720D Simonton Street, Key West, FL 33040

LATEST
bedrooms 4
bathrooms 4
|House
NZD $8,738,943
USD $4,950,000
Published on: 15 Oct 2026
Last updated on: 15 Oct 2026
720D Simonton Street, Key West, FL 33040
720D Simonton Street, Key West, FL 33040
720D Simonton Street, Key West, FL 33040
+49
720D Simonton Street, Key West, FL 33040
  • 49
Property ID: 110120555550
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Residential, Key West, FL

720D Simonton Street, Key West, FL 33040
DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY 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.

Property Details

Basic Info

Property Type
House
Listing Status
Active
Land Size
484.81 m2
Building Size
226.78 m2
Year Built
2008
Rooms
4 bedroom(s), 4 bathroom(s)
County
Monroe
Provider
Key West Association of Realtors
Subdivision
Old Town - Unlisted (1.0)
Brokerage Office Name
Truman & Co. Real Estate Services
Brokerage Office Phone
(305) 292-2244
Neighbourhoods
Old Town - Unlisted (1.0)
Address
720D Simonton Street, Key West, FL 33040

Tax History

YearTax amount
2025USD $32510NZD $57,395*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
The Spottswood Team
Truman & Co. (KW)
1205 Truman Avenue , Key West, FL 33040
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The Spottswood Team
1205 Truman Avenue , Key West, FL 33040
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      Property ID: 110120555550

      Original Property ID: 3yd-KWARFL-621632
      Data provided by Key West Association of Realtors, MLS #: 621632
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      Copyright © 2026 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.