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What we do

Our Services

Four integrated disciplines that allow Landstar Holdings to create, improve, and sustain value across its owned real estate portfolio.

An Integrated Ownership Platform

Unlike firms that outsource operations, Landstar Holdings performs every function in-house. Acquisition, development, redevelopment, and property management are all conducted by the same team, under the same roof, with the same long-term accountability.

Acquisition

Identifying, underwriting, and closing value-add and stabilized multifamily assets across Chicago and affordable housing opportunities across the broader Midwest.

Development

Ground-up residential development, primarily in the affordable housing sector through LIHTC, HOME, and other public-private financing structures.

Redevelopment

Repositioning and rehabilitating existing buildings — both within our portfolio and through new acquisitions — to extend asset life and improve residential quality.

Property Management

In-house management of all owned assets — handling leasing, maintenance, tenant relations, and financial reporting with direct owner accountability.

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25+

Properties under ownership
Service 1

Acquisition

Landstar Holdings acquires multifamily residential properties across Chicagoland and affordable housing assets across the broader Midwest. We do not operate from a rigid acquisition checklist — our approach is opportunistic, relationship-driven, and built around decades of market knowledge rather than a formula.

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The majority of our acquisitions happen off-market. We reach owners directly — through existing relationships, neighborhood presence, and direct outreach — before a property ever touches the open market. This gives sellers a clean, private process and gives us the ability to underwrite without competition driving the price.

 

When we buy, we intend to hold. That long-term orientation shapes every underwriting decision we make and every price we are willing to pay.

  • Off Market, direct-form-owner purchases

  • Chicago multifamily market rate

  • Midwest affordable housing

  • Cash offers, no financing contingencies

  • Value-add and stabilized assets

  • Long-term hold mandate

Service 2

Development

Landstar Holdings actively identifies and pursues residential development opportunities across Chicago and the surrounding suburbs. Our development activity spans both market-rate and affordable housing, with a particular focus on infill sites in established neighborhoods where demand is durable and supply is constrained.

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We source development land and sites the same way we source acquisitions — primarily off-market, through direct relationships with owners, brokers, and local contacts built over 30 years of operating in this market. Our target neighborhoods include Lincoln Park, Wicker Park, Lakeview, and other well-positioned corridors across the city and near north suburbs.

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Where appropriate, we partner with experienced development and construction teams to bring projects from concept to completion, combining our sourcing and ownership expertise with specialized execution capabilities.

  • Off-market land and site sourcing

  • Chicago infill neighborhoods

  • Market Rate & Affordable Housing

  • Strategic development partnerships

  • LIHTC and public-private programs

  • Near north suburbs and Midwest

Image by James Sullivan

30+

Years In the Market
Image by Minh Pham

20+

Buildings Rehabilitated
Service 3

Redevelopment

Chicago's multifamily housing stock is old. Many buildings that change hands carry years of deferred maintenance, outdated systems, and units that no longer meet the expectations of today's renters. Landstar Holdings has spent three decades turning that reality into opportunity.

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We acquire properties that need work and we do the work — renovating units, upgrading building systems, and repositioning assets to perform at their potential for the long term. Because we manage what we own, every dollar we put into a building comes back to us in the form of better occupancy, stronger rents, and lower ongoing costs.

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Our redevelopment program covers both properties within our existing portfolio and newly acquired buildings where capital improvement is part of the investment thesis from day one.

  • Full unit interior renovation

  • Mechanical, electrical and plumbing

  • Facade and building envelope

  • Common area repositioning

  • Occupied and vacant building rehab

  • Value-add through capital improvement

Service 2

Property Management

Every building in the Landstar Holdings portfolio is managed by our own team. Not a third-party company. Not a contractor. Us. That distinction matters more than most ownership groups admit.

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When you outsource property management, you outsource accountability. The manager's incentive is to keep the contract, not to maximize the performance of your asset. Our incentive is different — we own these buildings, and we will own them for a long time. Every maintenance call handled well, every tenant retained, every vacancy filled quickly compounds directly into our returns.

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Our property management team handles the full scope of daily operations across the portfolio: leasing, rent collection, maintenance, vendor relationships, and resident communications. For affordable housing assets, the team also manages all compliance obligations with state and federal program administrators.

In-house leasing and occupancy

Maintenance and vendor management

Rent collection and financial reporting

Resident communications and relations

Affordable housing compliance

200+ units under direct management

Image by Benjamin DeYoung

200+

Units Under management
For Property Owners

Thinking About Selling?

We are active buyers of multifamily properties across Chicagoland. We purchase direct from owners — off market, no commissions, no disruption to your tenants, and no uncertainty about who is walking through your building.

Off-Market, Direct Purchase

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

No Commissions

You deal with us directly. There is no broker on our side, which means no commission coming out of your proceeds.

Cash Offers

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

Close on Your Timeline

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

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