88835/88845 Old Highway
Tavernier, FL 33070
$40,000,000
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.
| Listing Id: | A12015811 |
|---|---|
| List Price: | $40,000,000 |
| Property Type: | Residential |
| Type: | SingleFamilyResidence |
| Status: | Active |
| Total Bedrooms: | 8 |
| Full Baths: | 8 |
| Half Baths: | 3 |
| Living Sq. Ft.: | 9,704 |
| Taxes: | $81,311 |
| Acres: | 7.16 |
| Design: | Contemporary |
| Waterfront: | Yes |
| City: | Tavernier |
| County: | Monroe |
| Zip Code: | 33070 |
| Year Built: | 2025 |
| Area: | 5940 - Other Florida County |
| Cooling: | CentralAir |
| Elementary School: | Plantation Key |
| Exterior Features: | BuiltInBarbecue, Balcony, Barbecue, OutdoorLivingArea |
| Flooring: | Other, Wood |
| Garage Spaces: | 3.0 |
| Heating: | Central |
| High School: | Coral Shores |
| Interior Features: | BuiltInFeatures, BedroomOnMainLevel, BreakfastArea, ClosetCabinetry, DiningArea, SeparateFormalDiningRoom, EntranceFoyer, Elevator, LivingDiningRoom, MainLevelPrimary, Other, UpperLevelPrimary, WalkInClosets |
| Pets Allowed: | DogsOk, Yes |
| Possession: | Negotiable |
| Roof: | Metal, Other |
| State/Province: | FL |
| Subdivision: | Pearl City |
| Tax Year: | 2025 |
| Total Floors/Stories: | 2 |
| Utilities: | CableAvailable |
| View: | Ocean |
| Zoning: | SS |
| Accessibility Features: | AccessibilityFeatures, AccessibleFullBath, AccessibleElevatorInstalled |
| Appliances: | Dryer, Dishwasher, ElectricRange, Disposal, Microwave, Washer |
| Association Amenities: | Other |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 11 |
| Building Area Total: | 18,115.0 |
| Construction Materials: | Block |
| Cooling?: | Yes |
| Covered Spaces: | 3.0 |
| Cumulative Days On Market: | 23 |
| Direction Faces: | West |
| Frontage Length: | 480.00 |
| Frontage Type: | Waterfront |
| Garage?: | Yes |
| Heating?: | Yes |
| Levels: | Two |
| Listing Agreement: | ExclusiveRightToSell |
| Listing Terms: | Cash, Conventional |
| Lot Features: | FiveToTenAcres |
| Lot Size Area: | 311889.0 |
| Middle Or Junior School: | Plantation Key |
| Mobile Dim Units: | Feet |
| New Construction?: | Yes |
| Current Price: | $40,000,000.00 |
| Original List Price: | $40,000,000 |
| Other Equipment: | Other |
| Country Subdivision: | 12087 |
| Frontage Length Remarks: | 480.00 |
| Parcel Number: | 00415240000000 |
| Parking Features: | Attached, CircularDriveway, Covered, Driveway, Garage, PaverBlock |
| Parking Total: | 3 |
| Pets Allowed Yn: | Yes |
| Record Signature: | -805,390,727 |
| Universal Parcel Id: | urn:reso:upi:2.0:US:12087:00415240000000 |
| Patio And Porch Features: | Open, Patio, Porch, Balcony |
| Pool Private?: | Yes |
| Postal City: | Tavernier |
| Postal Code Plus4: | 2038 |
| Property Condition: | NewConstruction |
| Sewer: | PublicSewer |
| Spa Features: | Heated |
| Spa?: | Yes |
| Special Listing Conditions: | ListedAsIs |
| View?: | Yes |
| Waterfront Features: | OceanAccess, OceanFront, Other |
| Water Source: | Public |
| Basement Yn: | No |
| Listing Contract Date: | 2026-05-08 |
| Stories Total: | 2 |
| Property Sub Type Additional: | SingleFamilyResidence |
Listing Courtesy of: Serhant
Listing Agent: Angel Nicolas
305-409-9093
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BeachesMLS data last updated on October 08, 2026 05:11 PM - ET
Property Last Updated: October 08, 2026 05:11 PM - ET
































