$40,000,000
88835/88845 Old Highway
Tavernier, FL 33070
PEARL CITY
Explore the area: Monroe County real estate
Price Check
How this price compares
- List price
- $40,000,000
- Price per sq ft
- $4,122
- Original price
- Unchanged
- Days on market
- 23
This 8-bedroom single-family home is listed at $40,000,000, or $4,122 per square foot. It has been on the market for 23 days.
Estimated monthly payment
$210,217 /mo
Principal and interest only, based on $8,000,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.
Customize this estimateListing Snapshot
- Price
- $40,000,000
- Days on Site
- 23 Days
- Bedrooms
- 8
- Total Baths
- 11
- Full Baths
- 8
- Partial Baths
- 3
- Living Area
- 9,704 sqft
- Total Sq Ft
- 18,115 sqft
- Lot Size
- 7.16 Acres
- Year Built
- 2025
- Property Type
- Single Family
- MLS #
- A12015811
- Property Tax
- $81,311 (2025)
- Subdivision
- PEARL CITY
- County
- Monroe
- Status
- Active
- Special Conditions
- Listed As Is
About This Property
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.
Virtual TourGeneral Features
- Property Type
- Single Family
- Status
- Active
- Year Built
- 2025
- Property Condition
- New Construction
- New Construction
- Yes
- Number of Stories
- 2
- Levels
- Two
- Garage Spaces
- 3
- Attached Garage
- Yes
- Parking
- Attached / Circular Driveway / Covered / Driveway / Garage / Paver Block
- Direction Faces
- West
- Lot Size (Acres)
- 7.16
- Living Sq Ft
- 9,704
- Total Sq Ft
- 18,115
- Sewer
- Public Sewer
- Water Source
- Public
- Zoning
- SS
Interior Features
- Appliances
- Dryer / Dishwasher / Electric Range / Disposal / Microwave / Washer
- Cooling
- Central Air
- Heating
- Central
- Flooring
- Other / Wood
- Spa
- Yes
- Spa Features
- Heated
- Interior Features
- Built In Features / Bedroom On Main Level / Breakfast Area / Closet Cabinetry / Dining Area / Separate Formal Dining Room / Entrance Foyer / Elevator / Living Dining Room / Main Level Primary / Other / Upper Level Primary / Walk In Closets
Exterior Features
- Construction
- Block
- Roof
- Metal / Other
- Exterior Features
- Built In Barbecue / Balcony / Barbecue / Outdoor Living Area
- Architectural Style
- Contemporary
- Private Pool
- Yes
- Patio & Porch
- Open / Patio / Porch / Balcony
- Lot Features
- Five To Ten Acres
- Waterfront
- Yes
- Waterfront Features
- Ocean Access / Ocean Front / Other
- Frontage
- Waterfront
- Frontage Length
- 480.00 ft
- View
- Ocean
Community & HOA
- Association Amenities
- Other
- Utilities
- Cable Available
- Pets Allowed
- Dogs Ok / Yes
- Financing Terms
- Cash / Conventional
- Restrictions
- See Remarks
- MLS Area
- 5940 - Other Florida County
Schools
- Elementary School
- Plantation Key
- Middle School
- Plantation Key
- High School
- Coral Shores
About the Area
- Homes for Sale
- 41
- Median List Price
- $1,750,000
- Median $/Sq Ft
- $1,044
- Avg Days on Market
- 106
Frequently Asked Questions
- How do I schedule a tour of 88835/88845 Old Highway, Tavernier, FL 33070?
- Use the Tour button on this listing to request a showing of 88835/88845 Old Highway, Tavernier, FL 33070. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
- Is 88835/88845 Old Highway, Tavernier, FL 33070 still available?
- 88835/88845 Old Highway, Tavernier, FL 33070 is currently listed as Active, and has been on the market 23 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
- How much is the monthly payment for 88835/88845 Old Highway, Tavernier, FL 33070?
- With 20% down ($8,000,000) on the $40,000,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 88835/88845 Old Highway, Tavernier, FL 33070 is about $210,217/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
- How do I get pre-approved to buy 88835/88845 Old Highway, Tavernier, FL 33070?
- Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 88835/88845 Old Highway, Tavernier, FL 33070. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
- What schools serve 88835/88845 Old Highway, Tavernier, FL 33070?
- 88835/88845 Old Highway, Tavernier, FL 33070 is zoned for Plantation Key (elementary), Plantation Key (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
- Can I negotiate the price of 88835/88845 Old Highway, Tavernier, FL 33070?
- Often, yes. The right offer on 88835/88845 Old Highway, Tavernier, FL 33070 depends on how it's priced against comparable single family sales in Tavernier, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.
Listing courtesy of Serhant
Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.
$40,000,000
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Listed by Angel Oscar Nicolas, Serhant
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