Discover Longwood, Florida: Guide, What To Do, housing, Dining + 7 tips before you go in 2025
Longwood is a small city of about 15,000 people in Seminole County, just north of Orlando. It sits between Lake Mary, Winter Springs, and Altamonte Springs, offering easy access to beaches, downtown Orlando, and Disney attractions. The real estate market here is pretty diverse – you can find homes from the low $300,000s all the way up to multi-million dollar estates along Markham Woods Road. The city has great schools through Seminole County, tons of nature thanks to Wekiva Springs State Park, and a historic downtown with local shops and events. It’s basically a place where you get Central Florida convenience without the cookie-cutter feel of newer developments.
FAQ
Frequently Asked Questions about Longwood, FL
History and Location
Longwood’s story goes back way before any Americans showed up. The Timucuan and Acuera tribes lived here for thousands of years before European contact. Eventually, escaped African slaves joined these native peoples to form the Seminole people – the name literally means “people who live away from others” in Spanish and Creek.
Things stayed quiet until World War II when military bases like Naval Air Station Sanford and Orlando Army Air Base brought people to the area. By the 1950s, population hit over 1,000. Then the space industry boom in the 1960s and 1970s brought jobs at Martin Marietta, Cape Canaveral, and NASA’s Kennedy Space Center. When Disney World opened in 1971, that changed Central Florida forever, and Longwood benefited from being close but not right on top of the tourist areas.
Longwood was officially incorporated in 1923. Today it sits in a pretty sweet spot – right off I-4 with SR 434 as the main artery running through it. You’re positioned between some of the more expensive areas like Lake Mary to the north and Altamonte Springs to the south. The Wekiva Springs area to the west is where you’ll find those high-end properties on bigger lots.

Best Things to Do in Longwood – Attractions
Wekiwa Springs State Park
This is the big draw. You’ve got natural springs, kayaking, canoeing, hiking trails – basically everything you’d want for outdoor fun in Florida. The water stays around 72 degrees year-round, which feels amazing when it’s hot outside. People come from all over Central Florida to visit here.
Wekiwa Island
This place is more of a commercial spot right on the river. You can rent kayaks and canoes, there’s a restaurant and bar, and they even have cabanas you can rent right by the water. Some people literally bring their laptops and work by the river. It’s got that laid-back Florida vibe.
Lake Brantley
If you live in neighborhoods like Sweetwater Oaks, you get access to Lake Brantley. There’s a boat ramp, a small beach area, and people go jet skiing and boating. The HOA covers access to the boat ramp, which is pretty nice if you’re into water sports.
Historic Downtown Longwood
The downtown area has cleaned up a lot over the years. Reeder Park hosts farmers markets on weekends, and they do art shows and local events. There’s an amphitheater where they put on music and dancing. Streets get closed off sometimes so locals can shop and hang out. It’s small but has that genuine community feel.
Seminole Wekiwa Trail
This is a paved trail that’s great for biking, walking, or running. It connects different parts of the area and gives you that nature experience without having to drive somewhere special.
Reeder Park
Nice community park with an amphitheater, playground areas, and it’s where a lot of the town events happen. Good spot for families.
The Springs Neighborhood
Even if you don’t live here, it’s worth seeing. This gated community has a private lagoon and clubhouse just for residents. During summer, it gets packed because you can access the actual Wekiva Springs waterway system from there – it connects to King’s Landing and Kelly Park. Most developments can’t do this anymore because of environmental protections, so this community is pretty unique.
Cross Seminole Trail
Another trail option for people who like to stay active outdoors. It’s part of the larger trail system in Seminole County.
Big Tree Park
While The Senator tree is gone, the park is still there and worth checking out for the history and the other old cypress trees.
Dining in Longwood – Where To Eat
The dining scene in Longwood is honestly more low-key than places like Lake Mary. You’re not going to find a ton of high-end restaurants, but you’ve got solid options.
Local Favorites
Micon is mentioned as a popular Mediterranean restaurant. Beyond that, you’ve got your typical fast food and chain restaurants scattered along the interstate roads and SR 434.
Wekiwa Island Restaurant
Since this is right on the water with the kayak rentals and everything, people go here for the atmosphere as much as the food. It’s casual and fun.
Nearby Options
If you want more upscale dining, Lake Mary is close by. Colonial Town Park in Lake Mary has high-end restaurants. You’re also not far from the Hourglass Brewing area and other spots in neighboring cities.
Chain Restaurants
You’ve got your standard chains – McDonald’s, Taco Bell, Olive Garden – all easy to find along the main roads.
The vibe here seems to be more mom-and-pop places and casual spots rather than destination restaurants. If you want fancy dining, you head to Lake Mary or Orlando.
Real Estate Market – Housing in Longwood
The Longwood real estate market is kind of all over the place, which is actually good because it means there’s something for different budgets.
Neighborhoods
Pros of Longwood
Cons of Longwood
7 Practical Tips for Visiting or Moving to Longwood

Summary
Longwood basically gives you what a lot of people are looking for when they move to Central Florida – good location, decent prices (relative to the area), solid schools, and access to nature without feeling like you live in a theme park.
The city sits in that sweet spot between Orlando and the northern suburbs. You’re close enough to commute downtown, hit the beaches, or get to Disney, but you’re not paying Lake Mary prices or dealing with tourist traffic. The Seminole County schools are legitimately good, which matters if you have kids.
What makes Longwood different from a lot of Florida suburbs is that it doesn’t feel brand new and identical everywhere you look. Homes were built from the 1970s through the 2000s, so you get variety – mature trees, different architectural styles, and neighborhoods that feel established instead of fresh out of the box. Some people love that. Others want everything new and perfect.
Right now the market is shifting. It’s not the crazy seller’s market of 2021-2022 anymore. Homes sit a bit longer, buyers negotiate more, and inventory is up compared to recent years. If you’re selling, you need to price right and be realistic. If you’re buying, you might actually have some leverage for the first time in a while.
The outdoor scene is legit. Wekiva Springs State Park, Lake Brantley, the trail systems – this stuff isn’t just for show. People actually use it. If you’re moving from a place without this kind of nature access, it’s a big quality-of-life upgrade. Thanks for Reading and Have a Good Day! – ShinyandSpotless Team
