Southwest Florida Communities

In-depth guides to 30+ gated, golf, lakefront & Gulf-access communities

The Guillette Group covers four Southwest Florida markets (Estero, Bonita Springs, Naples, and Fort Myers) and more than 30 of the gated, golf, lakefront, and Gulf-access communities within them. Use the guides below to understand a community’s market, amenities, schools, and lifestyle before you ever schedule a showing.

We built these guides because choosing the right community in Southwest Florida matters more than choosing the right floor plan. Two homes a mile apart can sit in completely different worlds. One is bundled-golf and family-loud, the next equity-membership and quiet. Knowing the difference is most of the job.

Estero

Central, between Fort Myers and Naples, with strong master-planned and gated communities at relatively attainable luxury pricing. Home to Miromar Lakes, Wildblue, The Place at Corkscrew, Verdana Village, and more. A frequent first landing spot for buyers new to Southwest Florida.

9 Neighborhoods

$499K to $10M+

Bonita Springs

Closer to the Gulf, blending beach access with golf-community living. Home to Bonita Bay, Pelican Landing, Barefoot Beach, and the communities of The Brooks: Shadow Wood and Copperleaf.

7 Neighborhoods

$650K to $2.6M+

Fort Myers

A wide price range, with luxury concentrated in lakefront and riverfront communities like Wildblue, Esplanade Lake Club, and the yacht-and-golf living of Gulf Harbour.

4 Neighborhoods

Lakefront & River

Naples

The region’s luxury anchor, with the deepest high-end and Gulf-front inventory in Southwest Florida. North Naples gated golf at Mediterra, Talis Park, and Quail West through the waterfront estates of Port Royal.

8 Neighborhoods

$800K to $271M

How to Use These Guides

Community Guides Built for Real Decisions

Each community page includes current market data, the amenities that define daily life there, the schools that serve it, named local landmarks, and answers to the questions buyers ask most. If you are relocating from out of state, pair these with our relocation guide , which covers taxes, seasons, and the financial picture.

When you are ready to compare communities head to head, or just want to see current listings, reach out. We will tell you what the brochures will not.

Quick Market Reference

Estero avg. home value

~$1.18M

Bonita Springs median list

~$650K

Fort Myers city median

~$350K to $465K

Naples luxury median list

~$1.4M

As of Q2 2026 · Ask us for community-specific data

Not Sure Which Community Fits?

We compare communities for clients every week. Call, text, or email and tell us your priorities. We will match you to the right neighborhood.