A CPA for Leesburg small business.
Accounting services for Leesburg: tax preparation, monthly bookkeeping, and year-round planning for downtown shops, Bikefest vendors, Harris Chain hospitality, aviation businesses, and retirement-driven households. Mount Dora–based, 25 minutes east via US 441. Florida-licensed CPA. One person, one engagement.
Leesburg at a glance
Lake County’s oldest city, and its biggest regional commerce hub.
Leesburg sits between Lake Harris and Lake Griffin at the head of the Ocklawaha River 27,000 residents (2020), incorporated 1875, the oldest city in Lake County. The 64-acre Venetian Gardens park system wraps the lakefront. Leesburg Bikefest brings 250,000+ riders downtown each spring. The city owns its electric, gas, water, wastewater, reuse, and solid waste utilities, the only municipal natural gas utility in Lake County.
27,000
Residents (2020)
1875
Incorporated
250K
Bikefest Crowd
50K
Daily Commuters
Leesburg accounting services
For the downtown restaurant on Main Street, the FBO at the airport, and the household next to the Turnpike.
Whether you run a downtown shop near Grandpa Joe’s, a flight school out of Leesburg International, a marina on the Harris Chain, or a household coordinating retirement income across multiple decades, here’s what I do.
Monthly bookkeeping
Real-time books. No shoebox.
Secure portal, bank integrations, and clean books reviewed by a CPA, not a bookkeeping mill. Bikefest-week spikes tracked accurately; you see the numbers whenever you want.
Tax preparation
Federal, state, multi-state.
Individual and business returns, S-Corp, LLC, sole proprietor, partnership, prepared by a licensed CPA. Multi-state filings welcome for aviation and charter operators that run trips beyond Florida.
Retirement & estate planning
Built for retirement-driven households.
RMDs, Roth conversion windows, Social Security taxation, IRMAA-aware Medicare planning, charitable giving strategy, and estate-and-gifting work, the moves that protect what was built across a long horizon.
The short answer
I’m a one-person CPA firm serving Leesburg and Lake County from my Mount Dora office, 25 minutes east via US 441. I keep the books and prepare the return myself, and every client gets a secure portal with real-time dashboards and automatic bank sync. Every engagement is scoped individually on a discovery call. Leesburg is Lake County’s oldest city, same county as my office, on the western side of the chain.
Why local matters
Four things a Leesburg business has to get right.
Lake County's Oldest City
A 150-year regional commerce hub.
Incorporated July 12, 1875, twelve years before Lake County itself existed. Today the city's utilities serve roughly twice as many people as live inside city limits, and ~50,000 people commute into Leesburg each weekday for work. That makes it the regional commerce hub for western Lake County, and the small businesses serving that base need a CPA who treats them like the engine they are.
Bikefest & The Harris Chain
A real seasonal-economy story.
Leesburg Bikefest (since 1997) brings ~250,000 attendees each spring, one of the largest motorcycle events in the Southeast. Add Harris Chain bass tournaments, NCAA softball, the Leesburg Lightning at Pat Thomas Stadium, the Black Heritage Festival, and the Leesburg Art Festival and you have a year-round event-driven small-business economy with sharp seasonal spikes that need to be tax-planned.
The Villages Spillover
A retirement-driven growth corridor.
26.6% of Leesburg residents are 65 or older, and the 2017 Villages land deal will bring ~4,500 new age-restricted homes along Florida's Turnpike. That changes the math for retirement-income planning, RMDs, IRA strategy, Social Security taxation, IRMAA brackets, estate-and-gifting work, and the small businesses that cluster around mature households.
Aviation & The Customs Port
A small-city aviation cluster with international reach.
Leesburg International Airport handles 50,000+ takeoffs and landings annually, hosts a U.S. Customs and Border Protection office, and supports flight schools, MRO operators, charter and corporate flight departments, and FBO services. International general-aviation traffic brings multi-state revenue questions and entity-structure decisions that most CPAs never see.
Rooted in Leesburg
The Lakefront City.
Venetian Gardens
A 64-acre WPA-built lakefront park system on Lake Harris (1938) anchored by Pat Thomas Stadium, home of the Leesburg Lightning, the Venetian Cove Marina, Kids Korner playground, and the Splash Pad. The civic heart of the city.
From Lee to Lake County
Settled in the 1840s by the Robertson family, sold to Evander McIver Lee in 1857. Calvin Lee’s buying trips to New York started shipping goods to “Leesburg”, and the name stuck. Officially incorporated 1875, twelve years before Lake County itself.
An ISO 2 fire department
Leesburg’s fire department holds an ISO Class 2 rating, in the top 0.7% nationally, which translates directly into materially lower commercial property insurance for businesses operating inside city limits.
What makes me different
Most Lake County firms still run on paper. I built something different.
Most accounting offices in the area still operate on paper forms, phone calls, and once-a-year check-ins. I built a modern platform from scratch, and I use it with every client.
Secure client portal
Upload, view, track, from anywhere.
Documents, reports, and real-time financials accessible from any device. No email attachments, no fax machines, no lost paperwork.
Bank integrations
Transactions sync automatically.
Plaid-powered connections pull transactions nightly, so your books stay current without a shoebox of receipts or a manual data-entry pass at year-end.
Real-time dashboards
See your numbers whenever you want.
P&L, cash flow, and expense breakdowns available any day of the month, not just when I send a PDF. Curious in the middle of July? Log in.
Free financial tools
Calculators for the questions you ask yourself.
S-Corp savings, quarterly estimated tax, 1099 vs W-2 comparison, all free, no signup required. Run the numbers before you call me.
No other CPA firm serving Leesburg combines this caliber of CPA work with this level of modern client tooling.
Services & pricing
Custom engagements, priced on a call.
Book a discovery call and I’ll price the work on the phone, or explore the core services below.
Every engagement
Custom-built
scoped on your discovery call
Bookkeeping in Leesburg
Looking for a Leesburg bookkeeper? You already are.
Most Leesburg small businesses end up paying twice, once for a bookkeeper, then again for a CPA at tax time to clean up the bookkeeper's work. I'm a Florida CPA who also does your monthly bookkeeping, so it's one person on both sides.
Books run on Forty Two Six, my in-house bookkeeping platform, no QuickBooks subscription. One engagement, one CPA, scoped on a discovery call. See the full bookkeeping service →
“We needed our taxes completed on a very tight timeline, and he delivered an incredibly fast turnaround without sacrificing accuracy or professionalism. We travel full-time, and Timothy went out of his way to meet us and personally pick up our documents.”
Shonda DePue, Google Review
Questions I hear in Leesburg
Frequently asked questions.
How much does a bookkeeper in Leesburg cost?
As of 2026, in Leesburg and western Lake County the bookkeeper market runs $200–$500 per month, before the $800+ cleanup a CPA typically bills ahead of filing. I do the books myself as a licensed CPA, so cleanup never appears on an invoice. One engagement, scoped to your business on a discovery call.
Do you offer bookkeeping services near Leesburg?
Yes. Leesburg is about 25 minutes west of my Mount Dora office on US 441, and I work with businesses across western Lake County through the secure portal, documents, dashboards, automatic bank feeds, with on-site visits when the engagement calls for them.
What's the difference between a bookkeeper and a CPA in Leesburg?
A bookkeeper records and categorizes transactions; a Certified Public Accountant (CPA) is a state-licensed accountant who can also sign tax returns, represent you before the IRS, and provide tax strategy. Leesburg's seasonal businesses feel the gap hardest in spring, when the bookkeeper's records meet the CPA's standards. I close that gap by being both, license #AC62625, year-round.
Do you have an office in Leesburg?
My office sits in Mount Dora, 25 minutes east on US 441. For Leesburg engagements the portal does the daily work, and I make the drive for the conversations that deserve a table.
How much does a CPA cost in Leesburg?
It depends on the business. A Bikefest-week vendor, an FBO at the airport, and a retired household are three different engagements, and I scope each one individually. Book a discovery call at timcpa.com/contact and I'll walk you through what the engagement would look like.
Do you work with Bikefest vendors, downtown restaurants, and Harris Chain marina businesses?
Yes. Leesburg's seasonal economy, Bikefest (250,000 attendees each spring), the downtown EAT-SHOP-PLAY cluster, bass-tournament marinas, and the Harris Chain hospitality footprint, runs on sales tax, tip reporting, multi-year cash flow planning, and inventory accounting. I handle all of it.
Can you help a Villages-area business owner who lives near Leesburg?
Yes. A meaningful share of western Lake County business flows from The Villages' growth next door, landscapers, home services, medical vendors, golf-cart and hobby retailers. I handle the Florida business side (sales tax, entity setup, books) and the retirement-income side (RMDs, Roth timing, Social Security taxation) that often arrives in the same household.
Do you handle aviation businesses out of Leesburg International Airport?
Yes. The 850-acre Leesburg International Airport hosts a real general-aviation business cluster, flight schools, MRO operators, charter and corporate flight departments, fuel and FBO services. The on-site U.S. Customs office means international general aviation traffic, which brings multi-state and sometimes multi-country revenue questions. I do that work.
Ready for a Leesburg CPA who picks up the phone?
Book a discovery call and we’ll go over where your books stand. If I’m not the right fit, I’ll say so, and point you somewhere better.
Tim
More reading
Curious about costs? Read my complete guide: How Much Does a CPA Cost? with real pricing ranges for bookkeeping, tax preparation, and advisory services.
Behind on your books? See my catch-up bookkeeping guide. Run a trade or contracting business? See bookkeeping & taxes for Florida contractors. Near The Villages? See my page for The Villages.
Timothy LeGendre CPA LLC | Florida CPA License #AC62625 (firm #AD72267) | Mount Dora, FL | (407) 417-1064 | Contact