Living in Longwood, Florida: Neighborhoods, Homes & Lifestyle

Longwood can feel very different depending on which side of town you’re on.

From historic homes near downtown, to wooded estate neighborhoods along Markham Woods Road, to established communities around Sweetwater and Wekiva, there’s a lot of variety in the area.

Historic Longwood

The original City of Longwood sits around SR 434 and County Road 427.

This is the part of town with the most visible history and character. The Longwood Historic District includes dozens of historic structures, including the Bradlee-McIntyre House and other buildings dating back to Longwood’s early days.

Homes nearby range from older properties with character to established neighborhoods and some newer construction.

You’re also close to the Longwood SunRail station, SR 434 and I-4, making this area convenient for getting around Seminole County and into Orlando.

Markham Woods Corridor

West of I-4, Longwood changes quickly.

Markham Woods Road is known for mature trees, larger lots and homes that sit farther apart than they do in many Central Florida neighborhoods.

You’ll find custom homes, gated communities and estate properties, including neighborhoods such as Wingfield North and Alaqua Lakes.

Prices vary widely, but this area generally appeals to buyers looking for more space, privacy and a wooded setting while staying close to Lake Mary and I-4.

Sweetwater

Sweetwater Oaks is one of Longwood’s larger communities, with roughly 1,400 homes set among large oaks, winding streets and generous lots. Homes range from traditional ranch-style properties to larger custom homes.

The community is also known for its recreational amenities, including parks, tennis courts and access to Lake Brantley.

For buyers who like mature neighborhoods with more space and a strong community feel, Sweetwater Oaks is worth putting on the list.

Wekiva

Farther west, Wekiva has a more traditional suburban feel.

Wekiva Hunt Club and Wekiva Club Estates are two of the better-known communities, with golf-course homes mixed throughout parts of the area.

This part of Longwood also offers convenient access to SR 434 and SR 436, making it easy to reach Altamonte Springs, Apopka and Maitland.

Parks, Trails and Outdoor Recreation

Longwood also has excellent access to parks, trails and natural areas.

The Cross Seminole Trail runs through the eastern side of the area and connects with the Seminole Wekiva Trail near I-4. It passes near Big Tree Park and Soldiers Creek Park, giving cyclists, runners and walkers access to miles of paved trail.

Big Tree Park offers walking paths, picnic areas and trail access. It was also the longtime home of The Senator, the famous bald cypress that stood for thousands of years before it was destroyed by fire in 2012.

Soldiers Creek Park adds sports fields, trail access and additional recreational space.

On the west side, the Seminole Wekiva Trail runs nearly 14 miles and follows part of the old Orange Belt Railway corridor.

Just outside the Longwood area, Wekiwa Springs State Park offers swimming, kayaking, canoeing, hiking, biking and camping.

Whether you’re looking for historic homes, larger estates, mature neighborhoods or easy access to outdoor recreation, your next address could be in Longwood.