155

Caroline County MD Homes for Sale

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  • 7737 Westerly Dr, Preston, MD 21655
    7737 Westerly Dr, Preston, MD 21655
    7737 Westerly Dr, Preston, MD 21655
    /89

    $649,900

    • 3 Beds
    • 3 Baths
    • 2,343 Sq Ft

    7737 Westerly Dr, Preston, MD 21655

    **Thoughtfully Renovated & Move-In Ready**Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.As you enter, you’ll immediately notice the

    Amy Endzel Keller Williams Select Realtors of Annapolis

    7737 Westerly Dr, Preston, MD 21655
  • 105 Noble Ave, Preston, MD 21655
    105 Noble Ave, Preston, MD 21655
    105 Noble Ave, Preston, MD 21655
    /39

    $319,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    105 Noble Ave, Preston, MD 21655

    105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs.Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that

    Heather Brummell Keller Williams Realty

    105 Noble Ave, Preston, MD 21655
  • 11592 Holly Rd, Ridgely, MD 21660
    11592 Holly Rd, Ridgely, MD 21660
    11592 Holly Rd, Ridgely, MD 21660
    /48

    $600,000

    • 6 Beds
    • 3.5 Baths
    • 3,592 Sq Ft

    11592 Holly Rd, Ridgely, MD 21660

    Welcome to 11592 Holly Road in Ridgely, MD! This spacious 6-bedroom, 3.5-bath home offers plenty of room inside and out, with a flexible layout to fit a variety of needs.Inside, you'll find a bright kitchen with premium appliances, a comfortable living room with a gas fireplace, and a primary suite featuring a separate sitting area and attached office. The home also includes an in-law

    Jarnell Foster Samson Properties

    11592 Holly Rd, Ridgely, MD 21660
  • 109 Walnut St, Ridgely, MD 21660
    109 Walnut St, Ridgely, MD 21660
    109 Walnut St, Ridgely, MD 21660
    /80

    $419,000

    • 5 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    109 Walnut St, Ridgely, MD 21660

    If you've been dreaming of peaceful country living without giving up the convenience of town, this beautifully maintained Colonial in the desirable Lister Estates community may be exactly what you've been waiting for. Enjoy the feeling of space and privacy while still being close to a quaint town square, local shopping, churches, schools, parks, and major commuter routes.From the moment

    Camille Bullard Coldwell Banker Realty

    109 Walnut St, Ridgely, MD 21660
  • 1307 Chesapeake Dr, Denton, MD 21629
    1307 Chesapeake Dr, Denton, MD 21629
    1307 Chesapeake Dr, Denton, MD 21629
    /11

    $329,900

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    1307 Chesapeake Dr, Denton, MD 21629

    Be sure to visit the open house Sept 5 from 11 to 2 pm! This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with

    Marcia Rostien Long & Foster Real Estate, Inc.

    1307 Chesapeake Dr, Denton, MD 21629
  • 15441 Cutoff Rd, Henderson, MD 21640
    15441 Cutoff Rd, Henderson, MD 21640
    /2

    $87,500

    • Land
    • 2 Acres
    • $43,750 per Acre

    15441 Cutoff Rd, Henderson, MD 21640

    Discover the perfect canvas for your dream home on this expansive 2-acre parcel of land, where possibilities abound! Nestled in a serene setting, this property offers ample space to create a sanctuary tailored to your lifestyle. This generous lot provides the ideal backdrop for your vision, whether you envision a sprawling estate, a cozy retreat, or a vibrant garden oasis. The location offers a

    Amanda Morgan Brenton Realty Group

    15441 Cutoff Rd, Henderson, MD 21640
  • 13926 N Quail Ct, Greensboro, MD 21639
    13926 N Quail Ct, Greensboro, MD 21639
    13926 N Quail Ct, Greensboro, MD 21639
    /61

    $435,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,802 Sq Ft

    13926 N Quail Ct, Greensboro, MD 21639

    Welcome to 13926 S Quail Ct in Greensboro! This brand-new construction home offers just over 1,800 square feet of thoughtfully designed living space on more than an acre, backing to mature trees for added privacy. Tucked away on a dead-end street with no through traffic, the setting offers plenty of space and privacy while still providing the convenience of a beautiful new home.From the

    Chris Rosendale CR Realty

    13926 N Quail Ct, Greensboro, MD 21639
  • 107 N School St Unit 2F, Greensboro, MD 21639
    107 N School St Unit 2F, Greensboro, MD 21639
    107 N School St Unit 2F, Greensboro, MD 21639
    /23

    $159,000

    Coming Soon Oct 4
    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft

    107 N School St Unit 2F, Greensboro, MD 21639

    COMING SOON!!! RARE FIND! Charming, Spacious, Affordable & Move-In Ready! Step into a piece of Greensboro history with this unique second-floor condo located in the original 1922 Greensboro School, thoughtfully converted into 22 individual condo units. This almost 1,000 sq. ft. unit was renovated in 2018 and offers 2 bedrooms and 1.5 baths. An abundance of natural light pours through the

    Karen Clark Clark & Co Realty, LLC

    107 N School St Unit 2F, Greensboro, MD 21639
  • 0 Houston Branch Rd Unit MDCM2007816, Federalsburg, MD 21632
    0 Houston Branch Rd Unit MDCM2007816, Federalsburg, MD 21632
    0 Houston Branch Rd Unit MDCM2007816, Federalsburg, MD 21632
    /3

    $55,000

    • Land
    • 4 Acres
    • $13,750 per Acre

    0 Houston Branch Rd Unit MDCM2007816, Federalsburg, MD 21632

    Secluded 4 Acre lot bordering the Idylwild Nature Preserve offering excellent hunting, biking, hiking and fishing. According to the county there is an old well on site. Zoned R1. Property recently acquired through tax sale foreclosure. Note that the lot is only accessible at the end of Willin Ln off of Houston Branch Rd. Do NOT go to the property without prior authorization. Please call listing

    Joe Howerton Taylor Properties

    0 Houston Branch Rd Unit MDCM2007816, Federalsburg, MD 21632
  • 412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    /70

    $359,900

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    412 N Main St, Greensboro, MD 21639

    Welcome to this charming ranch-style home, where classic character meets modern comfort. This spacious residence features three inviting bedrooms and two full bathrooms, providing plenty of room for both everyday living and relaxation. The beautifully renovated kitchen and bathrooms, along with fresh interior and exterior paint, give the home a bright, updated, and welcoming feel.The home

    neveela gondal Keller Williams Realty Central-Delaware

    412 N Main St, Greensboro, MD 21639
  • 24634 Pealiquor Rd, Denton, MD 21629
    24634 Pealiquor Rd, Denton, MD 21629
    24634 Pealiquor Rd, Denton, MD 21629
    /46

    $699,000

    • 3 Beds
    • 5 Baths
    • 3,968 Sq Ft

    24634 Pealiquor Rd, Denton, MD 21629

    Tucked away on a private lot, this spacious property offers a combination of privacy and convenience. The main level features LVP flooring, a large updated kitchen with cherry cabinetry and an owner’s suite for easy one-floor living. A breezy screened porch overlooks the peaceful backyard and provides the perfect setting for relaxing or entertaining. Upstairs, you’ll find a generous recreation

    Barbara Watkins Benson & Mangold, LLC

    24634 Pealiquor Rd, Denton, MD 21629
  • 305 Caroline Ave, Ridgely, MD 21660
    305 Caroline Ave, Ridgely, MD 21660
    /2

    $229,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    305 Caroline Ave, Ridgely, MD 21660

    Affordable 2-Bedroom Home in the Heart of Ridgely. Welcome to 305 Caroline Avenue, a charming and budget-friendly two bedroom, one bath that's conveniently located. It's a livable home that's ready for your updates, giving you a great opportunity to build equity. Enjoy small town living with easy drives to Denton, Easton, and Annapolis via major roadways. Located within a community known for its

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    305 Caroline Ave, Ridgely, MD 21660
  • 10903 Holt Ct, Denton, MD 21629
    10903 Holt Ct, Denton, MD 21629
    10903 Holt Ct, Denton, MD 21629
    /50

    $624,000

    Coming Soon Sep 14
    • 4 Beds
    • 3.5 Baths
    • 2,289 Sq Ft

    10903 Holt Ct, Denton, MD 21629

    Welcome to 10930 Holt Court in the Hackett's Garden community in Denton/Hillsboro Maryland. This beautiful 4 bedroom, 3.5 bath home is resting on a 1.69 acre manicured lot at the very end of the cul-de-sac is awaiting it's next owner. As you arrive at this home, you'll immediately notice the care and pride that the current owners have in this home, The large just resurfaced driveway leading to

    Edward Beres RE/MAX Executive

    10903 Holt Ct, Denton, MD 21629
  • 11 Ridgeway Dr, Ridgely, MD 21660
    11 Ridgeway Dr, Ridgely, MD 21660
    11 Ridgeway Dr, Ridgely, MD 21660
    /33

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft

    11 Ridgeway Dr, Ridgely, MD 21660

    Discover the charm of this beautifully designed ranch-style home, built in 2016, offering a perfect blend of comfort and modern living. Meticulously kept with 1,563 square feet of thoughtfully laid-out space, this residence features three spacious bedrooms and two full bathrooms, ideal for relaxation and privacy. Step into the heart of the home, where a well-appointed kitchen awaits. Enjoy

    Peggy Gayhardt Central Properties, LLC

    11 Ridgeway Dr, Ridgely, MD 21660
  • 5315 Smithville Rd, Federalsburg, MD 21632
    5315 Smithville Rd, Federalsburg, MD 21632
    5315 Smithville Rd, Federalsburg, MD 21632
    /66

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    5315 Smithville Rd, Federalsburg, MD 21632

    Nestled in a farm like setting, this exquisite ranch-style home offers a luxurious lifestyle on a sprawling 40.64+/-acre lot, seamlessly blending elegance with nature. The property boasts modern comforts throughout its 1,568+/- sq. ft. of meticulously designed space. Step inside to discover an inviting interior adorned with rich hardwood and plush carpet flooring. The traditional floor plan

    Bill Wieland Benson & Mangold, LLC

    5315 Smithville Rd, Federalsburg, MD 21632
  • 21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    /3

    $74,900

    Coming Soon Sep 8
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    21182 Marsh Creek Rd, Preston, MD 21655

    This turn-key ready home offers 3 bedrooms, 2 baths along with a living room, a good size kitchen with a lot of cabinets and a separate laundry room. Parking for 3 cars on off street private setting located in Prettyman Manor Park. No property tax with an easy commute to Easton.

    Denis Gasper Benson & Mangold, LLC

    21182 Marsh Creek Rd, Preston, MD 21655
  • 101 Parkland Rd, Greensboro, MD 21639
    101 Parkland Rd, Greensboro, MD 21639
    /2

    $299,000

    Coming Soon Sep 12
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    101 Parkland Rd, Greensboro, MD 21639

    Just a few months old and ready for you to move right in! This beautifully maintained 3-bedroom, 2-bath rancher offers the ease of one-level living with a bright, open layout and the benefits of a nearly brand-new home—without the wait.The spacious kitchen and living areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The large primary suite

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    101 Parkland Rd, Greensboro, MD 21639
  • 421 W Sunset Ave, Greensboro, MD 21639
    421 W Sunset Ave, Greensboro, MD 21639
    421 W Sunset Ave, Greensboro, MD 21639
    /38

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    421 W Sunset Ave, Greensboro, MD 21639

    Welcome to 421 W Sunset Avenue, a beautifully renovated ranch home in Greensboro, Maryland, offering nearly 1,900 square feet of stylish, comfortable living on just under an acre. Renovated in 2024, this move-in-ready 3-bedroom, 2-bath home features a bright, open floor plan with luxury vinyl plank flooring, exposed beams, and modern finishes throughout. The spacious updated kitchen is the heart

    Adam monico Coldwell Banker Realty

    421 W Sunset Ave, Greensboro, MD 21639
  • 7884 Laurel Ln, Denton, MD 21629
    7884 Laurel Ln, Denton, MD 21629
    7884 Laurel Ln, Denton, MD 21629
    /61

    $569,900

    • 3 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    7884 Laurel Ln, Denton, MD 21629

    Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    7884 Laurel Ln, Denton, MD 21629
  • 5716 Bethlehem Rd, Preston, MD 21655
    5716 Bethlehem Rd, Preston, MD 21655
    5716 Bethlehem Rd, Preston, MD 21655
    /37

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    5716 Bethlehem Rd, Preston, MD 21655

    Space, flexibility and over an acre to call your own — welcome to 5716 Bethlehem Road! Set on 1.14 acres in Preston, this spacious one-level home offers 4 bedrooms, 2 full bathrooms, a separate den/flex room and a floor plan with room to spread out.Step inside and you'll find bright, generously sized living spaces and plenty of possibilities. The owner's suite is tucked away with its own

    Catelin Schwarz NextHome Envision

    5716 Bethlehem Rd, Preston, MD 21655
  • 2821 Meadowbrook Rd, Federalsburg, MD 21632
    2821 Meadowbrook Rd, Federalsburg, MD 21632
    2821 Meadowbrook Rd, Federalsburg, MD 21632
    /13

    $75,000

    • Land
    • 3.73 Acres
    • $20,107 per Acre

    2821 Meadowbrook Rd, Federalsburg, MD 21632

    This purchase includes two lots totaling 3.73 acres on the corner of Miles branch Rd and Meadowbrook Rd. Lot #1 is buildable and high (a perc approval was obtained in 2024) - 1.229 acres. Sellers cleared 3/4 of an acre on the buildable lot. Sellers had obtained a building permit that was approved through Caroline County for a 1650 sq ft one story home, plus garage with a well and an septic

    Jordan Larigan LPT Realty, LLC

    2821 Meadowbrook Rd, Federalsburg, MD 21632
  • 107 Chamber St, Preston, MD 21655
    107 Chamber St, Preston, MD 21655
    107 Chamber St, Preston, MD 21655
    /25

    $299,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    107 Chamber St, Preston, MD 21655

    This spacious two-story home offers three bedrooms, two-and-a-half bathrooms, and plenty of room to spread out. The main level features a generously sized living room and a large kitchen with ample space for cooking, gathering, and entertaining. Upstairs, you’ll find a spacious primary suite with its own private bathroom, along with two additional bedrooms and a second full bath. Enjoy your

    Heather Brummell Keller Williams Realty

    107 Chamber St, Preston, MD 21655
  • 105 S 5th Ave, Denton, MD 21629
    105 S 5th Ave, Denton, MD 21629
    105 S 5th Ave, Denton, MD 21629
    /26

    $299,999

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,759 Sq Ft

    105 S 5th Ave, Denton, MD 21629

    Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own.One of the most special features of this location is the true front-row seat to Denton's hometown

    Jerry Peele Keller Williams Realty

    105 S 5th Ave, Denton, MD 21629
  • 2792 Meadowbrook Rd, Federalsburg, MD 21632
    2792 Meadowbrook Rd, Federalsburg, MD 21632
    2792 Meadowbrook Rd, Federalsburg, MD 21632
    /37

    $325,000

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

    2792 Meadowbrook Rd, Federalsburg, MD 21632

    Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful .46-acre lot.The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The

    Agent Photo

    Kate Lewis

    Keller Williams Realty

    2792 Meadowbrook Rd, Federalsburg, MD 21632
  • 11509 Reed Cir, Ridgely, MD 21660
    11509 Reed Cir, Ridgely, MD 21660
    11509 Reed Cir, Ridgely, MD 21660
    /41

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    11509 Reed Cir, Ridgely, MD 21660

    Welcome to 11509 Reed Cir, a charming 3-bedroom, 2-bathroom rancher nestled on 1.10 acres in Ridgely, Maryland. Set against a peaceful, tree-lined backdrop, this home offers comfortable one-level living with plenty of space to enjoy both indoors and out.A covered front porch welcomes you inside, where the inviting living room makes a statement with a floor-to-ceiling brick propane

    Samantha Jackson Keller Williams Realty

    11509 Reed Cir, Ridgely, MD 21660
  • 158 Wright St, Preston, MD 21655
    158 Wright St, Preston, MD 21655
    158 Wright St, Preston, MD 21655
    /25

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    158 Wright St, Preston, MD 21655

    Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District,

    Heather Brummell Keller Williams Realty

    158 Wright St, Preston, MD 21655
  • 14671 Fox Chase Cir, Ridgely, MD 21660
    14671 Fox Chase Cir, Ridgely, MD 21660
    14671 Fox Chase Cir, Ridgely, MD 21660
    /10

    $345,000

    • 4 Beds
    • 3 Baths
    • 3,258 Sq Ft

    14671 Fox Chase Cir, Ridgely, MD 21660

    Welcome to this spacious ranch-style home situated on approximately 1.98 private, wooded acres, offering an exceptional combination of space, privacy, and versatility.With approximately 3,258 square feet of living space, including two additions to the original home, this expansive property features 4 bedrooms and 3 full bathrooms, along with flexible living areas that can accommodate a home

    Keaton OTTLEY Conway Real Estate

    14671 Fox Chase Cir, Ridgely, MD 21660
  • 0 Houston Branch Rd Unit MDCM2007756, Federalsburg, MD 21632
    0 Houston Branch Rd Unit MDCM2007756, Federalsburg, MD 21632
    /2

    $2,500

    • Land
    • 20,037 Sq Ft
    • $5,435 per Acre

    0 Houston Branch Rd Unit MDCM2007756, Federalsburg, MD 21632

    ONLINE REAL ESTATE AUCTION TO THE HIGHEST BIDDER OVER $2,500!! Online Bidding Opens - Tuesday, September 15, 2026. Bidding Closes - Thursday, September 17, 2026 at 12:00 PM. List price is opening bid only. Unimproved parcel comprising 0.459 ± acres in Federalsburg, Caroline County. The parcel is primarily surrounded by the State owned Idylwild State Wildlife Management Area. The secluded lot is

    Charles Billig A.J. Billig & Company

    0 Houston Branch Rd Unit MDCM2007756, Federalsburg, MD 21632
  • 247 Briarwood Cir, Denton, MD 21629
    247 Briarwood Cir, Denton, MD 21629
    247 Briarwood Cir, Denton, MD 21629
    /13

    $299,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    247 Briarwood Cir, Denton, MD 21629

    Welcome home to this beautifully designed new construction interior townhome, ideally situated in an established community in the heart of Denton, Maryland. Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this thoughtfully designed home delivers the perfect combination of modern finishes, comfortable living, and everyday functionality.The Upgrades are In! All

    Michelle DiDonato Island Realty, LLC

    247 Briarwood Cir, Denton, MD 21629
  • 1210 Market St, Denton, MD 21629
    1210 Market St, Denton, MD 21629
    1210 Market St, Denton, MD 21629
    /16

    $249,000

    • 2 Beds
    • 1 Bath
    • 908 Sq Ft

    1210 Market St, Denton, MD 21629

    Welcome to 1210 Market Street. Located just minutes from shopping and downtown. This charming bungalow is charming and has been well maintained. Adjoining bedrooms or bedroom and deidcated home office space. Wood accents through the home make it warm and welcoming. Efficient oil heat . All appliances convey. This is the perfect home for starting out, slowing down. More afforable than renting.

    Barbara Dayton Long & Foster Real Estate, Inc.

    1210 Market St, Denton, MD 21629
  • 6132 Harmony Rd, Preston, MD 21655
    6132 Harmony Rd, Preston, MD 21655
    6132 Harmony Rd, Preston, MD 21655
    /32

    $175,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    6132 Harmony Rd, Preston, MD 21655

    Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid

    Frank Davis Exit Community Realty

    6132 Harmony Rd, Preston, MD 21655
  • 22677 Camryns Way, Queen Anne, MD 21657
    22677 Camryns Way, Queen Anne, MD 21657
    22677 Camryns Way, Queen Anne, MD 21657
    /52

    $554,000

    • 4 Beds
    • 2.5 Baths
    • 2,253 Sq Ft

    22677 Camryns Way, Queen Anne, MD 21657

    Welcome to 22677 Camryn’s Way, where timeless Colonial charm, thoughtful updates, and a peaceful setting come together on more than one spacious, private acre. Built in 2010 and meticulously maintained, this four-bedroom, two-and-a-half-bath home is truly move-in ready. Beautifully refinished hardwood floors have been extended throughout the main level, stair treads, and upper landing, creating a

    Justin Pokrywka Taylor Properties

    22677 Camryns Way, Queen Anne, MD 21657
  • 2766 Veterans Dr, Federalsburg, MD 21632
    2766 Veterans Dr, Federalsburg, MD 21632
    2766 Veterans Dr, Federalsburg, MD 21632
    /55

    $309,000

    • 2 Beds
    • 1 Bath
    • 1,284 Sq Ft

    2766 Veterans Dr, Federalsburg, MD 21632

    Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers

    Stacie Luhrman Benson & Mangold, LLC

    2766 Veterans Dr, Federalsburg, MD 21632
  • 3769 Bradley Rd, Federalsburg, MD 21632
    3769 Bradley Rd, Federalsburg, MD 21632
    3769 Bradley Rd, Federalsburg, MD 21632
    /47

    $755,000

    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    3769 Bradley Rd, Federalsburg, MD 21632

    This is your farmette dream come true! This beautiful 3 bed, 2 full bath home is situated on 6+ acres of partially fenced in land, has a barn with a tack room, a large screened-in back porch, a 2 car garage and an in-ground saltwater pool. The barn features 3 stalls, a hay loft with elevator, washroom, a tack room with a closet and shelves for storage. The water to the barn is sourced from a 290

    Sarah Robins Coldwell Banker Realty

    3769 Bradley Rd, Federalsburg, MD 21632
  • 113 Hobbs St, Greensboro, MD 21639
    113 Hobbs St, Greensboro, MD 21639
    113 Hobbs St, Greensboro, MD 21639
    /12

    $291,490

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    113 Hobbs St, Greensboro, MD 21639

    Discover 113 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway.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.

    D.R. Horton Builder
    113 Hobbs St, Greensboro, MD 21639
  • 243 Briarwood Cir, Denton, MD 21629
    243 Briarwood Cir, Denton, MD 21629
    243 Briarwood Cir, Denton, MD 21629
    /13

    $317,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    243 Briarwood Cir, Denton, MD 21629

    The Upgrades Are In. All That’s Missing Is You! Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality.The open-concept floor plan is perfect for both entertaining and daily living,

    Michelle DiDonato Island Realty, LLC

    243 Briarwood Cir, Denton, MD 21629
  • 101 S University Ave, Federalsburg, MD 21632
    101 S University Ave, Federalsburg, MD 21632
    101 S University Ave, Federalsburg, MD 21632
    /15

    $99,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    101 S University Ave, Federalsburg, MD 21632

    AS IS! GREAT INVESTMENT PROPERTY! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres,

    Joni Barrow Coldwell Banker Realty

    101 S University Ave, Federalsburg, MD 21632
  • 304 Tidewater Cir, Preston, MD 21655
    304 Tidewater Cir, Preston, MD 21655
    304 Tidewater Cir, Preston, MD 21655
    /35

    $414,499

    $15K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 2,934 Sq Ft

    304 Tidewater Cir, Preston, MD 21655

    LOVELY Tidewater Farms home with a light, open layout and plenty of space to enjoy. The main level features a spacious breakfast room, open kitchen and great room with a center island, eat-at bar, and gas fireplace. There is also a 19' x 15' bonus room and convenient upstairs laundry.The primary suite offers walk-in closets, a soaking tub, separate shower, and double sink vanity. Outside,

    Judah Fashe Samson Properties

    304 Tidewater Cir, Preston, MD 21655
  • 13166 Oakland Rd, Ridgely, MD 21660
    13166 Oakland Rd, Ridgely, MD 21660
    13166 Oakland Rd, Ridgely, MD 21660
    /19

    $435,000

    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    13166 Oakland Rd, Ridgely, MD 21660

    Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several

    BRIAN MORRIS The Land Group

    13166 Oakland Rd, Ridgely, MD 21660
  • 707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    /8

    $130,000

    • Land
    • 1.01 Acres
    • $128,713 per Acre

    707 W Sunset Ave, Greensboro, MD 21639

    Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water is on site and sewer is available. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639

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Real Estate & Homes for Sale in Caroline County, MD

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