Greg Desmond Group Real Estate

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Greg Desmond Group Real Estate Follow this page to learn about real estate trends, new listings, as well as what’s happening around Chicago in & out of real estate. Knowledge. Experience.

Attentive and detailed personal service, strong listening skills, responsive communication, trusted and solid advice and valued relationships are at the core of Greg's business. He has created an extremely loyal following of his real estate services by providing creative, customized and aggressive marketing, as well as a personalized, hands-on approach to getting the job done. Over 95% of his business each year comes from repeat clients and their referrals. Greg Desmond has consistently performed in the top 2% of Chicago Realtors, and is a Top 100 Producer and Road to Rolex winner with . He's also an 8 time Five Star Professional, and a Chicago Real Producers magazine Top 250 Broker ( #168 in 2020). Although a proud native of Detroit, Greg has resided on Chicago's north side for over twenty five years. He's a big fan of urban living and of the quality of life each of the city's many neighborhoods has to offer. Experienced in sales of properties ranging from the South Loop to Edgewater, his business concentrates in Lakeview, Lincoln Park, Bucktown, River North, Gold Coast, Ravenswood, Andersonville, and Streeterville and surrounding areas. Regardless of which neighborhood in the city you prefer, you'll be glad to have Greg with you every step of the way, providing sound counsel well beyond just a successful closing. Greg earned a BBA in marketing from the University of Notre Dame, and enjoys water skiing & wake surfing, pottery, music and Chicago's diverse cultural scene, and supports many charitable endeavors. He prides himself on getting the best results for every client while making the transaction a personable and enjoyable experience. Integrity. Dedication. Results.

Grey is out! Especially winter grey, and unfortunately we know that's what lies ahead. If you're thinking of selling you...
10/06/2026

Grey is out! Especially winter grey, and unfortunately we know that's what lies ahead. If you're thinking of selling your home before April, now is the time to take your exterior photos, while we have fall color and bright sun (like today!) working in our favor. Curb appeal is everything. First impressions matter, and the first photo buyers see is always the exterior. Let's get your photos scheduled before the grey sets in!

A gloomy couple days is always brightened by a closing. Especially when the buyer is as excited as this one! He was focu...
10/02/2026

A gloomy couple days is always brightened by a closing. Especially when the buyer is as excited as this one! He was focused, knew what he wanted, and when this Lincoln Park townhome hit the market, we jumped on it. With strong terms and great communication, we were able to land it without being the highest price offer among 8 competing offers.

He’s so excited to be settling into his first home, and I couldn’t be happier to have helped him get there. Can I do the same for you or someone you know, always feel free to reach out!

Great news if you live in Lakeview! But if you do live there, you already know how great it is!😎
10/01/2026

Great news if you live in Lakeview! But if you do live there, you already know how great it is!😎

Chicago’s Lakeview 60657 ZIP code is the No. 6 hottest moving destination in the U.S. Inside the North Side's highly competitive real estate and rental market.

Just over two weeks until the  fundraiser!  On Thursday, October 15th, some of Chicago's top chefs are coming together a...
09/29/2026

Just over two weeks until the fundraiser! On Thursday, October 15th, some of Chicago's top chefs are coming together at The Wellsley for an evening of tastings from Alla Vita, Duck Duck Goat, Momotaro, Boka Catering and Swift & Sons, plus cocktails and music. As a proud Board Member, and this year’s President, this one is personal for me. Every ticket supports local organizations serving people and families affected by cancer through caregiver resources, wellness services, research, prevention and financial assistance.

Tickets and donations at the link below. I'd love to see you there! 💛

https://web.cvent.com/event/f7827dea-a680-425d-bcb2-cc549fdedb63/summary

Happy Labor Day Weekend! Grateful for family, friends, and all the good things this summer has brought. I hope everyone ...
09/04/2026

Happy Labor Day Weekend! Grateful for family, friends, and all the good things this summer has brought. I hope everyone has a fun and relaxing Labor Day weekend!

09/02/2026

Still plenty of great weather and lots to do! Check out some of the best events happening around Chicago this fall!

We have the BEST marketing people! And wow are those chicken sandwiches delicious! If you missed out today you gotta try...
08/28/2026

We have the BEST marketing people! And wow are those chicken sandwiches delicious! If you missed out today you gotta try one soon. Such a fun time and loved seeing some friends and clients on this beautiful day!

08/22/2026

We closed on this terrific Old Town home over a month ago and today was our final walkthrough! This was a very competitive bidding situation so one of the ways we were able to come out on top was by offering strong terms and allowing the seller to stay in the home until their new home was available. Strong terms and leveraging professional relationships can be just as important as price, and often make the difference.

It’s always a pleasure when a seller leaves the property in pristine condition, just as it should be. So happy for my client, who will be very happy in this beautiful home, and grateful for the opportunity to work with him.

Thinking about making a move? Let’s connect so I can help you determine if the time is right and, if so, develop the best strategy to achieve similar success for you.

08/20/2026

It was great getting together with fellow brokers and staff to celebrate summer. Great food, drinks and music, plus plenty of laughs. was a great time once again!

But the best part? Through our raffle ticket sales, we were able to raise over $5,000 for . As this year’s President of our community nonprofit, I’m humbled by the generosity and support as we continue our work supporting 16 local and worthy organizations helping those affected by cancer. Check out the awesome recap video below!

https://youtu.be/_H3Y1SiPk_Q

Couldn’t be more grateful and happy for both of my sellers! I know they are going to be super happy with their new homes...
08/17/2026

Couldn’t be more grateful and happy for both of my sellers! I know they are going to be super happy with their new homes even though leaving these places was not easy. I’m sure the new buyers will love living in Lincoln Park and Lakeview just as much as my clients did!

With a view, space, and locations like these, once properly prepped and positioned, we were able to sell both homes very quickly! Planning in advance, preparing for photos, and maximizing exposure all add up to great results. I’d love to achieve the same great results for you! If you’re thinking of making a move, Fall might be the right time! Let’s talk and explore if now is the right time for you!

Address

@properties 548 W Webster Avenue
Chicago, IL
60614

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