open space. The kitchen and living area are a nice open floor plan, with a bonus area for reading or office area. Up-date kitchen

    Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
  • /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
  • /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
  • /6

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    10 Sunrise Ave, Ridgely, MD 21660

    This stunning two-story home "The Sunshine House" is currently being built by Lomaxx Custom Homes and will be thoughtfully designed to blend style, comfort, and functionality. Situated on Lot 11 in the charming new community of Sunrise Village, this spacious home will feature 4 bedrooms and 2.5 bathrooms.The open-concept main level will include luxury vinyl plank flooring, a gourmet

    Amy Betts Coldwell Banker Realty

    10 Sunrise Ave, Ridgely, MD 21660
  • /33

    $399,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft

    12 Sunrise Ave, Ridgely, MD 21660

    To be completed soon, this stunning home brought to you by Lomaxx Custom Homes, should be at the top on your must see list! Lot 12 on Sunrise Ave will feature 4 bedrooms and 2 beautifully designed bathrooms. From the moment you step onto the brick steps of the front porch you'll notice the charm of the brick roll back edging which offers a smooth finish to your home entrance. Then inside you'll

    Crystal Smith RE/MAX Executive

    12 Sunrise Ave, Ridgely, MD 21660
  • /24

    $399,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    28205 Christine Quan Rd, Seaford, DE 19973

    Builder is offering $12,000.00 flex cash! Red Tag Event washer/dryer and blinds throughout 1st floor!.*** This new construction home is complete and Move In Ready! Welcome to 28205 Christine Quan Rd., part of Kew Gardens, a secluded community with large 3/4 acre home sites, by Caruso Homes. The "Honor" floor plan welcomes you with a covered entry/porch area and a 2-car garage. The U-shaped

    Lisa Whited Keller Williams Realty

    28205 Christine Quan Rd, Seaford, DE 19973
  • /2

    $329,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    407 Wood Duck Dr, Greensboro, MD 21639

    COMING SOON in Caroline Farms! This beautiful home will be hitting the market soon. Stay tuned for more photos and details!

    Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
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