Welcome to this unique and beautifully maintained 1926 property situated on a spacious DOUBLE LOT and owned by the same family for over 25 years. The charming 2-bedroom, 1-bath main residence features original hardwood floors, an updated kitchen with granite countertops, all-wood cabinetry, newer appliances and a stainless-steel gas range. The marble-finished bathroom includes a relaxing Jacuzzi tub, while the newer Florida room provides additional living space overlooking the property. Major improvements include newer windows, a newer central A/C system, gas water heater, and NEW ROOFS on all three structures. Step outside to your own private retreat featuring a RENOVATED IN-GROUND POOL with recent resurfacing, updated tile and pool plumbing, surrounded by new brick pavers. An outdoor shower and new vinyl fencing enclosing the property complete the outdoor living area. A detached approximately 25' x 20' garage offers much more than parking, with a single garage door plus dedicated workshop, laundry and utility space. The long concrete driveway provides generous off-street parking with room for a boat or RV. Adding tremendous value and versatility is a SEPARATE, INCOME-PRODUCING REAR COTTAGE with its own private fenced and pavered outdoor area. The cottage features central heat and air via a newer package unit, newer windows, recently installed vinyl flooring, fresh paint and recent renovations. The additional rental income offers an excellent opportunity to help offset monthly ownership and mortgage expenses. With TWO SEPARATE RESIDENCES, a detached garage/workshop, renovated pool, extensive outdoor living areas and a DOUBLE-LOT setting, this property offers a rare compound-style layout in a wonderful St. Petersburg location. Both residences are currently tenant occupied.