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Landstar Holdings
Direct. Simple. No Middleman.

A private real estate holding company with a long-term ownership philosophy involved in acquiring, developing, and managing multifamily and affordable housing assets across the greater Midwest.

1051 W Pratt Blvd Chicago IL

50+

Properties under ownership
Who We Are

We Buy, We Own, We Operate.

Landstar Holdings is a privately held real estate investment firm focused on long-term value creation. Rather than typically pursuing short-term transactions, we acquire strategically, develop thoughtfully, and operate with a long-term perspective — building a resilient portfolio that delivers consistent returns while providing quality housing for many of families throughout Chicago and the Midwest.

 

Our portfolio is centered around two core verticals: Chicago multifamily market-rate communities located in high-demand urban neighborhoods, and Project-Based Section 8 and LIHTC affordable housing developments across the country, with a primary focus throughout the Midwest.

¤ Long-Term Investment Philosophy

¤ Chicago Multifamily Communities

¤ Affordable Housing 

¤ Acquisition, Development & Repositioning

¤ Vertically Integrated Operations

¤ In-House Property Management

A Vertically Integrated Commercial Real Estate Company.

Thinking About Selling?

We purchase multifamily, mixed-use, and affordable housing assets directly from owners across the country. Whether stabilized, value-add, or redevelopment opportunities, we are ready to make an offer.

01

Off Market, Direct Purchase

No listing, no open market exposure. We buy directly from you — keeping the transaction private and the process simple.

02

No Commissions

You deal with us directly. Even though we are licensed brokers in the state of Illinois, there are no commissions to paid.

03

Cash Offers

We make cash offers with no financing contingencies. Certainty of close is not a negotiating point — it is our standard.

04

Close on Your Timeline

Fast when you need it, patient when you don't. We work around the seller's schedule — not ours.

Learn more About selling to us

Portfolio

A representative sample from our two primary holding categories. View the full portfolio on our Properties page.

Modern Building in Chicago

2216 N Cleveland Ave

Lincoln Park

Modern Building in Chicago

2117 W Ainslie St

Lincoln Square

Modern Building in Chicago

4816 N Paulina

Ravenswood

View All Properties

Chicagoland 

We own and operate commercial real estate across Chicago’s most established residential neighborhoods. Our acquisition strategy targets value-add opportunities in supply-constrained corridors with strong rental demand fundamentals.

  • Logan Square

  • Lincoln Park

  • Wicker Park

  • Bucktown

  • Irving Park

  • Lakeview

View Our PortfolioSell us your property

Affordable Housing 

We own, operate, and maintain affordable housing across Illinois and the broader Midwest. Our focus is simple: safe, quality homes for families and seniors.

  • LIHTC Development

  • HOME Program

  • Illinois & Midwest

  • Long-Term Compliance

  • State Agency Partnerships

  • Preservation & New Construction

View our portfolioSell us your property
Get in touch

Connect with the Landstar Holdings Team

For inquiries about our portfolio, investment partnerships, property management, or development opportunities — reach out and a member of our team will respond within one business day.

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