A caring hand resting on an older person's hand as they hold a wooden cane

Senior transitions · SRES®

Your next chapter,
planned with care.

Whether you're planning your own next chapter or helping a senior family member make a housing transition, I'm here to help.

See how I help Book a call

Downsizing & senior transition specialist

The right support, whether you’re selling, buying, or doing both.

As a designated Seniors Real Estate Specialist® (SRES®), I’ll help you plan the next steps.

Selling a home

Honor the memories. Prepare for what’s next.

I help you understand the market, prepare the property, evaluate offers, and manage every detail through closing. When downsizing or outside support is needed, I can coordinate that, too.

Let’s discuss your options

Buying a home

Find a home that fits the life you want now.

From lower-maintenance living to a more walkable neighborhood, I help clarify what matters, evaluate each property, negotiate confidently, and guide you to the closing table.

Learn more about buying

Watch

A quick look at how I help.

Selling a longtime home, buying the next one, or doing both, here’s what working together looks like.

Free self-assessment

Is it time to downsize?

A self-assessment to help you decide.

Answer 20 questions across four categories to discover if downsizing might be right for you. This takes about 5 minutes.

20 questions4 categoriesAbout 5 minutes
Begin assessment
Deborah Libby, REALTOR® and Seniors Real Estate Specialist®

Your Chicago real estate advisor

Deborah Libby

Seniors Real Estate Specialist (SRES) designationREALTOR®

As a licensed REALTOR® and designated Seniors Real Estate Specialist® (SRES®), I represent homeowners and buyers throughout Chicago’s North Side and Evanston. I understand the financial, logistical, and emotional considerations that can come with leaving a longtime home.

My role is to listen carefully, communicate clearly, and handle the transaction from start to close while staying in step with everything else happening in your life.

  • Seniors Real Estate Specialist® (SRES®)
  • National Association of REALTORS®
  • Chicago Association of REALTORS®
  • Illinois license #475.212662
  • @properties Christie’s International Real Estate
  • Scott Stavish Group, CAR Top Producer Team

More than a transaction

Trusted resources for the rest of the transition.

01

Downsizing with less stress

Practical help deciding what to keep, share, donate, or move, at your own pace.

02

A trusted local network

Connections to organizers, movers, attorneys, financial professionals, and home service experts.

03

A home that works for you

Thoughtful guidance on accessibility, aging in place, and neighborhoods that fit daily life.

Resource areas

A senior transition involves a lot more than real estate. I’ve pulled together trusted resources across the services that tend to come up most.

  • Seniors Real Estate Expertise

    SRES® guidance on pricing, timing, and selling a longtime home on Chicago’s North Side and in Evanston.

  • Decluttering & Downsizing Assistance

    Introductions to senior move managers, professional organizers, and estate sale and cleanout services.

  • Legal & Financial Resources

    Introductions to elder law and estate planning attorneys, financial advisors, and tax professionals.

  • Senior Support Networks

    Community programs, local services, and support groups for you and the family members helping you.

  • Resources for Aging in Place

    Local contractors and specialists for home modifications that help you stay comfortable where you are.

  • Accessibility at Home

    What to look for in a next home, from step-free entries to main-floor living and walk-in showers.

Not sure where you stand? The free downsizing self-assessment takes about 5 minutes.

Begin assessment

Common questions

A few helpful answers before we talk.

What does a Seniors Real Estate Specialist® (SRES®) do?

An SRES® is a REALTOR® with specialized training in the real estate needs of clients age 50 and older, including the financial, legal, and emotional considerations that can shape a move.

Where do I start if a family member needs to move?

Start with a conversation. We’ll talk through where things stand, who is part of the decision, and what needs to happen first. Many families reach out while a parent is still weighing options, and others call once a timeline is set. Either way, I can keep everyone informed, including relatives who live out of town.

How do I find a Seniors Real Estate Specialist in Chicago or Evanston?

Deborah Libby is a licensed REALTOR® and SRES® designee based in Rogers Park, specializing in senior real estate transitions on Chicago’s North Side and in Evanston. You can schedule a free consultation here.

How long does a senior home sale typically take in Chicago?

It depends on the condition of the home, the current market, and the timeline of the transition itself. On Chicago’s North Side, well-prepared homes in good condition typically go under contract within a few weeks. The fuller answer comes from understanding your specific situation, which is what we work through together.

Scott Stavish Group @properties Christie's International Real Estate SRES® Seniors Real Estate Specialist REALTOR® Equal Housing Opportunity

Good things start with a conversation

Let's make your next move a great one.

Book a free 45-minute Zoom call. We'll talk through where you are, where you want to go, and how to get there.

Book a free call