Summerwind Trails: Painted Sky by Lennar - Calimesa, CA

Painted Sky is a Lennar-built neighborhood within Summerwind Trails, a master-planned development in Calimesa. Its defining feature is the scale of the surrounding master plan, which incorporates parks, open space and a multi-use trail network rather than treating the neighborhood as an isolated subdivision. Painted Sky opened with Lennar homes in 2019 and is now primarily a resale community. The neighborhood is not age-restricted, making its housing model different from Calimesa’s dedicated 55+ developments.

Homes at Summerwind Trails: Painted Sky by Lennar

Painted Sky consists of detached single-family homes built by Lennar, with both single-story and two-story designs offered during the original sales period. The combined Painted Sky and Wildflower launch included plans from approximately 2,021 to 3,044 square feet, while documented Painted Sky homes include 2,287- and 2,659-square-foot examples. Homes included up to five bedrooms, with layouts featuring open living areas, lofts or flex spaces. Current Lennar new-home pricing or inventory could not be verified, so historical prices are not presented as current.

Amenities at Summerwind Trails: Painted Sky by Lennar

Residents have access to the broader Summerwind Trails network of parks, open space and trails. Current property and association records document hiking and biking trails, playgrounds, picnic areas, a dog park and sport-court facilities. A 2025 City of Calimesa maintenance exhibit also identifies multiple parks, paseos, open-space areas and HOA-maintained multi-use trails. The larger master plan calls for 80 acres of parks and 20 miles of multipurpose trails, although those figures describe the master plan rather than Painted Sky alone.

Location & Nearby Attractions

Painted Sky has access to Interstate 10 through the Cherry Valley Boulevard and Roberts Road area, making the neighborhood part of the Calimesa–Beaumont corridor. Local shopping includes Stater Bros. Markets and the Calimesa Marketplace, with additional retail and dining in neighboring Beaumont and Yucaipa. Healthcare options in the broader area include San Gorgonio Memorial Hospital, Redlands Community Hospital and Loma Linda University Medical Center. San Bernardino International Airport is another regional transportation option, roughly 16 miles from Calimesa by road.