Welcome to this Iconic Mid-Century Modern Retreat with Income Generating Guesthouse, Pool, Poolhouse, & Lush Outdoor Living. Step into timeless elegance with this beautiful mid-century modern home nestled in the heart of Gulf Breeze Proper. With 3 bedrooms and 2 tastefully updated bathrooms in the main home, a 1 bedroom 1 bath guesthouse, and a poolhouse, this architectural gem effortlessly blends classic 1950s design with today’s modern comforts. Clean lines, large windows, and natural light define the main house, offering seamless indoor-outdoor flow to multiple private outdoor living spaces, perfect for entertaining or relaxing under the stars. The open concept living and dining area features floor to ceiling windows that accentuate the exposed rafters and white washed tongue and groove ceiling. The updated and charming kitchen combines stainless steel appliances and granite countertops. A separate guesthouse with its own private entrance, provides a perfect space for visitors, or rental income (currently generating $30-$35k annually)—complete with its own kitchen, living room, laundry, and bathroom. Beyond the main residence, discover a fully equipped poolhouse, with a full bathroom and loft sleeping area just steps from the sparkling in-ground gunite pool, creating the ultimate backyard oasis. Mature landscaping, multiple patios, and curated gardens surround the property, offering tranquility and privacy in every corner. This is not just a home—it’s a lifestyle. Mid-century charm, resort-style amenities, and flexible living spaces make this property a rare and extraordinary find.