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
Overview
Description
...
(Read more)
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!!
Listing Details MLS# 612847
Location, Tax & Legal
- 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
- 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
Contract Information
- Listing Board
- Key West Association
- Potential Short Sale
- No
- Bank Owned
- No
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- No
- Pool
- Yes
- Year Built
- 1964
- Lot SqFt
- 8486
- Lot Sqft Source
- Property Data Card
- Acres
- 0.19
- Living Apx SqFt
- 3171
- SqFt Source
- Appraisal
- Total Bedrooms
- 6
- Full Baths
- 5
- Total Baths
- 5
- Rentals Allowed
- With Restrictions
- Control Depth
- 0
- Total Units
- 0
Status Change Info
- Sold Date
- 2025-08-08
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Building Style
- Above Flood
- Yes
More Information
Vehicle Storage
- Car(s)
- 4+
- Off Street Parking
- Yes
Pool Info
- Other
- Chilled
- Heated
- Yes
- In Ground
- Yes
- Salt Water
- Yes
- Concrete
- Yes
Financial Status
- Bank Owned
- No
- Potential Short Sale
- No
- Standard Sale
- Yes
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.
Fee Includes
- None
- Yes
Dockage
- None
- Yes
Tax Exemptions
- Homestead
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
- Wine Cooler
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Concrete
- Yes
- Tile
- Yes
- Other
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Cathedral Ceilings
- Yes
- Dade County Pine
- Yes
- Entrance Foyer
- Yes
- Quartz Countertops
- Yes
- Storage
- Yes
- Walk-in Closet(s)
- Yes
Property Condition
- Updated/Remodeled
- Yes
Specialty Rooms
- Laundry Room
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
- Wood Windows
- Yes
Construction
- CBS
- Yes
- Frame
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Negotiable
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Open Porch/Balcony
- Yes
Title
- Negotiable
- Yes
Exterior Features
- Fencing
- Yes
- Fruit Tree(s)
- Yes
- Lighting
- Yes
- Outdoor Kitchen
- Yes
- Outdoor Shower
- Yes
- Privacy Wall/Fence
- Yes
- Storage
- Yes
Pre-Wired
- Cable
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Panel
- Yes
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.

407-415 Olivia Street Survey ›