152

Caroline County MD Homes for Sale

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  • /2

    $79,900

    • Land
    • 0.21 Acre
    • $380,476 per Acre

    6 N Central Ave, Ridgely, MD 21660

    Zoned commercial is this prime lot in the heart of Ridgely and next to the Town Office. Convenient street parking fronting the lot.

    Chuck Mangold Benson & Mangold, LLC

    6 N Central Ave, Ridgely, MD 21660
  • /35

    $615,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over looks the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /21

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    313 S 3rd St, Denton, MD 21629

    Meticulously Maintained & Move In Ready!! Many recent Improvements to this 3 bedroom, 2 bath, Open floor plan rancher with Large Yard, Deck, Multiple Gardens including an asparagus garden, Covered Porch, Pool with Decking, Oversized 2 Car Garage with large bonus room. Plenty of off street parking. Close to Downtown Denton for Shops, Restaurants & Waterfront Park. Come see this Private Oasis

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    313 S 3rd St, Denton, MD 21629
  • /22

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    25432 Piney Branch Ln, Denton, MD 21629

    Beautiful country rancher sitting on private 1.16 +- acre lot with mature landscaping. The property features 3 bedrooms, 2 bathrooms, large kitchen, family room, and attached 2 car garage. A bright screened in porch off the back of the home leads to a spacious yard and additional storage shed. Single level with modern amenities, just minutes to downtown Denton shopping and restaurants!

    Brian Gearhart Benson & Mangold, LLC

    25432 Piney Branch Ln, Denton, MD 21629
  • /40

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,704 Sq Ft

    21968 Main St, Hillsboro, MD 21641

    Come take a look at this well maintained four bedroom and two full bath farmhouse. It boasts an upgraded kitchen with stainless steel appliances and granite counter tops. There is a breakfast nook right off the kitchen allowing a great spot to have breakfast in the mornings. The large formal dining room boasts bamboo hardwood floors that stretch into the spacious living room. Let's not forget

    Ross Hunsberger Coldwell Banker Realty

    21968 Main St, Hillsboro, MD 21641
  • /30

    $485,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    4808 Frazier Neck Rd, Preston, MD 21655

    OPEN HOUSE this Sunday April 27, 12-3pm. Come check out this amazing 9+ acres with updated 3/4BR home, 4-5 acres cleared & the rest wooded just a few miles from Easton, hospitals, shopping, doctors, boat ramps/river, airport and parks but in beautiful private setting. Low AG taxes as local farmer has been planting the front field. Bring the animals, 4 wheelers, home based business, hunt and have

    Brenda Fornos Taylor Properties

    4808 Frazier Neck Rd, Preston, MD 21655
  • /28

    $379,000

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

    208 Oriole Ave, Ridgely, MD 21660

    Come see this Beautiful well maintained Ranch home in the heart of Ridgely. The house is a block away from the local park. The house has had many upgrades including an addition in 2020. New siding in 2020. New deck after 2020. New windows in 2017. There are solar panels on the roof. Spacious back yard with a patio. Many other upgrades to come and see.

    Rachel Penska Long & Foster Real Estate, Inc.

    208 Oriole Ave, Ridgely, MD 21660
  • /52

    $750,000

    • 5 Beds
    • 4 Baths
    • 3,854 Sq Ft

    17435 Melville Rd, Henderson, MD 21640

    Welcome to 17435 Melville Road! Nestled on 21.5 picturesque acres in Henderson, Maryland, this sprawling home boasts 5 spacious bedrooms and 4 bathrooms. The exterior of this property features landscaped grounds, fenced pastures perfect for equestrian enthusiasts, and a 3-car garage equipped with a lift and an air compressor—ideal for car aficionados. Additionally, the property has leased solar

    Brody Sergent Northrop Realty

    17435 Melville Rd, Henderson, MD 21640
  • /31

    $575,900

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    24131 Carrlyn Dr, Ridgely, MD 21660

    Discover the property that checks every box! This meticulously cared-for property offers everything you could want. Step inside the spacious modern rancher, boasting gorgeous hardwood floors, a chef's kitchen with updated quartz countertops and newer appliances, two inviting living areas, dedicated office space, a primary bedroom with a beautiful en-suite and a versatile den that could serve as a

    Amanda Morgan Brenton Realty Group

    24131 Carrlyn Dr, Ridgely, MD 21660
  • /15

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    506 Pintail St, Greensboro, MD 21639

    Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

    Bonnie Johnson Keller Williams Realty

    506 Pintail St, Greensboro, MD 21639
  • /55

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    26268 Baker Rd, Denton, MD 21629

    Got horses? This farmette is absolutely horse ready! *This gorgeous, well-built, properly maintained home will please you with its flowing floor plan, bucolic views and country location that is a little less than an hour from Annapolis! The kitchen provides plenty of work space on the granite counters and all of the appliances are Frigidaire Gallery, 4 years old or less.The maximum solar array

    Deborah Dawkins Coldwell Banker Realty

    26268 Baker Rd, Denton, MD 21629
  • /68

    $359,000

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

    8792 Mitchell Rd, Denton, MD 21629

    Welcome to 8792 Mitchell Road, Denton, MD – A Unique Opportunity with Endless Potential! Nestled on a picturesque 2.35 acre lot with a large pond, this property offers a rare opportunity to transform a spacious 4-bedroom, 3-bath home into your dream retreat. With a separate 600 SF (+/-) 1-bedroom, 1-bath cottage with a kitchen and it's own laundry, plus - a sizable 24x12 workshop equipped

    Lisa Watts Taylor Properties

    8792 Mitchell Rd, Denton, MD 21629
  • /27

    $399,900

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    14595 Fox Chase Cir, Ridgely, MD 21660

    Welcome to this beautifully remodeled 5-bedroom, 3-bathroom home in the charming town of Ridgely, Maryland! This spacious property offers a modern, open-concept layout, with plenty of room for family and guests. The fully finished basement adds even more living space, perfect for a home theater, playroom, or additional bedrooms. The updated kitchen boasts new countertops, cabinetry, and stainless

    Megan Carpenter Tesla Realty Group, LLC

    14595 Fox Chase Cir, Ridgely, MD 21660
  • /55

    $394,900

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    305 Morning Glory Dr, Denton, MD 21629

    Welcome home to The Gardens! One of Dentons' newest communities offering gorgeous homes close to town amenities and shopping! 305 Morning Glory Drive is the 2021 Somerset model and was carefully chosen to include all the builders' upgrades that were available! ATTENTION!!! Seller is offering $10,000 CLOSING HELP!! Bring your offers!! This home showcases a generous 2,646 sq.ft. of beautifully

    Cornelia Fallon Coldwell Banker Waterman Realty

    305 Morning Glory Dr, Denton, MD 21629
  • /58

    $350,000

    • 5 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    510 Pintail St, Greensboro, MD 21639

    Do not miss your chance to own this 5-bedroom, 2.5 bath Colonial home with attached garage located in the "Small-Town, Big Heart" city of Greensboro! The gourmet kitchen includes stainless steel appliances, a stylish backsplash, granite countertops, and a pantry. The kitchen/dining room opens to the family room, giving you a great open space to entertain and enjoy family time! The back deck is

    Jon Fleming Weichert Realtors - Blue Ribbon

    510 Pintail St, Greensboro, MD 21639
  • /56

    $315,000

    • 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
  • /34

    $369,999 Open Sun 10AM - 1PM

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

    306 Kerr Ave, Denton, MD 21629

    Looking for a spacious and private family home with easy access to everything you need? Look no further than this stunning 4 bedroom, 2.5 bathroom home nestled in the heart of Denton, Maryland. The home sits on a very private lot (almost a half acre) so you have the feel of living in the country but the conveniences of living in town. Come check this great home out today!

    Justin Pokrywka Meredith Fine Properties

    306 Kerr Ave, Denton, MD 21629
  • /47

    $374,990

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

    25782 Burrsville Rd, Denton, MD 21629

    Situated on a 2 acre flag lot, this property offers endless possibilities. Upon entering you will be welcomed by the warm and inviting living space, featuring vinyl plank flooring. The kitchen/dining room combo offers plenty of space for entertaining. Access off the kitchen to a large back deck. Handicap accessible with ramp. Primary bedroom features its own bathroom, and large closet.

    Brittany Gough RE/MAX One

    25782 Burrsville Rd, Denton, MD 21629
  • /42

    $374,900

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    4 N Maryland Ave, Ridgely, MD 21660

    CHARACTOR & CHARM.....Much improved & modernized...Designed to suit all occasions from entertaining to relaxing! Well Maintained 2550+ sqft Farmhouse in the quaint Town of Ridgely.....features 4 comfortable size bedrooms, 2.5 baths, large living room with wall to wall sliding glass doors providing lots of natural light, separate dining room, spacious updated kitchen with island and SS appliances

    Karen Clark Clark & Co Realty, LLC

    4 N Maryland Ave, Ridgely, MD 21660
  • /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /17

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    307 Cedar Ln, Greensboro, MD 21639

    This charming 3-bedroom/2.5 bath rancher is a must see! Situated on nearly 1/2 acre, attached 2 car garage, 38x36 outbuilding is perfect for a workshop, auto mechanic shop or additional storage, complete with heat and electricity. You will also find a 12x16 shed for even more storage options. Inside, the large family room offers ample space for relaxation and entertainment. Don't miss out on this

    Linda Moore Long & Foster Real Estate, Inc.

    307 Cedar Ln, Greensboro, MD 21639
  • /13

    $405,999

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    314 Kerr Ave, Denton, MD 21629

    Huge open backyard will easily accommodate a pool, playground, or outdoor games. There is a handicap ramp in the garage entry. The internal walls will allow wheelchair passage (37.5 inches). work bench in garage, shelving installed in garage. Seller is offering a $2000.00 new carpet allowance for the three bedrooms.

    Donald Schloss Taylor Properties

    314 Kerr Ave, Denton, MD 21629
  • /41

    $389,900

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

    106 Morning Glory Dr, Denton, MD 21629

    Don't miss this great opportunity to own a beautiful 1 story home in excellent condition and less than 2 years old. This home features 3 bedrooms, 2 bathrooms, numerous amenities including custom upgrades of granite countertops, LVT flooring, large kitchen with island, walk-in pantry, it's all open to the living room and sunroom/dining. The primary bedroom is spacious with private

    Daniel Foster Long & Foster Real Estate, Inc.

    106 Morning Glory Dr, Denton, MD 21629
  • /37

    $415,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    25513 Hill Rd, Greensboro, MD 21639

    Don't miss this large home on 1.4 country acres with lots to offer! Home has 4 bedrooms 3 baths, and an office that could be an additional br. As you enter the home from the front porch the warm and welcoming living room awaits you with it's wood floors and stone fireplace with built in shelving. The large kitchen with an extra wall of pantry cabinets, extra freezer and upgraded counters will

    Marcia Rostien Long & Foster Real Estate, Inc.

    25513 Hill Rd, Greensboro, MD 21639
  • /2

    $419,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    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
  • /30

    $314,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,265 Sq Ft

    278 Wood Duck Dr, Greensboro, MD 21639

    This stunning newly built home is a must see brought to you by Lomaxx LLC! 278 Wood Duck Drive features 3 bedrooms and 2 beautifully designed bathrooms. From the moment you step inside, you'll notice the builder's attention to detail with upgraded finishes throughout. The LVP Flooring, Quartz Countertops, Stainless Steel Appliances, Chrome Hardware, A Sputnik-Style Modern Chandelier and

    Crystal Smith RE/MAX Executive

    278 Wood Duck Dr, Greensboro, MD 21639
  • /23

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    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 both relaxing

    BJ Kilby EXIT On The Bay

    105 Elmor Ct, Greensboro, MD 21639
  • /11

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,474 Sq Ft

    9359 Mike St, Denton, MD 21629

    One level Living!! 3 bed 1 Bath House in Stafford Heights. Large Family Room, Living Room , Eat-in Kitchen. Detached 1 Car Garage, Nice lot with plenty of space in the the front and back yard. Within minutes to Shopping, Restaurants, Parks & Boating and Fishing in the Choptank River. Sold AS-IS.

    Kathleen Brenton Brenton Realty Group

    9359 Mike St, Denton, MD 21629
  • /22

    $227,500

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

    203 Bernard Ave, Federalsburg, MD 21632

    Federalsburg - cute house in a quiet neighborhood. 3 bedroom, 1 bath home with large eat-in kitchen and utility room. New roof and new appliances are an added bonus. Great location near the ball field and all mid shore locations. Nice yard!

    Valerie Brown Charles C. Powell, Inc. Realtors

    203 Bernard Ave, Federalsburg, MD 21632
  • /18

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    7 S 7th St, Denton, MD 21629

    Coming Soon. This 2-bedroom home sits on an oversized corner lot that is walking distance to downtown shops and restaurants. Home has had roof replaced within last 8 years and windows were updated as well. Original Hardwood floors in Living room and dining room. Attached laundry room and small garage/shop area could be converted into a first floor Primary. Bathroom has been updated with double

    Roger Boyce Chesapeake Real Estate Associates, LLC

    7 S 7th St, Denton, MD 21629
  • /71

    $1,200,000

    • 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
  • /18

    $499,000

    • Studio
    • 3,482 Sq Ft

    8 N 2nd St, Denton, MD 21629

    Historic District in Downtown Denton. The Downes House consists of four apartments and a commercial office. Fourth unit was most recently occupied by Caroline County Chamber of Commerce but contains a kitchen with full bath and can be utilized as a commercial office or an apartment ( flex space ). Replacement windows and ductless mini-splits in all units. All separately metered for electric.

    Andrew Beaven Wright Real Estate

    8 N 2nd St, Denton, MD 21629
  • /39

    $999,000

    • 4 Beds
    • 3 Baths
    • 3,648 Sq Ft

    21710 Marsh Creek Rd, Preston, MD 21655

    This 20.2 acre farm includes a second parcel of 49.99 acres that is all woods. Fenced in for horses, cattle or sheep with a pole shed for protection , hay and equipment storage. A two story home with 4 bedrooms and 3 baths. Also an apartment above the garage for an additional bed and bath. More pictures to come. Not available to be shown until April 21, 2025

    Ed Quidas Long & Foster Real Estate, Inc.

    21710 Marsh Creek Rd, Preston, MD 21655
  • /12

    $540,000

    • Land
    • 63 Acres
    • $8,550 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    63 Acre parcel located on Dover Bridge Road, just 4 miles to Preston and 7.5 miles to Easton. The property is perc-approved for residential use and there is a forestry management plan attached in the documents section explaining that 58 acres was timbered in 2008 and reforested with Loblolly Pine in 2009 with several acres around the perimeter remaining in hardwoods. The interior of the parcel

    Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • /121

    $974,500

    • 5 Beds
    • 5 Baths
    • 5,328 Sq Ft

    22879 Stevenson Rd, Ridgely, MD 21660

    Property acreage is subject to lot line adjustment of the current 2.08 acres adjusted to make it an 10 acres. Welcome to 22879 Stevenson Road, Ridgely, MD – a private oasis nestled down a winding country lane. This exquisite residence, adorned with elegant Hardie board siding, captivates from the moment you arrive with its inviting front porch and meticulous attention to detail.Step inside to

    Chris Rosendale CR Realty

    22879 Stevenson Rd, Ridgely, MD 21660
  • /41

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,976 Sq Ft

    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
  • /28

    $195,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    213 W Central Ave, Federalsburg, MD 21632

    Large Lot! Must See if you are looking for a bit of privacy with in-Town living and a VERY Large Shop; insulated steel building with electric and 2 bays behind the house (separate meter). Great for small business owner shop or hobbyist. Cottage style home, 2 bedrooms, 1 bath, Open Floor plan to living room. Close to waterfront for fishing or access to the Trail. Whether its your first home,

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    213 W Central Ave, Federalsburg, MD 21632
  • /10

    $172,500

    • Land
    • 1.01 Acres
    • $170,792 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 and sewer are available. The offering does seem to have some ownership of another parcel consisting of Cosden St. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

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

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    2570 Guard Rd, Federalsburg, MD 21632

    Charming 3-bedroom, 2-bath home situated on an expansive 8.75+/- partially cleared lot. The floor plan features main level living with a spacious primary suite including a large walk in shower and walk in closet, open concept living room and kitchen, separate laundry room, and a large unfinished bonus space upstairs. Additional features include a rear deck, fenced backyard, storage shed, and

    DARLENE CONDON Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
  • /102

    $1,525,000

    • 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

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