$4,750,000

Estimated payment $26,566/month

Total Views 100,481
6 Beds
5 Baths
3,788 Sq Ft
$1,254 Price per Sq Ft

About This Home

FULL TRANSIENT RECEIVER ZONE! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up fresh seafood and island vibes, a charming boutique hotel nestled amidst tropical gardens, or a tranquil marina where sailboats sway in the gentle breeze. The possibilities are as endless as the ocean views.This unique property boasts a legal five-unit multi-family configuration, including a historic main house and a separate cottage. The main house features four units with a total of 5 bedrooms and 4 bathrooms, perfect for accommodating guests or creating a vibrant community. Meanwhile, the charming cottage, with its 2 bedrooms and 1 bathroom, offers a private oasis for rest and relaxation.Nestled beside Garrison Bight, a stone's throw from Bayview Park and Tennis Courts, and just a bike ride away from some of the island's most stunning beaches and attractions, this location is a true Key West treasure.Now, for the fine print: the property is currently tenant-occupied, so please allow 48 hours notice for viewings (and you might not be able to see all units in one go). Savvy investors should verify restoration and development rights to unlock the full potential of this historic gem.Ready to set sail on a new adventure? This once-in-a-lifetime Key West investment is calling your name. Don't miss out on the chance to turn your dreams into reality!

Listing Agent

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty License #3412425 Listed on: 12/26/2025

Berkshire Hathaway HomeServices Knight & Gardner Realty

Map

Property Details

Home Type

Multi-Family

Year Built

1912

Lot Details

0.36 Acres

Listing Details

  • Property Type: Residential
  • Style: Multi-Units
  • As Is Right To Inspect: Yes
  • First Right of Refusal: No
  • Mandatory HOA: No
  • Voluntary HOA: No
  • Fee Includes: None
  • Financial Status Bank Owned: No
  • Financial Status Potential Short Sale: No
  • Key Island: Key West
  • K W Neighborhood: The Meadows
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 2.00
  • Min Rental Days: 30.00
  • M L S Identifier: 20060123165453488875000000
  • Neighborhood Feature: Tennis Courts, Bike Paths, Other Area Features
  • Off Shore Island: No
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Bay/Gulf
  • State Province: FL
  • Taxes: 19731.00
  • Title: Negotiable
  • Vehicle Storage: Off Street Parking, RV Parking Open
  • Vehicle Storage Cars: 4+
  • Year Built: 1912
  • Alternate Key Number: 1024015
  • Building Style: Conch
  • Cooling Heating: Wall/Window Unit(s), Ceiling Fans(s)
  • Lot Sq Ft: 15609.00
  • Porch Balcony: Open Porch/Balcony
  • Association Info Condo Docs: No
  • License Info Number Of City License: 5
  • Shutters: Other
  • Species List: No
  • Tax Exemptions: None
  • Building Style Above Flood: Unknown
  • Estimated Living Sq Ft: 3788.00
  • Pre Wired: Cable
  • Specialty Rooms Guest Servant Qtrs: Legal
  • Financial Status Auction: No
  • Financial Status Standard Sale: Yes
  • Property Condition: Fixer Upper
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: MultiFamily

Interior Features

  • Total Bathrooms: 5.00
  • Full Bathrooms: 5
  • Appliances: Washer, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Floor: Wood
  • Windows/Doors: Jalousie Windows, Other Windows/Doors, Aluminum Windows
  • Total Bedrooms: 6

Exterior Features

  • Dockage: None
  • Waterfront: Bay Front
  • Waterfront: Yes
  • Construction: Frame
  • Exterior Features: Rain Gutters
  • Roof: Metal Roof
  • Waterview: Bay/Gulf View
  • Pool: No

Utilities

  • Utilities: FKAA, Cable Available, Elect Separate Meter, Water Separate Meter, Buyer to Verify, Municipal Sewer

Lot Info

  • Deed Restrictions: No
  • Flood Zone: AE,AE
  • Land Size: 1/4 - 1/2 Acre

Rental Info

  • Rentals Allowed: With Restrictions
  • Furnished: Unfurnished

Tax Info

  • Tax Year: 2023

Multi Family

  • Total Units: 5.00
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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
2025 $25,150 $4,982,768 $4,307,575 $675,193
2024 $19,731 $4,983,321 $4,307,575 $675,746
2023 $19,731 $3,297,469 $2,669,178 $628,291
2022 $16,809 $2,588,620 $1,948,471 $640,149
2021 $12,531 $1,186,730 $835,364 $351,366
2020 $12,444 $1,183,474 $828,100 $355,374
2019 $12,492 $1,179,911 $823,258 $356,653
2018 $12,765 $1,189,041 $823,258 $365,783
2017 $12,995 $1,193,049 $0 $0
2016 $12,827 $1,110,464 $0 $0
2015 $14,432 $1,267,965 $0 $0
2014 $13,607 $1,108,051 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
12/26/2025 12/26/25 For Sale $4,750,000 -- $1,254 / Sq Ft
Source: Key West Association of REALTORS®

About the Listing Agent

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(866) 497-8281

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Born and raised in Key West, Damian Vantriglia’s connection to the island and its vibrant community fuels his passion for helping clients achieve their real estate goals. As a Berkshire Hathaway Luxury Collection Specialist, Damian combines his deep understanding of the island's unique real estate market with the global reach of a world renowned brand.

Before his successful career in Key West real estate, Damian spent over a decade producing winning marketing campaigns for a diverse

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Source: Key West Association of REALTORS®

MLS Number: 617829

Key West Association of REALTORS®

APN: 00023230000000056825

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