407-415 Olivia Street
Key West, FL 33040
- 6 beds
- 5 baths
- 3,171 sqft
- 8,486 sqft lot
- $1,198 per sqft
- 1964 build
- – on site
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!!
Last checked:
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Last updated Mar 31, 2025
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MLS# 612847 —
The Building
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Year Built:1964
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Construction:CBS, Frame
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Style:Single Family
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Exterior Features:Fencing, Storage, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Fruit Tree(s)
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Windows/Doors:Wood Windows, Impact Rstnce Window, Impact Rstnce Doors
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Roof:Metal Roof
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Shutters:Panel
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Porch/Balcony:Open Porch/Balcony
Interior
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Specialty Rooms:Laundry Room
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Furnished:Negotiable
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Interior Features:Cathedral Ceilings, Quartz Countertops, Walk-in Closet(s), Storage, Dade County Pine, Built-in Cabinets, Entrance Foyer
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Floor:Tile, Concrete, Other
Financial & Terms
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Terms:Cash, Conventional
Location
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Directions:In between Whitehead Street and Duval Street.
The Property
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Parcel #:00017200-000000
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Property Condition:Updated/Remodeled
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Lot SqFt:8486.00
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Acres:0.19
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Land Size:Less Than 1/4 Acre
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Waterfront:None
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Zoning:HMDR - Historic Medium Density Residential
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Waterfront:No
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Waterview:No Waterview
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Flood Zone:X
Listing Agent
- Contact info:
- Agent phone:
- (305) 304-1116
Taxes
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Tax Year:2023
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Taxes:18996.59
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Tax Exemptions:Homestead
Beds
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Total Bedrooms:6
Baths
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Total Baths:5.00
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Full Baths:5
The Listing
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UnBranded Virtual Tour:https://player.vimeo.com/video/1042425916
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Bank Owned:No
Heating & Cooling
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Cooling:Central Air, Ceiling Fans(s)
Utilities
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Utilities:FKAA, Municipal Sewer
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Pre-Wired:Cable
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Pub Sewer HkUp:Yes
Appliances
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Appliances:Washer, Wine Cooler, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
The Community
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Subdivision:Old Town - Unrecord (1.0)
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Pool Info:In Ground, Concrete, Salt Water
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Pool Info: Heated:Yes
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Pool Info: Other:Chilled
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Dockage:None
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Pets:Pets Allowed
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Fee Includes:None
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Association Info: Mandatory Home Owners Asc:No
Parking
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Vehicle Storage:Off Street Parking
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Vehicle Storage: Car(s):4+
Monthly cost estimate

Asking price
$3,799,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$20,342
|
Taxes | $1,583 |
Insurance | $1,044 |
Utilities | $264 See report |
Total | $23,233/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/31/25
Mar 31, 2025
|
Price Changed | FLKMLS | $3,799,000 | -2.6% |
3/19/25
Mar 19, 2025
|
Price Changed | FLKMLS | $3,899,000 | -2.3% |
3/3/25
Mar 3, 2025
|
Price Changed | FLKMLS | $3,989,000 | -0.3% |