252 Chat Holley Road

Santa Rosa Beach, FL 32459

Set on two extraordinary acres directly on the bay and conveying with an additional adjacent two-acre parcel measuring approximately 350 by 510 feet, this luxuriously built fortress-style residence offers a rare opportunity to own four contiguous acres of exceptional waterfront living. Constructed with enduring materials and a commanding architectural presence, the home was designed not simply for beauty, but for permanence, privacy, and strength.The residence features two spacious bedrooms and two and one-half baths, yet lives far larger than its bedroom count suggests. Expansive living areas with soaring ceilings and walls of glass frame sweeping bay views, filling the interiors with natural light and an ever-changing waterfront backdrop. The primary suite feels like a private retreat, offering generous proportions and tranquil water vistas, while the guest accommodations provide comfort and refinement worthy of a luxury resort. Every finish has been thoughtfully selected, blending craftsmanship, scale, and timeless coastal elegance. Outdoor living is equally compelling. A stunning waterfront pool overlooks the bay, creating a seamless connection between home and horizon. The private dock extends confidently into the water, ready for boating, paddleboarding, fishing, or sunset cruises. The grounds are expansive and beautifully positioned, offering remarkable privacy and flexibility rarely found on bayfront property. The additional two-acre parcel significantly enhances the value and versatility of the estate. Whether preserved as a privacy buffer, held for future expansion, or developed into a guest residence or additional structure, this rare offering provides options that are nearly impossible to replicate along the bay. This is more than a home; it is a waterfront compound built for generations. With substantial acreage, commanding construction, a private pool and dock, and endless panoramic views, this property delivers a level of space, strength, and serenity that defines exceptional bay living.

Listing courtesy of Jabbour Luxury Group of Scenic Sotheby's International Realty



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Last checked: 2026-03-02 05:52 AM UTC