Date
Details
Price
Change
Source
5/08/2026
Listed
$40,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
$40,000,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
Property Description
A rare dual-parcel offering on prestigious Millionaire's Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys' most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845 Old Highway, a newly constructed 8,200 SF modern estate showcases 5 bedrooms, 6 full baths, 2 half baths, designer finishes, smart-home technology, a resort-style 120-foot pool, and a protected basin with dockage, boat lift, and deep-water access. Complementing the main estate, the adjacent parcel at 88835 Old Highway encompasses over 3 additional acres and introduces a rare layer of flexibility and long-term value. The property includes a renovated 3-bedroom residence completed in 2022, a transferable TDR allowing for the future construction of a substantially larger primary residence, an additional buildable lot, and a lush natural hammock buffer that enhances privacy and exclusivity. Together, this exceptional compound delivers an unmatched blend of luxury living, investment potential, and future flexibility in one of the Florida Keys' most coveted waterfront settings.
Full Property Details
Full Property Details for 88835/88845 Old Hwy
General
- Price: $40,000,000
- Taxes: $81,311 (2025)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A12015811
- Updated: 6/10/2026
- Added to Site: 67 day(s) ago
Interior
- Interior Features: First Floor Entry, Second Floor Entry, Built-in Features, Closet Cabinetry, Elevator, Entrance Foyer, Other, Walk-In Closet(s), Family Room, Florida Room, Workshop
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Other Equipment/Appliances, Electric Range, Washer
- Flooring: Other, Wood
Rooms
Bathrooms
- Total Bathrooms: 11
- Full Bathrooms: 8
- Half Bathrooms: 3
Bedrooms
- Total Bedrooms: 8
- Bedroom Features: At Least 1 Bedroom Ground Level, Entry Level, Primary Bedroom Ground Level, Primary Bedroom Upstairs
Other Rooms
- Living Room: Family Room, Florida Room, Sq. Ft.
- Dining Room: Breakfast Area, Dining/Living Room, Formal Dining
Additional Information
- Pool: Yes
- Pool Description: 120ft
- Spa: Yes
- Equipment: Elevator
Exterior
- Exterior Features: Built-In Grill, Open Balcony
- Deck/Patio: Open Balcony, Open Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Covered, Driveway, Other, Paver Block
Location
- Area: Pearl City
- County: Monroe County
- Subdivision: PEARL CITY
- Building Name: PEARL CITY
- Direction Faces: West
Community
- Community Name: Pearl City
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Two Story, Modern/Contemporary
- Structure Type: House
- Detached/Attached: Detached
- Construction: Concrete Block Construction, Concrete Block With Brick
- Roof: Metal Roof, Other
- Windows: Clear Impact Glass, Complete Impact Glass, High Impact Windows, Impact Glass
- Entry Location: Foyer
- Building Size: 18115
- Square Feet: 9,704
- Living Area: 9,704 Sq. Ft.
- Year Built: 2025
- Property Condition: New Construction
Additional Structures
- Other Structures: Guest House
Lot Features
- Property View: Ocean, Direct Ocean
- Lot Size (Sq. Ft.): 311,889
- Frontage Feet: 480
- Lot Features: 5 To Less Than 10 Acre Lot
- Zoning: SS
Water Features
- Water Front: Yes
- Water Front Desc.: Ocean Access, Ocean Front
Financial Considerations
- Price Per Sq. Ft.: $4,122.01
- Tax Amount: $81,311
- Tax Year: 2025
- Terms: All Cash, Conventional
Disclosures and Reports
- Legal Description: LT 2 PEARL CITY PLANTATION KEY PB2-134 G43-412 G75-103 OR455-470 OR710-894 OR762-729 OR793-1145 OR831-2031 OR921-314 OR978-346 OR1038-451 OR
- Restrictions: See Broker Remarks
- Inclusions: Boatlift, Dock Available, Other, Private Dock, Dock Available, Lift, Other Water Access, Private Dock
- Property ID: 00415240-000000
Listed by Serhant
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 88835/88845 Old Hwy —
Serhant
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 88835/88845 Old Hwy
Tax History
Tax History for 88835/88845 Old Hwy
Year
Property Taxes
Change
Tax Assessment
Change
2025
$50,163
5%
$9,600,998
-1%
2024
$47,825
20%
$9,692,600
33%
2023
$39,883
74%
$7,266,008
176%
2022
$22,911
12%
$2,630,049
27%
2021
$20,390
14%
$2,062,784
35%
2019
$17,832
-36%
$1,533,247
-35%
2018
$27,715
3%
$2,362,210
-22%
2017
$26,996
-5%
$3,047,876
-12%
2016
$28,537
13%
$3,464,444
95%
2015
$25,310
46%
$1,774,764
10%
2014
$17,303
2%
$1,613,422
9%
2013
$17,041
—
$1,482,005
—
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
Estimate the Cost for 88835/88845 Old Hwy
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 2Total Baths
- 1,976Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,199Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,552Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,200Sq. Ft.
Listed by Sergio Velarde (305) 281-2262
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 1,544Sq. Ft.
Listed by Sergio Velarde (305) 281-2262
- Mobile Home
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 720Sq. Ft.
Listed by The Warren Group (954) 527-5900
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,421Sq. Ft.
88835/88845 Old Hwy, Tavernier, FL 33070 (MLS# A12015811) is a Single Family property with 8 bedrooms, 8 full bathrooms and 3 partial bathrooms. 88835/88845 Old Hwy is currently listed for $40,000,000 and was received on May 08, 2026. Want to learn more about 88835/88845 Old Hwy? Do you have questions about finding other Single Family real estate for sale in Tavernier? You can browse all Tavernier real estate or contact a Coldwell Banker agent to request more information.