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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

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.

More Information MLS# A12015811

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

Family Room Florida Room Other Workshop
Listing Office: Serhant
Last Updated: May - 31 - 2026
88835/88845 Old Highway, Tavernier, FL 33070- MLS# A12015811
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