Welcome to

Caroline

Discover Caroline

A Rural Region of Fields and Quiet Towns

This Eastern Shore region is known for its wide-open landscapes, small historic towns, and a peaceful way of life shaped by farmland and winding rivers. Scenic backroads, wooded trails, and natural parks offer opportunities for outdoor recreation and quiet exploration. Heritage museums, preserved districts, and local landmarks reflect a long agricultural history that remains central to the area’s identity. With a relaxed pace and strong ties to the land, the region provides a welcoming environment for residents who enjoy open space and close-knit communities.

In recent years, community investment has strengthened town centers, supported local businesses, and expanded recreational amenities. Farmers markets, seasonal festivals, and cultural events bring neighbors together and highlight the area’s traditions. The region offers a range of housing options, from rural properties to charming in-town neighborhoods, each surrounded by the calm of the countryside. Convenient access to major routes allows residents to maintain a rural lifestyle while staying connected to larger commercial hubs. With its blend of natural beauty, historic character, and comfortable living, this county offers a simple, grounded, and inviting atmosphere.

Neighborhoods Reflecting County Tradition

Denton

A historic county seat offering a charming, walkable downtown, scenic riverfront access, and vibrant community events that anchor daily life in central Caroline.

Federalsburg

A friendly town known for parks, sports facilities, and a strong community spirit shaped by local traditions and outdoor recreation.

Ridgely

A growing community featuring quiet neighborhoods, local festivals, and convenient access to both Denton and nearby regional routes.

Preston

A peaceful rural town offering historic homes, scenic farmland, and easy access to the Choptank River and a variety of outdoor activities.

Greensboro

A small riverside community with inviting parks, scenic trails, and a welcoming atmosphere centered around local gatherings and the area’s natural beauty.

Goldsboro

A quiet residential area offering country living, close-knit neighborhoods, and convenient access to nearby towns and regional amenities.

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Area Highlights

A quick view of the most influential metrics in Caroline.

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Around The Area

Browse through the top rated businesses that Caroline has to offer!

Schools In The Area

Browse local schools, complete with ratings and contact info.
Preston Elementary School 410-479-2897 Public PK-5
Greensboro Elementary School 410-479-3885 Public PK-5
Colonel Richardson Middle School 410-479-1462 Public 6-8
Colonel Richardson High School 410-479-3678 Public 9-12
Preston Elementary School 410-479-2897 Public PK-5
Greensboro Elementary School 410-479-3885 Public PK-5
Federalsburg Elementary School 410-479-2761 Public PK-5
Denton Elementary School 410-479-1660 Public PK-5
Ridgely Elementary School 410-479-3243 Public PK-5
Preston Elementary School 410-479-2897 Public PK-5
Greensboro Elementary School 410-479-3885 Public PK-5
Colonel Richardson Middle School 410-479-1462 Public 6-8
Lockerman Middle School 410-479-2760 Public 6-8
Denton Elementary School 410-479-1660 Public PK-5
Federalsburg Elementary School 410-479-2761 Public PK-5
Ridgely Elementary School 410-479-3243 Public PK-5
Smithson's Christian School 410-714-9212 Private 1-8
Colonel Richardson Middle School 410-479-1462 Public 6-8
Lockerman Middle School 410-479-2760 Public 6-8
Smithson's Christian School 410-714-9212 Private 1-8
Colonel Richardson High School 410-479-3678 Public 9-12
North Caroline High School 410-479-2332 Public 9-12

Local News & Advice

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