Era 1 · 1867–1920
Homesteads and Winter Resorts
Northern settlers such as the Webb family homesteaded on Little Sarasota Bay at what became Osprey, in an area that was still part of Manatee County. Small communities followed, including Englewood, platted by the Nichols brothers in 1896.
Key moments
Webb family settles at today's Osprey
John and Eliza Webb travelled from Utica, New York, to the shore of Little Sarasota Bay, then part of Manatee County, and homesteaded at what is now Historic Spanish Point.
Source
- The Future Was Female (Eliza Webb), Sarasota Magazine (accessed 2026-11-09)
Osprey gets its name and post office
John Webb was appointed postmaster and named the area around his winter resort Osprey.
Source
- The first post office opens today, Historical Society of Sarasota County (accessed 2026-11-09)
Nichols brothers plat Englewood
Herbert, Howard and Ira Nichols laid out the town of Englewood on Lemon Bay.
Source
- Englewood History, Lemon Bay Historical Society (accessed 2026-11-09)
1 more from this era
Bertha Palmer buys land at Spanish Point
Chicago's Bertha Palmer bought part of the Webb homestead, beginning her large land holdings in the area.
Source
- The Future Was Female (Eliza Webb), Sarasota Magazine (accessed 2026-11-09)
Sources
- The Future Was Female (Eliza Webb), Sarasota Magazine (accessed 2026-11-09)
- Englewood History, Lemon Bay Historical Society (accessed 2026-11-09)


