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Located along the coveted corridor of Ashford Avenue, this fully gated single-family compound offers a rare balance of scale, discretion, and architectural presence in the heart of Condado Beach. Set on a .30-acre lot and encompassing over 11,800 sq. ft. of total living space, the property comprises a five ensuite bedroom main residence, seven full baths and four half baths, a separate guest house, saltwater pool, and garage all tucked behind private gates with parking for up to ten vehicles. The interiors span approximately 8,116 sq. ft. across two levels, with rooms arranged for both formal entertaining and relaxed daily living. A gracious entry opens to expansive living and dining areas while floor-to-ceiling windows frame the outdoor entertaining, where a saltwater pool, Jacuzzi, and covered BBQ terrace extend the living space outdoors. Anchoring the outdoor entertaining spaces, a glass-enclosed lounge sits just off the pool deck, fully air-conditioned and framed by floor-to-ceiling sliding glass doors that open entirely to the saltwater pool and terrace. Designed as a year-round extension of the outdoors, this space includes a walk-in wine cellar with biometric access and serves as a versatile setting for quiet evenings or large gatherings. A separate guest house sits above the two-car garage and features its own kitchen, living space, and private entrance. The guest house also hosts a dedicated Spa room, equipped with massage room and full bath. The main kitchen is professionally outfitted with Miele and Sub-Zero appliances, a Wolf range, leather granite countertops, and a large walk-in pantry. The primary suite, located on the main level, includes dual walk-in closets, a steam shower, and a private lounge area. The second level hosts four additional guest bedrooms, each with access to dedicated living spaces and a kitchenette, allowing for comfort and privacy across multiple wings of the home. Additional features include independent climate zones, a dual pool system, 175 Kilo generator, double water cistern and softener, Crestron system, 28-camera security network, and full outdoor surround sound. Offered fully furnished and turn-key, 1204 Ashford is a rare opportunity to own a legacy residence within close proximity of beaches, dining, schools, and the best of San Juan’s urban coastal lifestyle.