720d Simonton Street, KEY WEST, FL

$4,990,000

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4

Beds

4

Baths

2,441

Square feet

About 720d Simonton Street

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.

Features of 720d Simonton Street

MLS® # 618363
Price $4,990,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,441
Year Built 2008
Type Residential
Sub-Type Single Family
Status Active

Community Information

Address 720d Simonton Street
Area 02 - Key West
Subdivision Old Town - Unlisted (1.0)
City KEY WEST
County Monroe
State FL
Zip Code 33040

Amenities

Utilities FKAA, Buyer to Verify, Municipal Sewer
Parking Spaces 2
Parking Off Street Parking
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground, Concrete

Interior

Interior Features Drapes/Blinds Incl, Window Treatments, Walk-in Closet(s), Storage, Built-in Cabinets, Pantry
Appliances Washer, Wine Cooler, Freezer, Microwave, Range, Refrigerator, Dishwasher, Dryer
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Stories 2 Stories

Exterior

Exterior Features Detached Guest Qtrs, Water Display, Storage, Privacy Wall/Fence, Outdoor Shower, Lighting
Lot Description Less Than 1/4 Acre
Windows Glass Doors, Aluminum Windows, Sliding Glass Doors
Roof Metal Roof
Construction CBS, Combo Construction, Concrete

Additional Information

Date Listed January 28th, 2026
Days on Market 54
Zoning HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Short Sale No
RE / Bank Owned No
HOA Fees 0.00

Listing Details

AgentThe Spottswood Team
OfficeTruman & Co. (KW)

Listing Map

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