855.375.4001
Listing Courtesy of: Shelley Stipes - EXP Realty LLC 636-578-1238
$1,999,000 affordable loan icon Calculate Payment

255 Cypress Drive Santa Rosa Beach, FL 32459

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Office Residence
5 Beds
5 Baths
... Bed/Bath
3,217 Sq. Ft.

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Last updated on 4/18/2026 6:52 AM
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 suns...et panoramas, the views from this home are nothing short of spectacular. Designed to fully embrace its premier setting, every level of this very well maintained residence captures the beauty of the Gulf, with expansive porches & elevated vantage points showcasing emerald waters, endless horizons, and 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! Continue reading
MLS#
995769
Property Type
Office
Bedrooms
5
Bathrooms
5 Full
Year Built
2006
Square Feet
3,217 sq. ft
Sewer
Public Sewer

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Shelley Stipes - EXP Realty LLC 636-578-1238
Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2026 Emerald Coast Association of REALTORS® - All Rights Reserved. Vendor Member Number 28170

This content last refreshed on 4/18/2026 6:52 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
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