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Legal ServicesElder Law✓ Verified
Key West, Monroe County
Last verified: Thursday, October 22, 2026
Highsmith & Van Loon, P.A.
About This Organization

Highsmith & Van Loon, P.A. is a premier Key West and Lower Florida Keys estate planning, probate, trust administration, and elder law firm located at 3158 Northside Drive in Key West, Florida. Led by Managing Partner Robert Edward ('Bobby') Highsmith, Esq. (Florida Bar #30333, admitted 1994; J.D., University of Florida Fredric G. Levin College of Law; Board Certified Specialist in Wills, Trusts and Estates by The Florida Bar since 2004 — the sole Florida Bar Board-Certified Wills, Trusts and Estates Specialist with a primary office in Monroe County) alongside Partner David Van Loon, Esq. (Florida Bar #655074, admitted 2003), the firm counsels retirees and coastal property owners across Key West (33040), Stock Island, Sugarloaf Key (33042), and Big Pine Key (33043) on complex revocable and irrevocable trusts, Sixteenth Judicial Circuit probate administration at the Freeman Justice Center (500 Whitehead St), Enhanced Life Estate (Lady Bird) deeds, Monroe County homestead preservation, and incapacity planning.

Official Verification Sources: The Florida Bar Member Profile — Robert Edward Highsmith (Bar# 30333); Highsmith & Van Loon, P.A. — Key West Estate Planning & Probate

Verified State & Regulatory Credentials
The Florida Bar: Bar# 30333 & Bar# 655074Status: Eligible To Practice Law In Florida — Active Good Standing

Issuer: The Florida Bar

Notes: Managing Partner Robert Edward ('Bobby') Highsmith (Florida Bar #30333, admitted October 10, 1994; J.D., University of Florida Fredric G. Levin College of Law; Board Certified Specialist in Wills, Trusts and Estates since 2004) and Partner David Van Loon (Florida Bar #655074, admitted September 23, 2003) are active members in good standing of The Florida Bar at 3158 Northside Dr, Key West, FL 33040.

Florida Bar Board Certification: Board Certified Specialist in Wills, Trusts and Estates (Since 2004)Status: Active Board Certification

Issuer: The Florida Bar Board of Legal Specialization and Education

Notes: Robert Edward Highsmith has maintained Florida Bar Board Certification in Wills, Trusts and Estates continuously since 2004, making him the sole Florida Bar Board-Certified Wills, Trusts and Estates Specialist with a primary practice in the Florida Keys.

Services Offered
Board-Certified Wills, Trusts & Estates Planning & Administration
Sixteenth Judicial Circuit (Monroe County) Formal, Summary & Ancillary Probate
Revocable Living Trusts, Irrevocable Trusts & Special Needs Trusts
Enhanced Life Estate (Lady Bird) Deeds & Florida Keys Homestead Preservation
Elder Law, Incapacity Planning, Durable Powers of Attorney & Healthcare Surrogates
Fiduciary Representation, Estate Tax Planning & Successor Trustee Counsel
Frequently Asked Questions

Factual details and direct answers about Highsmith & Van Loon, P.A.'s services, licensing, and credentials.

What distinguishes Highsmith & Van Loon, P.A. for estate planning and probate in Key West?

Managing Partner Robert E. ('Bobby') Highsmith (Florida Bar #30333) has been Board Certified in Wills, Trusts and Estates by The Florida Bar since 2004 — the highest level of evaluation by The Florida Bar for competency and ethics in estate planning, trust administration, and probate.

Can Highsmith & Van Loon, P.A. assist out-of-state families with Monroe County ancillary probate or Lady Bird deeds?

Yes. From 3158 Northside Dr in Key West (33040), the firm regularly handles Sixteenth Judicial Circuit formal, summary, and ancillary probate administration at the Freeman Justice Center for seasonal residents who owned real estate in Key West or the Lower Keys, as well as Enhanced Life Estate (Lady Bird) deeds and revocable living trusts that avoid Florida probate.

Contact Information
Address
3158 Northside Dr, Key West, FL 33040
Hours
Mon-Fri 9:00 AM - 5:00 PM
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Disclaimer: This directory listing is for informational purposes only. Florida Senior Support does not endorse or guarantee the quality of services. Please verify information and services directly with the organization.