Caroline County MD Homes for Sale

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  $298,990 New Construction

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

  Helena Plan at Kinnamon Meadows, Greensboro, MD 21639

  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. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or

  D.R. Horton Builder

  103 Park Ave Unit 36203274, Greensboro, MD 21639
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  $499,000

  • 4 Beds
  • 1.5 Baths
  • 2,320 Sq Ft

  11289 Gregg Rd, Denton, MD 21629

  Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The

  Kat Thompson Benson & Mangold, LLC.

  11289 Gregg Rd, Denton, MD 21629
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  /99

  $1,099,000

  • 6 Beds
  • 3.5 Baths
  • 3,704 Sq Ft

  13539 Hokum Dr, Greensboro, MD 21639

  A Private Eastern Shore Compound Designed for Living, Relaxing & Entertaining!Welcome to 13539 Hokum Drive, a rare Eastern Shore retreat offering privacy, amenities, and “room to breathe” on a gorgeous, partially wooded landscape. This isn’t just a home — it’s a full lifestyle setting, complete with multiple outbuildings, an in-ground pool, wooded trails, and incredible outdoor living spaces,

  Vincent Payne Realty Navigator

  13539 Hokum Dr, Greensboro, MD 21639
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  $175,000

  • Land
  • 18.51 Acres
  • $9,454 per Acre

  0 Houston Branch Rd Unit MDCM2006924, Federalsburg, MD 21632

  These parcels are being sold as part of an estate. Three contiguous parcels with a total of 18.51 acres. Parcel 2 received Preliminary Perc Approval April 2015.

  Andrew Beaven Wright Real Estate

  0 Houston Branch Rd Unit MDCM2006924, Federalsburg, MD 21632
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  $315,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  21090 Marsh Creek Rd, Preston, MD 21655

  Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture. There is even a storage shed on the property.

  Eddie Matthews Benson & Mangold, LLC

  21090 Marsh Creek Rd, Preston, MD 21655
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  /19

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  5026 Bethlehem Rd, Preston, MD 21655

  Totally renovated colonial offering nearly 2,000 sq ft of living space on a spacious 1/3-acre corner lot. Featuring 3, possibly 4 generous bedrooms and 2 full baths, this property showcases luxury vinyl plank flooring throughout. Enjoy privacy rear fencing and a large backyard—perfect for outdoor living. Ideal for a growing family and conveniently located close to Easton and Preston. This home is

  Linda Moore Long & Foster Real Estate, Inc.

  5026 Bethlehem Rd, Preston, MD 21655
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  $259,900

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  3540 Houston Branch Rd, Federalsburg, MD 21632

  Welcome to 3540 Houston Branch Rd. It was purchased in 2021 and has undergone extensive renovations. The interior was taken down to the studs. There is new drywall, flooring and sub flooring, a complete bath room, windows, kitchen cabinets, appliances and quartz counter tops. Even the electric was updated along with plumbing. Did I mention a new roof, well and septic system!! This is a perfect

  Eddie Matthews Benson & Mangold, LLC

  3540 Houston Branch Rd, Federalsburg, MD 21632
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  $280,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  618 Academy Ave, Federalsburg, MD 21632

  Welcome home! This beautifully cared-for property offers small-town charm with big advantages — no town taxes and only a five-minute walk to the local elementary school. Sitting on a spacious 0.78-acre lot, you'll love the huge backyard, perfect for kids, pets, or backyard cookouts. The large circular driveway provides plenty of parking, and there’s even a storage shed for all your outdoor gear.

  Kaitlyn Collins Benson & Mangold, LLC

  618 Academy Ave, Federalsburg, MD 21632
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  $355,000

  • 2 Beds
  • 1.5 Baths
  • 708 Sq Ft

  13306 Greensboro Rd, Greensboro, MD 21639

  Stunning waterfront renovation on the Choptank River—completely redone inside and out in 2025! This beautifully updated 2-bedroom, 1.5-bath home offers approximately 800± square feet of thoughtfully designed living space. Completely remodeled from top to bottom, the residence showcases modern design and high-end finishes throughout. Updates include all-new walls, bathrooms, appliances, kitchen

  Lisa Magnus Clark & Co Realty, LLC

  13306 Greensboro Rd, Greensboro, MD 21639
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  $232,000

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  1404 Blue Heron Dr, Denton, MD 21629

  Rehab in 2025/2026. 3 story Townhome with Xtra Large Primary Bedroom with Walk in Closet and Private Bathroom. 2 other Large Bedrooms with Spacius closets. Kitchen with all new Cabinets and Granite Countertops. New flooring thru-out entire Townhome. Whole House painted. All three Bathrooms updatd with new Tile, Vanities, Bathtubs and fixtures! You will not be disappointed.!!!Located within

  Kathleen Brenton Brenton Realty Group

  1404 Blue Heron Dr, Denton, MD 21629
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  $55,000

  • Land
  • 4.17 Acres
  • $13,189 per Acre

  E/S MD RT480 Unknown, Hillsboro, MD 21641

  Seller is waiting for perk results from Caroline county health department

  Diane Wenk Wright Real Estate

  E/S MD RT480 Unknown, Hillsboro, MD 21641

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