Landscapers in
Winter Park, FL

In the Orlando-Kissimmee-Sanford, FL metro area, landscaping and groundskeeping workers earned a median of $17.46 an hour ($36,310 a year) in May 2025, and the middle 80% earned $14.65–$22.22. About 11,430 people work in this occupation in the metro area. That is a higher share of local jobs than the national average (location quotient 1.32). These are what workers earn, not what landscapers charge: a contractor's hourly rate also covers insurance, licensing, vehicles, overhead and profit. Source: U.S. Bureau of Labor Statistics, Occupational Employment and Wage Statistics, May 2025.

The typical home in Winter Park was built in 1976, and 56% of homes were built before 1980. The median owner-occupied home is worth $731,400. 61% of Winter Park's homes are single-family detached houses, the homes most likely to have their own yard to maintain. Source: U.S. Census Bureau, American Community Survey 2020–2024 5-year estimates.

Winter Park gets about 53 inches of rain a year, so grading and drainage around the house matter as much as the planting. The average temperature in Winter Park is 73°F; summer afternoons average 91°F and winter nights 52°F. It gets about 53 inches of precipitation a year. Source: NOAA National Centers for Environmental Information, U.S. Climate Normals 1991–2020.

Landscaping costs in Winter Park range from $50–$150 per visit for basic maintenance to $2,500–$12,000+ for comprehensive design and plantings. Hardscaping projects tend to be the most expensive.

Winter Park homeowners have access to a wide range of landscaping services including lawn installation and maintenance, tree and shrub planting, irrigation systems, hardscaping (patios, walkways, retaining walls), outdoor lighting, landscape design, and seasonal cleanup. Many contractors in Winter Park also offer specialized services like drainage solutions, sod installation, and xeriscaping.

Most basic landscaping in Winter Park doesn't require a permit, but projects involving retaining walls over a certain height, irrigation systems connected to city water, grading that affects drainage, or tree removal may require permits. Contact the Winter Park building department for permit requirements. Check with your local building department before starting any major landscaping project in Winter Park.

On Ratedeed, you can browse landscapers serving Winter Park who specialize in everything from lawn maintenance to complete outdoor transformations. Look for professionals experienced with Winter Park's local climate and soil conditions. Read reviews from other Winter Park homeowners, request free quotes, and ask for photos of completed projects in the area.

The best plants for Winter Park depend on your specific location, sun exposure, and soil type. Local nurseries and landscapers familiar with Winter Park's climate can recommend native and adapted species that thrive with minimal maintenance.