Welcome to your dream oasis in the heart of St. Petersburg in a NON EVACUATION zone! Situated on a spacious corner lot in historic Woodlawn, this rare property features TWO SEPARATE HOMES, offering the perfect blend of lifestyle and income potential. The main residence shines with a bright 3 bedroom, 2 bath layout plus a large, enclosed air conditioned sunroomideal for a home office, media room, playroom, or bonus space to fit your needs. Major upgrades bring peace of mind: both homes feature three year old roofs with hurricane straps and clips for insurance savings, hurricane impact windows that fill the space with natural light while boosting efficiency and security, and newer AC systems for year round comfort. Inside, timeless character meets modern convenience. Original hardwood floors add warmth, while a tankless water heater delivers endless hot water. The luxurious primary suite addition includes an oversized walk in closet. The chefs kitchen is a true standout with granite countertops, updated stainless steel appliances, a six burner gas range with a true double oven, two pantries, and abundant storage. The kitchen flows seamlessly into a spacious dining room featuring a working gas fireplace and French doors that open to a charming outdoor retreatcomplete with a fenced yard, illuminated paver pathway, and caf lighting perfect for entertaining. Additional highlights include indoor laundry with full size washer and dryer, off street parking, a storage shed, and an alarm system with Ring doorbell. The separately metered guest house offers even more flexibility. This private 1 bedroom, 1 bath home includes a full kitchen, indoor laundry, spacious layout, and its own fenced patio. Rent it for strong monthly income, host guests, create a studio or office, or design the perfect in law suite. All of this on a picturesque, tree lined street just minutes from Tropicana Field, Sunken Gardens, Crescent Lake Park, downtown St. Pete, and the waterfront. Walk or bike to Trader Joes, Whole Foods, local cafs, breweries, boutique shops, restaurants, galleries, and more. A dedicated bike corridor just steps away connects you to downtown, the Pinellas Trail, and even the beach trolley. This is more than a home its an opportunity. Schedule your showing today and start living the Florida lifestyle youve been dreaming of.