About 88835/88845 Old Highway
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.
Features of 88835/88845 Old Highway
| MLS® # | A12015811 |
|---|---|
| USD | $40,000,000 |
| CAD | $55,114,800 |
| CNY | 元268,444,000 |
| EUR | €34,390,560 |
| GBP | £29,513,960 |
| RUB | ₽3,434,028,000 |
| Bedrooms | 8 |
| Bathrooms | 11.00 |
| Full Baths | 8 |
| Half Baths | 3 |
| Acres | 7.16 |
| Year Built | 2025 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Restrictions | See Remarks |
| Style | Contemporary |
| Status | Active |
| HOPA | No Hopa |
| Membership Equity | No |
Community Information
| Address | 88835/88845 Old Highway |
|---|---|
| Area | 5940 - Other Florida County |
| Subdivision | PEARL CITY |
| City | Tavernier |
| County | Monroe |
| State | FL |
| Zip Code | 33070 |
Amenities
| Amenities | Other |
|---|---|
| Utilities | Cable Available |
| Parking | Circular Driveway, Covered, Driveway, Paver Block, Garage, Attached Garage, Attached |
| # of Garages | 3 |
| View | Direct Ocean, Ocean |
| Is Waterfront | Yes |
| Waterfront | Ocean Access, Other, Ocean Front |
| Has Pool | Yes |
| Boat Services | Private Dock,Lift |
| Pets Allowed | Yes, Dogs OK |
| Subdivision Amenities | Other |
| Guest House | No |
Interior
| Interior Features | Built-in Features, Entrance Foyer, Elevator, Other, Walk-In Closet(s), Closet Cabinetry |
|---|---|
| Appliances | Dryer, Disposal, Dishwasher, Electric Range, Microwave, Other, Washer |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 2 |
| Stories | Two |
| Master Bedroom | Master Bdrm - Ground, Master Bdrm - Upstairs, Bedroom On Entry Level |
Exterior
| Exterior Features | Built-in Barbecue, Balcony |
|---|---|
| Roof | Metal, Other |
| Construction | Block, Concrete Block - No Stucco |
| Front Exposure | West |
School Information
| Elementary | Plantation Key |
|---|---|
| Middle | Plantation Key |
| High | Coral Shores |
Additional Information
| Date Listed | May 8th, 2026 |
|---|---|
| Days on Market | 124 |
| Zoning | SS |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| Parcel ID | 00415240000000 |
Listing Details
| Office | Serhant |
|---|---|
| angel@thenicolasgroup.com |
