A CPA for Longwood small business.
Tax preparation, monthly bookkeeping, and year-round planning for Longwood contractors, healthcare professionals, and long-time families. Mount Dora–based, 30 minutes north via I-4. Florida-licensed CPA. One person, direct line.
Longwood at a glance
The Boston-named, Senator-tree city, a quiet engine of trades and care.
Longwood sits in Seminole County between Altamonte Springs and Lake Mary, founded 1876 by Boston-raised E.W. Henck and named after a Boston suburb. Population 15,087 (2020) inside city limits, but daytime population tops 21,000. Niche grade A overall, A-rated public schools, the Lyman High School engineering program, and one of Florida’s safest small cities. A National Register Historic District sits walkable from the SunRail station inside Heritage Village TOD. I also serve clients in Sanford.
15,087
Residents (2020)
1876
Founded
21K+
Daytime Pop
Niche A
Overall Grade
Accounting services
For the contractor on SR 434, the nurse practitioner near South Seminole, and the family that’s been here forty years.
Whether you run a roofing or electrical crew out of the Florida Central Commerce Park, a healthcare practice near South Seminole Hospital, or a household that’s built a long-term plan worth defending, here’s what I do.
Monthly bookkeeping
Real-time books. No shoebox.
Secure portal, bank integrations, job-cost-aware chart of accounts where it matters, and clean books reviewed by a CPA, not a bookkeeping mill. 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 contractor filings welcome.
Tax planning
Retirement, estate, and entity strategy.
S-Corp election analysis for the trades, retirement plan design, RMDs, Roth conversion windows, IRMAA-aware Medicare planning, and household-level estate-and-gifting strategy. I also work with retirees in The Villages.
The short answer
I’m a one-person CPA firm serving Longwood and Seminole County from my Mount Dora office, 30 minutes north via I-4. Lake Mary and Altamonte Springs clients are on the same route. I keep the books and prepare the return myself, and every client gets a secure portal with real-time dashboards and automatic bank sync. Each engagement is built around the work and scoped on a discovery call. Longwood is a quiet engine, trades, healthcare, long-time families. I work with all three.
Why local matters
Four things a Longwood business has to get right.
Building Trades & Services
A daytime city of contractors and crews.
Longwood imports workers, daytime population 21,000+ against a resident population of 17,000. Collis Roofing, Comprehensive Energy Services, S.I. Goldman, D&B Building Services, Kustom restoration, and the Florida Central Commerce Park anchor a trades-and-services economy. Contractor accounting has its own rules: job costing, retainage, materials tax, and S-Corp owner comp. I know them.
South Seminole Hospital
Healthcare professionals who need a real planner.
Orlando Health's South Seminole Hospital is Longwood's largest employer. Around it: physicians, nurse practitioners, allied-health specialists, therapy practices, and home-care operators. Equity comp at the hospital level, side-business S-Corp structuring for moonlighters, retirement plan design, and the dual-income tax planning that healthcare households actually need.
Long-Time Families
Built for households with real continuity.
46% of Longwood households are married couples, well above the regional average, and 21% of residents are 65 or older. That mix calls for retirement-income sequencing, RMDs, Roth conversion strategy, IRMAA-aware Medicare planning, and estate-and-gifting work that protects what was built. Not a once-a-year filing run.
SunRail-Connected, Boston-Named
A small city with an unusual story.
Founded 1876 by E.W. Henck, who named it after a Boston suburb. Russian railroader Peter Demens ran the city's biggest 1880s industry and went on to co-found St. Petersburg, Florida. The Senator, the world's oldest bald cypress, stood here for 3,500 years. Today: SunRail station inside the Heritage Village TOD, a National Register Historic District, and Lyman High in the top 1.9% nationally. A small city built on continuity.
Rooted in Longwood
A small city with an outsized story.
Boston namesake
Founded 1876 by Bostonian E.W. Henck, who named the town after a suburb he had helped lay out as a young engineer. Henck served in the Lincoln honor guard accompanying the President’s body to Illinois.
The Russian railroader
Peter Demens, a Russian expatriate, ran Longwood’s sash-and-door factory in 1884, the city’s biggest industry, before completing the railroad to a new town his partner named in honor of his Russian hometown: St. Petersburg.
SunRail Heritage Village
The Longwood SunRail station sits inside the Heritage Village TOD, a National Register Historic District, walkable to the 1886 Longwood Hotel, the Bradlee-McIntyre House, Christ Episcopal Church, and Reiter Park.
What makes me different
Most Seminole 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 Longwood 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 quote your job on the phone, or explore the core services below.
Every engagement
Custom-built
scoped on your discovery call
Bookkeeping in Longwood
Looking for a Longwood bookkeeper? You already are.
Most Longwood 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. Scoped on a discovery call. See the full bookkeeping service →
“One of my biggest fears of growth was making sure that taxes were done properly. He took the fear away and gave reassurance — I'm full throttle to the top knowing that I have this man on our side.”
Andrew Selley, Google Review
Questions I hear in Longwood
Frequently asked questions.
How much does a bookkeeper in Longwood cost?
As of 2026, Longwood contractors usually see bookkeeper quotes of $200–$500 a month, and then a springtime CPA bill of $800 or more to make the job costing filable. I fold both into one engagement: the CPA keeps the job costing filable all year, so the spring bill never comes. Scoped on a discovery call.
Do you offer bookkeeping services near Longwood?
Yes. Longwood is about half an hour from me down I-4. Contractors send job docs through the portal from the truck; I keep the books current and drive down when an in-person review is worth it.
What's the difference between a bookkeeper and a CPA in Longwood?
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. For the trades, a bookkeeper tracks the job costs; the CPA decides how the S-Corp, the payroll, and the equipment write-offs fit together. With me those are the same person, Florida license #AC62625.
Do you have an office in Longwood?
Mount Dora, about 30 minutes up I-4 from Longwood. The portal moves the paperwork; I move when a job-site walk or a sit-down conversation calls for it.
How much does a CPA cost in Longwood?
I scope each engagement individually. A three-crew roofing operation with retainage is not a single-owner consultancy, and the engagement should reflect the work. Book a discovery call at timcpa.com/contact and I'll walk you through what the engagement would look like.
Do you work with Longwood building-trades and home-services contractors?
Yes. Longwood's daytime population (21,000+) is anchored by building-trades shops, roofing, electrical, mechanical, energy services, restoration. That means job-cost accounting, materials sales-tax, multi-state contractor compliance, and the kind of S-Corp structuring that protects payroll-tax dollars when net income clears the threshold. I do that work directly.
Can you do job-cost bookkeeping by project for a Longwood contractor?
Yes, that is exactly what my platform was built to handle. Each job carries its own revenue, materials, sub, and labor buckets, so you see margin per project instead of one lump P&L. It also makes the year-end conversation fast, Section 179 on equipment, S-Corp reasonable comp, retainage timing, because the numbers are already sorted.
My household has been here a long time, can you help with retirement and estate planning?
Yes. Longwood skews older (median age 42.5; over 21% are 65+) and married-couple households are 46%, well above the regional average. That means RMDs, Roth conversion windows, Social Security taxation, IRMAA brackets, and coordinating retirement-account withdrawals with taxable brokerage and home equity. I plan those moves with you, not just file the return.
Ready for a Longwood CPA who picks up the phone?
Book a discovery call and we’ll walk the numbers. If I’m not the right fit, I’ll say so, and point you somewhere better.
Tim
More reading
Curious about S-Corp savings for the trades? Read my complete guide: Florida S-Corp Election Guide with a real $150K example, the $60K breakeven, and the Form 2553 filing process.
Behind on your books? See my catch-up bookkeeping guide. Run a trade or contracting business? See bookkeeping & taxes for Florida contractors.
Timothy LeGendre CPA LLC | Florida CPA License #AC62625 (firm #AD72267) | Mount Dora, FL | (407) 417-1064 | Contact