Aerial view of 7535 Caloosa Drive, a 9.5-acre land estate in Pineland on Pine Island, Florida, with palm clusters around the original 1926 homestead and Pine Island Sound visible on the horizon

Pineland, Pine Island · For Sale

History Cannot Be Replicated.

7535 Caloosa Drive, Bokeelia, Florida

$1,500,000

9.5 Acres
AG-2 Zoning
1926 Homestead

At A Glance

Nine and a half acres in the historic heart of Pineland.

AG-2 zoning. Two established horse paddocks, stables, and multiple outbuildings. Held by the same family for five generations, with a 1926 homestead still standing near the center of the parcel. A rare piece of Old Florida heritage, offered as a single legacy holding.

9.5 ac Acreage
1926 Homestead Year
AG-2 Zoning
5 Generations Held
21 Days On Market
Active Listing Status
Property Type Unimproved Land
Use Equestrian / Agricultural
Outbuildings Stables & Multiple
Community Pineland / Pine Island

Walk The Parcel

Nine and a half acres is a different conversation in person. Aerials do not carry the smell of the pasture or the sound of the canopy.

Schedule a Private Walk-Through

“Properties can be replicated. History cannot.”

The Estate

A century of one family. A millennium of one place.

This is a 9.5-acre estate set within the historic heart of Pineland, on Pine Island, in Southwest Florida. The parcel has been held within a single family for five generations, a span that reaches back more than a century and ties the land to a continuity rarely found in today's market.

The AG-2 zoning gives the next owner real flexibility. The acreage is already configured for working use, with two established horse paddocks, stables, multiple outbuildings, and expansive usable open ground. The setting suits equestrian, agricultural, recreational, or private estate use, and preserves the timeless country character of the area.

Positioned near the center of the parcel is a residence originally constructed in 1926 and now officially one hundred years old. The home remains occupied and functional. The next owner may choose to restore and preserve a piece of Pine Island's earliest building stock, or reimagine the property entirely. The structure is not the primary contributory value of the estate, but its presence supplies a sense of authenticity that cannot be recreated.

What truly distinguishes the offering is its location. The parcel sits adjacent to the ancient Calusa Canal system and within sight of the Pineland archaeological district, a landscape once engineered by the Calusa civilization, among the most advanced indigenous societies in North America. Hand-built canals, shell mound complexes, and a settlement historians associate with the name Tanpa lie within walking range. The land carries weight that price alone does not capture.

The Land

Nine and a Half Acres

Cleared paddocks, mature canopy, working stables. The parcel is set up for equestrian or agricultural use and zoned AG-2 for flexibility.

The Heritage

Five Generations

The same family has held this land for more than a century. The 1926 homestead at the center of the property is officially one hundred years old.

The District

Calusa Adjacency

Steps from the prehistoric Calusa Canal and the Pineland archaeological district, one of the most significant Calusa settlements ever recorded.

The Details

What makes it irreplaceable.

01

9.5 Acres of Cleared Pasture

Two established horse paddocks, stables, and multiple outbuildings. Usable acreage suited for equestrian, agricultural, recreational, or private estate use.

02

AG-2 Zoning Flexibility

Agricultural zoning permits the broadest range of working uses while preserving the country setting that gives the parcel its character.

03

A 1926 Homeplace

A century-old residence near the center of the property. Occupied and functional. Restore it, or reimagine the parcel around it.

04

Five Generations of Continuity

Held by one family since the early twentieth century. A continuity of ownership that does not arrive on the market often, on Pine Island or anywhere else.

05

Calusa Archaeological Adjacency

Within walking range of the Pineland archaeological district and the prehistoric Calusa Canal system, among the most important indigenous engineering works in North America.

Estimate Your Payment

A private estimate, running quietly.

Adjust the numbers below to see an estimated monthly principal and interest payment on 7535 Caloosa. Land purchases often carry stricter terms than residential financing. This is a starting point for the conversation, not a quote.

Down Payment 30%
Interest Rate 7.5%
Loan Term

Estimated Monthly Payment

$7,340

Principal and interest only. Land taxes, surveys, and any improvement costs are separate. Based on a list price of $1,500,000.

The District

Pineland, as it has always lived.

Pineland is a small, quiet village on the western shore of Pine Island, set between mangrove fringe and the working interior of the island. The Randell Research Center and the Pineland archaeological site preserve one of the most important Calusa settlements ever documented. Visitors walk the same shell mounds and canal traces that supplied an indigenous society of fishermen, traders, and engineers for more than a thousand years.

A short drive south brings the marinas, restaurants, and old-Florida charm of Bokeelia and St. James City. The pace stays slow. The history stays in view.

Adjacent to the Pineland archaeological district and the prehistoric Calusa Canal

Private Walk-Through

Walk 7535 Caloosa.

Share your details and we will be in touch within 24 hours to arrange a private walk of the paddocks, the homeplace, and the Calusa-adjacent grounds. Bring your boots.

The Listing Agent

Listed by Brandon

Walks of this property are scheduled by appointment. The land has been in one family for five generations, and visits are handled personally, not in a queue.

Reach out with a window that works for you, and we will arrange a time to walk the paddocks, the homeplace, and the canopy at a pace that lets the property speak for itself.

Schedule a Private Walk-Through
Schedule a Walk-Through