$3,799,000
UNDER CONTRACT $451K PRICE DROP

Estimated payment $22,625/month

Total Views 117,507
6 Beds
5 Baths
3,171 Sq Ft
$1,198 Price per Sq Ft

About This Home

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 Agent

Brenda Donnelly

Brenda Donnelly Real Estate LLC License #3037635 Listed on: 12/26/2024

Map

Home Details

Home Type

Single Family

Est. Annual Taxes

$18,997

Year Built

1964

Lot Details

0

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • First Right of Refusal: No
  • Mandatory HOA: No
  • Contingent: Contingent/Show
  • Document Count: 3
  • Fee Includes: None
  • Financial Status Bank Owned: No
  • Financial Status Potential Short Sale: No
  • Key Island: Key West
  • K W Neighborhood: Old Town-N of Truman
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 1.00
  • M L S Identifier: 20060123165453488875000000
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Median
  • State Province: FL
  • Taxes: 18996.59
  • Title: Negotiable
  • Vehicle Storage: Off Street Parking
  • Vehicle Storage Cars: 4+
  • Year Built: 1964
  • Alternate Key Number: 1017639
  • Cooling Heating: Central Air, Ceiling Fans(s)
  • Lot Sq Ft: 8486.00
  • Pool Info: In Ground, Concrete, Salt Water
  • Pool Info Heated: Yes
  • Porch Balcony: Open Porch/Balcony
  • Shutters: Panel
  • Tax Exemptions: Homestead
  • Building Style Above Flood: Yes
  • Estimated Living Sq Ft: 3171.00
  • Pool Info Other: Chilled
  • Pre Wired: Cable
  • Financial Status Standard Sale: Yes
  • Property Condition: Updated/Remodeled
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: UnderContract
  • Property Sub Type: Detached

Interior Features

  • Interior Amenities: Cathedral Ceilings, Quartz Countertops, Walk-in Closet(s), Storage, Dade County Pine, Built-in Cabinets, Entrance Foyer
  • Total Bathrooms: 5.00
  • Full Bathrooms: 5
  • Appliances: Washer, Wine Cooler, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Floor: Tile, Concrete, Other
  • Specialty Rooms: Laundry Room
  • Windows/Doors: Wood Windows, Impact Rstnce Window, Impact Rstnce Doors
  • Total Bedrooms: 6

Exterior Features

  • Dockage: None
  • Waterfront: None
  • Waterfront: No
  • Construction: CBS, Frame
  • Exterior Features: Fencing, Storage, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Fruit Tree(s)
  • Roof: Metal Roof
  • Waterview: No Waterview
  • Pool: Yes

Utilities

  • Utilities: FKAA, Municipal Sewer

Lot Info

  • Deed Restrictions: Unknown
  • Flood Zone: X
  • Parcel Number: 00017200-000000
  • Land Size: Less Than 1/4 Acre
  • Acres: 0.19

Rental Info

  • Rentals Allowed: With Restrictions
  • Furnished: Negotiable

Tax Info

  • Tax Year: 2023

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $18,997 $2,310,184 -- --
2023 $18,997 $2,242,898 $0 $0
2022 $14,989 $1,950,784 $1,084,511 $866,273
2021 $13,402 $1,432,772 $822,293 $610,479
2020 $12,828 $1,372,229 $753,557 $618,672
2019 $12,205 $1,289,711 $735,736 $553,975
2018 $12,350 $1,373,967 $829,931 $544,036
2017 $10,679 $1,074,686 $0 $0
2016 $8,558 $1,073,417 $0 $0
2015 $7,529 $827,578 $0 $0
2014 $6,638 $609,207 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
03/31/2025 03/31/25 Price Changed $3,799,000 -2.6% $1,198 / Sq Ft
03/19/2025 03/19/25 Price Changed $3,899,000 -2.3% $1,230 / Sq Ft
03/03/2025 03/03/25 Price Changed $3,989,000 -0.3% $1,258 / Sq Ft
02/15/2025 02/15/25 Price Changed $3,999,000 -5.0% $1,261 / Sq Ft
02/03/2025 02/03/25 Price Changed $4,210,000 -0.5% $1,328 / Sq Ft
01/22/2025 01/22/25 Price Changed $4,230,000 -0.5% $1,334 / Sq Ft
12/26/2024 12/26/24 For Sale $4,250,000 -- $1,340 / Sq Ft
Source: Key West Association of REALTORS®

Mortgage History

Date Status Loan Amount Loan Type
Closed $395,789 Credit Line Revolving
Closed $1,500,000 New Conventional
Source: Public Records

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Source: Key West Association of REALTORS®

MLS Number: 612847

Key West Association of REALTORS®

APN: 00017200-000000