89251 Old Highway, Islamorada, FL 33070 - Photo 1

1/1

$10,600,000

Sold
Closed
Single Family
3 Beds
3 Full Baths
1,243 Sq. Ft.
Updated 12 days ago

1/1

Property Description

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.

Full Property Details

Full Property Details for 89251 Old Hwy

General

Sold For: $10,600,000
Taxes: $45,353 (2024)
Status: Closed
Type: Single Family
Source: 927
MLS ID: 615248
Added to Site: 319 day(s) ago

Interior

Appliances: Refrigerator, Oven, Range
Furnishings: Negotiable
Flooring: Wood

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 3

Bedrooms

Total Bedrooms: 3

Exterior

Exterior Features: Fruit Tree(s), Storage, Sandy Beach, Outdoor Shower
Deck/Patio: Open Porch/Balcony, Deck

Parking

Garage: Yes
Attached garage: Yes
Parking: Garage, RV Parking Open, Trailer Storage, Off Street Parking, Guest Parking, Open Parking, Attached

Location

Area: 25 - Plantation Key
County: Monroe
Subdivision: Trop Coral Reef (89.0)
Driving Directions: Mile marker 89 Old Highway oceanside. Privately gated. No entry without an appointment and listing agent present.

Community

Assoc. Fees Include: None
Pets Allowed: Yes

Heating & Cooling

Cooling Type: Central Air, Ceiling Fans(s)

Utilities

Water: Ocean View, Open Water View
Utility Description: FKAA, Elect Separate Meter, Water Separate Meter, Buyer to Verify, Municipal Sewer

Structural Information

Architectural Style: Single Family
Construction: Concrete, Other
Roof: Metal Roof
Windows/Doors: Other Windows/Doors
Dock Size: 200
Square Feet: 1,243
Sq. Ft. Source: Tax Records
Year Built: 1934

Lot Features

Lot Size (Sq. Ft.): 302,742
Lot Dimensions: 4.3 acres upland + 2.65 acres bay bottom
Zoning: NR - Native Residential

Water Features

Water Front: Yes
Water View: Yes
Water Front Type: Oceanfront, Open Water

Financial Considerations

Tax Amount: $45,353
Tax Year: 2024

Disclosures and Reports

Legal Description: 8 63 38 PLANTATION KEY OR LONG ISLAND PT GOVT LOT 1 AND ADJ BB LYING SE'LY GOVT LOT 1 (see deed)
Flood Zone: VE, AE
Rentals Allowed: Yes
APN: 00092870-000100

Listed and Sold by Coldwell Banker Schmitt Islamorada, Brett Newman (305) 393-1770

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Listing agent

— 89251 Old Hwy —

Brett Newman

Coldwell Banker Schmitt Islamorada

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Schools

Schools serving 89251 Old Hwy

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Plantation Key School 100 Lake Road, Tavernier, FL 33070	PK-8	0.5 mi
Key West High School 2100 Flagler Avenue, Key West, FL 33040	9-12	83.1 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 89251 Old Hwy

Date

Details

Price

Change

Source

3/31/2026

Sold

$10,600,000

-15.2%

MLS

5/30/2025

Listed

$12,500,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

200 Harborview Dr, Tavernier, FL 33070 - Photo 1

Just Listed

$650,000

200 Harborview Dr #107 Tavernier, FL 33070

Townhouse
Active
Updated 21 hours ago

2
Beds
3
Total Baths
1,063
Sq. Ft.

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A.

200 Wrenn St, Tavernier, FL 33070 - Photo 1

Just Listed

$739,000

200 Wrenn St #606 Tavernier, FL 33070

Condo
Active
Updated 21 hours ago

2
Beds
2
Total Baths
1,179
Sq. Ft.

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A.

235 Antigua Rd, Tavernier, FL 33070 - Photo 1

Just Listed

$725,000

235 Antigua Rd Tavernier, FL 33070

Single Family
Active
Updated 1 day ago

5
Beds
4
Total Baths
2,330
Sq. Ft.

Listed by Coastal Realty of the Florida Keys, Claire Johnson

92295 Old State Rd, Tavernier, FL 33070 - Photo 1

Just Listed

$2,995,000

92295 Old State Rd #4A Tavernier, FL 33070

Retail
Active

Listed by Ocean Sotheby's International Realty, Claudette Mell and Ocean Sotheby's International Realty, Amanda Jordan

234 Mohawk St, Tavernier, FL 33070 - Photo 1

Price Reduced

-$20,000 (-1.14%)

$1,729,000

234 Mohawk St Tavernier, FL 33070

Single Family
Active
Updated 2 days ago

3
Beds
3
Total Baths
1,828
Sq. Ft.

Listed by American Caribbean Real Estate, Christie's International Real Estate, Tom Rodriguez and American Caribbean Real Estate, Christie's International Real Estate, Tisa Del Valle

129 Airstream Ln, Tavernier, FL 33070 - Photo 1

Price Reduced

-$15,000 (-3.23%)

$450,000

129 Airstream Ln Tavernier, FL 33070

Mobile Home
Active
Updated 1 day ago

2
Beds
2
Total Baths
892
Sq. Ft.

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A.

200 Plantation Dr, Tavernier, FL 33070 - Photo 1

Price Reduced

-$60,000 (-2.63%)

$2,225,000

200 Plantation Dr Tavernier, FL 33070

Single Family
Active
Updated 2 hours ago

4
Beds
2
Total Baths
1,834
Sq. Ft.

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, The Lindback Team

261 Burgundy Dr, Tavernier, FL 33070 - Photo 1

Price Reduced

-$95,000 (-9.6%)

$895,000

261 Burgundy Dr Tavernier, FL 33070

Mobile Home
Active
Updated 22 hours ago

2
Beds
1
Total Bath
720
Sq. Ft.

19 Avacado St, Islamorada, FL 33036 - Photo 1

Sold

$12,000,000

19 Avacado St Islamorada, FL 33036

Single Family
Closed

5
Beds
7
Total Baths
5,489
Sq. Ft.

Listed by Ocean Sotheby's International Realty, Leslie Leopold and Ocean Sotheby's International Realty, Cheri Tindall
Sold by Expert Realty LLC (HQ), Solaris Gregory

22 Country Club Rd, Key Largo, FL 33037 - Photo 1

Sold

$9,300,000

22 Country Club Rd Key Largo, FL 33037

Single Family
Closed

4
Beds
6
Total Baths
3,600
Sq. Ft.

Listed by Swenson & Ecuyer Realty, Olga Grant
Sold by Non Res Member, Non Res Agent

22 Country Club, Key Largo, FL 33037 - Photo 1

Sold

$9,300,000

22 Country Club Key Largo, FL 33037

Single Family
Closed

4
Beds
6
Total Baths
3,600
Sq. Ft.

89251 Old Highway, Islamorada, FL 33070 (MLS# 615248) is a Single Family property that was sold at $10,600,000 on March 31, 2026. Want to learn more about 89251 Old Highway? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

89251 Old Hwy Islamorada, FL 33070