
Longwood
Seminole County
Mature wooded lots in the middle of the Seminole County corridor.
- Median Sold Price
- $543,999
- All Property Types
- Days On Market
- 16
- Moves fast, expect competition
- Months Of Supply
- 2.67
- Seller's Market
What $450,000 Buys Here
$93,999 below the local median
A 3-bed SFH on a mature lot, 1970s or 80s, likely needing updates at this budget.
Longwood is one of Seminole County’s older towns, and it shows in the lots more than in any single style of house. Mature oaks, larger parcels, and streets that predate the standard modern subdivision grid are the common thread running from the historic center out through the subdivisions that filled in around it.
A Historic Core, Then Everything Else
The Longwood Historic District, added to the National Register of Historic Places in 1990, covers roughly 190 acres and 37 historic structures around brick-lined streets, including the Bradlee-McIntyre House. That district is a small slice of the city. Most of Longwood’s housing stock is newer than that: single-family subdivisions built mainly from the 1970s through the 1990s, generally on larger lots than a comparable newer-build subdivision elsewhere in the county.
Septic, Well, and What That Means for You
Longwood is not uniformly on city water and sewer. The city’s own utility draws water from wells drilled into the Floridan Aquifer, but coverage depends on where a property sits, and some homes in the city rely on a private well instead of the municipal system. Sewer coverage runs the same pattern in reverse: the city has operated a multi-phase Septic Abatement Program for years, converting neighborhoods, East Longwood and Longdale among them, off individual septic tanks and onto sewer. That tells you plenty of homes here started on septic, and some still are. If a home you’re looking at is on well or septic, or both, get the well tested and the tank and drain field inspected as their own line items, separate from the general home inspection, and ask directly whether sewer service reaches the lot.
Getting Around
State Road 434 crosses I-4 in Longwood and continues east through the Ronald Reagan Boulevard intersection, a stretch that also crosses an active rail line and backs up during peak commute hours. The Longwood SunRail station sits near that same intersection, close to the historic downtown, giving commuters a rail option that bypasses that stretch of 434 entirely.
Daily Life
Big Tree Park, on the Cross Seminole Trail, is home to what remains of The Senator, once the largest bald cypress tree in the country before a 2012 fire destroyed it, and to a cloned replacement planted in its place. It is one of the county’s more distinctive green spaces and sits inside the city rather than on the edge of it.
The Catch
Lot size and tree cover in Longwood usually come bundled with an older home that needs updating, not a move-in-ready one. Between the age of the housing stock and the parts of the city still on septic and well, your inspection list here is longer than in a newer subdivision. Plan for that going in rather than discovering it during your option period.
For what daily life in Seminole County actually looks like, read this walkthrough of three places locals actually use.
Who This Fits
Buyers who value lot size and tree cover, and can take on a home that needs updating.
What To Watch
Utilities are not uniform here. Some pockets are on septic and well rather than city service, and that changes both your inspection list and your budget.
Where It Sits
Nearby Areas
Altamonte Springs
Seminole County
A built-out inner suburb where the trade is convenience over newness.
$351,000 median
Lake Mary
Seminole County
A corporate corridor with gated townhomes and established single-family pockets.
$488,000 median
Winter Springs
Seminole County
Established planned neighborhoods built around Tuscawilla.
$435,000 median
Questions About Longwood?
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Market figures on this page (medians, days on market, months of supply) come from MLS data via RPR, all property types, updated June 2026.
Photo by Connor J Williams, CC BY 2.0, via Wikimedia Commons.