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Caroline County Home Search

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Caroline County Homes For Sale 

Caroline County Homes for Sale

Caroline County is situated on the Eastern Shore bordered by Queen Anne’s County to the north, Dorchester County to the south, Talbot County to the west and Delaware’s Kent County to the east. This rural county has a population of 33,000 occupying 326.06 square miles and has been experiencing above-average growth. These steady increases in home buyers have energized the housing market.

Caroline County was named in 1774 in honor of Lady Caroline even the wife of Marilyn’s last colonial governor. This basically agricultural County has the Mason-Dixon Line as its eastern border. There are 10 incorporated towns located here and 21 unincorporated communities.

Sharp fluctuations in the median price per square feet over the last few years have been attributed to the influence of the overall market in Maryland but the increased interest in new residents looking for a lower standard of living and a rural environment has benefited the local real estate values. 

Click on the interactive map below to view all homes for sale in Caroline County 

Caroline County Home Search

Latest Listings In Caroline County

203 Third, Denton image
203 Third, Denton $650,000

GREAT CASH FLOWING 8 UNIT APARTMENT BUILDING IN DENTON! SEVEN OF EIGHT UNITS OCCUPIED AND THE THE BUILDING CURRENTLY GROSSES $57,000. POTENTIAL GROSS INCOME OF $71,000 PL...

  • MDCM2003512 MLS
217 Third, Denton image
217 Third, Denton $550,000

GREAT CASH FLOWING SIX UNIT APARTMENT BUILDING ON THE WATER IN DENTON! BUILDING IS LEAD FREE AND CURRENTLY GROSSES $50,000 PER YEAR.

  • MDCM2003514 MLS
104 S Academy St, Greensboro image
104 S Academy St, Greensboro $280,000

Fabulous home in pristine condition featuring an open-concept on the main level, primary bedroom, full bath, main level laundry with new Whirlpool washer and dryer, spaci...

  • 3 Beds
  • 2 Baths
  • MDCM2003508 MLS
13869 Drapers Mill Rd, Greensboro image
13869 Drapers Mill Rd, Greensboro $660,000

Welcome to 13869 Drapers Mill Road in Greensboro, MD! With approximately 3,806 sqft, this stunning 6 bedroom, 3.5 bath home offers and abundance of space, making it perfe...

  • 6 Beds
  • 3 Baths
  • MDCM2003506 MLS
309 Franklin St, Denton image
309 Franklin St, Denton $209,000

COMING SOON- Cute and cozy 2 bedroom, 1 bath home situated in the town of Denton. Enjoy all the amenities that Denton has to offer. Grocery stores, restaurants in walking...

  • 2 Beds
  • 1 Baths
  • MDCM2003504 MLS
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Stevensville

  • Bay City
  • Bloody Point Farm
  • Claibornes Landing
  • Cloverfields
  • Goose Point Estates
  • Kent Island Estates
  • Kentmorr
  • Kent Point Farm
  • Long Creek Farm
  • Love Point
  • Matapeake Estates
  • Queen Anne's Colony
  • Romancoke
  • Sunny Isle of Kent
  • Tower Gardens

Chester

  • Bayside
  • Benton's Pleasure
  • Castle Marina
  • Clayborne Woods
  • Gibson's Grant
  • Harbor View
  • Kirwan's Landing
  • Marling Farms
  • Queens Landing
  • Southwind

Grasonville

  • Greenwood
  • Narrows Pointe
  • Prospect Plantation
  • Prospect Bay
  • The Woods

Queenstown

  • Bennett's Point
  • Belle Point
  • Governor Grason Manor
  • Hickory Ridge
  • Overlook at Carmichael
  • Queen Anne Acres
  • Queen Anne Woods
  • Sayers Forest
  • Sportsman Hall
  • Wye Acres
  • Wye Harbor
  • Wye Knot Farm
  • Wyoming on the Wye

Centreville

  • Bridgetown Estates
  • Claiborne Fields
  • Corsica River Estates
  • Earles Branch
  • Hunters Ridge
  • McKenney Forest
  • Northbrook
  • Recovery
  • Three Creeks

Popular Areas to Live

  • Wye River Waterfront
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