Northern & Central Illinois

A subsidiary of The SupplySide Companies

LadybugReal EstateInvestment& Management

Ladybug Realty is a family-owned real estate company, focused on the purchase and management of value-add investment properties, across asset classes, in Illinois and adjacent states.

A subsidiary of the SupplySide family of companies, LBR has extensive experience in the underwriting and management of residential, retail, office, flex, and land.

30Investment properties owned and operated
50Rehab projects completed since 2022
Resi + CommercialResidential, retail, office, flex, and land
In-houseConstruction crews and material supply

Specializations

Retiring landlords

Ready to step away from tenants and upkeep. We buy single properties and full portfolios.

Unresponsive tenants

Missed rent, lease problems, or tenants who won't cooperate. We buy occupied properties and take it from there.

Inherited properties

A property passed down that no one in the family plans to keep, live in, or manage.

Deferred maintenance

Years of postponed upkeep, original kitchens and baths, aging systems. We see the bones.

Major repairs

Foundation, structural, roof, mechanicals. Projects that stop a retail buyer are routine for our crews.

Major cleanup

Leave the contents. We handle the cleanout, and we treat what's inside with respect.

Water damage

Leaks, flooding, failed roofs, wet basements, mold. We deal with it so you don't have to.

Time-sensitive

A deadline, a relocation, a downsize, a carrying cost you can't keep up with. We move on your schedule.

Family-sensitive

Estates, probate, family changes, and retirement, handled with patience and discretion.

Retiring landlords & portfolio dispositions

Ready to step back? We'll take it from here.

After years of tenants, turnovers, evictions, repairs, and late-night calls, many owners are ready to retire from being a landlord. Selling one property at a time, through listings and showings with tenants in place, can drag on for years.

We specialize in portfolio dispositions. As owner-operators of dozens of investment properties ourselves, we buy portfolios in a single transaction and take over operations the way an experienced landlord would.

Whole portfoliosOne property or many, single-family or multifamily, closed together on one timeline.
Tenants in placeWe buy occupied properties with existing leases. No need to vacate units before you sell.
As-is conditionDeferred maintenance and open repairs are priced in. Our crews handle the work after closing.
Structured exitsSeller financing, installment sales, and staged closings you can review with your tax and legal advisors.
Smooth handoffWe coordinate leases, deposits, and tenant communication so the transition is quiet for everyone.

Estates & probate

Time-sensitive. Family-sensitive.

Settling a family member's estate is rarely only a real estate decision. There are siblings to agree, belongings to sort, a court calendar, and a property that keeps costing money while it sits.

We specialize in estate sales and work regularly within probate proceedings. We work alongside executors, administrators, heirs, and their attorneys, and we set the pace around the family, not the other way around.

Executors & administratorsWe work with representatives holding Letters of Office, under independent or supervised administration.
Attorney-friendlyWe coordinate directly with the estate's attorney on timing, court approval where required, and closing documents.
Contents includedTake what matters to you. We handle everything that's left.
Out-of-state familyWe can manage access, utilities, and the cleanout locally while you handle things from afar.

Experience

Residential and commercial.

We own and operate dozens of investment properties across multiple markets in Illinois, and we've completed more than 50 rehab projects since 2022. Our underwriting and management experience covers single-family and multifamily housing, including affordable housing, along with retail, office, flex, and land.

Single-familyMultifamilyRetailOfficeFlexLand

Vertically integrated

Purchasing, construction, materials. All in-house.

Ladybug Realty is a division of The SupplySide Companies, a Chicago-based, family-owned, vertically integrated group spanning construction, material supply, and real estate investment. With purchasing, construction, and material supply in-house, we can be more creative in how we structure a purchase and how we bring a property back. It also lets us commit to a price and a date with confidence.

AcquisitionUnderwriting, offers, and closing in-house
ConstructionIn-house crews for trades, finish work, and cleanouts
MaterialsDirect material supply through The SupplySide Companies
OperationsLong-term ownership and property management

Ways to sell.

Every seller's situation is different. We build the deal around what you actually need.

The simplest path

Direct purchase

No listing, no invasive property tours. Fast, discreet, as-is, cash offers, with your timeframe and your concerns in mind.

  • No repairs, no cleanout, no listing prep
  • No agents, no commissions, no closing costs
  • Close when you want. Sooner or later. Your call.
Flexible terms

Creative financing

When a straight purchase isn't the best fit, we structure the deal around the seller's goals.

  • Seller financing and installment structures
  • Flexible closing dates and post-closing occupancy
  • Sales structured around existing debt or liens
  • Portfolio and multi-property purchases
For qualified sellers

Cash Early Access

Some sellers benefit from receiving cash prior to close. Closing costs, lawyers, bills, and other expenses add up, and cause additional stress on an already stressful situation. Our Cash Early Access program was created for that.

  • Available to qualified property owners under contract with us
  • Terms set in writing up front
  • Ask us whether your situation qualifies

Eligibility and terms are confirmed in writing for each property.

How it works

01

Call or write

Tell us about the property and what's going on. No obligation, no pressure.

02

Walkthrough

One visit from our team. You don't need to clean, repair, or empty anything.

03

Written offer

A clear offer and structure you can review with family, your attorney, or your advisor.

04

Close

Close with a title company on the date that works for you. Leave what you don't want.

Family owned & operated.

When you call, you talk to the people who make the decision and sign the contract. We treat every seller the way we'd want our own family treated.

The Ladybug Realty family, three generations seated together on a couch

Get an offer

Let's talk about your property.

Call or text, or send the form. Tell us as much or as little as you like about the property and your timing.

HQ
111 N Wabash Ave
#100
Chicago, IL 60602
Warehouse operations
1111 W 35th St
Chicago, IL 60609
Call or text (815) 827-1843