
William Jack Dempsey, Real Estate Attorney in Naples, Florida
Over 28 years of legal practice · focused on Real Estate and Zoning · 4.7/5 rating from 29 verified client reviews
Retired PartneratCheffy Passidomo
Naples, FL
Practicing real estate in Naples since 1998.
- 28+
- Years practicing
- 4.7 ★
- 29 client reviews
- 2
- Bar admissions
Practices in
Are you William Jack Dempsey?
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Quick answer
William Jack Dempsey is a retired partner based in Naples, FL. The practice focuses on Real Estate and Zoning. William has over 28 years of legal experience. Currently practicing at Cheffy Passidomo. Rated 4.7 out of 5 from 29 client reviews.
- Based in
- Naples, FL
- Experience
- over 28 years
- Known for
- Real Estate · Zoning
- Handles Real Estate and Zoning matters from Naples, FL.
- Over 28 years of practice as a licensed attorney.
- Recognized with AV Preeminent.
About William Jack Dempsey: William Jack Dempsey is a retired partner based in Naples, FL. The practice focuses on Real Estate and Zoning. William has over 28 years of legal experience. Currently practicing at Cheffy Passidomo. Rated 4.7 out of 5 from 29 client reviews.
Areas of practice
William's practice areas in Naples
William concentrates on real estate and zoning. Each area below outlines the kind of case William handles, typical outcomes to expect, and how the intake process starts.
Real Estate cases in Naples, Florida
William takes real estate matters in Naples, Florida. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before William agrees to represent you.
Zoning cases in Naples, Florida
William takes zoning matters in Naples, Florida. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before William agrees to represent you.
Biography
William Jack Dempsey, real estate attorney serving Naples
William Jack Dempsey is a retired partner based in Naples, FL. The practice focuses on Real Estate and Zoning. William has over 28 years of legal experience. Currently practicing at Cheffy Passidomo. Rated 4.7 out of 5 from 29 client reviews. William works from Naples, Florida and takes on real estate matters across the region.
Phi Delta Theta. National Deans List. Editor, Stetson Law Review, 1996-1998. Author: "Lawyer v. Department of Justice, Florida's Dance with the Districting Demon," Stetson Law Review. Member, (Chairman, 2010, 2014-2015) Collier County Historical and Archeological Preservation Advisory Board. Chair, Collier County Bar Association Real Estate Section, 2004. Board of Directors-Executive Committee, Economic Development Council of Collier County 2013; Member Executive Committee Urban Land Institute Southwest Florida, 2010-2013; Board of Directors - Executive Committee, Naples Art Association, 2012-2014; Florida Trend's Legal Elite, 2011, 2012, 2014, and 2015.
William's approach to real estate cases
Phi Delta Theta. National Deans List. Editor, Stetson Law Review, 1996-1998. Author: "Lawyer v. Department of Justice, Florida's Dance with the Districting Demon," Stetson Law Review. Member, (Chairman, 2010, 2014-2015) Collier County Historical and Archeological Preservation Advisory Board. Chair, Collier County Bar Association Real Estate Section, 2004. Board of Directors-Executive Committee,…
The kind of cases William takes
William reviews new inquiries case-by-case for real estate and zoning matters in Naples and the surrounding Florida area.
Credentials
Credentials — where William studied and practices
Stetson University College of Law
J.D. · 1998
University of South Florida
B.A. English · 1993
Jurisdictions
William's state bar admissions
U.S. District Court,
2000 · ACTIVE
Florida
1998 · ACTIVE
William studied at J.D. in Stetson University College of Law and B.A. English in University of South Florida.
Law school and academic background
William completed J.D. in Stetson University College of Law and B.A. English in University of South Florida. Formal legal training is one signal of substantive knowledge — the day-to-day practice William runs in Florida is where that training gets applied to real client questions.
Recognition
William's legal honors and published work
William has received 1 formal recognition from bar associations, industry bodies, and peer-review services.
AV Preeminent
Legal awards and honors
AV Preeminent.
Affiliations
William's professional memberships and bar associations
Collier County Bar Association The Florida Bar
membership
Locations
William Jack Dempsey's office in Naples
William's primary office is at 821 Fifth Avenue South, Naples, FL, 34102. In-person meetings are by appointment; a phone intake usually comes first.
Client feedback
Client reviews of William Jack Dempsey — 4.7/5 rating from 29 verified client reviews
Every review below is from a verified client of William. Reviews cover communication, case outcome, and value — the three signals that matter most when comparing real estate attorneys in Naples.
4.7
29 client reviews
Client ratings are sourced from public records and editorial research. Reviews on LawyersListed are accepted from verified clients once William Jack Dempsey claims this profile.
Read all reviewsHiring guide
How to hire William Jack Dempsey — what to expect in your first consultation
Working with a new real estate attorney should feel structured. Here's how the first two conversations with William usually go, from the moment you request a consult to the day representation begins.
Consultation formats and pricing
William charges for the initial consult. That fee is credited toward representation if you retain William's office.
What to bring to your first meeting
Bring any documents you already have — police reports, medical records, filed pleadings, correspondence from an insurer, a copy of the contract at issue. If you're not sure, err on the side of bringing everything; William will tell you what matters and what doesn't.
Questions to ask a real estate attorney in Naples, Florida
A short list to run through before you commit: How many real estate matters have you handled in the last year? What's your fee structure? Who else in the office will work on this? What's your realistic estimate of timeline and range of outcomes? How do I reach you between meetings?
Fees & payment
Fees, payment methods, and consultation options for William
William discusses fees during intake so the arrangement fits the matter. Contingency, hourly, and flat-fee options are all common in real estate practice — ask which fits.
Hourly rates, contingency fees, and flat-fee options
Every real estate matter is priced differently. Simple document review might be a flat fee. Injury litigation is often contingency. Complex commercial disputes usually run hourly with a retainer. William confirms the model in the engagement letter before any work starts.
Payment methods and payment plans
William's office accepts standard payment methods. Ask about payment plans if the retainer is a stretch — many real estate practices work with clients on structured schedules.
Frequently asked
Frequently asked questions about William Jack Dempsey
How much does it cost to hire William for a real estate case?
Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. William walks through the likely range during the consult so there are no surprises.
Does William offer a free consultation?
William charges for the initial consult; that fee is credited toward representation if you retain William's office. Some real estate attorneys offer free consults — check William's current terms during booking.
How long do real estate cases in Florida typically take?
Simple real estate matters can wrap in a few weeks; disputed cases can run 6–18 months from intake to resolution, longer if the matter goes to trial. William gives a realistic estimate for your facts at the consult — vague answers here are a red flag.
Can William take my case if I'm outside Naples?
William is licensed in Florida. Matters governed by Florida law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — William will tell you if the case is a fit or refer you to someone closer to your court.
What should I bring to my first meeting with William?
Bring every document that touches the dispute: contracts, correspondence, police or medical reports, filed pleadings, invoices, photographs, insurance letters. Also bring a written timeline of what happened, in your own words. William will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.
Is William accepting new real estate clients right now?
William's intake status shifts week to week. Submit the form; the office will confirm availability or refer the matter out.
Areas served
Real Estate attorneys serving Naples, Miami and Tampa in Florida
William handles real estate matters throughout Florida. Each city below is a direct link into the search page for verified real estate attorneys in that community.
- Naples2,155 attorneys
- Miami15,918 attorneys
- Tampa9,739 attorneys
- Orlando7,352 attorneys
- Fort Lauderdale6,726 attorneys
- Jacksonville5,497 attorneys
- Tallahassee4,383 attorneys
- West Palm Beach3,699 attorneys
- Boca Raton3,668 attorneys
- Coral Gables3,397 attorneys
- St Petersburg2,098 attorneys
- Sarasota1,994 attorneys
More counsel
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If William's intake is full or the fit isn't right, these real estate attorneys in Naples handle similar matters. Every profile below is verified and open to consultations.





