Premier Brokers International
88835/88845 Old Highway, Tavernier, FL 33070
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12015811
$40,000,000

88835/88845 Old Highway, Tavernier, FL 33070

Beds
8
Baths
11
Sqft
9,704
Est. payment$234,327/mo
Home type
Single Family Residence
Year built
2025
Lot size
311,890 sqft
Price / sqft
$4,122
HOA
—
Community
PEARL CITY

Property 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.

Listing activity

Days on market
168
Listed
May 8, 2026
MLS listing updated
May 31, 2026
Feed last checked
6 minutes ago

Listed by Angel Oscar Nicolas · Serhant

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
8
Bathrooms
11
Bathrooms (decimal)
9.5
Full bathrooms
8
Half bathrooms
3

Rooms & features

Rooms
4
Interior features
Built-in Features, Closet Cabinetry, Elevator, Entrance Foyer, Walk-In Closet(s), Other
Flooring
Wood, Other
Appliances
Dishwasher, Disposal, Dryer, Electric Range, Microwave, Washer, Other
Other equipment
Other

Heating & cooling

Heating
Central
Cooling
Central Air
Property

Parking

Garage spaces
3
Garage
Yes
Covered spaces
3
Parking features
Attached, Attached Garage, Circular Driveway, Covered, Driveway, Garage, Paver Block
Attached garage
Yes

Exterior

Stories
2
Building area
18,115 sqft
Patio & porch
Porch - Open, Porch, Patio
Exterior features
Balcony, Built-in Barbecue
Pool
Yes
View
Ocean, Direct Ocean
Waterfront
Other, Ocean Access, Ocean
Waterfront property
Yes
Spa
Yes
Spa features
Heated

Lot

Lot size
311,890 sqft
Lot size (acres)
7.16 acres
Zoning
SS
Construction

Type & style

Home type
Single Family Residence
Architectural style
Contemporary
Year built
2025
New construction
Yes

Materials

Construction
Block, Concrete Block - No Stucco
Roof
Metal, Other
Property condition
New Construction
Levels
Two
Faces
West
Utilities & green energy

Utilities

Sewer
Public Sewer
Water
Public
Utilities
Cable Available
Community & HOA

Community

Subdivision
PEARL CITY
MLS area
5940 - Other Florida County
MLS subarea
Other
Pets allowed
Dogs OK, Yes
55+ community
No

Association

Has association
No
Amenities
Other
Lease details

Not reported by the listing source.

Location

Area details

City
Tavernier
County
Monroe
ZIP code
33070
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12015811
Possession
Negotiable
Original list price
$40,000,000
Parcel number
00415240000000
Annual property tax
$81,311
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
Additional MLS details

Reported by the listing source

Association Amenities
Other
Association
No
Bathrooms Total Decimal
9.5
Bathrooms Total Integer
11
Building Area Total
18115
Construction Materials
Block, Concrete Block - No Stucco
County Or Parish
Monroe
Days On Market
168
Direction Faces
West
Elementary School
Plantation Key
High School
Coral Shores
List Price
40000000
Listing Contract Date
2026-05-08
Living Area
9704
Lot Size Acres
7.16
Lot Size Area
311889
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Plantation Key
Mls Status
Active
On Market Date
2026-05-08
Patio And Porch Features
Porch - Open, Porch, Patio
Photos Count
33
Postal Code
33070
Property Sub Type
Single Family Residence
Property Type
Residential
Rooms Total
4
Senior Community
No
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-05-08T04:00:00Z
Stories Total
2
Subdivision Name
PEARL CITY
Water Source
Public
Waterfront Features
Other, Ocean Access, Ocean
Tax Annual Amount
81311
Bathrooms Full
8
Pool Private
Yes
Bedrooms Total
8
Bathrooms Half
3

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
May 8, 2026ListedMIAMI REALTORS® MLS$40,000,000$4,122/sqft

Public tax history

YearProperty taxesAssessment
2025$81,311—

Payment calculator

Estimated monthly payment$234,327/moIllustrative estimate, not a loan offer.
Principal & interest
$207,551
Property taxes
$6,776
Insurance
$20,000
Association dues
—

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

PEARL CITY

Tavernier · Monroe County · 33070

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Plantation KeyElementary
—
Plantation KeyMiddle
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

Nearby homes

12 homes

Similar homes

3 homes
MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of Serhant. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.