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Prog Land Imp Co Diag Properties for Sale in Key West, FL

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Total Listings 3
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$1,800,000
Key West
Prog Land Imp Co Diag - MM: 2.00
3 Bed, 3 Baths, 2,436 SqFt Days Listed: 234
-26.11% ($636,000) 4 Price Changes : Last Change 4 Days Ago
Multi-Units - Contingent - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLER. This is not a property to be missed! Prestigious Johnson Street LEGAL TRIPLEX, just four blocks from beach and the White Street Pier. Live your best life in this wonderful neighborhood. Peaceful and quiet and only 3/4 mile to downtown Duval action. This property sits on an enormous corner double lot, walled in for privacy, it encompasses over 8600 square feet. Parking outside fence for 5+ vehicles (no permit required), plus electric gate with driveway parking AND room for RV. Mature trees, lush grass and flowering shrubs abound. This is a MONEY MAKER with a huge 1 bedroom home downstairs (options to EASILY create an additional bedroom), multiple living areas, Chefs kitchen with gas range, granite counters, SS appliances, breakfast bar, undercabinet lighting, soft close drawers. Enjoy views of the pool from every room. TWO 1-bedroom/1-bath apartments upstairs, approx 550-600 SF each. All units have been renovated and windows & doors are are impact rated. Each unit is separated for privacy and has their own stair access and balcony plus grassy outside areas to enjoy. The crowning jewel of this property is the 16 x 32 foot heated, saltwater pool and spa with waterfalls. It is glorious and one of the largest in town. An expansive side yard sits next to the pool offering plenty of room for outside play, pets and gatherings, perhaps even a pool house, outdoor kitchen & living! Come see for yourself why this home is so spectacular. It doesnt need a thing except you! Rent out all three units or rent out two and keep one for yourself! OR convert to condos and sell 1, 2 or all 3. All units can be rented long term or by the month (3 non trans licenses). EC has first floor at 5.8. Dont miss this one - many options.

$2,999,000
Key West
Prog Land Imp Co Diag - MM: 2.00
9 Bed, 9 Baths, 4,037 SqFt Days Listed: 17
Multi-Units - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed for seclusion and private entertainment. Whether youre looking for a spacious primary residence, an income-producing property, a redevelopment opportunity, or a combination of all three, this is your drawing board.Once home to a beloved local artist, this award-winning property--recognized by the Old Island Restoration Foundation--is a nostalgic tribute to its time period. The current owner has preserved and enhanced its retro artistic flair, creating a truly unique ambiance that transports you back in time.Property Highlights:✅ Three Separate units- Each with its own private access and gated tropical yard✅ Main House (4 BD | 3.5 BA) - An open combo entertainment area overlooks a resort-style outdoor space featuring a stunning collection of mature and rare plant species, creating a lush, tropical sanctuary. At its heart, a luxurious heated pool basks in the sunshine by day and transforms into a glowing oasis by night, illuminated by soft ambient lighting.✅ Second Unit (3 BD | 2 BA) - Exposed beam ceilings, skylights, and a serene outdoor shower.✅ Third Unit (2 BD | 2 BA) - A cozy retreat with an expansive patio space✅ Concrete Block Construction, Impact windows and doors for added security✅ Off-Street Parking & Endless Storage - A rare convenience in Key West✅ Only three blocks from the beach/pier and a short stroll to Old Town. This property is an entertainers dream that must be seen in person to truly understand and appreciate all it has to offer.

$3,000,000
Key West
Prog Land Imp Co Diag - MM: 0.00
4 Bed, 4 Baths, 2,276 SqFt Days Listed: 14
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just moments from the vibrant heart of Key West. As you enter through the winding brick pathways, you are greeted by mature landscaped gardens and multiple outdoor spaces designed for both relaxation and entertaining. The heart of this oasis is a stunning 35-foot heated pool accompanied by a covered pavilion, offering the ideal setting for leisurely afternoons or elegant gatherings. The main residence showcases nearly 2,000 square feet of thoughtfully designed living space, featuring a primary bedroom suite with a glass enclosure sitting area that invites natural light to cascade throughout. Two additional guest bedrooms and a spacious living/dining area open through multiple sets of French doors, seamlessly blending indoor and outdoor living. Adding to the propertys allure is a separate studio guest cottage. This flexibility allows you to enjoy a tropical getaway during your visits while maximizing rental potential from the main house offering the best of both worlds. Ideally situated just a short stroll from pristine beaches, the iconic White Street Pier, and premier tennis and pickleball courts, this estate provides an unmatched opportunity to own a private oasis in one of the most sought-after destinations.

More Info
Most Recent Sales - (1) - Prog Land Imp Co Diag as of 2025-03-09
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
12-18-2023 1501 Georgia $3,275,000 $1,165 $3,350,000 2,810 Single Family 4/4 34
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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 03-09-2025.
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