# 144 N Rolling Hill Road, Plantation Key, FL 33070

> **TL;DR:** 4bd/5ba single family, $6,450,000 ($1964/sqft), built 2008, 3,284 sqft.
> Waterfront, View, A/C. Est. $28,600/mo. Listed 182 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $6,450,000 |
| Price/sqft | $1964 |
| Bedrooms | 4 |
| Bathrooms | 4 full, 1 half |
| Square Feet | 3,284 |
| Year Built | 2008 |
| Lot Size | 8,712 sqft (0.20 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 182 |

## Why This Home Stands Out

- **Waterfront** - Direct water access
- **Views** - Water

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $27,950 |
| HOA | $650 |
| **Total** | **$28,600** |

## Key Amenities

- Waterfront
- View
- A/C

## Property Highlights

- Built in 2008
- 0.20 acre lot
- Waterfront

## Description

### Agent Description
This luxury bayfront home in the Florida Keys offers discriminant buyers a complete coastal lifestyle package with year-round sunset views, hurricane-rated construction, and premium boating amenities. The residence features 3,200 square feet of living space with four bedrooms, four and a half bathrooms, natural stone floors, and custom cabinetry throughout. Built with reinforced concrete, galvanized rebar, and a solid concrete roof, the home carries a 175-mph hurricane rating that provides exceptional durability and peace of mind for coastal living. Automatic hurricane curtains on the main porch add convenient storm protection. For boating enthusiasts, the property includes deepwater access with two heavy-duty boat lifts rated at 25,000 pounds and 12,000 pounds. A 200-square-foot enclosed tackle room and workshop with refrigerator provides organized storage for fishing gear and marine equipment. These features enable owners to launch boats easily and pursue fishing or water activities on their schedule. The rooftop sun deck offers panoramic bay views and includes a fire pit for evening entertaining. This elevated outdoor space creates a private setting for watching daily sunsets over the water. The property's sunset-facing orientation means consistent western exposure throughout the year. Low-maintenance exterior features include artificial turf, coral hardscaping, and irrigated tropical landscaping designed for the Florida Keys climate. A 1,300-square-foot covered carport with 9.5-foot ceilings provides generous vehicle parking and additional storage space. The home is sold furnished and turnkey-ready, allowing new owners to begin their coastal lifestyle immediately without renovation or decoration needs. This combination of hurricane-resistant construction, superior boating infrastructure, low-maintenance design, and sunset views represents a rare opportunity in the Florida Keys luxury market for buyers seeking hassle-free waterfront living.

## Location

- **Address:** 144 N Rolling Hill Road, Plantation Key, FL 33070
- **County:** Monroe
- **Neighborhood:** High Point (89.0)
- **Coordinates:** 24.980171, -80.554574
- **Google Maps:** https://www.google.com/maps?q=24.980171,-80.554574

## Virtual Tour & Media

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

## Listing Agent

- **Name:** Billy S. Hart
- **Brokerage:** Ocean Sotheby's International Realty
- **Phone:** 3053931140
- **Email:** billyhart@oceansir.com

## Primary Photo

![144 N Rolling Hill Road - Primary Photo](http://lh.rdcpix.com/cb071e648681d23bf6e53047ac7b80cbl-f2134494171r.jpg)

*75 total photos available on [listing page](https://www.propertysimple.com/listing/144-n-rolling-hill-road-plantation-key-fl-33070-l617522)*

---

**MLS#:** 617522 | **Updated:** 2026-06-18
**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.com/listing/144-n-rolling-hill-road-plantation-key-fl-33070-l617522)

---

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