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Eastover, located in the northeastern portion of Cumberland County, traces its early origins to the region's long-standing Indigenous presence. Native peoples such as the Siouan-speaking tribes inhabited the area for centuries, drawn to the fertile river plains and abundant natural resources near the Cape Fear River. European settlement began spreading into this part of the Sandhills during the 1700s as Scottish, English, and German settlers moved inland from the coastal regions. Small farming communities formed gradually, laying the foundation for what would become the Eastover area. Although Eastover was not incorporated until 2007, its historical roots extend far deeper, with generations of families living on the land long before the town's official establishment.

Agriculture played a central role in Eastover's early economic development. Fertile soils supported crops such as tobacco, cotton, corn, and soybeans, and many families operated small to medium-sized farms that supplied both local markets and regional trade centers. Close proximity to Fayetteville enabled farmers to transport goods using early roadways and river access points. Throughout the 19th and early 20th centuries, the Eastover area remained largely rural, characterized by open farmland, pastures, and woodland tracts. Over time, the growth of agricultural technologies and shifts in regional trade patterns modernized farming practices, influencing the agricultural landscape while preserving Eastover's rural identity.

Infrastructure improvements over the decades shaped Eastover's accessibility and economic connectivity. The development of major routes such as Interstate 95 and U.S. Highway 301 enhanced mobility for residents, commuters, and commercial traffic. These roads allowed Eastover to maintain a peaceful rural setting while positioning the community within easy reach of Fayetteville's expanding military, industrial, and service-based economy. Increased transportation access encouraged gradual residential development, with new homes and subdivisions emerging throughout the late 20th century as the region experienced population growth tied closely to the presence of Fort Liberty and other nearby employment centers.

The character of the Eastover community has long reflected its blend of small-town charm, agricultural heritage, and proximity to larger urban amenities. The town is known for its strong sense of community, local events, and the involvement of long-standing families who have lived in the area for generations. Eastover maintains a variety of local institutions including schools, churches, community organizations, and small businesses that contribute to the town's friendly and cohesive atmosphere. The town's incorporation in 2007 signified a desire among residents to preserve the community's identity while managing future growth in a thoughtful and locally guided manner.

Today, Eastover is recognized as a peaceful and appealing residential community that offers a balance between rural living and convenient access to modern amenities. Many residents appreciate the open landscapes, quiet neighborhoods, and family-oriented lifestyle. The town's proximity to Fayetteville provides employment opportunities, shopping centers, medical services, and recreational amenities while allowing Eastover to maintain its serene environment. With well-established schools, expanding residential developments, and ongoing improvements to public services and infrastructure, Eastover continues to be a popular choice for families, commuters, and retirees seeking a close-knit community rooted in tradition and surrounded by natural beauty.