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Meet Jane O'Malley

Jane O'Malley Winnetka, IL Real Estate Agent Headshot

Jane O'Malley

REALTOR®

Get to Know Me

Jane brings a thoughtful, personal approach to real estate, combining deep knowledge of Chicago’s North Shore with a genuine understanding of the lifestyle that makes these communities so special. As a member of a collaborative real estate team, she works closely with buyers and sellers throughout Wilmette and the surrounding North Shore.

Having lived in the North Shore for more than 25 years, Jane offers her clients a perspective that goes well beyond bedrooms, bathrooms, and square footage. She understands that choosing a home is also about choosing a community—the schools, neighborhoods, architecture, restaurants, parks, lakefront and everyday conveniences that shape how you live.

Jane approaches every client relationship as a partnership. She listens carefully, communicates openly and takes the time to understand not only what her clients are looking for, but how they want to live. For buyers, that means identifying the right opportunities, providing thoughtful guidance and navigating the process from the first showing through negotiations and closing. For sellers, Jane combines strategic pricing, elevated marketing and an eye for presentation to position each home in a way that connects with today’s buyers.

Her approach is both high-touch and highly informed. Jane pairs strong local market knowledge with Compass technology, marketing resources and the strength of her team, while never losing sight of the personal relationships at the heart of real estate. Clients value her accessibility, attention to detail, and steady guidance through what can often be a complex and emotional process.

A longtime Wilmette resident, Jane has raised her family on the North Shore and has been actively involved in the community through local schools, organizations, and volunteer work. Her connection to the area is personal. Whether it’s a morning at the farmers market, time along the lakefront, discovering a favorite local shop, or simply enjoying the character of the North Shore’s neighborhoods, Jane appreciates the lifestyle she helps her clients find here.

For Jane, real estate is ultimately about more than a transaction. It’s about helping people make confident decisions about where they live, what comes next, and what feels like home.
Trusted by Our Clients

I can't use enough superlatives about working with Lydia and Jane to both sell and purchase a home. Yes, they really know the North Shore market, have incredible eyes for detail, and have great recommendations for everything from home repairs to real estate attorneys, but what sets them apart is their incredible patience and timely communication. They really get the stress and emotion involved in this pr...

— Julie S.

Trusted by Our Clients

Lydia and Jane did everything they could to present our home in the best possible light. They were very professional throughout and guided us through the process every step of the way. We were very happy with their services.

— David S.

Trusted by Our Clients

Lydia and Jane understand the market and how to best position a property. They are both detail-oriented and great communicators. I highly recommend Lydia and Jane!

— Mark T.

Trusted by Our Clients

Lydia helped us sell our house and purchase a new one. Lydia is smart, experienced, knowledgeable, responsive, candid, and has great communication skills and a sense of humor. She knows her market and the process inside and out, and her advice has always been spot-on. We couldn't recommend Lydia highly enough! She came to us highly recommended, and she lived up to every glowing review!

— Alison R.

Trusted by Our Clients

From planning to execution, Lydia and Jane walked us through every step of the selling experience. They are knowledgeable, have market savvy, an eye for detail, and were prompt and reliable to the end. Would recommend without hesitation or reservation! With their help, we outlined a strategic plan to prep the home, stage, and sell. Our house was under contract in less than one week, with happy buyers, an...

— Renee L.

Trusted by Our Clients

Jane O'Malley and her business partner, Lydia DeLeo, were integral to our being able to get our house ready for sale in less than a month and to obtaining a great offer in just one day. Jane and Lydia have complementary abilities that strongly cover the wide-ranging skills needed to sell a house these days. They made a supremely stressful process dramatically better. Jane even found me a terrific rental ...

— Dang L.

Trusted by Our Clients

Lydia came highly recommended to me and lived up to my expectations! She was thoroughly professional and responsive throughout both my home-buying and selling process! Her specialty is staging. Lydia brings not only her great eye for detail but also her own stock of items to make the house show its best. She pushed me (in a good way) to do things that definitely helped in marketing my home and getting an...

— Liz C.

Trusted by Our Clients

Lydia and Jane went above and beyond; they provided staging, help with updating fixtures, design advice, and all the extras to help our house present well. They were always available and always in a good mood. They were there from beginning to end (staging to closing the sale) and never lost steam. Selling your house is stressful, and this team really helped alleviate our stress; most importantly, they w...

— Roever K.

Trusted by Our Clients

We loved life in Wilmette and weren’t planning on leaving when life had other plans. We had to quickly and discreetly prepare our house for sale. Lydia and Jane were great. They provided hands-on help getting the house staged and marketed. They are both very professional, clear-eyed, and know what works in our neighborhood. They managed to de-stress what could have been a very intense experience. In the ...

— Barbara D.

Trusted by Our Clients

Lydia was a great partner throughout the entire sale process. From helping us assess the right level of renovations to undertake to pricing and hands-on staging, she was informed, creative, and really enjoyable to work with. She handled a multi-bid process with grace and helped us sell our family home with ease and confidence. Her knowledge of the Wilmette market and her personable approach made us feel ...

— Randy W.

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Work With Lydia & Jane

With deep knowledge of Wilmette and the North Shore, Lydia & Jane combine market expertise with exceptional service to help you make confident real estate decisions.

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Contact Details

LYDIA & JANE
[email protected]

LYDIA DELEO
(847) 682-7321
[email protected]

JANE O'MALLEY
(224) 216-8140
[email protected]

ADDRESS
568 Lincoln Ave
Winnetka, IL 60093

OFFICE ADDRESS
2350 N Lincoln Ave 3rd Fl
Chicago, IL 60614