Tailwind Group Announces Acquisition of Milestone Stillwater and Plans for Community Enhancements
Tailwind Group, a leading owner and operator of student housing communities nationwide, announced the acquisition of Milestone Stillwater, a 732-bed student housing community located less than two miles from Oklahoma State University.
This acquisition reflects Tailwind Group’s continued commitment to investing in high-quality student housing communities across strong university markets. As part of the acquisition, Tailwind Group has planned a comprehensive renovation program to enhance the resident experience and further strengthen the community’s long-term value.
Renovations are expected to begin in fall 2026 and be completed in spring 2027. In addition to a full property rebrand, planned improvements will include significant upgrades to community amenities, apartment interiors, and property-wide infrastructure.
The leasing office and clubhouse will undergo a complete transformation, featuring expanded resident gathering spaces, a large community kitchen and coffee bar, private conference and study rooms, upgraded technology, and 24-hour access to amenities with enhanced security. Residents will also benefit from an enlarged fitness center with dedicated yoga and Pilates spaces, brand-new fitness equipment, and refreshed wellness-focused amenities.
Outdoor spaces throughout the community will also receive substantial upgrades, including refreshed poolside furniture and lounges, enhanced outdoor kitchens and grilling stations, hot tub restoration, and revitalized recreational amenities. Additional property-wide improvements will include new signage, refreshed landscaping, lighting and fencing upgrades, and refurbished mail facilities.
Select apartment homes will also receive interior upgrades, including stainless-steel kitchen appliances, renovated bathrooms, and smart-home technology packages.

“We have now owned and operated three different assets in the Stillwater market since 2020, and we continue to be encouraged by the growth and opportunity surrounding Oklahoma State,” said Brandon Smith, President & CEO of Tailwind Group. “Milestone aligns perfectly with our value-add investment thesis, and we are excited to create a more robust living experience. Our goal is always to create communities where our residents can thrive academically, socially, and professionally. These planned improvements reinforce our commitment to that goal.”
Tailwind Group continues to focus on high-quality, value-add opportunities across the student housing sector, combining strategic acquisitions with thoughtful design and operational excellence.
Today, Tailwind Group is recognized as one of the nation’s top student housing owners and managers, with a portfolio of approximately 40 communities offering more than 19,000 beds across 16 states and 23 universities.




