Equestrian estates and wooded acreage along the Markham Woods corridor
Buying a home in Longwood means choosing among 74 active listings in one of Central Florida's most established addresses, with the I-4 corridor, SR 417, and a SunRail station all within reach for commuting north or into downtown Orlando. Golf-community addresses such as Alaqua Country Club draw their own steady demand.
Current Longwood inventory runs priced from $500,000 to $7,990,000, spanning condos, townhomes, and single-family homes. Because well-positioned listings here can draw multiple offers, getting your search dialed in before you tour pays off.
NAH Realty represents you across the full Stellar MLS in Longwood, not only on our own listings, so you see the same homes regardless of which brokerage holds them. Start with ConciergeMatch to translate what you want into a precise, intelligent search.
Live count from the current MLS feed; figures update as inventory changes.
Longwood occupies a strategic position in southwestern Seminole County and contains some of Central Florida's most established equestrian and acreage premium residential inventory. The Markham Woods Road corridor along the eastern edge of the city features the area's signature gated estate communities, including Alaqua, Sweetwater Club, The Springs, and Wingfield Reserve. Alaqua is a 1,500 acre Arnold Palmer designed golf community with custom estate homes on lots typically between half an acre and four acres, often backing to the Alaqua Country Club golf course or to wooded conservation areas. Sweetwater Club sits north of Alaqua and features deeded equestrian rights across most of its inventory, with several parcels including private barns and pasture infrastructure. The Springs is a 1970s era gated community organized around a natural spring with crystal clear water, deeded swimming and tubing access for residents, and an extensive trail network through old growth cypress forest. Wingfield Reserve sits at the northern end of the corridor and features larger acreage lots, many over two acres, with conservation backing along the Wekiva River basin. The architectural inventory in Longwood leans heavily on custom Mediterranean Revival, Florida traditional, and contemporary construction from the 1980s through the 2010s, with a smaller share of mid century ranch construction along the older Wekiva and Sabal Point corridors west of Interstate 4. Lot sizes vary substantially by sub community: typical custom estate lots in Alaqua and Wingfield Reserve range from half an acre to three acres, while interior lots in Sabal Point and Wekiva trade in the quarter acre to half acre range. Commute access is strong despite the wooded estate setting: Interstate 4 sits at the western edge of the city with a full interchange at State Road 434, the 417 toll road is reachable within ten minutes via State Road 434 east, and the Longwood SunRail station provides direct commuter rail service to downtown Orlando. The Wekiva Springs State Park sits immediately west of the city and contains over 7,000 acres of protected natural land, with extensive paddling, hiking, and primitive camping inventory. Lake Brantley and Lake Sylvan provide additional water recreation inventory at the southern and northern edges of the city. Pricing in Longwood typically tracks slightly below Winter Park and Maitland on a per square foot basis but commands a meaningful premium on a per acre basis given the larger typical lot pattern. Sellers preparing properties in Longwood typically benefit from emphasizing lot size, conservation backing, equestrian infrastructure where applicable, and gated community amenities in marketing materials.
School data pending verification with the most current Orange County and Seminole County zoning maps.
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