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7535 Caloosa Drive

Bokeelia, FL 33922
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Acres9.50

Acres(Lot)

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.

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Detail Ic Property Details

Property Type : Land

Price : $1,500,000

AD Id : 78860312

MLS Id : 2026022571

Lot Size : 9.50 Acres(Lot)

County : Lee

Subdivision: Pineland

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Feature Features

  • Lot Information

    Lot Dimensions: 643 x 643 x 643 x 643 Main Square Feet: 9.5 Lot Size Acres: 9.5 Lot Size Source: Appraiser Lot Description: Cleared,OversizedLot,Pasture,Acreage,RuralLot

    Property Information

    Subdivision: PINELAND Source Property Type: Land Zoning Description: AG-2 Property SubType: Acreage Direction Faces: North

  • Listing Price Information

    Listing Price: $1500000
    AllFinancingConsidered, Cash

  • Tax Information

    Parcel Number: 07-44-22-00-00005.0000 Tax Lot: 00 Tax Block: 5 Tax Year: 2025 Annual Tax: $6064.86 Tax Legal Desc: NE 1/4 OF NE 1/4 OF NW 1/4

  • Homeowners Association Information

    Included Fees: None
    Association Amenities: None
    Community Features: None

  • Utility Information

    CableAvailable, ElectricityAvailable, TrashCollection, WaterAvailable, SewerNotAvailable
  • Location Information

    Direction: From Stringfellow Rd, south on Bokeelia Rd, right on Caloosa, property is on the left. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
16150 Porto Bello Street, Bokeelia, FL, 33922 $448,997 -- -- -- 6,000 Sqft(Lot)
5361 Pine Island Road, Bokeelia, FL, 33922 $1,500,000 -- -- -- 4.78 Acres(Lot)
5300 Game Bird Lane, Bokeelia, FL, 33922 $333,000 -- -- -- 6.68 Acres(Lot)
5226 Serenity Cove, Bokeelia, FL, 33922 $490,000 -- -- -- 0.89 Acre(Lot)
5401 Pine Island Road, Bokeelia, FL, 33922 $749,000 -- -- -- 2.31 Acres(Lot)
5250 Martin Cove, Bokeelia, FL, 33922 $215,000 -- -- -- 0.40 Acre(Lot)
5324 Birdsong Lane, Bokeelia, FL, 33922 $89,000 -- -- -- 0.50 Acre(Lot)
5404 Avenue D, Bokeelia, FL, 33922 $39,000 -- -- -- 0.28 Acre(Lot)
5416 Avenue D, Bokeelia, FL, 33922 $35,000 -- -- -- 0.25 Acre(Lot)
5426 Avenue, Bokeelia, FL, 33922 $35,000 -- -- -- 0.24 Acre(Lot)

The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 06/21/2026 @ 00:32

MLS: 2026022571 LISTED BY: Brandon Reitz, Sea Glass Gulf Realty 239-686-3033 SOURCE: FGC

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