3727 HUNDRED OAKS DR Rare Pool Estate with Guest Suite in Highly Sought-After Marymont! Welcome to a one-of-a-kind Hill Country-inspired retreat where timeless character, luxury living, and multigenerational flexibility come together under a breathtaking canopy of mature oak trees. Nestled in the prestigious Marymont community, this rare property delivers the space, privacy, and lifestyle today's buyers are searching for. From the moment you step inside, you're greeted by expansive living spaces designed for entertaining and everyday comfort. The show-stopping grand room features oversized stained-glass picture windows that flood the home with natural light while adding warmth, charm, and architectural elegance. This versatile flex space can easily function as a second primary suite, executive home office, media room, gym, creative studio, or private retreat. Designed for hosting, the oversized formal dining room comfortably accommodates large gatherings and holiday celebrations. The kitchen blends style and function with granite countertops, abundant cabinetry, roll-out drawers, and a spacious walk-in pantry perfect for storage and organization. Upstairs, you'll find generously sized bedrooms, with multiple rooms offering direct balcony access overlooking peaceful treetop views. Rich wood flooring flows throughout much of the home, while the primary suite features heated wood floors for an added touch of comfort and luxury. What truly sets this property apart is its incredible multigenerational and income-producing potential. In addition to the main residence, the property includes a private guest suite/mother-in-law quarters, detached two-car garage, and multiple oversized storage buildings ideal for a workshop, she-shed, art studio, hobby room, or additional flex use. Step outside to your own private backyard paradise featuring a sparkling in-ground pool, relaxing whirlpool spa, mature shade trees, and plenty of space to entertain, unwind, or create unforgettable memories. With its rare combination of character, flexible living spaces, guest accommodations, pool, and Hill Country charm, this Marymont gem offers an opportunity that rarely comes available. Conveniently located near the San Antonio International Airport, Fort Sam Houston, major highways, premier dining, shopping, medical centers, and entertainment, this home perfectly balances peaceful living with city convenience. Luxury * Flexibility * Character * Lifestyle This is more than a home - it's a rare Marymont experience!