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Land for Sale in Bokeelia, Florida

7535 Caloosa Dr, Bokeelia, FL 33945

$1,500,000
9.5 acres
Active sale
ago
Est $10,617/mo

Set within the historic heart of Pineland, this extraordinary 9.5-acre AG-2 zoned estate offers a rare opportunity to own a true piece of Old Florida heritage. Held within the same family for five generations, the property carries a legacy that stretches back more than a century, blending agricultural utility, historic character, and deep cultural significance into one irreplaceable offering. Surrounded by mature trees and peaceful rural landscapes, the property is currently configured with two established horse paddocks, stables, multiple outbuildings, and expansive usable acreage suited for equestrian, agricultural, recreational, or private estate use. The AG-2 zoning allows for flexibility while preserving the property's timeless country setting. Positioned near the center of the property is a home originally constructed in 1926, now officially 100 years old. The residence remains occupied and functional, offering the next owner the option to restore and preserve a historic Pine Island homeplace or reimagine the property entirely according to their own vision. While the home itself is not considered the primary contributory value of the estate, it adds an unmistakable sense of authenticity and history rarely found in today's market. What truly distinguishes this property is its location within one of the most historically significant areas in Southwest Florida. Located near the ancient Calusa Canal system and just moments from the renowned Pineland archaeological district, the property sits within a landscape once occupied and engineered by the powerful Calusa civilization - one of the most advanced indigenous societies in North America. These hand-built canals connected fisheries, inland waterways, ceremonial sites, and shell mound complexes throughout the region and remain among the most remarkable examples of prehistoric engineering in the United States. Historians recognize Pineland as one of the most important Calusa settlements ever discovered, historically associated with the settlement known as "Tanpa," believed to have contributed to the modern namesake of Tampa. The nearby shell mounds, waterways, and preserved archaeological features stand today as enduring reminders of the area's immense cultural importance. Whether envisioned as a private family compound, equestrian retreat, agricultural homestead, restoration project, or long-term legacy holding, this property offers a combination of acreage, history, and generational significance that is becoming increasingly impossible to find. Properties can be replicated. History cannot.

Location

Street address
7535 Caloosa Dr
Community
Pineland
Elevation
4 feet
Coordinates
26.6633, -82.1498

Directions

From Stringfellow Rd, south on Bokeelia Rd, right on Caloosa, property is on the left.

Property details

Acreage
9.5 acres
Zoning
AG-2
MLS #
FMSW 2026022571
Posted

Property taxes

2025
$6,065

Parcels

  • 07-44-22-00-00005.0000

Legal description

Details and features

Listing

Type
Land

Lot

Features
Acreage, Cleared, Oversized Lot, Pasture, Rural Lot

Exterior

Fencing
Fenced

Structure

Water
Public
Sewer
Septic Tank

Listing history

DateEventPriceChangeSource
May 19, 2026New listing$1,500,000FMSW
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This 9.5-acre property is located at 7535 Caloosa Dr in Bokeelia, FL 33945. The property is available for sale for $1,500,000 with a price per acre of $157,895.

Listed by Sea Glass Gulf Realty, (239) 686-3033

Checked 1 hour agoUpdated Source

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