$4,950,000
 $26,573 est/mo Sourced by Back At You

720d Simonton Street,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

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.

Details

MLS #621632
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2008
Days On Site22
Listing Provided ByTruman & Co. (KW) | The Spottswood Team

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet2,441
PoolYes
Units2
ZoningHNC(1-3) - Hist Nghborhd Comml 1
Acreage0.12
Water FrontNone
Property ViewNo Waterview

Taxes

Property32509

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$4,950,000
low | high
Med:
$1,133,000
100% of Average
sqft:
2,441
low | high
Med:
1,124
100% of Average
$ / sqft:
$2,028
low | high
Med:
$1,008
100% of Average
On site:
22
low | high
Med:
35
62.857142857143% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$4,950,000
low | high
Med:
$1,133,000
100% of Average
sqft:
2,441
low | high
Med:
1,124
100% of Average
$ / sqft:
$2,028
low | high
Med:
$1,008
100% of Average
On site:
22
low | high
Med:
35
62.857142857143% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $3.712M - $6.187M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
813 Thomas Street Property Photo 1
$3,895,000
813 Thomas Street
Key West, FL 33040
Listing Updated: October 16, 2026 at 12:10:18 PM PDT
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