Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
Listing photo for 255 Cypress Drive, Santa Rosa Beach, FL
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255 Cypress Drive,

Santa Rosa Beach, FL

$1,750,000

NOW OFFERED AT $1,750,000 -- AN ADDITIONAL $140,000 PRICE REDUCTION! This remarkable price adjustment presents an exceptional opportunity to own one of Cypress Dunes' most scenic and elevated homes at an incredible value. The new price allows buyers the flexibility to update the bathrooms, refresh the interior with today's preferred neutral colors, and personalize the home to their own taste--all while securing one of the community's most coveted locations with extraordinary Gulf views that simply cannot be replicated. Experience coastal living at its absolute finest in this extraordinary three-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 and elevated living spaces 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 difficult to find. Whether as a primary residence, luxury second home, or investment property with outstanding rental potential, this is a rare opportunity to own one of Cypress Dunes' premier view properties at an exceptional price. Cosmetic updates can always be made--but a location and Gulf views like these are truly irreplaceable. 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!

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Facts & Features
MLS® # 995769
Price $1,750,000
Bedrooms 5
Bathrooms 5.00
Full Baths 5
Square Footage 3,217
Year Built 2006
Type Residential
Sub-Type Homes
Style Beach House
Status Active
Listing Office EXP Realty LLC
Community Information
Address 255 Cypress Drive
Area 17 - 30A West
Subdivision CYPRESS DUNES
City Santa Rosa Beach
County Walton
State FL
Zip Code 32459
Amenities
Utilities Electric, Gas - Natural, Public Sewer, Public Water, TV Cable, Underground
Parking Garage Door Opener, Oversized, Garage
View Gulf
Interior
Interior Features Breakfast Bar, Kitchen Island, Recessed Lighting, Owner's Closet, Pantry, Washer/Dryer Hookup, Woodwork Painted
Appliances Dishwasher, Disposal, Dryer, Microwave, Washer, Electric Water Heater
Heating Central, Gas - Natural
Cooling Central Air, Ceiling Fan(s)
# of Stories 3
Exterior
Exterior Features Outdoor Grill, Balcony, Columns, Sprinkler System
Lot Description Covenants, See Remarks
Windows Window Treatments
Roof Metal
Foundation Slab
School Information
Elementary Van R Butler
Middle Emerald Coast
High South Walton
Additional Information
Days on Market 232
Zoning Resid Single Family
Listing Details
Office EXP Realty LLC
Photo of Forrest James

Forrest James

Cell: (850)318-4435

DISCLAIMER: Information Deemed Reliable but not guaranteed. The information being provided is 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.
All listings are provided courtesy of the Emerald Coast Association of Realtors, Copyright2026, All rights reserved.
Vendors Member Number : 28325

Listing information last updated on October 8th, 2026 at 5:37am CDT.