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$19,500,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 8 Full Baths
  • 6,692 Sq. Ft.
  • Updated 5 hours ago
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A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochére entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater room. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels and provides quick access to the Atlantic and Bay. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools-each with a spa, sun deck, and outdoor entertaining spaces. Discreetly luxurious and effortlessly livable, The Oasis redefines waterfront living in the Florida Keys. Designed for ultimate security and safety, this home was built to provide unmatched peace of mind. Every element was designed with meticulous attention to detail and an uncompromising commitment to quality. The Oasis is not just a residence-it is a lifestyle statement in one of the Florida Keys' most desirable locations.

Full Property Details for 87429 Old Hwy

General

  • Price: $19,500,000
  • Taxes: $62,705 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 615643
  • Updated: 5/13/2026
  • Added to Site: 316 day(s) ago

Interior

  • Interior Features: Utility Room, Entrance Foyer, Walk-in Closet(s), Bar, Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Fireplace(s), Intercom, Pantry, Quartz Countertops, Security System, Sky Light(s), Smoke Alarms, Split Bedroom, Storage, Tray Ceilings, Window Treatments, Gym, Media Room, Sauna, Wired for Sound
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Ice Machine, Microwave, Refrigerator, Washer, Water Purification, Water Softener
  • Flooring: Wood, Tile, Carpet, Combo

Rooms

Bathrooms

  • Total Bathrooms: 8
  • Full Bathrooms: 8

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Other Area Features
  • Pool: Yes
  • Pool Description: Concrete, Salt Water, In Ground, Decked
  • Security/Safety: Central Station Sys, Electric Gate, On Premises System

Exterior

  • Exterior Features: Rain Gutters, Built-in Grill, Detached Guest Qtrs, Fencing, Outdoor Kitchen
  • Deck/Patio: Open Porch/Balcony, Deck, Patio
  • Porch/Patio/Deck: Open Porch/Balcony, Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Parking Features: Open, Guest, Off Street, Covered, Carport, Attached, Garage Door Opener

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Plant Beach (87.5)
  • Driving Directions: Mile Marker 87 Ocean side with north and south entries.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: New Construction
  • Construction: CBS, Concrete
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Shutters
  • Square Feet: 6,692
  • Sq. Ft. Source: Tax Records
  • Year Built: 2022
  • Property Condition: New Construction

Unit Information

  • Units in Building: 2

Lot Features

  • Property View: Open Water View, Ocean
  • Lot Size (Acres): 2.85
  • Lot Size (Sq. Ft.): 124,146
  • Lot Size Source: Tax Records
  • Zoning: OTH - Other Zoning

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Oceanfront, Open Water

Financial Considerations

  • Tax Amount: $62,705.16
  • Tax Year: 2024

Disclosures and Reports

  • Legal Description: TR P AND FILL & BAY BTM SELY ADJ TRACT P PLANTATION BEACH PB2-76 PLANTATION KEY G69-557 OR213-513 OR777-901 OR777-902 OR
  • Flood Zone: AE, VE, AE, AE, VE, VE
  • APN: 00415210-000000

Listed by Ocean Sotheby's International Realty, Walters Luxury Group Gloria, Rachel and Michaela Walters (305) 942-6834

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Listing agent

— 87429 Old Hwy —

  • Walters Luxury Group Gloria, Rachel and Michaela Walters

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 87429 Old Hwy

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-82.2 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1281.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 87429 Old Hwy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/23/2026
Price Reduced
$19,500,000
-9.3%
MLS
1/31/2026
Price Increased
$21,500,000
10.28%
MLS
7/01/2025
Listed
$19,495,000
373.18%
MLS
9/28/2018
Sold
$4,120,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 87429 Old Hwy

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$7,121,625
3%
2024
-100%
$6,920,919
3%
2023
$62,301
104%
$6,719,339
120%
2021
$30,510
-30%
$3,054,533
-35%
2022
$43,761
43%
$4,687,719
56%
2021
$30,510
-31%
$3,012,965
-31%
2019
$44,448
80%
$4,393,428
137%
2018
$24,752
35%
$1,855,373
-19%
2017
$18,391
-3%
$2,281,813
-2%
2016
$18,985
43%
$2,319,822
97%
2015
$13,320
-1%
$1,177,495
—
2014
$13,436
10%
$1,179,847
8%
2013
$12,178
—
$1,088,190
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Ocean Sotheby's International Realty, Walters Luxury Group Gloria, Rachel and Michaela Walters (305) 942-6834

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87429 Old Highway, Upper Sugarloaf Key, FL 33036 (MLS# 615643) is a Single Family property with 6 bedrooms and 8 full bathrooms. 87429 Old Highway is currently listed for $19,500,000 and was received on July 01, 2025. Want to learn more about 87429 Old Highway? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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