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Explore Our Properties
Stock Island marina at sunset, with yachts along the docks beneath bright orange clouds.
Welcome to

Stock Island

Often described as “the Old Key West before tourism,” Stock Island offers a glimpse into the island’s working-class roots and maritime heritage while embracing a new era of art, culture, and culinary innovation.

Welcome to Stock Island

Just across the Cow Key Channel bridge from Key West lies Stock Island—a thriving, eclectic community that blends authentic island grit with a wave of creative renewal. Often described as “the Old Key West before tourism,” Stock Island offers a glimpse into the island’s working-class roots and maritime heritage while embracing a new era of art, culture, and culinary innovation.

Historically, Stock Island earned its name from the livestock—“stock”—that early settlers kept there to supply Key West with food. For generations, it served as the heart of the island’s boating and fishing industry, home to shrimpers, boatbuilders, and craftsmen who helped shape the Keys’ seafaring identity. The island’s working waterfronts, marinas, and boatyards remain vital to this day, preserving the character and charm that once defined all of Key West.
In recent years, Stock Island has experienced a thoughtful transformation. Industrial docks now share space with boutique hotels, waterfront restaurants, art studios, and marinas, giving the area a creative energy that feels both authentic and new. It’s home to popular destinations like Hogfish Bar & Grill, Stock Island Marina Village, and The Perry Hotel, which have become gathering spots for locals and visitors alike.

Residentially, Stock Island offers a mix of older Conch cottages, new developments, and waterfront communities, all with a more laid-back, unpolished character than neighboring Key West.

Today, Stock Island stands as a vibrant, evolving extension of Key West—where salty tradition meets contemporary island living, and where the true spirit of the Keys still hums through the docks and marinas at sunset.
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Featured Properties

Handpicked homes and properties that represent the best of Key West living — luxury, location, and lifestyle.

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    • 4 Beds
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    $2,525,000

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    • 4 Beds
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    $2,199,000

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    • 2 Beds
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    • 4 Beds
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  • Two-story home with white-railed decks overlooking a curved pool, patio, palms, and cacti. For Sale

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    1414 18Th Street, Key West, FL 33040

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  • Two-story corner commercial building with pale yellow siding, a metal roof, and ground-floor storefronts. For Sale

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  • Palm-lined grassy yard with a boat trailer beside a white outbuilding. Active Under Contract

    $825,000

    3705 Eagle Avenue, Key West, FL 33040

  • House partly hidden by mature trees, with a grassy front yard, sidewalk, and gate. For Sale

    $825,000

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  • White two-story gabled home with a covered porch, tropical landscaping, and a white picket fence. For Sale

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  • White storefront at 1206 White Street, with a metal roof, large windows, and a wheelchair ramp. Active Under Contract

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  • 1200 White Street commercial building with a metal roof and wellness storefronts. For Sale

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The Spottswood Team is one of the most accomplished real estate groups in the Florida Keys, guiding buyers and sellers through 1,000+ successful transactions across Key West and beyond. With over $1 billion in closed sales volume, TST continues to set the standard for excellence in island real estate.

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