255 Cypress Drive, Santa Rosa Beach, FL 32459

• 5 beds |
• 5 baths |
• 3,217 sqft

Property Description

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 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!

Listing Status:

Active

Date Added:

February 20, 2026

Data Last Updated:

April 2, 2026 at 8:22PM

Listing Office:

EXP Realty LLC : 888-883-8509

Listing Agent:

Shelley A Stipes : 636-578-1238

MLS ID:

995769

Interior

• General: Breakfast BarKitchen IslandRecessed LightingOwner's ClosetPantryWasher/Dryer HookupWoodwork Painted
• Appliances: DishwasherDisposalDryerMicrowaveWasherElectric Water Heater
• Flooring: TileVinyl
• A/C: Central AirCeiling Fan(s)
• Heating: CentralGas - Natural

Exterior

• General: Outdoor GrillBalconyColumnsSprinkler System
• Style: Beach House
• Parking: Garage Door OpenerOversizedGarage

Construction

• Windows: Window Treatments
• General: 3Slab

Location

• Road/Access: Paved
• HOA Amenities: Maintenance GroundsLand RecreationLegalManagementRecreational FacltySecurityTrash1250.0Quarterly
• Golf: Community RoomElevatorsExercise RoomGatedHandicap ProvisionsPoolTV CableTennis Court(s)WhirlpoolPickleballShort Term Rental - Allowed
• Originating MLS: Emerald Coast Association of REALTORS®
• County: Walton

Lot

• Zoning: Resid Single Family32-2S-20-33300-000-0330
• View: Gulf

Utilities

• Water: 0

Financial

• Source: Emerald Coast Association of REALTORS®