720D Simonton Street, Key West, FL 33040
Local realty services provided by:CENTURY 21 Circle
Listed by: the spottswood team, terri spottswood
Office: truman & co. (kw)
MLS#:618363
Source:FL_FKBOR
Price summary
- Price:$4,990,000
- Price per sq. ft.:$2,044.24
About this home
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....
Contact an agent
Home facts
- Year built:2008
- Subdivision & Development:Old Town - Unlisted (1.0)
- Listing ID #:618363
- Added:183 day(s) ago
- Updated:May 09, 2026 at 02:50 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Kitchen Description:Built-in Cabinets, Pantry
- Living area:2,441 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
Structure and exterior
- Year built:2008
- Building area:2,441 sq. ft.
- Lot area:0.12 Acres
- Construction Materials:Combo Construction, Concrete
- Exterior Features:Lighting, Outdoor Shower, Privacy Wall/Fence, Storage, Water Display
Finances and disclosures
- Price:$4,990,000
- Price per sq. ft.:$2,044.24
- Tax amount:$31,381
Features and amenities
- Amenities:Built-in Cabinets, Drapes Included, Pantry, Storage, Window Treatments
Parking
- Parking description:Off Street
New listings near 720D Simonton Street
- Open Sat, 11am to 2pmNew
$1,100,000Active3 beds 3 baths920 sq. ft.1017 Thomas Street, Key West, FL 33040
MLS# 620779Listed by: BRENDA DONNELLY REAL ESTATE LLC - New
$2,499,000Active2 beds 3 baths2,124 sq. ft.Address Withheld By Seller, Key West, FL 33040
MLS# A12061218Listed by: COLDWELL BANKER SCHMITT REAL E - New
$12,500,000Active6 beds 7 baths3,635 sq. ft.32 Sunset Key Drive, Key West, FL 33040
MLS# 620770Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$3,180,000Active3 beds 3 baths1,373 sq. ft.1019 Whitehead Street, Key West, FL 33040
MLS# 620747Listed by: REAL ESTATE MANAGEMENT OF KEY WEST, LLC - New
$4,499,999Active3 beds 3 baths2,309 sq. ft.1500 Atlantic Boulevard #308, Key West, FL 33040
MLS# 620745Listed by: PREFERRED PROPERTIES (KW) - New
$599,000Active3 beds 2 baths1,136 sq. ft.3326 Eagle Avenue, Key West, FL 33040
MLS# 620741Listed by: COLDWELL BANKER SCHMITT RE CO. - New
$499,000Active2 beds 2 baths806 sq. ft.3930 S Roosevelt Boulevard #W314, Key West, FL 33040
MLS# 620689Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$1,599,000Active0.17 Acres1513 Seminary Street, Key West, FL 33040
MLS# 620732Listed by: MEYER AND BOUMERHI REALTY LLC - New
$599,000Active1 beds 1 baths640 sq. ft.816 South Street #4, Key West, FL 33040
MLS# 620722Listed by: TRUMAN & CO. (KW) - New
$1,299,000Active7 beds 4 baths2,699 sq. ft.1614 Dennis Street, Key West, FL 33040
MLS# 620718Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY