# 255 Cypress Drive, Santa Rosa Beach, FL 32459

> **TL;DR:** 5bd/5ba single family, $1,890,000 ($588/sqft), built 2006, 3,217 sqft.
> A/C. Est. $9,390/mo. Listed 103 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,890,000 |
| Price/sqft | $588 |
| Bedrooms | 5 |
| Bathrooms | 5 full |
| Square Feet | 3,217 |
| Year Built | 2006 |
| Stories | 3 |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 103 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $8,190 |
| HOA | $1,200 |
| **Total** | **$9,390** |

## Nearby Schools

- **Elementary:** Van R Butler
- **Middle:** Emerald Coast
- **High:** South Walton

## Key Amenities

- A/C

## Property Highlights

- Built in 2006
- 3 stories
- 4 parking spaces

## Description

### Agent Description
NOW OFFERED WITH A SIGNIFICANT $109,000 TOTAL PRICE REDUCTION, presenting an exceptional opportunity for buyers to own one of Cypress Dunes' most scenic and elevated properties at an incredible value. Whether as a primary residence, luxury second home, or investment property, this is a rare chance to secure premier coastal living with unmatched views and timeless appeal. Experience coastal living at its absolute finest in this extraordinary 3-story turn-key beach retreat, perfectly positioned on one of the highest elevations in Cypress Dunes, offering some of the most breathtaking Gulf views in the entire community. From brilliant sunrise skies to unforgettable sunset panoramas, the views from this home are nothing short of spectacular. Designed to fully embrace its premier setting, every level of this beautifully maintained residence captures the beauty of the Gulf, with expansive porches & elevated vantage points showcasing emerald waters, endless horizons & soothing coastal breezes. The rare high-elevation homesite not only maximizes sweeping views but also provides an added sense of privacy, security, and distinction that is increasingly hard to find. Beyond its beauty, this property presents a compelling investment opportunity. With documented 2025 rental projections of $100,000+ (part-time short-term rentals), this home offers exceptional income potential while serving as a luxurious personal retreat. Its desirable location, three-story layout, and panoramic Gulf views make it highly attractive to vacation renters seeking a premium coastal experience. Whether you're searching for a high-performing investment, a second home, or a legacy property to enjoy for generations, this elevated Gulf-view masterpiece delivers on every level. Located in the highly sought-after community of Cypress Dunes in Santa Rosa Beach, this exceptional home seamlessly blends timeless architectural charm, thoughtful coastal design, and an unbeatable setting. Residents enjoy resort-style amenities, including a breathtaking Gulf-view infinity-edge pool, a fully equipped fitness center, and a relaxing spa tub--all designed to elevate everyday living. If you're hosting unforgettable gatherings, savoring peaceful mornings with coffee while gazing out over the Gulf, or unwinding at day's end as the sky melts into brilliant sunset hues, this property captures the very essence of refined beachside living. Here, every moment feels like a getaway, and the coastal lifestyle you've dreamed of becomes your daily reality. Opportunities to own a home with this level of elevation and view are rare--don't miss your chance to secure one of the best vantage points in Cypress Dunes!

## Location

- **Address:** 255 Cypress Drive, Santa Rosa Beach, FL 32459
- **County:** Walton
- **Neighborhood:** CYPRESS DUNES
- **Coordinates:** 30.360641, -86.269352
- **Google Maps:** https://www.google.com/maps?q=30.360641,-86.269352

## Listing Agent

- **Name:** Shelley A Stipes
- **Brokerage:** EXP Realty LLC
- **Phone:** 6365781238
- **Email:** shelley.stipes@exprealty.com

## Primary Photo

![255 Cypress Drive - Primary Photo](http://lh.rdcpix.com/5cd4160b8455c8af0ec6c385574b7b6dl-f281979616r.jpg)

*82 total photos available on [listing page](https://www.propertysimple.com/listing/255-cypress-drive-santa-rosa-beach-fl-32459-l995769)*

---

**MLS#:** 995769 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 Emerald Coast 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/255-cypress-drive-santa-rosa-beach-fl-32459-l995769)

---

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