Skip to content
87429 Old Highway, Islamorada, FL 33036
Active
127 Days on Market
1 / 30
87429 Old Highway, Islamorada, FL 33036 photo 187429 Old Highway, Islamorada, FL 33036 photo 287429 Old Highway, Islamorada, FL 33036 photo 387429 Old Highway, Islamorada, FL 33036 photo 487429 Old Highway, Islamorada, FL 33036 photo 587429 Old Highway, Islamorada, FL 33036 photo 687429 Old Highway, Islamorada, FL 33036 photo 787429 Old Highway, Islamorada, FL 33036 photo 887429 Old Highway, Islamorada, FL 33036 photo 987429 Old Highway, Islamorada, FL 33036 photo 1087429 Old Highway, Islamorada, FL 33036 photo 1187429 Old Highway, Islamorada, FL 33036 photo 1287429 Old Highway, Islamorada, FL 33036 photo 1387429 Old Highway, Islamorada, FL 33036 photo 1487429 Old Highway, Islamorada, FL 33036 photo 1587429 Old Highway, Islamorada, FL 33036 photo 1687429 Old Highway, Islamorada, FL 33036 photo 1787429 Old Highway, Islamorada, FL 33036 photo 1887429 Old Highway, Islamorada, FL 33036 photo 1987429 Old Highway, Islamorada, FL 33036 photo 2087429 Old Highway, Islamorada, FL 33036 photo 2187429 Old Highway, Islamorada, FL 33036 photo 2287429 Old Highway, Islamorada, FL 33036 photo 2387429 Old Highway, Islamorada, FL 33036 photo 2487429 Old Highway, Islamorada, FL 33036 photo 2587429 Old Highway, Islamorada, FL 33036 photo 2687429 Old Highway, Islamorada, FL 33036 photo 2787429 Old Highway, Islamorada, FL 33036 photo 2887429 Old Highway, Islamorada, FL 33036 photo 2987429 Old Highway, Islamorada, FL 33036 photo 30
All Listings

$18,999,000

87429 Old Highway

Islamorada, FL 33036

PLANTATION BEACH

Explore the area: Monroe County real estate

How this price compares

List price
$18,999,000
Price per sq ft
$3,138
Original price
$19,500,000
Days on market
127

This 6-bedroom single-family home is listed at $18,999,000, or $3,138 per square foot. The asking price has come down 2.6% from its original $19,500,000. It has been on the market for 127 days.

6
Bedrooms
6
Bathrooms
6,054
Living Sq Ft
2022
Year Built

Estimated monthly payment

$99,848 /mo

Principal and interest only, based on $3,799,800 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$18,999,000
Days on Site
127 Days
Bedrooms
6
Total Baths
6
Full Baths
6
Partial Baths
0
Living Area
6,054 sqft
Total Sq Ft
18,549 sqft
Lot Size
2.85 Acres
Year Built
2022
Property Type
Single Family
MLS #
A11990479
Property Tax
$64,866 (2025)
Subdivision
PLANTATION BEACH
County
Monroe
Status
Active
Special Conditions
Listed As Is

About This Property

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-cochère 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. 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. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, & outdoor entertaining spaces.

Virtual Tour

General Features

Property Type
Single Family
Status
Active
Year Built
2022
Property Condition
Updated Remodeled
Garage Spaces
8
Attached Garage
Yes
Parking
Attached / Boat / Circular Driveway / Driveway / Garage / Golf Cart Garage / Garage Door Opener / Guest / Paver Block / Rv Access Parking
Direction Faces
West
Lot Size (Acres)
2.85
Living Sq Ft
6,054
Total Sq Ft
18,549
Sewer
Public Sewer
Water Source
Public
Zoning
OTH

Interior Features

Appliances
Dryer / Dishwasher / Disposal / Refrigerator / Washer
Cooling
Central Air / Ceiling Fans
Heating
Central
Flooring
Carpet / Wood
Fireplace
Yes
Spa
Yes
Spa Features
Heated / In Ground
Interior Features
Built In Features / Bedroom On Main Level / Breakfast Area / Bathtub / Closet Cabinetry / Dual Sinks / Entrance Foyer / Eat In Kitchen / Kitchen Island / Kitchen Dining Combo / Living Dining Room / Custom Mirrors / Main Level Primary / Pantry / Storage / Soaking Tub / Separate Shower / Vaulted Ceilings / Walk In Closets
Laundry
Washer Hookup / Dryer Hookup
Windows
Blinds
Total Rooms
3

Exterior Features

Construction
Block
Roof
Aluminum
Exterior Features
Built In Barbecue / Balcony / Barbecue / Lighting / Outdoor Living Area
Private Pool
Yes
Pool Features
Concrete / Heated
Patio & Porch
Open / Porch / Balcony
Lot Features
Two To Three Acres
Waterfront
Yes
Waterfront Features
Navigable Water / Ocean Access / Ocean Front / Seawall
Frontage
Waterfront
Frontage Length
400.00 ft
View
Ocean

Community & HOA

Association Amenities
None
Security
Fire Alarm
55+ Community
Yes
Financing Terms
Cash / Conventional
Restrictions
No Restrictions
MLS Area
5940 - Other Florida County

Schools

Elementary School
Plantation Key
Middle School
Plantation Key
High School
Coral Shores
Homes for Sale
57
Median List Price
$3,350,000
Median $/Sq Ft
$1,192
Avg Days on Market
140
View all 57 homes for sale in Islamorada →
How do I schedule a tour of 87429 Old Highway, Islamorada, FL 33036?
Use the Tour button on this listing to request a showing of 87429 Old Highway, Islamorada, FL 33036. 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 87429 Old Highway, Islamorada, FL 33036 still available?
87429 Old Highway, Islamorada, FL 33036 is currently listed as Active, and has been on the market 127 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 87429 Old Highway, Islamorada, FL 33036?
With 20% down ($3,799,800) on the $18,999,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 87429 Old Highway, Islamorada, FL 33036 is about $99,848/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 87429 Old Highway, Islamorada, FL 33036?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 87429 Old Highway, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 87429 Old Highway, Islamorada, FL 33036?
87429 Old Highway, Islamorada, FL 33036 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 87429 Old Highway, Islamorada, FL 33036?
Often, yes. The right offer on 87429 Old Highway, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, 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 Ocean Sothebys Intl Realty

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.

$18,999,000

Interested in This Property?

Contact us to schedule a showing or ask a question.

Re: 87429 Old Highway, Islamorada, FL 33036

By submitting you agree to our Privacy Policy and Terms of Use.

Own a home near this one? See what it would sell for today

Listed by Michaela Marie Walters, Ocean Sothebys Intl Realty

Similar Listings in Islamorada

All Monroe County Homes →