Longwood Oaks is an established single-residential neighborhood in the Medulla area of South Lakeland, in Polk County, reached off Old Road 37 south of Ewell Road along Longwood Oaks Boulevard (listing and neighborhood guides, 2026). It is a smaller, established community rather than a large master plan, and it is in the city of Lakeland in Polk County, not the separate town of Longwood near Orlando in Seminole County.
Most homes here date to the mid 1990s, with multiple listing and neighborhood sources citing a 1994 era build, and the housing is generally three and four bedroom single-family homes on larger lots, several reported above a half acre (listing guides, 2026). Confirm the exact year built, square footage, bedroom count, and lot size for any specific home, since an established neighborhood will show a range of conditions and updates.
Because these are roughly thirty year old houses, the money is made or lost on the specific home and lot, not on the address. The drivers are the roof age, the HVAC and water heater, kitchen and bath updates, and whether the home is on public water and sewer or on well and septic, which varies by lot in this part of Medulla, plus the modest HOA. Read all of these by address before you fall for the lot size.
The pitch is space near the city: a residential South Lakeland setting with shopping, dining, and the Polk Parkway corridor reachable, and downtown Lakeland and the Interstate 4 corridor a manageable drive. The work is the diligence: read the home and systems, confirm the utilities, and check the HOA dues and rules before you buy the lot.