Things to know
Step back in time at this beautifully preserved 1885 Cracker-style home, one of the oldest structures in Seminole County. The house offers a glimpse into Florida's pioneer past with its original furnishings and architecture.
Walk among giants at this serene park featuring 'The Senator,' a 3,500-year-old cypress tree that was once the oldest in the U.S. The elevated boardwalk through the cypress swamp offers peaceful nature viewing.
A local institution since 1988, this charming restaurant serves up classic American fare in a historic setting. Their Sunday brunch is a community favorite, featuring live piano music in the cozy dining room.
Just minutes from downtown, this crystal-clear spring stays a refreshing 72 degrees year-round. Rent a kayak to explore the Wekiva River or swim in the main spring basin surrounded by lush Florida landscape.
Stroll through the charming historic district with its brick streets, antique shops, and preserved 19th-century buildings. Don't miss the Longwood Historic Museum inside the 1882 Eastmonte Building.
This private club features an 18-hole championship golf course designed by Mark Mahannah, plus tennis courts and swimming facilities. The mature oak trees and well-maintained grounds make for a beautiful round.
things to do
Longwood offers a blend of historical exploration and outdoor recreation, perfect for those seeking authentic Central Florida experiences beyond the theme parks.
Explore the National Register Historic District with its collection of 19th-century buildings. The walking tour includes the 1885 Bradlee-McIntyre House, Old Longwood Church, and the 1882 Eastmonte Building.
Launch from Katie's Landing and kayak or canoe through one of Florida's designated Wild and Scenic Rivers. Keep an eye out for otters, turtles, and various bird species along the pristine waterway.
This community park features playgrounds, sports fields, and picnic areas perfect for family outings. The park also hosts community events and festivals throughout the year.
Discover treasures at the antique shops along Ronald Reagan Boulevard. From vintage furniture to collectibles, these stores offer unique finds in historic storefront settings.
Visit local favorites like the Longwood Village Inn's pub or nearby breweries for craft beers and casual dining. Many spots feature live music and community gatherings.
Access this 23-mile paved trail that runs through Longwood, perfect for walking, biking, or skating. The trail connects multiple parks and offers scenic views of natural Florida landscapes.
neighborhoods
Longwood's neighborhoods range from historic districts with century-old homes to modern communities with golf course living, each offering its own character and amenities.
The heart of old Longwood featuring beautifully preserved homes from the late 1800s and early 1900s. Tree-lined brick streets and architectural styles ranging from Cracker to Victorian create a charming, walkable community.
An established neighborhood centered around the Mayfair Country Club golf course. Features mature landscaping, larger lots, and a mix of traditional Florida and contemporary homes with community amenities.
A well-maintained community known for its golf course, tennis facilities, and swimming pool. The neighborhood offers a range of home styles with convenient access to shopping and major highways.
A popular family neighborhood with community parks, good schools, and easy access to both downtown Longwood and larger retail areas. Features a mix of single-family homes on spacious lots.
A desirable area featuring homes with access to Lake Kathryn and other smaller lakes. Offers a peaceful setting with beautiful water views while remaining close to urban conveniences.
Browse by category
Local salons and spas offering personalized care in a charming historic setting
Discover unique finds in historic storefronts and modern plazas alike
From historic inns to local breweries, savor Central Florida's hometown flavors
Trusted local businesses maintaining Longwood's historic homes and modern communities
Refresh in natural springs and explore miles of scenic trails through preserved ecosystems
Community-focused professionals serving Seminole County's growing suburban needs
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