Under contract-accepting backup offers. A rare and remarkable opportunity – TWO upgraded homes, THREE units, ONE FULL ACRE of limitless potential in Sarasota. Imagine owning your own private, tropical retreat tucked away on over an acre of land in one of Sarasota’s quietly kept neighborhoods. This exceptional property is a true unicorn! Live in one home and run a business out of the other! Or whether you're searching for the ultimate multi-generational homestead, a smart investment property with instant income, or the freedom to live in one space and lease the others, this unique compound delivers flexibility, privacy, and rare potential that’s nearly impossible to find. From the moment you arrive, the property exudes a sense of peaceful seclusion and space. The front home is brimming with charm and modern upgrades and can function as a spacious two-bedroom residence or be split into a one-bedroom main house and a separate efficiency unit, complete with its own private entrance and fully equipped kitchen - ideal for in-laws, guests, or rental income. Tucked at the rear of the property, you’ll find a fully updated standalone two-bedroom home, offering instant returns for savvy investors or an ideal guesthouse setup for extended family. Inside both homes, every detail has been thoughtfully curated; from luxury vinyl plank flooring and granite countertops to stainless steel appliances, French doors, and reverse osmosis filtration systems under the sinks. Each unit is move-in ready, offering stylish, comfortable living spaces with a seamless blend of function and flair. But it’s the outdoor space that truly sets this property apart. The in-ground pool sparkles in the Florida sunshine, surrounded by a tropical garden oasis, a hot tub spa, and a charming gazebo that invites you to unwind or entertain in absolute privacy. The fully fenced property provides peace of mind for families, pets, or tenants, and a shed with electricity makes the perfect workshop, studio, or storage space. With over an acre of usable land, there’s plenty of room to expand either home, build additional dwellings, cultivate lush gardens, or even construct two luxury homes - the possibilities are truly endless. Best of all, this hidden gem is located west of I-75 on a quiet, dead-end street in the rarely available Pleasant Acres neighborhood, where NO HOA and NO deed restrictions mean your vision can become reality without limitations. Enjoy the tranquility of country-style living with unbeatable access to everything Sarasota has to offer. Just minutes from Nathan Benderson Park, University Town Center Mall, SRQ Airport, Trader Joe’s, Sam’s Club, and top-rated restaurants. And of course, you’re only a short drive to the powdery white sands of Siesta Key and Lido Beach, making this location the perfect blend of convenience, lifestyle, and investment value. Opportunities like this are incredibly rare. A fully updated, income-producing, multi-unit property on a full acre of land, in a prime Sarasota location with freedom to build, rent, run a business out of or live exactly how you want. Whether you’re looking to create a family compound, generate rental income, or develop a legacy property, this one-of-a-kind estate is ready to deliver. Don’t miss the chance to own something truly special - properties like this don’t come around often.