88835/88845 Old Highway, Tavernier, FL 33070

$40,000,000

Virtual Tour

https://www.propertypanorama.com/instaview/mia/A12015811

Property Type: Residential Bedrooms: 8 Baths: 11 Square Footage: 18,115 Status: Active

Current Price: $40,000,000 List Date: 5/08/2026 Last Modified: 5/31/2026

Overview

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 a ... (Read more)

Listing Details MLS# A12015811

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: Yes
Attached Garage YN: Yes
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: Yes
Water Frontage Feet: 480
Outdoor Living Spaces YN: Yes
Stories Total: 2
Direction Faces: West
Pool Private YN: Yes
Spa YN: Yes

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

Contract Information

Comp Sale YN: No
Original List Price: 40000000
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

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

Status Change Information

Major Change Timestamp: 2026-05-08T04:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-05-08

More Information

Boat and Dock Information

Dock: Yes

Pool Size Details

Pool Size (WxL): 120ft

Storm Protection

Impact Glass: Complete

Section Details

Parcel Number MLX: 4250

Originating Details

Originating System Key: 465438913
Originating System ID: M00000151

Office/Member Information

DXORIGMLSID: SEF

Accessibility Features

Accessible Elevator Installed: Yes
Accessible Full Bath: Yes

Amenities

Other: Yes

Dining Area

Breakfast Area: Yes
Dining/Living Room: Yes
Formal Dining: Yes

Exterior Features

Built-in Barbecue: Yes

Flooring

Wood: Yes
Other: Yes

Parking Features

Circular Driveway: Yes
Covered: Yes
Driveway: Yes
Paver Block: Yes
Attached: Yes
Attached Garage: Yes
Garage: Yes

Property Condition

New Construction: Yes

Spa Features

Heated: Yes

Possession

Negotiable: Yes

Sewer

Public Sewer: Yes

Special Information

Sold As-Is: Yes

Utilities

Cable Available: Yes

Heating

Central: Yes

Water Access

Ocean Access: Yes
Other: Yes

Water View

Direct Ocean: Yes
Ocean: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Electric Range: Yes
Microwave: Yes
Washer: Yes
Other: Yes

Construction Materials

Block: Yes
Concrete Block - No Stucco: Yes

Interior Features

Built-in Features: Yes
Closet Cabinetry: Yes
Elevator: Yes
Entrance Foyer: Yes
Walk-In Closet(s): Yes
Other: Yes

Levels

Two: Yes

Listing Terms

Cash: Yes
Conventional: Yes

Other Equipment

Other: Yes

Roof

Metal: Yes
Other: Yes

Water Source

Public: Yes

Waterfront Features

Ocean Front: Yes

Architectural Style

Contemporary: Yes

Boat and Dock Features

Lift: Yes
Private Dock: Yes

Cooling

Central Air: Yes

Master Bedroom/Bath

Bedroom On Entry Level: Yes
Master Bdrm - Ground: Yes
Master Bdrm - Upstairs: Yes

Pets Allowed YN

Yes: Yes

Pets Allowed

Dogs OK: Yes

Restrictions

See Remarks: Yes

Tax Information

Tax Reflects No Exemptions: Yes

Outdoor Living Spaces

Balcony: Yes
Patio: Yes
Porch: Yes

Balcony Details

Balcony - Open: Yes

Porch Details

Porch - Open: Yes

Room Types

Family Room: Yes
Florida Room: Yes
Other: Yes
Workshop: Yes

Acreage Description

5 To Less Than 10 Acre Lot: Yes

Room Information

Room Name
Family Room
Florida Room
Other
Workshop

Listing Office: Serhant

Last Updated: May - 31 - 2026

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88835/88845 Old Highway, Tavernier, FL 33070 (MLS# A12015811)