Bobby Simon

Barrington IL

Compass

20 Closed Sales

$6.9M Total Value

$205K - $923.5K Price Range

$345.6K Average Price

Prior 5 years

About Bobby

Since launching my real estate career in 2019, I’ve built a reputation for delivering results with integrity, precision, and relentless drive. I began by helping residential buyers and sellers navigate complex transactions, and over time, expanded my focus to include investor clients—ultimately transitioning into commercial real estate.

My passion lies in advocating for my clients and securing the best possible outcomes, especially when it comes to maximizing sale prices and structuring deals that align with their long-term goals. With over two decades of experience in the corporate world—working alongside everyone from C-suite executives to frontline technicians—I’ve honed a negotiation style that’s both strategic and empathetic. I understand how to read the room, manage expectations, and move conversations toward resolution.

Success hasn’t come easy, but my commitment to excellence and my refusal to settle have shaped every chapter of my career. I bring that same tenacity and client-first mindset to every commercial real estate transaction I handle, striving to deliver value, clarity, and results that exceed expectations.

Home Types: Townhouse, House, Condo, MultiFamily, Lot/Land, Commercial

Years of Experience: 7

Education: DeVry University

Transaction History

1 Year
2 Year
5 Year

Total Value

$3,942,600

Average Sale Price

$303,277

Price Range

$87K - $527K

5 Year View

Neighborhoods Bobby is Experienced In

Bobby's Active Listings

$379,900
- 3 Beds
- 1 Bath
- 1,049 Sq Ft
1417 N Wilke Rd

Arlington Heights, IL
Move-In Ready Ranch in the Heart of Arlington Heights! Whether you're buying your first home or simplifying your lifestyle, this charming single-level ranch is the perfect fit. With over 1,000 square feet of beautifully updated living space, 3 bedrooms, and 1 bath, this home delivers comfort, convenience, and peace of mind from day one. The kitchen was fully renovated in 2023 with white shaker

Bobby Simon Compass

Recently Sold

$400,000 Sold Apr 22, 2025
- 7 Beds
- 3 Baths
- 2,938 Sq Ft
5741 S Peoria St

Chicago, IL
- 2% Below List
- $136/SF
- 37 Days On Market
Bobby Simon Compass

$230,000 Sold Feb 25, 2025
- 5 Beds
- 2 Baths
- 2,868 Sq Ft
5748 S Peoria St

Chicago, IL
- 5% Above List
- $80/SF
- 24 Days On Market
Bobby Simon Compass

$255,000 Sold May 21, 2024
- 2 Beds
- 1.5 Baths
- 1,133 Sq Ft
234 Teak Ln

Streamwood, IL
- $225/SF
- 5 Days On Market
- Current Est. Value $263K
Bobby Simon Compass

$420,000 Sold Mar 30, 2023
- 3 Beds
- 2.5 Baths
- 2,938 Sq Ft
4 La Quinta Ct

Lake In the Hills, IL
- 3% Below List
- $143/SF
- 7 Days On Market
- Current Est. Value $523K
Bobby Simon Compass

$385,000 Sold Mar 2, 2023
- 4 Beds
- 2.5 Baths
- 2,386 Sq Ft
78 Magnolia Dr

Streamwood, IL
- 2% Above List
- $161/SF
- 48 Days On Market
- Current Est. Value $463K
Bobby Simon Compass

$356,000 Sold Sep 20, 2022
- 3 Beds
- 2 Baths
- 1,509 Sq Ft
1372 N Grove Ave

Palatine, IL
- 1% Below List
- $236/SF
- 4 Days On Market
- Current Est. Value $426K
Bobby Simon Compass

Awards and Designations

NAR - National Association of Realtors

Agent License: Illinois 475187133

Bobby Simon

(224) 479-0724

Homes for Sale by City

Bobby Simon

About Bobby

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Bobby is Experienced In

Bobby's Listings and Deals

Bobby's Active Listings

Recently Sold

Awards and Designations