New York, Jan 21 — Oakline Properties (“Oakline”) today announced the acquisition of Four Star Realty (“Four Star”), a leading multifamily property management firm based in Colorado. The acquisition expands Oakline’s footprint into the Mountain West and further diversifies 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. Four Star currently manages more than 5,000 residential units and 3,000 student housing units across Colorado. Its onsite property teams, combined with regional management offices, enable Four Star to serve as a single management partner for owners with diverse and geographically distributed portfolios.
“This partnership is a perfect fit for our company and our long-term vision,” said Caldwell Sullivan, CEO of Four Star Realty. “We’ve found a capital partner that deeply aligns with our values and our commitment to service and shares our belief that people and technology are the foundation of exceptional property management. 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.”
Oakline, launched in September 2025 by Alpine Investors, partners with leading property management companies by investing in their growth, preserving their independence and legacy while unlocking the advantages of national scale. Through modern technology, cross-platform lead generation, expanded service offerings, and access to world-class operating and leadership talent, Oakline supports partners’ growth and long-term success.
“Four Star Realty represents a strategic addition to Oakline’s platform, expanding our presence in Colorado and further strengthening our footprint across the Mountain West,” said Mark Mason, President of Oakline. “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.”
Four Star will continue to operate under its current brand and leadership team, led by Sullivan, CEO, and Jake Bostedt, CFO and COO. To support the company’s continued growth, Four Star has appointed Charlie Pratt as President. In this role, Pratt will focus on building the systems, structure, and leadership capacity required to support the company’s next phase of growth. Pratt most recently served as CEO at Homebot and previously held leadership roles across real estate, technology, and finance platforms, bringing deep expertise in scaling growth and operational execution.