Multi generational living || guest residence || pool || 1. 25+ acres what if your next home didn't just give you more space... What if it gave you options? Welcome to 1357 dinsmore court, a rare multi generational property set on just under an acre and a half, offering the kind of flexibility that is incredibly hard to find. Need space for extended family? A private guest retreat? A place for visiting snowbirds... Or even rental income potential? This property makes it possible. Tucked away in a peaceful country style setting just across the pinellas county line, you get the quiet, private feel of acreage living while still being minutes from shopping, restaurants, and everyday conveniences. The main two story home offers a spacious and welcoming layout with 3 bedrooms, 2. 5 bathrooms, and a large loft that works perfectly as a second living space, game room, or home office. Inside you'll find luxury vinyl flooring, hardwood floors in the formal living and dining rooms, and a floor plan designed for both everyday comfort and entertaining. The kitchen flows directly into the family room featuring a wood burning brick fireplace, creating a cozy gathering space that feels like the heart of the home. A screened lanai, newly resurfaced pool, and freshly updated pool deck create the perfect backdrop for weekends with friends, family gatherings, or quiet evenings under the stars. But the true standout feature of this property? The attached private guest residence. With over 1,000 square feet of living space, this separate living area feels like its own home and offers incredible flexibility. Inside you'll find a spacious bedroom, newly remodeled bathroom with walk in shower, large eat in kitchen, and a comfortable living room plus private screened front and rear porches for added independence and privacy. It even features its own brand new 2 ton ruud ac system with new ductwork. Whether you're accommodating multi generational living, long term guests, or creating rental potential, this setup is truly ideal. And when it comes to updates and infrastructure, the improvements here provide serious peace of mind. Recent upgrades include: new roof + hvac (2020) new energy efficient impact windows and doors (2022) new well system + water softener (2022) new appliances (2023) pool resurfaced (2024) lluxury vinyl plank flooring upstairs (2022) updated ceiling fans (2023) screened front entry + garage (2023) the property also features two hot water heaters, two ac systems and 3 units, and two septic systems, including a brand new 800 gallon septic tank with 150 foot drain field. The well system includes a new well house, filtration system, water softener, pump, and 32 gallon expansion tank, servicing both homes. There is even a separate well for irrigation. Outside you'll appreciate the oversized resurfaced and stained driveway with parking for 10+ vehicles, along with a detached garage / well house and storage shed. A private retreat. Multi generational living. Entertainer's dream. If you've been searching for a property that offers room to live, room to host, and room to grow, this one deserves a closer look. No hoa, no cdd and no flood zone