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Ranch Style Homes for Sale in Caroline County MD

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  • /63

    $399,000

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    7392 Todds Wharf Rd, Preston, MD 21655

    This very comfortable rancher has ramps at rear of home for accessibility for those not able to walk up steps very well. Roomy kitchen and open floor plan allows large gatherings to enjoy the roominess. Large counter seats 4 comfortably. Dining area for full-size table and chairs. Working stone wood-burning fireplace is great for use to heat home all winter or just on-call use when you want the

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    7392 Todds Wharf Rd, Preston, MD 21655
  • /9

    $289,000

    Coming Soon Sep 18
    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    18974 Harman Rd, Marydel, MD 21649

    Welcome to affordable, clean and peaceful livingl! Situated on a corner lot, this clean and well-maintained home offers numerous recent improvements. Interior updates include fresh paint, a new ceiling fan, luxury vinyl plank flooring in two bedrooms and the hallway, and an updated full bathroom featuring a tub-and-shower combination. The kitchen includes a new dishwasher, and the home also

    Agent Photo

    Kristina Hyland

    Coldwell Banker Chesapeake Real Estate Company

    18974 Harman Rd, Marydel, MD 21649
  • /41

    $309,900

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    110 N School St, Greensboro, MD 21639

    Why wait for new construction? Completed in 2025, this custom-built, move-in ready rancher offers 1,436 square feet of thoughtfully designed, single-level living--with no HOA. The bright, open-concept living, dining, and kitchen area features nine-foot ceilings, solid hardwood flooring and recessed LED lighting. The kitchen is finished with granite countertops, all-wood cabinetry, Samsung

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    110 N School St, Greensboro, MD 21639
  • /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
  • /66

    $374,990

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

    23116 Gilpin Point Rd, Preston, MD 21655

    BACK ACTIVE and offering another opportunity to make this special Eastern Shore property your own!Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-floor living, privacy, history, and a water-oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    23116 Gilpin Point Rd, Preston, MD 21655
  • /32

    $599,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    28402 Liden School Rd, Denton, MD 21629

    This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days.

    Michael Shipley Benson & Mangold, LLC.

    28402 Liden School Rd, Denton, MD 21629
  • /2

    $190,000

    $70K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,280 Sq Ft

    27944 Possum Hill Rd, Federalsburg, MD 21632

    Lovely two bedroom one bath rancher with spacious living room and dining room plus kitchen **1 car garage plus 30 x 30 storage area ** Heating is oil furnace 3 years old** Hot water tank is 3 years old **1.42 acres ** very flat usable lot

    Bev Langley Coldwell Banker Realty

    27944 Possum Hill Rd, Federalsburg, MD 21632
  • /57

    $489,000

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

    15078 Drapers Mill Rd, Greensboro, MD 21639

    A truly unique property offering multiple dwellings, abundant storage, and exceptional flexibility! The property features multiple residential structures, providing a variety of possibilities for extended family, guests, home offices, hobbies, or additional living space, three separate lots to make a total 7.944 acres.Car enthusiasts, contractors, and hobbyists will appreciate the spacious

    Kat Thompson Benson & Mangold, LLC.

    15078 Drapers Mill Rd, Greensboro, MD 21639
  • /25

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,539 Sq Ft

    306 Sunrise Ave, Ridgely, MD 21660

    Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior,

    Vincent De Lorenzo Samson Properties

    306 Sunrise Ave, Ridgely, MD 21660
  • /2

    $299,990

    New Construction $2K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    121 Hobbs St, Greensboro, MD 21639

    Come discover 121 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home.

    Justin Wood D.R. Horton Realty of Virginia, LLC

    121 Hobbs St, Greensboro, MD 21639
  • /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
  • /22

    $174,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    107 Smith St, Federalsburg, MD 21632

    Move-In Ready & Beautifully Remodeled!This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality.The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One

    Dawn Hubbard Mabry Real Estate LLC

    107 Smith St, Federalsburg, MD 21632
  • /13

    $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. To the

    Justin Wood D.R. Horton Realty of Virginia, LLC

    113 Hobbs St, Greensboro, MD 21639
  • /30

    $269,000

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    504 Sunset Blvd, Ridgely, MD 21660

    ***Back to Active due to no fault of the Sellers. They have found the home of their choice bring us an offer!! *** This delightful 3-bedroom rancher offers a perfect blend of comfort and community. Built in 1940, this home exudes character with its sturdy block construction and inviting layout. The cozy 864 sq. ft. interior is complemented by essential appliances, including a refrigerator, stove,

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    504 Sunset Blvd, 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
  • /50

    $225,000

    • 2 Beds
    • 1 Bath
    • 891 Sq Ft

    6149 Bethlehem Rd, Preston, MD 21655

    Charming and full of potential, this 2-bedroom, 1-bath home offers an excellent opportunity in Preston! Set on approximately 0.55 acres, this 891-square-foot single-level home features a spacious deck and a practical layout ready for its next chapter. Whether you're searching for an affordable primary residence, a weekend getaway, or an investment opportunity, this property is worth a look. Enjoy

    Heather Brummell Keller Williams Realty

    6149 Bethlehem Rd, Preston, MD 21655
  • /2

    $499,999

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,613 Sq Ft

    25660 Cherry Blossom Ln, Denton, MD 21629

    Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to

    Bonnie Johnson Keller Williams Realty

    25660 Cherry Blossom Ln, Denton, MD 21629
  • /71

    $479,000

    • 3 Beds
    • 3 Baths
    • 2,506 Sq Ft

    104 Charlotte Ave, Federalsburg, MD 21632

    Custom Brick Rancher with 2500 sq ft of living space sitting on over half an acre just outside of downtown Federalsburg overlooking Chambers Park is waiting for you to come see to appreciate. Owners have done many improvements and upgrades to the property, but left some of it's timeless charm. New carpet has been installed on the porch, breakfast nook, and family room July 2026, new windows 2026,

    Shelby Roney Benson & Mangold, LLC

    104 Charlotte Ave, Federalsburg, MD 21632
  • /24

    $294,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    Sullivan Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless steel appliances, modern cabinetry, and an optional island with seating that is perfect for casual

    D.R. Horton Builder
    103 Park Ave Unit 36203275, Greensboro, MD 21639
  • /39

    $336,900

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft

    504 Main St, Goldsboro, MD 21636

    Welcome to this turn-key, eco-friendly rancher offering single-level living and a modern, open layout. Step inside to a fluid floor plan featuring striking dark wood-look laminate flooring throughout. The spacious living room features a designer green accent wall and flows seamlessly into the country kitchen and dining combination. The kitchen boasts sleek white cabinetry, stainless steel

    Dustin Parker The Parker Group

    504 Main St, Goldsboro, MD 21636
  • /72

    $499,990

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    22845 Peaviner Rd, Ridgely, MD 21660

    Welcome to your own private retreat! Situated on 4 peaceful acres, this well-maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality.Inside, you'll find a spacious and inviting floor plan with generous living areas, an updated kitchen, and plenty of room for family and guests. Step outside to the enormous rear deck, an ideal space for

    Chris Rosendale CR Realty

    22845 Peaviner Rd, Ridgely, MD 21660
  • /23

    $230,000

    • 2 Beds
    • 1 Bath
    • 1,108 Sq Ft

    3894 Old Denton Rd, Federalsburg, MD 21632

    Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch

    Billy Mister Keller Williams Realty

    3894 Old Denton Rd, Federalsburg, MD 21632
  • /22

    $389,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    13790 Drapers Mill Rd, Greensboro, MD 21639

    4 bedroom 2 bath rancher on 3.6 spacious acres on the headwaters of the Choptank.

    Scott Judy Coldwell Banker Waterman Realty

    13790 Drapers Mill Rd, Greensboro, MD 21639
  • /27

    $299,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    208 Oriole Ave, Ridgely, MD 21660

    Charming 3-bedroom, 2-bath rancher located in Ridgely! Inside, you’ll find comfortable one-level living with a functional open layout connecting the living room and kitchen, complete with stainless steel appliances. The spacious primary suite features a large en-suite bath and private doors leading directly to the backyard deck. Two additional generously sized bedrooms provide plenty of space for

    Lish Gannon Dulin Benson & Mangold, LLC

    208 Oriole Ave, Ridgely, MD 21660
  • /55

    $435,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    25485 Hignutt Rd, Denton, MD 21629

    SELLER WILL CONSIDER CONTRIBUTING TOWARD THE BUYER’S ALLOWABLE CLOSING COSTS WITH AN ACCEPTABLE OFFER!Welcome to 25485 Hignutt Road—a completely renovated 3-bedroom, 2.5-bath home situated on nearly half an acre in a peaceful country setting, just minutes from Denton’s shopping, dining and everyday conveniences.This truly move-in-ready home offers comfortable one-level living with

    Justin Pokrywka Taylor Properties

    25485 Hignutt Rd, Denton, MD 21629
  • /2

    $308,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    107 Hobbs St, Greensboro, MD 21639

    Discover 107 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the

    Justin Wood D.R. Horton Realty of Virginia, LLC

    107 Hobbs St, Greensboro, MD 21639
  • /22

    $269,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft

    Perry Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Perry, a 1,059 square foot open concept cottage-style ranch home, offers two bedrooms and two bathrooms. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time.The well-equipped kitchen is complete with modern cabinetry, stainless steel appliances, a spacious

    D.R. Horton Builder
    103 Park Ave Unit 36203273, Greensboro, MD 21639
  • /20

    $295,000

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

    212 Apple Ln, Preston, MD 21655

    Seller is offering a $4,500 credit for new carpet in all 3 bedrooms! Welcome home to this charming 3-bedroom, 2-bath rancher offering the perfect blend of comfort and convenience. Nestled on a quiet street within the city limits, this property provides a peaceful, country-like setting while remaining just minutes from Easton, Denton, Federalsburg, and Cambridge.Step inside to find luxury

    Kayla Walter Keller Williams Realty

    212 Apple Ln, Preston, MD 21655
  • /29

    $669,000

    Open Sat 12PM - 1PM $131K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    1108 Camp Rd, Denton, MD 21629

    Price Reduction! Motivated Seller. Welcome to 1108 Camp Street, sits on over 14 acres of land where modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and style.Secluded in a great location for Dirt biking, bow hunting. The included outbuilding is great for car enthusiast.This home features stunning stone work on both the front and

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    1108 Camp Rd, Denton, MD 21629
  • /35

    $379,900

    • 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. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /36

    $370,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    4455 Smithville Rd, Federalsburg, MD 21632

    This charming ranch-style home, built in 2004, offers a cozy retreat on over 11 acres of serene land, adjoining the picturesque Marshyhope Creek with 3800 acres of Idlewild WMA just across the creek. Inside, discover a traditional floor plan featuring three inviting bedrooms and a country-style kitchen perfect for gatherings. Enjoy the warmth of luxury vinyl plank and carpet flooring throughout.

    Nathan Murray RE/MAX Executive

    4455 Smithville Rd, Federalsburg, MD 21632
  • /15

    $289,900

    $25K PRICE DROP
    • 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
  • /62

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    1010 S 2nd St, Denton, MD 21629

    Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot

    Roger Boyce Chesapeake Real Estate Associates, LLC

    1010 S 2nd St, Denton, MD 21629
  • /30

    $259,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    325 Carter Ave, Denton, MD 21629

    The joy of one level living!! This home is in Move-in ready condition. Nice size 2 Bedroom 1 Full Bath. Level lot with Patio for enetertaining. Conveniently located within town limits. Shop, parks, restuarants, Brewery.Public Boat ramp to the Choptank River less than a mile.

    Kathleen Brenton Brenton Realty Group

    325 Carter Ave, Denton, MD 21629
  • /37

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    7192 American Corner Rd, Denton, MD 21629

    Come make this updated and move in ready rancher your new home. Considerable improvements have been made over the last two years to include the following. This home has a new deep well, new septic system, new tankless propane water heater, new washer/dryer. new range and refrigerator, new roof, new siding, new hvac, renovated bathroom, new flooring, fresh paint, new privacy and chain link fencing

    Andrew Beaven Wright Real Estate

    7192 American Corner Rd, Denton, MD 21629
  • /20

    $329,900

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    117 Sunset Blvd, Preston, MD 21655

    Welcome to 117 Sunset, a spacious one-level ranch offering 1,890 square feet, three bedrooms, two and a half baths, and plenty of character inside and out. The standout living area immediately draws your eye with its soaring vaulted wood-plank ceiling, exposed beams, abundant natural light, and impressive full brick fireplace wall, creating a warm gathering space unlike the typical

    Bevia Patrick Keller Williams Flagship

    117 Sunset Blvd, Preston, MD 21655
  • /13

    $102,500

    $7K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    4471 Harmony Rd, Preston, MD 21655

    Discover the potential in this ranch-style home situated on a spacious lot in Caroline County. This property is ready for renovation and offers a great opportunity to update and customize to your vision. Major improvements have already been completed, including a newer roof and updated windows, providing a solid starting point for your renovation plans. The home is served by a private well and

    Norman Domingo XRealty.NET LLC

    4471 Harmony Rd, Preston, MD 21655
  • /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
  • /30

    $299,000

    Open Sat 1PM - 3PM
    • 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 seller even added a

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    101 Parkland Rd, Greensboro, MD 21639
  • /25

    $74,900

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    21182 March Creek Road E-10 Rd, Preston, MD 21655

    The home is located in between Easton and Preston, very close to Easton major shopping centers. This home offers 3 bedroom 2 full baths, and a large living room, Very private setting. For an application go to tenantrelationships@rentstackhouse.com, For question call 855-548-3642. You will get an AI recepticent , ask for Cecelia for billing questions and Brandis for application questions

    Denis Gasper Benson & Mangold, LLC

    21182 March Creek Road E-10 Rd, Preston, MD 21655

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