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89251 Old Highway, 
Islamorada, FL 33070

$12,500,000


3

Beds


3

Baths


1,243

Sq Ft


Single Family

Active

Listed by

Brett Newman

Coldwell Banker Schmitt Islamorada

305-664-4470

Last updated:

July 17, 2025, 02:19 PM

MLS#

615248

Source:

FL FKBOR

About This Home

89251 Old Highway

Pure magic. Every step on this property is like a step back in time. Once you pass through the gated coral rock entrance you are instantly transported back to the Old Keys as you wind down the driveway through the shady tropical hammock and meander your way to the settler's beach home circa 1934. The charming 3/3 fishing cabin was meticulously updated to add modern comforts but still maintain its relaxing Old Florida appeal. The kitchen, living room and primary bedroom all enjoy open ocean views and all three bedrooms are ensuite. Just sitting on the shady back porch, enjoying the hush of the palms, you could mistake this breathtaking oceanfront for a postcard of yesterday's Florida Keys a century ago. This one-of-a-kind oceanfront estate property includes 4.3 acres of upland plus another 2.65 acres of baybottom and approximately 400 feet along the water! There is also a deep water dock (going into permitting for repair) and a unique collection of rare mature palms. The Native Residential (NR) Zoning allows for many different options for future development and also allows for weekly rentals. This is one of the rare, truly private large parcels on Plantation Key in Islamorada. Don't miss the opportunity to make this unspoiled piece of the past part of your future in the Keys! Call today for more details and to request a private showing.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1934

Price Summary

12,500,000

$10,056 per Sq. Ft.

MLS #:

615248

Last Updated:

July 17, 2025, 02:19 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

1,243 Sq. Ft.


Structure

Structure

Architectural Style:

Single Family

Building Area:

1,243 Sq. Ft.

Year Built:

1934


Lot

Lot Size (Sq. Ft):

302,742


Finances & Disclosures

Finances

Price:

$12,500,000

Price per Sq. Ft:

$10,056 per Sq. Ft.

Source:FL FKBOR
The information being provided by The Florida Keys Board of REALTORS is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 The Florida Keys Board of REALTORS All rights reserved.

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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.