About PepperTree Group

PepperTree Group is a family-owned, Florida-licensed property management company serving the northern St. Petersburg area. We specialize in long-term residential condo and apartment rentals, with approximately 20 units currently under management — primarily waterfront 1BR/1BA and 2BR/2BA condos in zip codes 33702 and 33716.

Owner Cindy Wingate brings 10+ years of Florida real estate experience as both a licensed agent and property manager. Because PepperTree Group is owner-operated, residents work directly with the person responsible for the property — not a rotating team of leasing agents at a national management company. That means faster maintenance response, more flexibility on tours and applications, and a single point of contact for the entire lease.

We focus exclusively on St. Petersburg and the surrounding area, so our local knowledge runs deep. Whether you're relocating to the Tampa Bay area for work, downsizing into a low-maintenance condo, or just want a well-managed waterfront rental near downtown St. Pete and the beaches, we can help you find the right unit.

Trusted rentals in St. Petersburg, FL

Peppertree Group is a family-run property company serving St. Petersburg, FL. We manage residential and small commercial rentals with hands-on care, rapid maintenance, and resident-focused service. Peppertree Condos will be available for occupancy throughout 2025. Join our waitlist for priority access to newly available units.

20+ rentalsFamily ownedLocal repairs
PepperTree Group logo
Cindy Wingate
Owner · 10+ years real estate agent and property management. LinkedIn

Why Choose PepperTree Group?

Experience the difference of working with a local, family-owned property management company that truly cares about your rental experience.

Family Owned & Operated

Personal attention and care you won't get from large property management companies.

24/7 Maintenance

Quick response times for repairs and maintenance requests. We handle everything locally.

Well-Maintained Properties

All our rentals are regularly inspected and maintained to high standards.

10+ Years Experience

Established St. Petersburg property management with deep local knowledge.

What Our Residents Say

Don't just take our word for it. Here's what our satisfied residents have to say about their experience with Peppertree Group.

Peppertree Group made finding our perfect rental in St. Petersburg so easy. Their team was professional, responsive, and helped us every step of the way. We couldn't be happier with our new home!
Sarah M.
Downtown St. Petersburg
The application process was seamless and the property exceeded our expectations. Great location, well-maintained, and excellent customer service. Highly recommend Peppertree Group!
Michael R.
St. Petersburg
We've been renting with Peppertree Group for over a year now and they've been fantastic landlords. Quick to respond to any issues and the property is exactly as advertised. Five stars!
Jennifer L.
St. Petersburg Beach Area

Looking for a rental?

Browse our currently available units or get in touch for a tour.