Active

88041 Old Highway HIGHWAY

Islamorada, FL 33036
Mark as Favorite
Bed 6

Bed

Bath 9

Bath

SqFt9,843

Sqft

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-con ditioned 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.

Read More Expand

Detail Ic Property Details

Property Type : Residential - Single Family

Price : $42,000,000

AD Id : 62610438

MLS Id : 613646

Beds : 6

Living Area Size : 9,843

Year Built : 2017

County : Monroe

Subdivision: The Redlands

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total Bedrooms: 6 Gym,Other,Workshop,Utility Room,Sun/Florida Room,Loft,Laundry Room

    Bathroom Information

    Total Baths: 9 Full Baths: 7 Half Baths: 2
  • 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 Appliances: More Appliances,Wine Cooler,Ice Machine,Gas Appliances,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer,Washer
  • Roofing Information

    Metal Roof

    Flooring Information

    Marble

    Heating & Cooling

    Cooling: Central Air,Ductless,Ceiling Fans(s) Heating: Central,Propane,Fireplace(s),Electric,Ductless Water Front: Yes Oceanfront,Salt Ponds,Lake Front,Open Water Ocean View,Salt Ponds,Lake View,Open Water View,Canal View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 2017 Total Units: 0.00 Floor Location: 220875 Construction: CBS,Concrete Security System: Electric Gate,Other,Central Station Sys,On Premises System,Secured Building Roof: Metal Roof
  • 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

    Pool Information

    In Ground,Decked,Concrete,Lap
  • Guest House Information

    Legal

  • Lot Information

    Lot SqFt: 220,875 Lot SqFt Source: Tax Records PT TR D PLANTATION KEY (5.17AC) PLANTATION BEACH PB2-76 OR494-1010 OR610-619 OR641-236 OR787-177/79 OR789-1589/90 OR805
  • Property Information

    SQ ft (Living Area): 9,843 View: Ocean View,Salt Ponds,Lake View,Open Water View,Canal View Subdivision: Plant Beach (87.5) Stories: 2 Stories

  • Listing Price Information

    List Price: $42,000,000
  • Listing Information

    Cash,Conventional

  • Tax Information

    Taxes: $92,443 Tax Year: 2024 Parcel Number: 00415010-000100 Tax Exemptions: Homestead

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

    Mandatory Home Owners Asc: No Voluntary Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Propane,Whole House Generatr,Buyer to Verify,Municipal Sewer,Well
Sell a home like this and save $2,519,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
122 Court Contessa, Islamorada, FL, 33036 $2,795,000 3 3 2,374 2,374 SqFt
Residential, Islamorada, FL, 33036 $2,649,000 3 4 1,768 1,768 SqFt
164 Venetian Dr, Islamorada, FL, 33036 $1,599,000 4 2 1,680 1,680 SqFt
162 Bayview Dr, Islamorada, FL, 33036 $8,950,000 8 10 5,392 5,392 SqFt
75433 Overseas Hwy, Islamorada, FL, 33036 $3,999,000 4 4 2,624 2,624 SqFt
87465 Old Hwy #102, Islamorada, FL, 33036 $428,000 2 2 1,032 1,032 SqFt
82719 Old Hwy, Islamorada, FL, 33036 $24,995,000 7 11 10,182 10,182 SqFt
75761 Overseas Hwy, Islamorada, FL, 33036 $4,999,900 4 4 3,001 3,001 SqFt
109 Columbus Dr, Islamorada, FL, 33036 $6,700,000 4 5 --
79901 Overseas Higway #.., Islamorada, FL, 33036 $499,000 2 2 --

ByOwner last updated this listing 06/04/2026 @ 19:39

MLS: 613646 LISTED BY: Eric M. Rizzo , Ocean Sotheby's International Realty 305-712-8888 SOURCE: Florida Keys MLS, Inc.

Selling? Save $2,519,501 when you sell a home like this

Tour with a ByOwner Agent