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720D Simonton Street
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Property Description

KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE COMPOUND | Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. | THE SANCTUARY | High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. | THE OPPORTUNITY | Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. | THE LOCATION | Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. This is investment-grade real estate with soul, where architectural distinction drives premium rates and occupancy.

Overview

Property Status
For Sale
Lot Size
5,220 Sq.Ft.
MLS ID
618363
Property Type
Residential
Year Built
2008

Features & Amenities

Total Area
2,441 Sq.Ft.
Neighborhood
Key West
Water Frontage
None
View Description
No Waterview
Stories
2
Utilites
FKAA, Buyer to Verify, Municipal Sewer
Pool
In Ground, Concrete
Roof
Metal Roof
Parking
Off Street Parking
Air Conditioning
Central Air, Ceiling Fans(s)
Appliances
Washer, Wine Cooler, Freezer, Microwave, Range, Refrigerator, Dishwasher, Dryer
Other Interior Features
Drapes/Blinds Incl, Window Treatments, Walk-in Closet(s), Storage, Built-in Cabinets, Pantry, Glass Doors, Aluminum Windows, Sliding Glass Doors
HOA Amenities
None
Security Features
Electric Gate
Other Exterior Features
Detached Guest Qtrs, Water Display, Storage, Privacy Wall/Fence, Outdoor Shower, Lighting
Sales Price
$4,990,000
Real Estate Tax
$31,381/yr
Zoning
HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med

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720D Simonton Street

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720D Simonton Street
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