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$1,165,000
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Property 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.
Full Property Details
Full Property Details for 1401 Simonton St #16
General
- Sold For: $1,165,000
- HOA FEE: $3,013/month
- Taxes: $7,984 (2025)
- Status: Closed
- Type: Condo
- Source: 927
- MLS ID: 618368
- Added to Site: 114 day(s) ago
Interior
- Interior Features: Built-in Cabinets, Drapes/Blinds Incl, Fire Sprinkler, Granite Counter Top, Window Treatments
- Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Bike Paths, Beach, Tennis Court(s)
- Pool: Yes
- Pool Description: Heated, In Ground, Lap
Exterior
- Exterior Features: Lighting, Lanai
- Deck/Patio: Open Porch/Balcony
- Porch/Patio/Deck: Open Porch/Balcony
Parking
- Parking Features: Open, Guest, Off Street
Location
- Area: 01 - Key West
- County: Monroe
- Subdivision: Filer Boyle Sub (1.0)
- Driving Directions: Located on Corner of Simonton and South
Community
- Association: Yes
- Assoc. Fees Include: Bldg Exterior Mnt, Building Insurance, Common Area Mnt
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air
Structural Information
- Architectural Style: Above Flood
- Construction Status: Updated/Remodeled
- Construction: CBS, Concrete
- Square Feet: 958
- Sq. Ft. Source: Property Data Card
- Year Built: 2006
- Property Condition: Updated/Remodeled
Lot Features
- Property View: No Waterview
- Lot Dimensions: x
- Zoning: HCT - Historic Commercial Tourist
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: Yes
- Association Fee: $3,013
- Assoc Fee Freq.: Monthly
- Tax Amount: $7,984.55
- Tax Year: 2025
Disclosures and Reports
- Legal Description: UNIT 16 THE SANTA MARIA RESORT CONDOMINIUM OR2265-357/477 OR2272-1035 OR3126-1342
- Flood Zone: AE
- APN: 00036231-001600
Listed by Suzanne Moore Real Estate, Suzanne M Moore (305) 797-0699
Sold by Keller Williams Key West Compass Realty, Elaine S Coyle
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Price & Sales History for 1401 Simonton St #16
Date
Details
Price
Change
Source
3/31/2026
Sold
$1,165,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1401 Simonton Street #16, Key West, FL 33040 (MLS# 618368) is a Condo property that was sold at $1,165,000 on March 31, 2026. Want to learn more about 1401 Simonton Street #16? Do you have questions about finding other Condo real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

