19 Sunset Key Drive, Sunset Key, FL 33040
$23,900,000
Property Type:
Residential
Bedrooms:
4
Baths:
6
Square Footage:
6,532
Lot Size (sq. ft.):
29,490
Status:
Contingent/Show
Current Price:
$23,900,000
List Date:
2/03/2026
Last Modified:
2/25/2026
Description
A truly one-of-one legacy estate set on Sunset Key, one of the most coveted and private islands in the Florida Keys. Just minutes by boat from Key West, this extraordinary waterfront residence offers unmatched privacy, scale, and architectural distinction.
Positioned on nearly an acre and the largest homesite on the island, this classically inspired estate was designed by a renowned Naples-based architect in a modified Bermuda style. Timeless in design and rich in detail, the home reflects exceptional craftsmanship throughout.
The main residence features soaring ceilings with intricate custom moldings, marble and hardwood floors, and a magnificent great room with expansive glass doors opening to a wraparound lanai, creating seamless indoor-outdoor living with sweeping sunset and open-water views. The home offers three bedrooms, three full baths, and two half baths, complemented by a detached one-bedroom, one-bath guest house.
Designed for both grand entertaining and everyday living, the estate flows effortlessly between interior and exterior spaces. Highlights include a grand entertainer's kitchen with oversized island seating and bespoke cabinetry, a custom wet bar with glass-front cabinetry and stone counters, multiple indoor sitting and lounge areas, a garage and a gated entry with circular brick drive.
Outdoor living is elevated by expansive covered verandas, sun terraces, and a resort-style pool and spa adorned with custom mosaic artwork, an unforgettable setting for incredible sunsets, intimate gatherings, or live music under the stars. From nearly every vantage point, enjoy ever-changing water views with passing cruise ships, yachts, fishing boats, and frequent dolphin sightings.
Sunset Key residents enjoy private beaches, a fitness center, spa, tennis courts, the acclaimed Latitudes restaurant, and a full suite of resort-style amenities.
A rare opportunity to own one of the most distinctive properties ever offered in the Florida Keys.
More Information MLS# 618455
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $23,900,000
Listing Date: 2026-02-03
List Price: $23,900,000
Location, Tax & Legal
KW Neighborhood: Sunset Key
City: KEY WEST
Off Shore Island: Yes
Mile Marker: 0
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE,AO,0.2 PCT ANNUAL
Alternate Key #: 8885237
Parcel #: 00000200-000519
Zoning: SF - Single Family
Deed Restrictions: Unknown
Legal: KW PARCEL OF FILLED LAND LYING W'LY OF THE ISLAND OF KEY WEST (LOT 19 & PT LOT 18 SUNSET ISLAND) .677 AC OR1302-2195/22
Taxes: 42777.3
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 19
Street Name: Sunset Key
Street Suffix: Drive
Key/Island: Sunset Key
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 0
Lot SqFt: 29490
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 0
Acres: 0.68
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 2000
Living Apx SqFt: 6532
Total Bedrooms: 4
Full Baths: 4
Half Baths: 2
Total Baths: 6
Remarks & Misc
Remarks – Consumer: A truly one-of-one legacy estate set on Sunset Key, one of the most coveted and private islands in the Florida Keys. Just minutes by boat from Key West, this extraordinary waterfront residence offers unmatched privacy, scale, and architectural distinction.
Positioned on nearly an acre and the largest homesite on the island, this classically inspired estate was designed by a renowned Naples-based architect in a modified Bermuda style. Timeless in design and rich in detail, the home reflects exceptional craftsmanship throughout.
The main residence features soaring ceilings with intricate custom moldings, marble and hardwood floors, and a magnificent great room with expansive glass doors opening to a wraparound lanai, creating seamless indoor-outdoor living with sweeping sunset and open-water views. The home offers three bedrooms, three full baths, and two half baths, complemented by a detached one-bedroom, one-bath guest house.
Designed for both grand entertaining and everyday living, the estate flows effortlessly between interior and exterior spaces. Highlights include a grand entertainer's kitchen with oversized island seating and bespoke cabinetry, a custom wet bar with glass-front cabinetry and stone counters, multiple indoor sitting and lounge areas, a garage and a gated entry with circular brick drive.
Outdoor living is elevated by expansive covered verandas, sun terraces, and a resort-style pool and spa adorned with custom mosaic artwork, an unforgettable setting for incredible sunsets, intimate gatherings, or live music under the stars. From nearly every vantage point, enjoy ever-changing water views with passing cruise ships, yachts, fishing boats, and frequent dolphin sightings.
Sunset Key residents enjoy private beaches, a fitness center, spa, tennis courts, the acclaimed Latitudes restaurant, and a full suite of resort-style amenities.
A rare opportunity to own one of the most distinctive properties ever offered in the Florida Keys.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 14737
Assoc/Mnt Fee Per: Quarterly
Fee Includes
Common Area Mnt: 1
Other: 1
Dockage
Dock Privileges: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
More Appliances: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Waterfront
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Open Water View: 1
Floor
Marble: 1
Wood: 1
Neighborhood Feature
Beach: 1
Community Pool: 1
Spa: 1
Tennis Courts: 1
Other Area Features: 1
Interior Features
Bar: 1
Fireplace(s): 1
Pantry: 1
Storage: 1
Walk-in Closet(s): 1
Wet Bar: 1
Whirlpool Bath Tub: 1
Other: 1
Specialty Rooms
Gym: 1
Laundry Room: 1
Other: 1
Building Style
Above Flood: Unknown
Vehicle Storage
Garage: 1
Security
Electric Gate: 1
Other: 1
Construction
Concrete: 1
Land Size
1/2 - Less Than 1 AC: 1
Utilities
Cable Available: 1
FKAA: 1
Municipal Sewer: 1
Whole House Generatr: 1
Exterior Features
Bar: 1
Detached Guest Qtrs: 1
Lanai: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Storage: 1
Pool Info
In Ground: 1
Heated: Yes
Roof
Metal Roof: 1
Status Change Info
Contingent: Contingent/Show
Status: Contingent/Show
Property Features
Fee Includes: Common Area Mnt; Other
Tax Exemptions: Homestead
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Dockage: Dock Privileges
Vehicle Storage: Garage
Utilities: Cable Available; FKAA; Municipal Sewer; Whole House Generatr
Interior Features: Bar; Fireplace(s); Pantry; Storage; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub; Other
Specialty Rooms: Gym; Laundry Room; Other
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Bar; Detached Guest Qtrs; Lanai; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Storage
Pool Info: In Ground
Construction: Concrete
Floor: Marble; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Community Pool; Spa; Tennis Courts; Other Area Features
Security: Electric Gate; Other
Land Size: 1/2 - Less Than 1 AC
Listing Office:
Ocean Sotheby's International Realty
Last Updated: February - 25 - 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.