# 22542 Jolly Roger Drive, Cudjoe Key, FL 33042

> **TL;DR:** 4bd/3ba single family, $1,725,000 ($707/sqft), built 1982, 2,440 sqft.
> Waterfront, View, A/C. Est. $7,475/mo. Listed 49 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,725,000 |
| Price/sqft | $707 |
| Bedrooms | 4 |
| Bathrooms | 3 full |
| Square Feet | 2,440 |
| Year Built | 1982 |
| Lot Size | 6,534 sqft (0.15 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 49 |

## Why This Home Stands Out

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

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $7,475 |
| **Total** | **$7,475** |

## Key Amenities

- Waterfront
- View
- A/C

## Property Highlights

- Built in 1982
- 0.15 acre lot
- Waterfront

## Description

### Agent Description
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room. Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the aesthetic. The main floor living space includes a renovated and modern kitchen, dining space, living room, laundry, two bedrooms and two bathrooms. Ascend to the upper floor to find a third bedroom perched at the top of the stairs. A catwalk connects the fourth bedroom with ensuite bath and walkout deck that provides spectacular panoramic open water views. The home itself tells a story through design. Restored to its former glory, with additional modern amenities, and blending rustic accents with open, light-filled spaces to showcase the oceanfront setting. This home needs to be seen to be fully appreciated. Schedule your showing today!

## Location

- **Address:** 22542 Jolly Roger Drive, Cudjoe Key, FL 33042
- **County:** Monroe
- **Neighborhood:** Cutthroat Harbor Est (23.0)
- **Coordinates:** 24.661387, -81.482829
- **Google Maps:** https://www.google.com/maps?q=24.661387,-81.482829

## Listing Agent

- **Name:** Lauren Hoefert Dunn
- **Brokerage:** Coldwell Banker Schmitt Islamorada
- **Phone:** 3053943717
- **Email:** hoefertdunnrealestate@gmail.com

## Primary Photo

![22542 Jolly Roger Drive - Primary Photo](http://lh.rdcpix.com/8f0fa55fa266a9c7cff340291ef904a8l-f3657920332r.jpg)

*51 total photos available on [listing page](https://www.propertysimple.com/listing/22542-jolly-roger-drive-cudjoe-key-fl-33042-l619558)*

---

**MLS#:** 619558 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 Key West Association 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/22542-jolly-roger-drive-cudjoe-key-fl-33042-l619558)

---

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