
Get to know Brian DeSimone
Broker
Brian DeSimone joined Greystone Realty with the experience of owning and operating a creative small business with his wife, Ashley. Over the past ten years, through their company, they have traveled and hiked all over the world, capturing videos and photos of people, places, businesses, and once-in-a-lifetime events. That work is how Brian landed in real estate: he has designed, photographed, and filmed properties and agents in the industry for o...
Brian DeSimone's listings & sales (25)
For Sale
For Rent (1)
Address | Bed/Bath | Listing price |
|---|---|---|
![]() 4831 W Roscoe St #3 Chicago, IL 60641
| 2 Bed, 1 Bath | $1,900/mo |
Sold (24)
Address | Sold date | Closing price | Represented | Flag Sale |
|---|---|---|---|---|
| 8/21/2025 | $399,000 | Buyer | ||
| 6/27/2025 | $345,000 | Buyer | ||
| 6/24/2025 | $250,000 | Buyer | ||
| 5/16/2025 | $350,000 | Seller | ||
| 4/2/2025 | $715,000 | Buyer |
Brian DeSimone's reviews (10)
Write a review- Highly likely to recommend||5.05.0
9/3/2025 - Sarah Schiller
Sold a Townhouse home in 2025 in Hoffman estates, IL.Local knowledgeProcess expertiseResponsivenessNegotiation skillsBrian is truly one of the best! I would recommend him over and over again. He made selling our home such a smooth and stress-free process while keeping us informed and confident every step of the way. His professionalism, knowledge, and clear communi... - Highly likely to recommend||5.05.0
8/21/2025 - zuser20161028051441803
Bought a Condo home in 2025 in Lake view, Chicago, IL.Local knowledgeProcess expertiseResponsivenessNegotiation skillsBuying my first home felt like it could be overwhelming, but Brian made the entire process seamless. He was incredibly patient with me, spending an entire weekend touring 10+ places without ever making me feel rushed or pressured. His knowledge of th... - Highly likely to recommend||5.05.0
8/11/2025 - Ash Pal
Bought a Townhouse home in 2025 in Bucktown, Chicago, IL.Local knowledgeProcess expertiseResponsivenessNegotiation skillsBrian was incredible from start to finish. He was attentive, quick to respond (even late at night), and made it a point to be at every open house and showing. He gave us great advice on what to offer, who to use for inspection, and even shared helpfu... - Highly likely to recommend||5.05.0
2/20/2025 - Danielle DuPerow
Bought a Condo home in 2023 in Gold coast, Chicago, IL.Local knowledgeProcess expertiseResponsivenessNegotiation skillsI had the pleasure of working with Brian during the purchase of my new home, and I cannot recommend them highly enough. From start to finish, Brian went above and beyond to ensure that the entire process was smooth, stress-free, and successful. His d... - Highly likely to recommend||5.05.0
2/19/2025 - tommyjackierobo
Bought a Single Family home in 2023 in Arlington heights, IL.Local knowledgeProcess expertiseResponsivenessNegotiation skillsWorking with Brian as our realtor was an outstanding experience from start to finish. He was incredibly personable, making every interaction feel natural and easy, while his strong communication kept us informed throughout the home buying process. Br...










