📌 Prime Florida Keys Investment Opportunities
Looking to expand your portfolio in paradise? These hand-selected Florida Keys investment properties offer a mix of income-producing potential, long-term value, and tropical appeal. From protected boat slips to turnkey Old Town rentals, these listings won’t last long.
🌊 35 Sombrero Blvd – Sombrero Marina, Boot Key Harbor
Price: $1,230,000
Agent: Corky Irick | 305-923-1744
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Highlights:
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Six liveaboard-approved slips in a protected harbor
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Slip sizes up to 22’ W x 58’ L with deeded parking
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Marina amenities + deep-water access for vessels up to 85’
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Income-producing potential in the heart of Marathon
🏡 515 Amelia Street – Casa Grande, Key West
Price: $4,999,000
Agents: Jenny Perry 305-747-0369 | Angela McChesney 305-395-2540
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Highlights:
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5BD/5.5BA TRANSIENT-licensed home with strong rental history
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One block from Duval Street
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Private pool, guest suite with kitchenette, and parking for two
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Ideal for luxury rental or personal retreat
🌴 728 Love Lane – Old Town Retreat
Price: $3,295,000
Agents: Cory Held, Jeffrey Grosky, Rikki Shea | 305-294-3040
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Highlights:
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3BD/3BA with high-end finishes and cathedral ceilings
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Chef’s kitchen, loft space, indoor-outdoor flow
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Pool, lanai, alfresco kitchen, rare bricked driveway
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Turnkey luxury in a coveted Key West lane
🏠 1312 Catherine Street – Duplex in Old Town
Price: $980,000
Agent: Laurie McChesney | 305-923-6639
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Highlights:
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Two 1BD/1BA units, each with private entrances and outdoor spaces
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Historic charm with Dade Pine walls and high ceilings
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Washer/dryer in each unit, off-street parking
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Great opportunity to live in one unit and rent the other
🌞 2109 Seidenberg Avenue – Home + Guest Cottage
Price: $1,495,000
Agents: Mike & Elise Irwin | 305-509-2149
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Highlights:
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Updated residence with separate guest cottage
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New 2024 roof, impact windows, hardwood floors
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Detached garage, fully furnished
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Ideal for extended families or hosting guests
🌺 318 Margaret Street – Historic Seaport Cottage
Price: $1,590,000
Agents: Phil Lavoie 317-292-4423 | Jose Wenzel 305-395-1381
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Highlights:
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1930s Conch-style cottage with modern updates
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Heated pool, waterfall, outdoor shower
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Lush landscaping, generator, air-cooled shed
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Located in one of Key West’s most charming historic districts
Interested in one of these Florida Keys investment properties?
Visit PreferredPropertiesKeyWest.com to learn more or reach out to one of our experienced agents today.
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