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