Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$42,000,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 7 Full Baths
  • 2 Partial Baths
  • 9,843 Sq. Ft.
  • Updated 3 hours ago
See This Home
Save This Home
See This Home
Save This Home
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 & Entertainers Four-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 bar Gas 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: 5/13/2026
  • Added to Site: 460 day(s) ago

Interior

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

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

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

Exterior

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

Parking

  • Garage: Yes
  • Parking Features: Open, Guest, Off Street, Covered, Carport, Detached, Garage Door Opener

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

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

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS, Concrete
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 9,843
  • Sq. Ft. Source: Tax Records
  • Year Built: 2017
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Pond, Canal, Open Water View, Lake, Ocean
  • Lot Size (Acres): 5.07
  • Lot Size (Sq. Ft.): 220,875
  • Lot Size Source: Tax Records
  • Zoning: RE - Residential Estate

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake Front, Oceanfront, Open Water, Salt Ponds

Financial Considerations

  • Tax Amount: $92,442.5
  • 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
  • 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

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

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 ATTOM Data Solutions 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.

Estimate the Cost for 88041 Old Hwy

$
Down Payment
%
$
%

$
$

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

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

Similar Properties near 88041 Old Hwy

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

88835 & 88845 Old Hwy, Upper Sugarloaf Key, FL 33070 - Photo 1 Just Listed
$40,000,000

88835 & 88845 Old Hwy  Upper Sugarloaf Key, FL 33070

  • Single Family
  • Active
  • Updated 3 hours ago
  • 8
    Beds
  • 11
    Total Baths
  • 9,704
    Sq. Ft.
Listed by Serhant Florida LLC - Coconut Grove, Courtney Conley and Serhant Florida LLC - Coconut Grove, Angel Nicolas

Just Listed near 88041 Old Hwy

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17387 Dolphin St E, Sugarloaf Key, FL 33042 - Photo 1 Just Listed
$3,750,000

17387 Dolphin St E  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 1 hour ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,409
    Sq. Ft.
4276 Dorn Rd, Lower Sugarloaf Key, FL 33042 - Photo 1 Just Listed
$1,100,000

4276 Dorn Rd  Lower Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 2
    Total Baths
  • 960
    Sq. Ft.
3301 Duck Ave, Key West, FL 33040 - Photo 1 Just Listed
$725,000

3301 Duck Ave  #D  Key West, FL 33040

  • Townhouse
  • Active
  • Updated 3 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,200
    Sq. Ft.
Listed by Century 21 Circle- Islamorada, Dominic Ip

Price Reduced near 88041 Old Hwy

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

0 Bk 14 Lt 1 Vacant Land, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$9,000 (-15.25%)
$50,000

0 Bk 14 Lt 1 Vacant Land  Cudjoe Key, FL 33042

  • Vacant Land
  • Active
  • Updated 2 days ago
  • 0.16
    Acres
Bk 15 Lt 6, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

Bk 15 Lt 6  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 3 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer
Bk 15 Lt 13, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

Bk 15 Lt 13  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 3 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer
0 Bk 15 Lt 5, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

0 Bk 15 Lt 5  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 3 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer

88041 Old Highway, Upper Sugarloaf Key, 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 07, 2025. Want to learn more about 88041 Old Highway? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

Tour this property