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$42,000,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 7 Full Baths
  • 2 Partial Baths
  • 9,843 Sq. Ft.
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Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal grandeur.The estate's lush, immersive gardens--crafted by legendary landscape architect Raymond Jungles--earned the coveted ASLA Florida Chapter Award, celebrating its harmonious blend of native flora, curated tranquility, and ecological artistry. Meandering stone-through pathways invite reflection, leading to a saltwater pond teeming with indigenous sea life.Step into ~11,000 sq ft of bespoke, air-conditioned living space meticulously curated by renowned interior designer Sam Robin. The home's total footprint exceeds 17,895 sq ft, with expansive verandas that dissolve boundaries between interior elegance and outdoor serenity.Curated for Collectors & EntertainersFour-bay air-conditioned collector's garage. Additional porticos + crushed shell driveway bordered by cut coral.Elevated summer kitchen with pizza oven, push-button TV, and unobstructed views.Dedicated cabana bath + equipment room for effortless hosting.Oceanfront Opulence: Positioned on a private peninsula with secure gated access, the property offers a protected boat basin, two lifts, and a 450-foot dock, as well as a submersible toys dock. A private beach lets you slip into the ocean in total privacy. Resort-Level Amenities include:Gas-heated oasis pool + hot tub + waterfall grotto - Swim-jet therapy + beach entry for rejuvenation..Peninsula lounge doubles as helipad or tropical party venue with Tiki barGas tiki torches for enchanting evenings.This is not merely a home--it is a legacy estate woven with rarity, intentionality, and coastal prestige. A true collector's piece.

Full Property Details for 88041 Old Hwy

General

  • Price: $42,000,000
  • Taxes: $92,442 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 613646
  • Updated: 7/30/2025
  • Added to Site: 340 day(s) ago

Interior

  • Rooms/Areas: Gym, Other, Workshop, Utility Room, Sun/Florida Room, Loft, Laundry Room
  • Interior Features: Drapes/Blinds Incl, Quartz Countertops, Built-in Cabinets, Tray Ceilings, Bar, Window Treatments, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Smoke Alarms, Sky Light(s), Security System, Entrance Foyer, Pantry, Fireplace(s), Split Bedroom, Cathedral Ceilings
  • Fireplace: Yes
  • Appliances: More Appliances, Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
  • Furnishings: Furnished, Partially
  • Flooring: Marble

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 7
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Shared Amenities: Tennis Courts, Spa, Beach, Fire Hydrant
  • Pool: Yes
  • Pool Description: In Ground, Decked, Concrete, Lap
  • Spa: Yes
  • Security/Safety: Electric Gate, Other, Central Station Sys, On Premises System, Secured Building

Exterior

  • Exterior Features: Bar, Water Display, Tennis Court(s), Storage, Sprinkler System, Shed, Sandy Beach, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Hot Tub, Rain Gutters, Detached Guest Qtrs, Gazebo, Fruit Tree(s), Fencing, Chickee Hut, Built-in Grill
  • Deck/Patio: Open Porch/Balcony, Deck, Patio

Parking

  • Garage: Yes
  • Carports: Yes
  • Parking: Garage, Trailer Storage, Covered Parking, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener, Detached, Carport

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Plant Beach (87.5)
  • Driving Directions: GPS to the property and agents will open the gate.

Community

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

Heating & Cooling

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

Utilities

  • Water: Ocean View, Salt Ponds, Lake View, Open Water View, Canal View
  • Utility Description: FKAA, Propane, Whole House Generatr, Buyer to Verify, Municipal Sewer, Well

Structural Information

  • Architectural Style: Single Family
  • Construction Status: Updated/Remodeled
  • Construction: CBS, Concrete
  • Roof: Metal Roof
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Dock Size: 450
  • Sprinklers: Yes
  • Wiring: Cable, Cat 5
  • Stories/Levels: 2 Stories
  • Square Feet: 9,843
  • Sq. Ft. Source: Tax Records
  • Year Built: 2017
  • Property Condition: Updated/Remodeled

Lot Features

  • Lot Size (Sq. Ft.): 220,875
  • Fence: Yes
  • Zoning: RE - Residential Estate

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Oceanfront, Salt Ponds, Lake Front, Open Water
  • Boat Dock Slip: Yes
  • Dock Description: Boat Lift, Other Dockage, Basin, Boat Slip

Financial Considerations

  • Tax Amount: $92,442
  • Tax Year: 2024
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: PT TR D PLANTATION KEY (5.17AC) PLANTATION BEACH PB2-76 OR494-1010 OR610-619 OR641-236 OR787-177/79 OR789-1589/90 OR805
  • Flood Zone: AE, AE, AE, VE, VE, VE
  • Rentals Allowed: Yes
  • APN: 00415010-000100

Listed by Ocean Sotheby's International Realty, Eric M. Rizzo (305) 394-3062 and Ocean Sotheby's International, Russell A. Post (305) 712-8888

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Listing agents

— 88041 Old Hwy —

  • Eric M. Rizzo

    Ocean Sotheby's International Realty

  • Russell A. Post

    Ocean Sotheby's International

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 88041 Old Hwy

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-81.6 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1282 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 88041 Old Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/11/2025
Listed
$42,000,000
1300%
MLS
5/11/2011
Sold
$3,000,000
—
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 88041 Old Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$11,151,847
3%
2024
-100%
$10,837,558
3%
2023
$95,667
—
$10,521,901
6%
2021
$95,508
2%
$9,917,901
-3%
2022
$93,817
-2%
$10,215,438
2%
2021
$95,508
-6%
$9,979,690
-3%
2019
$101,667
-1%
$10,301,616
-1%
2018
$102,273
252%
$10,401,714
250%
2017
$29,055
-10%
$2,972,536
-6%
2016
$32,221
13%
$3,172,122
11%
2015
$28,619
-33%
$2,853,864
-16%
2014
$42,732
4%
$3,400,761
10%
2013
$41,228
—
$3,091,601
—
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.

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Listed by Ocean Sotheby's International Realty, Eric M. Rizzo (305) 394-3062 and Ocean Sotheby's International, Russell A. Post (305) 712-8888

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88041 Old Highway, Islamorada, FL 33036 (MLS# 613646) is a Single Family property with 6 bedrooms, 7 full bathrooms and 2 partial bathrooms. 88041 Old Highway is currently listed for $42,000,000 and was received on February 11, 2025. Want to learn more about 88041 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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