Cadey O'Leary Collection

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Cadey O'Leary Collection Luxury Broker at Christieโ€™s International
Lincoln Park, New Construction, Upper Market

Cadey Oโ€™Leary has honed her knowledge and passion for quality new construction and design into a successful residential real estate business where she serves a range of clients from real estate developers to buyers and sellers of fine homes and condominiums on the cityโ€™s north side. With over ten years of upper-market real estate experience, extensive background as a successful entrepreneur and marketing expert with a staunch commitment to excellence, Cadey has established herself as one of Chicagoโ€™s award-winning and top-producing agents. Appreciated for her candor, sales proficiency and personability, she values long-term relationships and is devoted to producing great outcomes for her clients who rely on her for all their real estate needs. With a keen understanding of what the luxury buyer values, Cadey has worked with several developers in helping design, market and sell new Single-Family Homes and condominiums, many of which have achieved new pricing thresholds in their markets. The hallmark of Cadeyโ€™s career to date has been the intensive ground-up developer collaboration and successful sell out of The Orchard Private Residences in Lincoln Park, surpassing previous pricing benchmarks by more than 30%. Cadey and her sales and marketing team worked alongside top talent in development, architectural and interior design in conceptualizing and producing a masterfully detailed, finely appointed boutique residential building that has become the new standard for luxury and most highly sought address on the cityโ€™s north side. Cadeyโ€™s unwavering dedication to offering unparalleled service for every client and her proficiency in communication and negotiation have placed her in the upper echelon of realtors in the city. She is among the top-10 selling agents in Lincoln Park with one of the highest average transaction sizes. Cadey has consistently been recognized as one of Chicago Agent Magazineโ€™s โ€œWhoโ€™s Who of Real Estate,โ€ a Top Producer by the Chicago Association of Realtorsยฎ and among Americaโ€™s top 1.5% of real estate brokers. Cadey enjoys connecting her clients, friends and colleagues, professionally and personally, and has co-founded several networking groups. She has cultivated personal relationships with brokers in other markets across the United States and has carved a particular focus and expertise in 30A along northwest Floridaโ€™s Emerald Coast, a long-favorite vacation spot for her family and her.

10/06/2026

A September for the Books.

We attended the Christieโ€™s Int'l Real Estate Agent Summit which welcomed brokers from across the globe to Chicago. I paid a weekend visit to Grand Rapids, Michigan for The Kitchen Collection home tour of Jean Stoffer. Then attended the annual gala at the Museum of Contemporary Art Chicago, which raised more than $300,000 toward research and supporting those with the disease.

I was also honored to join Private Network for Leading Luxury Real Estate Advisors, an invitation-only global network of top luxury real estate advisors.

And last week, Lindsey Kamberos and I spent a couple insightful and engaging days on the Emerald Coast of 30A for a salon event on wealth and wellness, hosted by Allison Richards | 30A Luxury Realtor of The Richards Group at Compass.

Building meaningful connections with top brokers across the country and beyond is both a joy and a responsibility of our work. It helps us learn, grow and serve our clients more fully.

Of course, touring beautiful properties and having some fun, introducing Lindsey to this special place was a wonderful perk.

More than eight years ago, we worked alongside The Orchardโ€™s design and development team to create a residential experie...
09/30/2026

More than eight years ago, we worked alongside The Orchardโ€™s design and development team to create a residential experience that did not yet exist in Lincoln Park. Recently, three original owners entrusted us with the sale of their homes.
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๐Ž๐ฎ๐ซ ๐ฐ๐จ๐ซ๐ค ๐›๐ž๐ ๐š๐ง ๐ฐ๐ž๐ฅ๐ฅ ๐›๐ž๐Ÿ๐จ๐ซ๐ž ๐ญ๐ก๐ž ๐Ÿ๐ข๐ซ๐ฌ๐ญ ๐ฌ๐ก๐จ๐ฐ๐ข๐ง๐ . We partnered with each owner to prepare their home beautifully, from editing and touchups to staging and photography, coordinating every detail around young-family schedules and limited showing windows, and supervising everything after one of the owners had already moved across the country.
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Once ready, we introduced each residence privately to a select group of agents and buyers, managing the showings, negotiations and process through closing.
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๐“๐ก๐ž ๐ซ๐ž๐ฌ๐ฎ๐ฅ๐ญ: ๐š๐ฅ๐ฅ ๐ญ๐ก๐ซ๐ž๐ž ๐ฌ๐จ๐ฅ๐ ๐ฉ๐ซ๐ข๐ฏ๐š๐ญ๐ž๐ฅ๐ฒ, ๐ฐ๐ข๐ญ๐ก ๐ฅ๐ข๐ฆ๐ข๐ญ๐ž๐ ๐๐ข๐ฌ๐ซ๐ฎ๐ฉ๐ญ๐ข๐จ๐ง๐ฌ ๐ญ๐จ ๐จ๐ฎ๐ซ ๐œ๐ฅ๐ข๐ž๐ง๐ญ๐ฌ ๐š๐ง๐ ๐ฌ๐š๐ฅ๐ž๐ฌ ๐ฉ๐ซ๐ข๐œ๐ž๐ฌ ๐š๐ฏ๐ž๐ซ๐š๐ ๐ข๐ง๐  ๐Ÿ๐Ÿ“% ๐š๐›๐จ๐ฏ๐ž ๐ญ๐ก๐ž๐ข๐ซ ๐จ๐ซ๐ข๐ ๐ข๐ง๐š๐ฅ ๐ฉ๐ฎ๐ซ๐œ๐ก๐š๐ฌ๐ž ๐ฉ๐ซ๐ข๐œ๐ž๐ฌ. Residences 205 and 404 also achieved an average price per square foot 20% above Lincoln Parkโ€™s $2M+ luxury condo average.
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When the time comes to sell, the right approach matters. So does who you trust to lead it.

09/23/2026

Thereโ€™s a certain feeling to The Orchard. Beautifully considered, quietly refined and deeply personal in the way each home is lived.

For Residences 205 and 404, we wanted that feeling to come through in every detail.

We began months in advance, working with our clients in thoughtful preparation. Both remained off-market, with private showings for select agents and buyers who appreciate exceptional design.

There is an intimacy to selling this way. It comes from knowing the building, understanding the buyer and knowing how to tell the story.

Residence 205 | $2.925M
Residence 404 | $2.775M

Both sold, quietly off-market.

Canโ€™t have this in February if we donโ€™t capture it now.If weโ€™re listing a home in the spring, weโ€™re thinking about it we...
09/22/2026

Canโ€™t have this in February if we donโ€™t capture it now.

If weโ€™re listing a home in the spring, weโ€™re thinking about it well before then. That means photographing the landscaping, outdoor spaces and views while they still look like this.

Thatโ€™s what we did with 2020 Howe, The Orchard, 1721 Fern and 2918 Sheffield, well before bringing them to market.

Just one part of how we prepare a home for its debut.

If selling next spring is on your radar, we should be talking now.

With the Presidents Cup coming to Medinah Country Club September 22โ€“27, weโ€™re taking a look at four incredible homes tha...
09/19/2026

With the Presidents Cup coming to Medinah Country Club September 22โ€“27, weโ€™re taking a look at four incredible homes that put golf at the center of the lifestyle.
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We start close to home with an estate along the historic Chicago Golf Club, then head to Scottsdale, Pebble Beach and Jupiter. From legendary courses to some of the countryโ€™s most spectacular golf settings, each home offers a different take on living around the game, where the views, the landscape and the lifestyle are every bit as compelling as the course itself.
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Read more โžก๏ธ https://bit.ly/4yeOdBG
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๐Ÿ“๐Ÿ๐Ÿ“๐–๐Ÿ’๐Ÿ“๐Ÿ ๐๐ฅ๐š๐ฆ๐จ๐ง๐๐จ๐ง | ๐–๐ก๐ž๐š๐ญ๐จ๐ง, ๐ˆ๐‹
5 bed 5.2 bath
Offered at $3,300,000
Listed by Michael LaFido with LPT Realty
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๐Ÿ“๐Ÿ•๐Ÿ”๐Ÿ—๐Ÿ ๐„ ๐๐ฅ๐š๐œ๐ค ๐Œ๐จ๐ฎ๐ง๐ญ๐š๐ข๐ง | ๐’๐œ๐จ๐ญ๐ญ๐ฌ๐๐š๐ฅ๐ž, ๐€๐™
5 bed 5.1 bath
Offered at $9,200,000
Listed by The Rider Elite Team with Keller Williams Arizona Realty
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๐Ÿ“๐Ÿ‘๐ŸŽ๐Ÿ‘๐Ÿ ๐‚๐จ๐ซ๐ฆ๐จ๐ซ๐š๐ง๐ญ | ๐๐ž๐›๐›๐ฅ๐ž ๐๐ž๐š๐œ๐ก, ๐‚๐€
5 bed 5.2 bath
Offered at $24,000,000
Listed by Peter Butler with Carmel Realty Company
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๐Ÿ“๐Ÿ๐Ÿ‘๐Ÿ“ ๐– ๐๐ž๐š๐ซ๐ฌ ๐‚๐ฅ๐ฎ๐› | ๐‰๐ฎ๐ฉ๐ข๐ญ๐ž๐ซ, ๐…๐‹
5 bed 7.1 bath
Offered at $12,900,000
Listed by Mark Griffin with Bearโ€™s Club Sothebyโ€™s International Realty

An autumn to remember in the West Loop ๐Ÿ‚This light-filled three-bedroom loft has all the West Loop character we love, wi...
09/16/2026

An autumn to remember in the West Loop ๐Ÿ‚

This light-filled three-bedroom loft has all the West Loop character we love, with soaring concrete ceilings, exposed ductwork and oversized windows framing skyline and streetscape views from its northeast corner.

The thoughtful floor plan includes a beautifully updated kitchen with expanded island, a distinct dining room, living room with gas fireplace and balcony and three well-proportioned bedrooms. A premier corner garage parking space and massive walk-in storage room are both included.

And with the best of the West Loop just outside your door, this is an exceptional value for turnkey living in the neighborhood.

๐Ÿ“933 W Van Buren, Unit 501
3 bed 2 bath
Offered at $639,000

First showings this week, by appointment only:
Friday | 4-5pm
Saturday | 10am-noon

Reach out to Lindsey for tours: [email protected] or 312.610.9600.

COMING SOON | WEST LOOPโฃA preferred northeast corner, three-bedroom home in the heart of the West Loop. Turnkey with an ...
09/10/2026

COMING SOON | WEST LOOP
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A preferred northeast corner, three-bedroom home in the heart of the West Loop. Turnkey with an updated kitchen, incredible natural light and full-amenity living.
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Mary Bartelme Park around the corner, Saturday mornings at Green City Market, dinner on Randolph and some of the best of the West Loop just outside your door.
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๐Ÿ“933 W Van Buren, Unit 501
3 Bed | 2 Bath | 1 Premium Garage Parking Space
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DM us to get on the list for first showings.

๐Ÿ’ ๐ฆ๐จ๐ง๐ญ๐ก๐ฌ ๐ฅ๐ž๐Ÿ๐ญ ๐ข๐ง ๐ญ๐ก๐ž ๐ฒ๐ž๐š๐ซ. ๐€๐ง๐ ๐ญ๐ก๐ž๐ซ๐ž is ๐š ๐ฅ๐จ๐ญ ๐จ๐Ÿ ๐ฆ๐š๐ซ๐ค๐ž๐ญ ๐ฅ๐ž๐Ÿ๐ญ.โฃWith $28M in closed + pending sales, weโ€™re actively bringi...
09/03/2026

๐Ÿ’ ๐ฆ๐จ๐ง๐ญ๐ก๐ฌ ๐ฅ๐ž๐Ÿ๐ญ ๐ข๐ง ๐ญ๐ก๐ž ๐ฒ๐ž๐š๐ซ. ๐€๐ง๐ ๐ญ๐ก๐ž๐ซ๐ž is ๐š ๐ฅ๐จ๐ญ ๐จ๐Ÿ ๐ฆ๐š๐ซ๐ค๐ž๐ญ ๐ฅ๐ž๐Ÿ๐ญ.
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With $28M in closed + pending sales, weโ€™re actively bringing new homes to market and talking with clients about what the rest of this year and early next could look like.
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One thing we know: in this age of scarcity, seasonality doesnโ€™t have the same influence it once did. With pent-up demand, buyers are acting when the right home comes along.
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The impact of scarcity in Lincoln Park is obvious, especially when compared to two years ago. A few highlights of latest numbers through August:
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๐Ÿ”ด ๐‡๐จ๐ฆ๐ž๐ฌ ๐Ÿ๐จ๐ซ ๐’๐š๐ฅ๐ž โ†“ ๐Ÿ‘๐Ÿ—% | Lincoln Park condo + townhome inventory fell from 127 homes for sale in August 2024 to 78 in August 2026.
๐ŸŸข ๐Œ๐ž๐๐ข๐š๐ง ๐๐ซ๐ข๐œ๐ž โ†‘ ๐Ÿ‘๐Ÿ% | 4+ bedroom median sold price has risen nearly $400K from $1.175M in 2024 to $1.55M this August.
๐ŸŸข ๐๐ซ๐ข๐œ๐ž/๐’๐… โ†‘ ๐Ÿ‘๐ŸŽ% | 4+ bedroom median PPSF rose from $393in 2024 to $510 this August.
๐ŸŸข ๐‚๐ฅ๐จ๐ฌ๐ž๐ ๐’๐š๐ฅ๐ž๐ฌ โ†‘ ๐Ÿ๐Ÿ’% | 3-bedroom sales increased from 312units to 355 units YoY.
๐ŸŸข ๐๐ž๐ฐ ๐‚๐จ๐ง๐ฌ๐ญ๐ซ๐ฎ๐œ๐ญ๐ข๐จ๐ง ๐’๐š๐ฅ๐ž๐ฌ โ†‘ ๐Ÿ๐ŸŽ๐Ÿ•% | 3-bedroom sales more than doubled from 14 in August 2024 to 29 this year.
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A point worth making. Price acceleration has tempered the last 12 months. Numbers we are tracking closely. Some of our clients are selling now. Others are making improvements and engaging us with photography and other marketing preparation, so they are in a position to move when their timing is right.
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The market isnโ€™t waiting for spring. If a move is on your radar, letโ€™s talk.

Dolly Parton lived extraordinarily for 80 years. She is the embodiment of the mythical American dream. A petite, poor co...
08/28/2026

Dolly Parton lived extraordinarily for 80 years. She is the embodiment of the mythical American dream. A petite, poor country girl from rural Tennessee who propelled herself to world-class stardom, globally admired. A boundless spirit of self-deprecating humor. Tireless work ethic bolstering born talent, destined for greatness. A faithful woman who loved her Lord and boldly proclaimed it. Married to her beloved husband for nearly six decades. A denter of the universe who impacted millions with her astonishing generosity and foresight. Humble, grace-filled and unapologetically ambitious. Contradictions that blended seamlessly into the fabric of who Dolly was. At her heart, she radiated goodness, joy and hopefulness. She achieved more success than one hundred gifted people could do in ten lifetimes. Yet, it is her character and genuineness that has impacted the world, joining people from all backgrounds and beliefs in honoring her.

๐Œ๐š๐ฒ ๐ฐ๐ž ๐š๐ฅ๐ฅ ๐ฌ๐ญ๐ซ๐ข๐ฏ๐ž ๐ญ๐จ ๐›๐ž ๐š ๐ฅ๐ข๐ญ๐ญ๐ฅ๐ž ๐ฆ๐จ๐ซ๐ž ๐ฅ๐ข๐ค๐ž ๐ƒ๐จ๐ฅ๐ฅ๐ฒ ๐Ÿฉท

08/21/2026

Step into an unparalleled lifestyle of refined comfort.

Opportunity awaits.

The Orchard, Residence 103 hitting the market next week.

๐Ÿ“2350 N Orchard
2 bed 2.1 bath
Offered at $1,500,000

Reach out to us to learn more.

Address

548 W Webster Avenue
Chicago, IL
60614

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

Telephone

+17737104202

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