KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While

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Home For Sale

720D Simonton Street

Key West, Florida 33040

Monroe County Water View: Yes

Community: Old Town - Unlisted (1)

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$4,990,000 4 br, 4.0 bath 2441 sq. ft. 0.000 acres

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.

Interior:
  • Bedrooms: 4
  • Baths: 4.0
  • Sq Ft: 2441
  • Year Built: 2008
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: 
Exterior:
  • Lot Size: 0.000 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Concrete
  • Roof: Metal
  • Property Taxes: $31,381
  • MLS #: 618363
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Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: The Spottswood Team, Truman & Co. Real Estate Services, 305-432-4848, 305-292-2244 Listing Site, Listing Status: Active
Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7200203
Viewed 12 times.
Updated: Feb 05, 2026

This property is a Home located at 720D Simonton Street, Key West, Florida 33040, and is currently For Sale at $4,990,000. This Home has 4 bedrooms, 4.0 baths, 2441 sq ft.