1. Atlas Home
2. Florida
3. Winding Cypress
Rentometer Atlas BETA

Winding Cypress, nestled in the heart of Central Florida, offers a vibrant rental market that appeals to families, professionals, and retirees alike. The city’s tree‑lined streets, well‑maintained parks, and close proximity to Orlando’s premier attractions—such as Lake Nona Medical City, the Orlando International Airport, and the world‑class theme parks—make it an ideal base for those seeking a blend of suburban tranquility and urban convenience. With easy access to major highways and a growing network of bike lanes, residents enjoy seamless commutes and a lifestyle that balances work, leisure, and outdoor activities.

Rental options in Winding Cypress are dominated by spacious single‑family homes, reflecting the community’s emphasis on roomy, family‑focused living. Three‑bedroom houses command rents in the $8,000 range, while larger four‑plus‑bedroom homes typically sit in the $7,000 range, offering generous square footage and private yards. These properties often feature modern kitchens, updated bathrooms, and community amenities such as swimming pools and clubhouse facilities, catering to renters who value both comfort and convenience.

The city’s distinct neighborhoods each bring their own character, from the upscale gated enclaves near the Wekiva River to the more eclectic, walkable districts close to downtown. Local schools consistently rank highly, and nearby recreation centers provide pools, fitness classes, and organized sports leagues. With a strong sense of community, well‑planned infrastructure, and a thriving rental market, Winding Cypress stands out as a premier destination for anyone looking to call Central Florida home.

Winding Cypress Rent by Property Type & Bedroom Count

In the current period, the average rent in Winding Cypress was $7,975 for 3 Bedroom, and $7,250 for 4+ Bedroom.
Note: This analysis includes only bedroom types with sufficient data.

Data provided by Rentometer, Inc.