JH

James Holloway, Real Estate Attorney in Fort Myers, Florida

Over 19 years of legal practice

Fort Myers, FL

Practicing real estate in Fort Myers since 2007.

19+
Years practicing
1
Bar admission

Practices in

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Quick answer

James Holloway is an attorney based in Fort Myers, FLORIDA. The practice focuses on Real Estate. James has over 19 years of legal experience.

Based in
Fort Myers, FLORIDA
Experience
over 19 years
Known for
Real Estate
  • Handles Real Estate matters from Fort Myers, FLORIDA.
  • Over 19 years of practice as a licensed attorney.
  • Recognized with Best Lawyers in America — Real Estate Law (2026).

About James Holloway: James Holloway is an attorney based in Fort Myers, FLORIDA. The practice focuses on Real Estate. James has over 19 years of legal experience.

Areas of practice

Legal matters James takes on

James concentrates on real estate. Each area below outlines the kind of case James handles, typical outcomes to expect, and how the intake process starts.

Real Estate cases in Fort Myers, Florida

James takes real estate matters in Fort Myers, 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 James agrees to represent you.

Biography

Meet James Holloway — real estate lawyer in Fort Myers

James Holloway is an attorney based in Fort Myers, FLORIDA. The practice focuses on Real Estate. James has over 19 years of legal experience.

James L. Holloway, a Partner in the firm’s Fort Myers office, practices in the areas of litigation and local government law. He represents municipalities, local governments, and private clients in matters relating to land use, permitting, code enforcement, and eminent domain. James also handles litigation matters throughout all phases, including drafting pleadings, directing discovery, and researching and drafting dispositive motions. James frequently appears before Florida courts, the Division of Administrative Hearings (DOAH), and a variety of state and local bodies.

James’ prior experience as a staff attorney for Lee County School District’s Business Services, Operations, and Human Resources departments gave him the foundation of practical experience with employment contracts, bidding and purchasing agreements, and general administrative issues. While at the School District, James worked closely with staff on the District’s Diversity in Business initiative, training the leadership team on the law relating to disparity studies and drafting the District’s policy for the implementation of programs designed to assist small, disadvantaged, veteran, women, and minority businesses.

Before that, James served for seven years as an Assistant County Attorney for Lee County Attorney’s Office where he was involved in actions involving all types of litigation including, eminent domain, code enforcement, and premises liability. James also has extensive experience with issues relating to public records law, appeals, and Florida’s Land Use and Environmental Dispute Resolution Act.

James's approach to real estate cases

James L. Holloway, a Partner in the firm’s Fort Myers office, practices in the areas of litigation and local government law. He represents municipalities, local governments, and private clients in matters relating to land use, permitting, code enforcement, and eminent domain. James also handles litigation matters throughout all phases, including drafting pleadings, directing discovery, and…

Clients James works with

James reviews new inquiries case-by-case for real estate matters in Fort Myers and the surrounding Florida area.

Credentials

Education, bar admissions, and languages

  • University of Florida

    J.D. · 2007

  • University of Florida

    B.A. · 2004

Jurisdictions

James's state bar admissions

  • Florida, The Florida

    2007 · ACTIVE

James studied at J.D. in University of Florida and B.A. in University of Florida.

Law school and academic background

James completed J.D. in University of Florida and B.A. in University of Florida. Formal legal training is one signal of substantive knowledge — the day-to-day practice James runs in Florida is where that training gets applied to real client questions.

Recognition

Recognition and thought leadership

James has received 12 formal recognitions from bar associations, industry bodies, and peer-review services.

  • Best Lawyers in America — Real Estate Law

    2026

  • Best Lawyers in America — in America

    2026

  • Best Lawyers in America — from 2024-2024 for work in:

    2026

  • Best Lawyers in America — Commercial Litigation - 2024

    2026

  • Best Lawyers in America — Additional Areas of Practice:

    2026

  • Best Lawyers in America — Litigation - Real Estate

    2026

  • Best Lawyers in America — Awards:

    2026

  • Best Lawyers in America — The Best Lawyers in America

    2026

  • Best Lawyers in America — , Real Estate Law, 2025

    2026

  • Best Lawyers in America — Ones to Watch

    2026

  • Best Lawyers in America — , Best Lawyers

    2026

  • Best Lawyers in America — , Commercial Litigation, 2024

    2026

Legal awards and honors

Best Lawyers in America — Real Estate Law (2026). Best Lawyers in America — in America (2026). Best Lawyers in America — from 2024-2024 for work in: (2026). Best Lawyers in America — Commercial Litigation - 2024 (2026). Best Lawyers in America — Additional Areas of Practice: (2026). Best Lawyers in America — Litigation - Real Estate (2026).

Locations

James Holloway's office in Fort Myers

James's primary office is at 2400 First Street, Suite 300, Fort Myers, Florida, 33901. In-person meetings are by appointment; a phone intake usually comes first.

Main office

2400 First Street, Suite 300

Fort Myers, Florida 33901

Open in Google Maps

5811 Pelican Bay Boulevard, Suite 650

Naples, Florida 34108

Open in Google Maps

Client feedback

Client reviews of James Holloway

James has not yet collected verified client reviews on LawyersListed. Reviews here are all from confirmed clients; anonymous ratings are moderated out.

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Hiring guide

How to hire James Holloway — 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 James usually go, from the moment you request a consult to the day representation begins.

Consultation formats and pricing

James charges for the initial consult. That fee is credited toward representation if you retain James'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; James will tell you what matters and what doesn't.

Questions to ask a real estate attorney in Fort Myers, 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 James

James 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. James confirms the model in the engagement letter before any work starts.

Payment methods and payment plans

James'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 James Holloway

  • How much does it cost to hire James for a real estate case?

    Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. James walks through the likely range during the consult so there are no surprises.

  • Does James offer a free consultation?

    James charges for the initial consult; that fee is credited toward representation if you retain James's office. Some real estate attorneys offer free consults — check James'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. James gives a realistic estimate for your facts at the consult — vague answers here are a red flag.

  • Can James take my case if I'm outside Fort Myers?

    James 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 — James 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 James?

    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. James will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.

  • Is James accepting new real estate clients right now?

    James'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 Fort Myers, Miami and Tampa in Florida

James 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.

More counsel

If James's intake is full or the fit isn't right, these real estate attorneys in Fort Myers handle similar matters. Every profile below is verified and open to consultations.