720D Simonton Street, Key West, FL 33040 (MLS# 621632)

720D Simonton Street, Key West, FL 33040

$4,950,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,441 Lot Size (sq. ft.): 5,220 Status: Active
Current Price: $4,950,000 List Date: 10/14/2026 Last Modified: 10/16/2026

Overview

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 landscapin ...

Listing Details MLS# 621632

Location, Tax & Legal

Street #
720D
Street Name
Simonton
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unlisted (1.0)
Area
02 - Key West

Contract Information

Listing Board
Key West Association
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
2008
Total Units
2
Lot SqFt
5220
Lot Sqft Source
Property Data Card
Living Apx SqFt
2441
SqFt Source
Property Data Card
Total Bedrooms
4
Full Baths
4
Total Baths
4
Rentals Allowed
Yes
Min Rental Days
Yes

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

License Info

# of City License
2
Transient Rntl Licns
Yes

More Information

Building Style

Above Flood
Unknown
# Stories
2 Stories

Vehicle Storage

Car(s)
2

Specialty Rooms

Guest/Servant Qtrs
Legal

Pool Info

Heated
Yes

Financial Status

Bank Owned
No
Potential Short Sale
No

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Off Street Parking Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Pantry; Storage; Walk-in Closet(s); Window Treatments Appliances: Dishwasher; Dryer; Freezer; Microwave; Range; Refrigerator; Washer; Wine Cooler Exterior Features: Detached Guest Qtrs; Lighting; Outdoor Shower; Privacy Wall/Fence; Storage; Water Display Pool Info: In Ground; Concrete Construction: CBS; Combo Construction; Concrete Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional
Listing Office: Truman & Co. (KW)
Last Updated: October - 16 - 2026
Broker Attribution: 3054324848
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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