Residential

720D Simonton Street, Key West

$4,950,000.00

Bedroom 4 bedrooms
Bathroom 4 baths

  • MLS #: 621632
  • Address: 720D Simonton Street, Key West, FL 33040
  • Date Listed: 10/14/2026
  • Days on Market: 0
  • SQFT: 2441
  • Acres: 0.12
  • Restrictions: Unknown
  • Subdivision: Old Town - Unlisted (1.0)

Location Location

Agent Comments Agent Comments
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.

Amenities Amenities
  • Dishwasher
  • Dryer
  • Freezer
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Wine Cooler

Interior Features Interior Features
  • Cool System: Central Air, Ceiling Fans(s)
  • Floors: Wood, Tile
  • Interior: Walk-in Closet(s), Built-in Cabinets, Drapes/Blinds Incl, Pantry, Storage, Window Treatments

Exterior Features Exterior Features
  • Parking: Off Street
  • Roof: Metal
  • Pool: Yes
  • Exterior: Lighting, Detached Guest Qtrs, Outdoor Shower, Privacy Wall/Fence, Storage, Water Display

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Water/Sewer: FKAA, Municipal Sewer
  • Stories: 2 Stories
  • Year Built: 2008