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1401 Simonton Street 16, Key West, FL 33040
$1,165,000
Property Type:
Residential
Bedrooms:
2
Baths:
2
Square Footage:
958
Status:
Closed
Current Price:
$1,165,000
List Date:
1/29/2026
Last Modified:
3/31/2026
Description
Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use.
Located just one block from world-famous Duval Street, the resort blends a prime Old Town location with a private, resort-style atmosphere. Owners and guests enjoy walkability to dining and shopping while returning home to a quiet luxury setting.
This residence is one of the few desirable single-level, pool-facing units in the complex. The layout features spacious living and dining areas, a well-equipped kitchen, and two comfortable bedroom suites..
Built in 2006 and consistently recognized as one of the island's premier resorts, the property offers amenities including off-street parking, 24-hour fitness center, and concierge services.
Comprehensive interior renovations to the units, along with upgrades to the pool and gym, are planned for completion in 2027. The current owner has paid nearly the entire special assessment related to these improvements.
Buyers may choose their own management company or negotiate with the existing on-site operator. All reservations within 180 days of closing must be honored. The property is being sold fully furnished and with future bookings in place, providing a seamless transition and immediate income continuity.
Whether you are seeking a high-performing investment, a second home, or a hybrid ownership model, this residence delivers income potential in one of the most supply-constrained markets in the country.
Own a piece of Key West that works for you — financially and personally.
More Information MLS# 618368
Contract Information
Current Price: $1,165,000
Listing Date: 2026-01-28
Listing Board: Key West Association
Sold Price: $1,165,000
Location Tax Legal
Street #: 1401
Street Name: Simonton
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Filer Boyle Sub (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Condo/Townhouse
Style: Condo
Waterfront: No
Pool: Yes
Year Built: 2006
Lot Size: X
Living Apx SqFt: 958
SqFt Source: Property Data Card
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Rentals Allowed: Yes
Status Change Info
Sold Date: 2026-03-31
Sold Price: $1,165,000
Status: Closed
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 3013.4
Assoc/Mnt Fee Per: Monthly
License Info
Transient Rntl Licns: Yes
Building Style
Above Flood: Yes
Vehicle Storage
Car(s): 1
Pool Info
Heated: Yes
Property Features
Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Vehicle Storage: Guest Parking; Off Street Parking; Open Parking
Furnished: Furnished
Cooling: Central Air
Utilities: FKAA
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Fire Sprinkler; Granite Counter Top; Window Treatments
Pre-Wired: Cable
Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Lanai; Lighting
Pool Info: In Ground; Lap
Construction: CBS; Concrete
Neighborhood Feature: Beach; Bike Paths; Tennis Courts
Land Size: Less Than 1/4 Acre
Listing Office: Suzanne Moore Real Estate
Last Updated: March - 31 - 2026
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.
