$40,000,000
Tavernier, FL 33070
MLS# A12015811
8 beds | 11 baths | 18115 sqft
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.
Details
Maps
Contract Information
Comp Sale YN: No
Listing Date: 2026-05-08
Status: Active
Original List Price: 40000000
List Price: $40,000,000
Current Price: $40,000,000
Occupant Type: Call Listing Agent
Location and Legal
Country: United States
County Or Parish: Monroe
County Parish Name: Monroe
Street Number: 88835/88845
Street Name: Old
Street Suffix: Highway
City Name: Tavernier
State Or Province: FL
Postal Code: 33070
Postal Code +4: 2038
Postal Zip: 33070
Subdivision Name: PEARL CITY
Area: 5940 - Other Florida County
Geographic Area: Other
Elementary School: Plantation Key
Middle Or Junior School: Plantation Key
High School: Coral Shores
Parcel Number: 00415240000000
Zoning: SS
Flood Zone: AE,VE,X
General Property Information
Property Sub Type: Single Family Residence
Bedrooms Total: 8
Bathrooms Total: 11
Bathrooms Full: 8
Bathrooms Half: 3
Building Area Main: 18115
Living Area Main: 9704
Accessibility Features YN: Yes
Year Built: 2025
Garage YN: 1
Attached Garage YN: 1
Garage Spaces: 3
Covered Spaces: 3
Lot Size Area: 311889
Lot Size Acres: 7.16
Senior Community YN: No
Guest House YN: Yes
Waterfront YN: 1
Water Frontage Feet: 480
Outdoor Living Spaces YN: Yes
Stories Total: 2
Direction Faces: West
Pool Private YN: Yes
Spa YN: Yes
Financial Information
Membership Fee Required YN: No
Tax Annual Amount: 81311
Tax Year: 2025
Tax 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
Boat and Dock Information
Dock: Yes
Pool Size Details
Pool Size (WxL): 120ft
Storm Protection
Impact Glass: Complete
Section Details
Parcel Number MLX: 4250
Status Change Information
Major Change Timestamp: 2026-05-08T04:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-05-08
Originating Details
Originating System Key: 465438913
Originating System ID: M00000151
Property Features
Accessibility Features: Accessible Elevator Installed; Accessible Full Bath
Dining Area: Breakfast Area; Dining/Living Room; Formal Dining
Exterior Features: Built-in Barbecue
Flooring: Wood; Other
Parking Features: Circular Driveway; Covered; Driveway; Paver Block; Attached; Attached Garage; Garage
Property Condition: New Construction
Spa Features: Heated
Appliances: Dishwasher; Disposal; Dryer; Electric Range; Microwave; Washer; Other
Architectural Style: Contemporary
Boat and Dock Features: Lift; Private Dock
Construction Materials: Block; Concrete Block - No Stucco
Cooling: Central Air
Heating: Central
Interior Features: Built-in Features; Closet Cabinetry; Elevator; Entrance Foyer; Walk-In Closet(s); Other
Levels: Two
Listing Terms: Cash; Conventional
Other Equipment: Other
Pets Allowed YN: Yes
Pets Allowed: Dogs OK
Possession: Negotiable
Restrictions: See Remarks
Roof: Metal; Other
Sewer: Public Sewer
Special Information: Sold As-Is
Tax Information: Tax Reflects No Exemptions
Utilities: Cable Available
Water Access: Ocean Access; Other
Water Source: Public
Water View: Direct Ocean; Ocean
Waterfront Features: Ocean Front
Outdoor Living Spaces: Balcony; Patio; Porch
Balcony Details: Balcony - Open
Porch Details: Porch - Open
Room Types: Family Room; Florida Room; Other; Workshop
Acreage Description: 5 To Less Than 10 Acre Lot
Room Information
| Room Name |
| Family Room |
| Florida Room |
| Other |
| Workshop |
Listing Office: Serhant

Last Updated: May - 31 - 2026
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