Staywell Capital

About Staywell Capital

Staywell Capital is a real estate operator headquartered in Chicago, IL. Staywell Capital operates in Chicago, Illinois. Its investment focus is on Hospitality, Multifamily - Value-Add and Short-term rental.

Staywell Capital is a private real estate investment firm headquartered in Chicago, Illinois. Established in 2020, the company operates with a lean, specialized team led by its principals, focusing on tactical acquisitions within middle-market multi-family real estate. The enterprise specializes in identifying and acquiring value-add multi-family residential assets across Chicago and select high-growth urban markets throughout the Midwest. Its investment strategy targets underperforming Class-B and Class-C apartment properties within stable, high-demand locations, focusing typically on assets with acquisition costs ranging between $2 million and $25 million. To unlock asset value, the organization executes comprehensive operational improvements, targeted interior and exterior renovations, modern amenity additions, and resolutions to deferred maintenance. By combining disciplined underwriting with hands-on asset management, the firm aims to deliver strong cash flow and long-term equity enhancement for its investment partners.

Principals at Staywell Capital

Recent activity at Staywell Capital

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Staywell Capital's project portfolio

No projects on file for Staywell Capital yet.

Markets and themes

Markets Staywell Capital operates in

• Chicago, Illinois

Investment themes at Staywell Capital

• Hospitality
• Multifamily - Value-Add
• Short-term rental
• Workforce Housing

Capabilities

• Asset Management
• Economic Development
• Public-private partnerships
• Site Development
• Sustainability
• Transit-oriented development
• Urban infill

Operators similar to Staywell Capital

• Integritas Property Group (IGP)
  Emerging tierWorkforce HousingShort-term rental+1 more theme
• Trevato Development Group
  Emerging tierHospitalityWorkforce Housing+1 more theme
• Oak Realty Group, Inc.
  Emerging tierChicago, IllinoisWorkforce HousingMultifamily - Value-Add
• Piedmont Capital
  Emerging tierHospitalityWorkforce Housing+1 more theme
• Heller Pacific, Inc.
  Emerging tierHospitalityWorkforce Housing+1 more theme
• Pivotal Housing Partners
  Emerging tierChicago, IllinoisWorkforce HousingMultifamily - Value-Add
• Zyyo
  Emerging tierHospitalityWorkforce Housing+1 more theme
• Ancorian
  Emerging tierHospitalityWorkforce Housing+1 more theme
• Caves Valley Partners
  Emerging tierWorkforce HousingMultifamily - Value-Add+1 more theme
• Doradus Partners
  Emerging tierHospitalityWorkforce Housing+1 more theme

Frequently asked questions about Staywell Capital

What does Staywell Capital do?

Staywell Capital is a private real estate investment firm headquartered in Chicago, Illinois.

Where is Staywell Capital based?

Staywell Capital is headquartered in Chicago, IL.

What markets does Staywell Capital operate in?

Staywell Capital is active in Chicago, Illinois.

How many employees does Staywell Capital have?

Staywell Capital has 2–10 employees.