Chris Aiello Law

๐Ÿ“ Villa Park, IL โ€” Serving DuPage & Cook County

Real Estate Law · DuPage County, Illinois

Defer Capital Gains. Reinvest the Full Proceeds.

Residential and commercial closings handled with care from contract to keys, so the details are covered before you sign.

0Years of counsel
0Practice areas
1990Established

A properly structured 1031 exchange defers capital gains tax on the sale of investment real estate โ€” letting you reinvest the entire proceeds into a replacement property. We handle the legal side of 1031 exchanges across Illinois.

We’ve handled this specific area of real estate law for DuPage County clients for over three decades. We integrate it with our broader real estate practice โ€” closings, title, leases, litigation โ€” so you get one team handling all aspects of your matter.

What We Cover

Topics in This Practice

We address the full range of issues in this area.

1031 exchange requirements (like-kind, t

1031 exchange requirements (like-kind, time limits, identification rules)

Qualified intermediary selection and coo

Qualified intermediary selection and coordination

45-day identification and 180-day exchan

45-day identification and 180-day exchange windows

Delayed, simultaneous, and reverse excha

Delayed, simultaneous, and reverse exchanges

Boot calculation and partial deferral

Boot calculation and partial deferral

Multi-property and portfolio exchanges

Multi-property and portfolio exchanges

Why Hire Us

What Sets Our Work Apart

Local court experience

30+ years in DuPage and Cook County courts and recorder offices.

Direct attorney access

Chris or John handles your file personally.

Integrated with broader practice

Real estate, litigation, and estate planning under one roof.

Honest case assessment

We’ll tell you realistic outcomes โ€” including when settlement is better than litigation.

Transparent pricing

Flat fees where possible, clear hourly rates where flat doesn’t fit.

Responsive communication

Your calls returned, your questions answered.

Service Area

Serving DuPage & Cook County

From our Villa Park office, we represent clients across DuPage County and the western suburbs of Chicago.

Villa ParkElmhurstLombardWheatonOak BrookDowners GroveAddisonOak ParkGlen EllynBloomingdaleHinsdaleWestmontDuPage CountyCook County
1031 Exchanges FAQ

Common Questions

Exchanges of real property held for investment or productive use in a trade or business. Personal residences don’t qualify. The replacement property must be ‘like-kind’ to the relinquished property โ€” but ‘like-kind’ for real estate is very broad (apartment for farmland, retail for office, etc.).

You must identify potential replacement property within 45 days of selling the original property, and close on the replacement within 180 days. These deadlines are strict โ€” IRS won’t extend them.

Yes โ€” for a delayed exchange, you cannot touch the proceeds from the original sale. They must be held by a qualified intermediary (QI). We coordinate with QIs but don’t act as QI ourselves (legal conflict).

Yes โ€” you can identify up to three replacement properties without limitation, or more under the ‘200% rule’ or ‘95% rule.’ This flexibility is one of the most powerful aspects of 1031 planning.

When you acquire the replacement property before selling the original. More complex and expensive, but useful when timing forces you to buy first. Requires careful structuring through an Exchange Accommodation Titleholder.

Question About 1031 Exchanges?

A free consultation tells you whether you have a viable matter and what the realistic process looks like.