88835/88845 Old Hwy
Tavernier, FL 33070
$40,000,000
$4,122/ft²
About this home
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
- Waterfront
Property details
Listing
- MLS #
- A12015811
- Status
- For sale
- Listed on
- May 8, 2026
- Days on market
- 94 days
- Listing data updated
- May 15, 2026
Interior
- Beds
- 8
- Baths
- 9.5
- Living area
- 9,704 ft²
- Price per ft²
- $4,122/ft²
Building & community
- Type
- Single-family home
- Year built
- 2025
- County
- Monroe
Lot & exterior
- Lot size
- 311,889 ft²
- Waterfront
- Yes
Days on market, price per ft² and the monthly HOA amount are calculated by this site from the MLS data shown; the association fee is normalized to a monthly figure.
True monthly cost
- Mortgage (principal & interest)
- $202,262
- Property taxes (est.)
- $36,667
- Home insurance (est.)
- $600
- Flood insurance (est.)
- —
Estimated total$239,529*/mo
* Some cost lines aren't available yet for this listing; the total shown is incomplete.
Based on 20% down, a 6.5% rate and a 30-year loan, plus this home's estimated Florida carrying costs. All figures are illustrative estimates — not quotes, not financial or insurance advice.
Sources: flood zone — FEMA National Flood Hazard Layer; mortgage, taxes and insurance figures — this site's own estimates; HOA / CDD — as reported for this listing.
What will this home really cost you?
Location
Mortgage calculator
$202,262/moEstimated principal & interest. Taxes, insurance, and HOA are not included. This is an estimate, not a quote or financial advice.
This listing is courtesy of Serhant.
Angel Nicolas · 305-409-9093 · angel@thenicolasgroup.com · 646-480-7665
Data deemed reliable, but is not guaranteed accurate by MIAMI REALTORS®.
Similar homes nearby
1 / 63D tour$27,000,000$3,293/ft²
88845 Old Hwy
Tavernier, FL 33070
94 days on market
1 / 63D tour$15,000,000$9,973/ft²
88835 Old Hwy
Tavernier, FL 33070
94 days on market
1 / 63D tour$5,850,000$2,176/ft²
233 Aberdeen Ct
Tavernier, FL 33070
70 days on market
1 / 63D tour$5,499,000$1,590/ft²
142 Guilford Ct
Tavernier, FL 33070
101 days on market