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  • 1401 Simonton Street 16, Key West, FL 33040 (MLS# 618368)

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

Listing Board: Key West Association Current Price: $1,165,000 Listing Date: 2026-01-28 Sold Price: $1,165,000

Location, Tax & Legal

KW Neighborhood: Old Town-S of Truman Unit #: 16 City: KEY WEST Mile Marker: 1 Marathon Neighborhood: N/A Side: Ocean Flood Zone: AE Alternate Key #: 9087701 Parcel #: 00036231-001600 Zoning: HCT - Historic Commercial Tourist Deed Restrictions: Unknown Legal: UNIT 16 THE SANTA MARIA RESORT CONDOMINIUM OR2265-357/477 OR2272-1035 OR3126-1342 Taxes: 7984.55 Tax Year: 2025 Pub Sewer HkUp: Yes 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 Waterfront: No Control Depth: 0 Lot Size: X Lot SqFt: 0 Pool: Yes Total Units: 0 SqFt Source: Property Data Card Rentals Allowed: Yes Style: Condo Year Built: 2006 Living Apx SqFt: 958 Total Bedrooms: 2 Full Baths: 2 Total Baths: 2

Remarks & Misc

Remarks – Consumer: 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. Directions: Located on Corner of Simonton and South

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

Fee Includes

Bldg Exterior Mnt: 1 Building Insurance: 1 Common Area Mnt: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Cooling

Central Air: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Neighborhood Feature

Beach: 1 Bike Paths: 1 Tennis Courts: 1

Interior Features

Built-in Cabinets: 1 Drapes/Blinds Incl: 1 Fire Sprinkler: 1 Granite Counter Top: 1 Window Treatments: 1

Property Condition

Updated/Remodeled: 1

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 1 Guest Parking: 1 Open Parking: 1 Off Street Parking: 1

Construction

CBS: 1 Concrete: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Furnished: 1

Utilities

FKAA: 1

Porch/Balcony

Open Porch/Balcony: 1

Exterior Features

Lanai: 1 Lighting: 1

Pool Info

In Ground: 1 Lap: 1 Heated: Yes

Pre-Wired

Cable: 1

Status Change Info

Sold Date: 2026-03-31 Sold Price: $1,165,000 Status: Closed

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.

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