286 Vale Dr Saint Augustine, FL 32095

Tucked behind lush landscaping and designed for both privacy and connection, this exceptional John Kenny Custom Home offers a living experience unlike any other. From the moment you arrive, you're welcomed into a stunning courtyard centered around a sparkling pool--the heart of the home. The main residence is thoughtfully positioned on one side, while a private ''Casita'' sits on the other, creating a retreat-style setting ideal for guests, extended family, a home office, or multigenerational living. A whole-house Generac generator delivers reliable backup power, allowing you to enjoy your home year-round without interruption. Offered for the very first time by its original owners, this meticulously maintained property features a total of 5 bedrooms, 4.5 bathrooms, and a 3 car garage. The main home includes a first-floor bedroom and full bath, with two additional bedrooms and two baths upstairs. Across the courtyard, the detached casita offers a first-floor bedroom and full bath, while the oversized upper-level suite features its own full bath and built-in kitchenette, providing ample space to be used as a guest suite, office or entertaining flex space. Inside, wood flooring flows throughout the main living areas, where a gas fireplace serves as the centerpiece of the family room. The thoughtfully designed floor plan includes an eat-in kitchen for casual dining as well as a separate dining room for special occasions. Beautiful exposed wood beam ceilings showcase the craftsmanship and character expected in a John Kenny custom home. This truly is a rare opportunity to own a one-of-a-kind property offering flexibility, privacy, and timeless design.