Caroline County, MD

Located on Maryland’s Eastern Shore, Caroline County, MD offers a blend of rural charm, historic small towns, and scenic landscapes. Known for its agricultural roots, outdoor recreation, and close-knit communities, the county features attractions like the Choptank River, Tuckahoe State Park, and the charming towns of Denton, Federalsburg, and Ridgely. With affordable real estate, easy access to major highways, and proximity to Delaware beaches, Caroline County is a hidden gem for homebuyers seeking tranquility, investors, and nature enthusiasts alike.

Real Estate Statistics

Average Price $385K
Lowest Price $4
Highest Price $11.6M
Total Listings 680
Avg. Days On Market 86
Avg. Price/SQFT $197

Property Types (active listings)

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112 S 5th Ave, Denton

$359,900

112 S 5th Ave, Denton, MD, 21629

4 1 1

Benson & Mangold, LLC. (410) 479-0777

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New
200 Maple Ave, Greensborough

$205,000

200 Maple Ave, Greensborough, MD, 21639

3 2 0

Berkshire Hathaway HomeServices Homesale Realty (800) 383-3535

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Coming Soon
24882 Riverview Way, Ridgely

$429,000

24882 Riverview Way, Ridgely, MD, 21660

3 2 1

Benson & Mangold, LLC (410) 822-1415

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5716 Bethlehem Rd, Preston

$378,500

5716 Bethlehem Rd, Preston, MD, 21655

4 2 0

NextHome Envision 3018816398

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New
111 Maple Ave, Greensboro
OPENHOUSE
  • Saturday, Oct 3rd, 12:00pm - 2:00pm

$299,900

111 Maple Ave, Greensboro, MD, 21639

4 2 0

Redfin Corp 3016586186

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New
S Quail Ct, Greensboro

$434,500

S Quail Ct, Greensboro, MD, 21639

3 2 0

CR Realty 4104900460

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New
Parcel 3 Legion Rd, Denton

$75,000

Parcel 3 Legion Rd, Denton, MD, 21629

0 0 0

The Land Group (410) 934-3478

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New
215 N Main St, Federalsburg
OPENHOUSE
  • Sunday, Sep 27th, 11:00am - 1:00pm

$225,000

215 N Main St, Federalsburg, MD, 21632

3 2 0

LPT Realty, LLC

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24308 Marlyn Dr, Preston

$574,900

24308 Marlyn Dr, Preston, MD, 21655

4 3 0

Brenton Realty Group 4104794663

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155 Wright St, Preston

$389,900

155 Wright St, Preston, MD, 21655

3 2 0

Chesapeake Bay Real Estate Plus, LLC

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105 S 5th Ave, Denton
OPENHOUSE
  • Saturday, Oct 3rd, 11:00am - 2:00pm

$290,000

105 S 5th Ave, Denton, MD, 21629

4 2 0

Chesapeake Real Estate Associates, LLC

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216 S 3rd St, Denton

$250,000

216 S 3rd St, Denton, MD, 21629

3 2 0

Chesapeake Real Estate Associates, LLC

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12384 River Rd, Ridgely

$499,900

12384 River Rd, Ridgely, MD, 21660

4 2 1

Coldwell Banker Chesapeake Real Estate Company

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Under Contract New
18974 Harman, Marydel

$289,000

18974 Harman, Marydel, MD, 21649

3 1 1

Coldwell Banker Chesapeake Real Estate Company

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New
22033 Main St, Hillsborough

$285,000

22033 Main St, Hillsborough, MD, 21641

6 2 0

The Parker Group 3022176692

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Lot 37 Paradise Ln, Goldsboro

$165,000

Lot 37 Paradise Ln, Goldsboro, MD, 21636

0 0 0

Long & Foster Real Estate, Inc. 4102240600

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Coming Soon
107 Sunset Blvd, Preston

$375,000

107 Sunset Blvd, Preston, MD, 21655

3 2 1

Coldwell Banker Realty 4105434545

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117 Sunset Blvd, Preston

$329,900

117 Sunset Blvd, Preston, MD, 21655

3 2 1

Keller Williams Flagship

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