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$3,995,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 4,014 Sq. Ft.
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This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances , impact resistant windows ,and the Residential Estate zoning allows weekly vacation rentals with a high-income stream.This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

Full Property Details for 87445 Old Hwy

General

  • Price: $3,995,000
  • Taxes: $22,084 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 616426
  • Updated: 1/23/2026
  • Added to Site: 152 day(s) ago

Interior

  • Interior Features: Drapes/Blinds Incl, Quartz Countertops, Window Treatments, Entrance Foyer, Split Bedroom
  • Appliances: More Appliances, Stainless Steel Appliance(s), Microwave, Oven, Refrigerator, Dishwasher, Dryer, Washer
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, Salt Water
  • Security/Safety: Electric Gate, Patrolled Area

Exterior

  • Exterior Features: Privacy Wall/Fence
  • Deck/Patio: Open Porch/Balcony, Patio

Parking

  • Garage: Yes
  • Carports: Yes
  • Parking: Garage, Covered Parking, Off Street Parking, Carport

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Plant Beach (87.5)

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central, Electric

Utilities

  • Water: Ocean View, Open Water View
  • Utility Description: FKAA, Municipal Sewer

Structural Information

  • Architectural Style: Single Family
  • Construction: CBS, Concrete
  • Roof: Metal Roof
  • Windows/Doors: Sliding Glass Doors, Impact Rstnce Window
  • Wiring: Cable
  • Stories/Levels: 3 Stories
  • Square Feet: 4,014
  • Sq. Ft. Source: LA Measured
  • Year Built: 1999

Lot Features

  • Lot Size (Sq. Ft.): 44,987
  • Fence: Yes
  • Zoning: RE - Residential Estate

Water Features

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

Financial Considerations

  • Tax Amount: $22,084
  • Tax Year: 2024

Disclosures and Reports

  • Legal Description: TR M PLANTATION BEACH PB2-76 PLANTATION KEY OR559-723 OR781-687 OR1143-2292 OR1368-1602 OR1479-1205 OR1718-1824 OR2122-
  • Flood Zone: AE, AE, AE, VE
  • Rentals Allowed: Yes
  • APN: 00415170-000000

Listed by Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661 and Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215

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Listing agents

— 87445 Old Hwy —

  • Cheri Tindall

    Ocean Sotheby's International Realty

  • Leslie Leopold

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 87445 Old Hwy

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-82.1 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1281.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 87445 Old Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/23/2026
Price Reduced
$3,995,000
-11.12%
MLS
9/09/2025
Listed
$4,495,000
136.58%
MLS
3/30/2017
Sold
$1,900,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 87445 Old Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2024
$22,085
—
$2,832,663
4%
2024
$22,085
4%
$2,722,888
2%
2023
$21,165
25%
$2,669,921
61%
2021
$16,945
-10%
$1,657,407
-24%
2022
$18,848
11%
$2,192,717
31%
2021
$16,945
-3%
$1,669,333
6%
2019
$17,487
-7%
$1,568,872
-9%
2018
$18,890
-20%
$1,720,080
-23%
2017
$23,567
—
$2,243,679
2%
2016
$23,661
7%
$2,210,509
17%
2015
$22,149
21%
$1,886,128
10%
2014
$18,331
-7%
$1,714,662
-3%
2013
$19,638
—
$1,760,053
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 87445 Old Hwy

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661 and Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215

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87445 Old Highway, Islamorada, FL 33036 (MLS# 616426) is a Single Family property with 5 bedrooms and 4 full bathrooms. 87445 Old Highway is currently listed for $3,995,000 and was received on September 09, 2025. Want to learn more about 87445 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.

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