Tampa Bay · For investors

Real estate investing
in Greater Tampa Bay,
without the guesswork.

Vetted MLS listings, county-by-county licensing analysis, real cash-flow numbers, and dedicated sell-side marketing for investors exiting positions. STR, long-term rental, second home, and fix-and-flip clients welcome.

Or call (813) 845-4522

Florida-licensed Realtor (SL 3640259)
15+ years personal real estate investing
Wall Street + Meta data background
3
STR-friendly counties — Hillsborough, Pasco, parts of Pinellas
No
Florida state income tax — applies to rental income too
9k+
DBPR-licensed STRs across the three Tampa Bay counties
15+
Years investing in Florida — sees the deal-killers before they bite
Pick your path

Where are you in the journey?

Three doors. Tap the one that fits — each opens to focused tools and analysis, not a generic agent pitch.

Who this is for

Investors of all stripes — STR, rental, second home, flip.

The deepest analysis on this site is built around short-term rental viability — that's where the regulatory complexity is and where most investors lose money. But the same eye for numbers and local rules applies to every other investor strategy.

STR investors

Building or growing a short-term rental portfolio

County-specific licensing analysis, DBPR-licensed neighbor counts, projected revenue from comparable Airbnb / Vrbo listings, full financials per property. The site's STR tooling is the deepest of any agent in the market.

Long-term rental investors

Buy-and-hold, single-family or small multi

Tampa Bay's rental market has favorable supply-demand fundamentals through this market cycle. Same vetted listings framework, with eligibility analysis adjusted for rental (lease ordinances rather than STR rules) on request.

Second-home buyers

Personal use plus occasional rental income

The hybrid case where you'll use the property part of the year and rent it the rest. Tax treatment, financing structure, and STR licensing all hinge on the personal-use ratio — worth getting right before you write the offer.

Fix-and-flip investors

Distressed-to-retail or value-add strategies

Less depth on this site — but as a 15-year FL investor with contractor relationships, comp analysis is on the table. Reach out directly with deal specifics and target ARV.

Why Tampa Bay

One of Florida's most investor-friendly markets — for the right strategy.

Year-round demand from beach tourism and business travel, no state income tax on rental income, and county-level rules that — in most jurisdictions — explicitly permit short-term rental rather than ban it.

The Tampa Bay region combines three things that matter for investors: predictable demand from tourism and a growing population base, regulatory frameworks that allow investor-friendly use rather than block it, and Florida's landlord-friendly tax environment — including no state personal income tax on rental income.

The catch is that the rules vary block by block. Hillsborough is broadly STR-friendly with a 7-day operating zone in unincorporated areas. Pasco requires a Conditional Use Permit but is permissive once granted. Pinellas adopted Ordinance 25-15 in March 2025, layering a Certificate of Use program on top of strict city-level rules — St. Petersburg and Treasure Island are functionally off-limits, while Indian Rocks Beach remains an active STR market. Long-term rental rules are far simpler but vary by city for tenant-protection ordinances.

The MLS browser on this site filters every active listing for STR viability against zoning, DBPR licensing, HOA risk, and revenue projections — so you're not starting from a firehose. You're starting from the subset worth your inspection-period attention. Long-term rental and second-home buyers can use the same listings; the analysis just changes which signals matter.

For investors building volume

Lower commissions and buyer rebates available.

Building a portfolio means doing many transactions. As an investor-focused practice, I'm glad to discuss reduced commissions for sellers and rebates for buyers who close on multiple properties. Specifics depend on the deal — happy to get on a call.

Discuss the structure
About

Hi, I'm Santy.

I've been investing in Florida real estate for 15+ years, built mortgage-trading platforms at JP Morgan and Merrill Lynch on the Wall Street side, and led engineering teams at Instagram and Facebook on the Stories and Messenger products. Now I'm a Florida-licensed Realtor at HomeSmart focused on investor clients in Greater Tampa Bay.

What that mix gets you: data-driven decisions, strong negotiation, and marketing strategies that actually reflect how buyers behave online today. What it gets me: the chance to help investors and families make decisions they'll feel good about ten years from now.

Florida lic. SL 3640259 HomeSmart brokerage 15+ yrs investing Tampa · Wesley Chapel · Lutz · Land O'Lakes
Set up a 30-min call
Get in touch

Tell me what you're working on.

I'll get back same day with concrete next steps — listings if you're buying, a valuation strategy if you're selling, or just an honest read on whether Tampa Bay fits your goals.