88835/88845 Old Highway, Tavernier, FL 33070

$40,000,000
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 ...

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

Room Information

Room Name
Family Room
Florida Room
Other
Workshop
IDX
Listing Office: Serhant
Last Updated: May - 31 - 2026
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