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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

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 s ...

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
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.