Independent, real estate investing financial advisors in Chicago, IL
The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.
If you're planning to invest in real estate, you need an advisor who understands the unique cash flow, tax, and market risks involved. Without real estate expertise, advisors might overlook how property taxes and maintenance costs affect your returns.
- Property tax insight. Chicago's property taxes can be high; ask how they factor these into your investment projections.
- Market cycle knowledge. Real estate markets fluctuate locally; confirm they track Chicago's trends, not just national data.
- Cash flow focus. Rental income and expenses must be modeled carefully to avoid surprises; see how they handle this.
- Independent advice. These advisors operate without firm constraints, which can mean more flexible strategies tailored to your real estate goals.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Joseph S
CFP®, Series 63, Series 65
Chicago, IL
Lake Street
Joseph Stock's expertise in real estate investing and active portfolio management suits investors navigating Chicago's complex property tax and market cycles. As a CFP® and co-founder of Lake Street, he offers flat-fee consulting and discretionary investment management, focusing on high-net-worth clients with institutional cost structures and global diversification, distinguishing him from advisors with less comprehensive service models.
Experience: 13 years
Avg account: $1,693,909
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Katherine S
Series 65
Chicago, IL
Waverly Advisors, LLC
Katherine Scott offers independent financial advice in Chicago with a focus on real estate investing and private alternative investments, supported by her Series 65 designation and experience at Waverly Advisors, LLC. Her firm employs both internal and third-party strategies across traditional and alternative assets, providing flexible flat-fee and tiered AUM pricing, which may appeal to clients seeking tailored portfolio management and consulting services.
Experience: 1 year
Avg account: $1,639,930
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Timothy S
CIC, Series 65
Chicago, IL
Schlindwein Associates LLC
Timothy Schlindwein offers 27 years of experience in real estate investing and operates independently in Chicago, providing tailored advice on local market cycles and property tax impacts. His firm employs strategic asset allocation with model portfolios and a proprietary fund-ranking system, differentiating him through a disciplined investment approach and flexible fee options including AUM and hourly rates.
Experience: 28 years
Avg account: $1,386,678
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Joseph S
Series 63, Series 65
Chicago, IL
Horizon Family Wealth, Inc.
Joseph Shea IV offers expertise in real estate investing with 29 years of experience and holds Series 63 and 65 licenses, operating independently in Chicago. His firm, Horizon Family Wealth, employs a multi-faceted investment approach and serves high-net-worth clients with flat fees ranging from $2,500 to $25,000, distinguishing him from advisors with different fee structures or less diverse investment strategies.
Experience: 30 years
Avg account: $2,997,968
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James B
Series 66
Chicago, IL
Uhlmann Investment Management, L.L.C.
James Baer specializes in real estate investing and private alternative investments, bringing 26 years of experience in Chicago's market. His firm, Uhlmann Investment Management, offers both discretionary and non-discretionary portfolio management with a focus on fundamental analysis and long-term asset allocation, charging a 1.75% AUM fee, which may differ from other independent advisors in the area.
Experience: 26 years
Avg account: $572,956
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