407-415 Olivia Street, Key West, FL 33040
$3,500,000
Property Type:
Residential
Bedrooms:
6
Baths:
5
Square Footage:
3,171
Lot Size (sq. ft.):
8,486
Status:
Closed
Current Price:
$3,500,000
List Date:
12/26/2024
Last Modified:
8/09/2025
Description
Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this versatile property is situated in the X flood zone and offers four off-street parking spaces. The main house, a meticulously renovated mid-century modern gem, welcomes you with a grand entrance foyer that flows into a spacious living, dining, and media area. Perfect for entertaining, the space features a working fireplace and a 76-inch TV. The gourmet kitchen boasts solid wood cabinetry, Bosch and Thermador appliances, an induction cooktop, column fridge/freezer, wine cooler, and an impressive 13-foot quartz waterfall island. Impact sliding doors open to a stunning saltwater pool complete with a sun ledge, slide, and waterfall. Surrounded by tropical landscaping, this backyard oasis also features an outdoor shower, fully equipped kitchen, and plenty of space for entertaining. The main house offers four bedrooms, each with generous closet space and outdoor access. The primary bedroom includes a new custom walk-in closet with solid maple built-ins. Another ensuite bedroom has been transformed into a stylish home office with a built-in Murphy bed. The two additional bedrooms share an elegant bathroom featuring a luxurious soaking tub and shower. Adjacent to the main house is a charming two bedroom, two bath Conch-style cottage that provides the perfect guest retreat or mother-in-law suite. This home features a fully equipped kitchen, Dade County pine accent walls, and a tranquil outdoor space to relax under the shade of swaying palm trees. Don't miss the chance to see this unique compound that provides the perfect blend of history, luxury, and the ultimate Key West lifestyle!!
More Information MLS# 612847
Contract Information
Listing Board: Key West Association
Potential Short Sale: No
Bank Owned: No
Current Price: $3,500,000
Listing Date: 2024-12-26
Sold Price: $3,500,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: X
Alternate Key #: 1017639
Parcel #: 00017200-000000
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: Unknown
Legal: KW PT LOT 4 SQR 6 TR 4 OR119-415/17 OR2821-980 OR2821-1101 OR2821-986/88 OR2821-989/91 OR2821-992/93 OR2821-995/97 OR282
Taxes: 18996.59
Tax Year: 2023
Pub Sewer HkUp: Yes
Street #: 407-415
Street Name: Olivia
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot SqFt: 8486
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.19
SqFt Source: Appraisal
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 1964
Living Apx SqFt: 3171
Total Bedrooms: 6
Full Baths: 5
Total Baths: 5
Remarks & Misc
Remarks – Consumer: Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this versatile property is situated in the X flood zone and offers four off-street parking spaces. The main house, a meticulously renovated mid-century modern gem, welcomes you with a grand entrance foyer that flows into a spacious living, dining, and media area. Perfect for entertaining, the space features a working fireplace and a 76-inch TV. The gourmet kitchen boasts solid wood cabinetry, Bosch and Thermador appliances, an induction cooktop, column fridge/freezer, wine cooler, and an impressive 13-foot quartz waterfall island. Impact sliding doors open to a stunning saltwater pool complete with a sun ledge, slide, and waterfall. Surrounded by tropical landscaping, this backyard oasis also features an outdoor shower, fully equipped kitchen, and plenty of space for entertaining. The main house offers four bedrooms, each with generous closet space and outdoor access. The primary bedroom includes a new custom walk-in closet with solid maple built-ins. Another ensuite bedroom has been transformed into a stylish home office with a built-in Murphy bed. The two additional bedrooms share an elegant bathroom featuring a luxurious soaking tub and shower. Adjacent to the main house is a charming two bedroom, two bath Conch-style cottage that provides the perfect guest retreat or mother-in-law suite. This home features a fully equipped kitchen, Dade County pine accent walls, and a tranquil outdoor space to relax under the shade of swaying palm trees. Don't miss the chance to see this unique compound that provides the perfect blend of history, luxury, and the ultimate Key West lifestyle!!
Directions: In between Whitehead Street and Duval Street.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Concrete: 1
Tile: 1
Other: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Dade County Pine: 1
Entrance Foyer: 1
Quartz Countertops: 1
Storage: 1
Walk-in Closet(s): 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Building Style
Above Flood: Yes
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Wood Windows: 1
Vehicle Storage
Car(s): 4+
Off Street Parking: 1
Construction
CBS: 1
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Fruit Tree(s): 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Storage: 1
Pool Info
In Ground: 1
Salt Water: 1
Other: Chilled
Heated: Yes
Concrete: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Shutters
Panel: 1
Status Change Info
Sold Date: 2025-08-08
Sold Price: $3,500,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Vehicle Storage: Off Street Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Utilities: FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Entrance Foyer; Quartz Countertops; Storage; Walk-in Closet(s)
Pre-Wired: Cable
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer; Wine Cooler
Exterior Features: Fencing; Fruit Tree(s); Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Storage
Pool Info: In Ground; Salt Water; Concrete
Construction: CBS; Frame
Shutters: Panel
Floor: Concrete; Tile; Other
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable
Documents
Listing Office:
Brenda Donnelly Real Estate LLC
Last Updated: August - 09 - 2025
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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