Top real estate investing financial advisors working with high-net-worth individuals 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 own multiple properties or are considering investing in real estate, you need an advisor who understands how to balance your portfolio with these assets. A common mistake is treating real estate like any other investment, ignoring its unique cash flow and tax implications.
- Cash flow analysis. Real estate investments generate rental income and expenses; ask how they model these to assess your true returns.
- Property tax impact. Illinois can have high property taxes; confirm how they factor this into your investment strategy.
- Market cycles insight. Real estate markets fluctuate differently than stocks; check how they time buying or selling decisions.
- High-net-worth focus. These advisors understand complexities like leveraging real estate for estate planning and wealth preservation.
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 specializes in real estate investing for high-net-worth clients in Chicago, leveraging 13 years of industry experience and CFP® certification to address complex portfolio needs. His firm, Lake Street Private Wealth, offers flat-fee financial consulting starting at $2,500 and emphasizes institutional cost structures, global diversification, and asset-class allocation, distinguishing him with a comprehensive approach to managing real estate within diversified portfolios.
Experience: 13 years
Avg account: $1,693,909
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Sharese A
Series 63, Series 65
Chicago, IL
Horizon Family Wealth, Inc.
Sharese Abbadessa specializes in real estate investing and private alternative investments, serving high-net-worth clients in Chicago with 13 years of experience. Her firm, Horizon Family Wealth, offers flat-fee financial planning and employs a multi-faceted investment approach combining fundamental, technical, quantitative, and qualitative analysis, differentiating her through comprehensive portfolio management and discretionary use of third-party managers.
Experience: 13 years
Avg account: $2,997,968
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Ashley M
Series 63, Series 66
Manhattan Beach, CA
PointOne Family Office
Ashley Mc Guinness specializes in real estate investing and serves high-net-worth clients, making her well-suited for managing complex property portfolios. With 16 years of experience and a 1.00% annual AUM fee, she offers family-office style services through PointOne Family Office, emphasizing multi-method analysis and regular portfolio monitoring, which distinguishes her from advisors focused solely on traditional investments.
Experience: 17 years
Avg account: $13,083,659
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John K
CFA®, Series 66
Chicago, IL
RBC Rochdale, LLC
John Koludrovic specializes in real estate investing for high-net-worth clients in Chicago, leveraging 10 years of experience and CFA® credentials to navigate complex market cycles and tax implications. His firm, RBC Rochdale, employs an active, multi-strategy investment approach with a 1.00% AUM fee, serving diverse clients including corporations and public entities, which may offer broader portfolio management options compared to smaller firms.
Experience: 11 years
Avg account: $3,095,249
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James B
Series 66
Chicago, IL
Uhlmann Investment Management, L.L.C.
James Baer specializes in real estate investing for high-net-worth clients in Chicago, leveraging 26 years of experience and a Series 66 designation. His firm, Uhlmann Investment Management, offers 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 advisors' fee structures and investment approaches.
Experience: 26 years
Avg account: $572,956
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