Longwood

Equestrian estates and wooded acreage along the Markham Woods corridor

Seminole County, Florida

Renting in Longwood

Longwood is a Seminole County market with 26 active rentals on the market today, ranging from $1,350 to $6,000 per month. Day to day, the area is anchored by Alaqua Country Club, Wekiva Springs State Park, and The Springs Community. Golf-community addresses such as Alaqua Country Club draw their own steady demand.

Looking at what is actually listed, the mix leans toward single-family homes and condos, and two-bedroom and three-bedroom homes account for most of what is listed right now. Listings currently active here have spent an average of 68 days on the market.

You see the same Longwood rentals we do: NAH Rental Homes represents you across the full Stellar MLS feed, not only our own managed homes. TenantMatch turns a plain-language description of the home you want into a ranked, precise search.

Longwood Market Snapshot

$2,100/mo
Median Rent
68 days
Avg Days on Market
26
Active Listings
2026-09-15
Last Updated

Live count from the current MLS rental feed; figures update as inventory changes.

About Longwood

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.

Notable Points of Interest

Housing Stock and Lot Pattern

Longwood's housing stock skews toward custom estate construction from the 1980s through 2010s inside gated golf and equestrian communities along the Markham Woods Road corridor, with a smaller share of mid century ranch construction in the older Wekiva and Sabal Point areas. Lot sizes commonly run from half an acre to three acres on estate parcels.

Available Rentals in Longwood

Showing 24 of 26 active rentals in Longwood.

View all 26 rentals in Longwood

Longwood Map

Longwood Rental Questions

How does renting in Longwood work?
It works in three steps: you define what you want, tour the Seminole County rentals that match, and have NAH Rental Homes represent you through application and lease. Day to day, Longwood is anchored by Alaqua Country Club, Wekiva Springs State Park, and The Springs Community.
What does it cost to rent in Longwood?
The live feed answers this best: 26 active rentals in Longwood, ranging from $1,350 to $6,000 per month. A static average would hide how much the property type and size move the number.
Which places anchor daily life in Longwood?
Longwood is anchored by Alaqua Country Club, Wekiva Springs State Park, and The Springs Community, along with Longwood SunRail Station and Reiter Park. These named places shape day-to-day life and rental demand.
Does NAH Rental Homes charge renters a fee in Longwood?
NAH Rental Homes represents renters across the full Stellar MLS in Longwood, and any renter-side terms are set out in writing in your tenant representation agreement before you tour. You see every matching rental, NAH-managed or not, with no ranking tricks and no surprise charges.
How do I start a rental search in Longwood?
Start with TenantMatch, our intelligent intake at /tenantmatch. You describe the home you want in your own words, and it builds a precise Longwood rental search, ranks the closest matches, and flags new listings as they appear.

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