The NSB Insider

Osteen: Rural Life at Its Best

Written by Pamela Hunt | May 16, 2025 11:45:00 AM

The quiet inland community of Osteen is located about 23 miles southwest of New Smyrna Beach, but it feels worlds apart. Named for the 19th-century rancher Hezekiah Ellis Osteen, who settled here, the community is today known for its flora and fauna, as well as numerous trails that lead through its wilderness.

Seasonal Living

Many visitors opt to spend the winter in Osteen or even stay year-round. Cypress Point RV and Golf Club offers 6-month rates, monthly offseason rates, and permanent sites. All sites include water, sewer, and garbage. In addition, residents can add on golfing at the 9-hole onsite course for a fee each month. This is a 55-plus campground, which allows guests to enjoy the peace of a mature community. 

Outdoor Exploration

The East Central Regional Rail Trail runs through Osteen, with a trailhead just east of SR 415 on New Smyrna Boulevard. The 6-mile section from there to Green Spring Park, which is the official end of the trail, is particularly scenic and offers riders ample shade, perfect for warm days. 

Beck Ranch Park, a 268-acre former cattle ranch, features multipurpose fields, a dog park, picnic pavilions, restrooms, a playground, and two volleyball courts—a great stop for the whole family. Landscaped with enormous cypress and live oaks draped with Spanish moss, it’s easy to get caught up in the Southern feel of this location. Several informational panels scattered about the park tell the history of the former ranch, and a model ranch house, grain silo, and slaughterhouse are also available to explore.

Another natural wonder to visit in Osteen is Hickory Bluff Preserve. Overlooking the St. Johns River, the site contains several diverse environments to explore, such as scrubby flatwoods, cypress domes, and floodplain swamps. Visitors can catch a glimpse of the wildlife that resides here, including osprey, herons, barred owls, gopher tortoises, alligators, and river otters.

Home-Style Cooking and Florida Wines

In this serene community, visitors won’t find chain restaurants or fast food joints. Instead, they’ll discover down-home meals at the Osteen Diner. This comfortable, casual eatery offers breakfast all day, as well as lunch and dinner, and a full bar. Desserts feature homemade pies in several varieties as well as other delectable pastries. 

For those looking to wind down at the end of the week, Feelgood Farms Winery & Vineyard holds a weekly Feelgood Friday, with live music and dancing, followed by Saturdaze, another music-centered get-together on Saturdays. Cap off the weekend with Sunday Funday, featuring bottomless mimosas and live music. The winery welcomes outside food, so bring a picnic and enjoy the afternoon sipping Florida-made wines and wandering among the vines. 

For visitors looking for something a bit different from the beach, Osteen offers a small-town vibe with plenty of outdoor space to explore, as well as some unpretentious dining and toe-tapping musical events.