# 89505 Old Highway, Plantation Key, FL 33070

> **TL;DR:** 7bd/8ba single family, $26,400,000 ($2937/sqft), built 2008, 8,988 sqft.
> Pool, Fireplace, Waterfront, View. Est. $141,193/mo. Listed 162 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $26,400,000 |
| Price/sqft | $2937 |
| Bedrooms | 7 |
| Bathrooms | 6 full, 4 half |
| Square Feet | 8,988 |
| Year Built | 2008 |
| Lot Size | 332,798 sqft (7.64 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 162 |

## Why This Home Stands Out

- **Pool** - Porch, Deck, Patio
- **Waterfront** - Waterfront location listed
- **Views** - Water, Ocean

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $133,493 |
| Estimated Insurance | $7,700 |
| **Total** | **$141,193** |

## Key Amenities

- Pool
- Fireplace
- Waterfront
- View
- A/C

## Property Highlights

- Built in 2008
- 7.64 acre lot
- Private pool
- Fireplace
- Waterfront

## Description

### Agent Description
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

## Location

- **Address:** 89505 Old Highway, Plantation Key, FL 33070
- **County:** Monroe
- **Neighborhood:** Trop Coral Reef (89.0)
- **Coordinates:** 24.989133, -80.53931
- **Google Maps:** https://www.google.com/maps?q=24.989133,-80.53931

## Virtual Tour & Media

- **Video Tour:** https://bcove.video/4bm5cYm

## Listing Agent

- **Name:** Leslie Leopold · **License:** 3071091
- **Brokerage:** Ocean Sotheby's International Realty
- **Broker Phone:** 3057128888
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/89505-Old-Hwy_Tavernier_FL_33070_M58986-74140?f=listhub&s=FLKEYSMLSFL&m=620022&c=propsimple)

## Photos

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---

**MLS#:** 620022 | **Updated:** 2026-10-25
**Source:** listhub

*Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/89505-old-highway-plantation-key-fl-33070-a5946a91db38484a9516ac736eba6853)

---

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  "name": "89505 Old Highway, Plantation Key, FL 33070",
  "description": "Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.",
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