Oakline Expands into Mountain West with Four Star Realty Acquisition 

Oakline Properties has acquired Four Star Realty, expanding Oakline’s footprint into the Mountain West and further diversifying its residential management platform, including a meaningful student housing presence. 

Founded in 1986, Four Star specializes in multifamily, student housing, and scattered-site portfolio management and currently oversees more than 5,000 residential units and 3,000 student housing units across Colorado. 

“With additional resources to invest in innovation and, most importantly, our people, we’re even better positioned to meet the evolving challenges of the Colorado market, while keeping our locally driven, boots-on-the-ground approach and the same trusted team in place,” said Caldwell Sullivan, CEO of Four Star Realty. 

“Four Star brings a strong operating reputation and a well-established residential platform that complements and enhances our existing capabilities, including a proven track record in student housing, while supporting Oakline’s continued geographic expansion in key growth markets,” said Mark Mason, president of Oakline. 

Four Star will continue to operate under its current brand and leadership, led by Sullivan and Jake Bostedt, CFO and COO. To support its next phase of growth, the firm appointed Charlie Pratt as president, where he will focus on scaling systems, structure, and leadership capacity. Pratt most recently served as CEO of Homebot and previously held leadership roles across real estate, technology, and finance. 

Oakline was launched in September 2025 by private equity firm Alpine Investors.