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Homes for Sale in Caroline County MD with 2-Bedrooms

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  • /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
  • /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
  • /14

    $110,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

    26471 Three Bridges Rd, Federalsburg, MD 21632

    **Back Active at no fault of the seller**Opportunity awaits at 26471 Three Bridges Rd in Federalsburg, MD! This partially remodeled 2-bedroom, 2-bath home is ready for your finishing touch. Inside, the property has been taken down to the framing and subflooring, giving you a true blank canvas to bring your vision to life—whether you’re an investor looking for your next project or a buyer ready to

    LEE MARLAND Keller Williams Realty

    26471 Three Bridges Rd, Federalsburg, MD 21632
  • /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
  • /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
  • /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
  • /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
  • /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
  • /20

    $199,000

    $11K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 812 Sq Ft

    310 Park Ave, Federalsburg, MD 21632

    This charming farmhouse-style home, built in 1904 has undergone a major renovation in 2026. With 812 square feet of thoughtfully designed living space, this delightful residence features two cozy bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking comfort and style. Step inside to discover a beautifully updated interior adorned with luxury vinyl plank flooring,

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    310 Park Ave, Federalsburg, MD 21632
  • /4

    $21,000

    $14K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    204 Academy Ave, Federalsburg, MD 21632

    Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing

    Mike Dunn Keller Williams Realty Delmarva

    204 Academy Ave, Federalsburg, MD 21632
  • /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
  • /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
  • /53

    $525,000

    • 2 Beds
    • 1 Bath
    • 1,292 Sq Ft

    5820 Bell Creek Rd, Preston, MD 21655

    Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn

    Colleen Smith EXP Realty, LLC

    5820 Bell Creek Rd, Preston, MD 21655
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