# 82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

> **TL;DR:** 7bd/11ba single family, $24,995,000 ($2455/sqft), built 1995, 10,182 sqft.
> Pool, Fireplace, Waterfront, View. Est. $133,678/mo. Listed 19 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $24,995,000 |
| Price/sqft | $2455 |
| Bedrooms | 7 |
| Bathrooms | 10 full, 1 half |
| Square Feet | 10,182 |
| Year Built | 1995 |
| Lot Size | 79,715 sqft (1.83 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 19 |

## 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%) | $126,388 |
| Estimated Insurance | $7,290 |
| **Total** | **$133,678** |

## Key Amenities

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

## Property Highlights

- Built in 1995
- 1.83 acre lot
- 2 stories
- Private pool
- Fireplace
- Waterfront

## Description

### Agent Description
Experience unparalleled oceanfront living at the Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under an acre of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182 SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors with natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, putting green and multiple terraces with sweeping coastal views. A 300 inch outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. A rare legacy estate defined by privacy, scale, and presence

## Location

- **Address:** 82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
- **County:** Monroe
- **Neighborhood:** Strattons (82.5)
- **Coordinates:** 24.92643, -80.623116
- **Google Maps:** https://www.google.com/maps?q=24.92643,-80.623116

## Listing Agent

- **Name:** Pamela DiMartino · **License:** 3123363
- **Brokerage:** Coldwell Banker Realty - Adventura
- **Broker Phone:** (305) 931-8266
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/82719-Old-Hwy_Islamorada_FL_33036_M65850-75535?f=listhub&s=FLKEYSMLSFL&m=621626&c=propsimple)

## Photos

![82719 Old Highway - Photo 1](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f2141182337r.jpg)

![82719 Old Highway - Photo 2](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f3869910630r.jpg)

![82719 Old Highway - Photo 3](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f417565523r.jpg)

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![82719 Old Highway - Photo 39](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f3937070006r.jpg)

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![82719 Old Highway - Photo 50](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f1335328153r.jpg)

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![82719 Old Highway - Photo 60](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f1853047822r.jpg)

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![82719 Old Highway - Photo 62](http://lh.rdcpix.com/1418c3bf8a2075015421b0c78ec97bbal-f4252561349r.jpg)

---

**MLS#:** 621626 | **Updated:** 2026-10-30
**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/82719-old-highway-upper-matecumbe-key-islamorada-fl-33036-b96fdc282ec34eaca8f04e8d4f5aacf3)

---

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