Live MLS pool home listings in Longwood — refreshed daily with every new listing.
View All Pool Homes →Longwood has quietly become one of Seminole County's best-kept secrets for buyers who want space, character, and a pool — without paying Lake Mary or Winter Park prices. Set just west of Lake Mary along SR-434 and CR-427, Longwood offers established neighborhoods with mature trees, oversized lots, and homes that were built when square footage actually meant something.
Pool homes in Longwood range from mid-century ranch styles with classic kidney-shaped pools to renovated 4-bedroom homes with fully screened lanais and outdoor kitchens. Subdivisions like Wingfield Reserve, Sabal Point, and Spring Valley give buyers a mix of price points — many under $550K — with the Seminole County school zone still attached.
Longwood is minutes from I-4, SunRail, and the Reiter Park recreation complex, making it ideal for families and commuters alike. If you want more home for your dollar and a backyard worth using 10 months a year, Longwood pool homes deserve a serious look. Explore current listings above.