Welcome to your mid-century modern home of endless possibilities. Situated on an oversized (.40 acre) lot in the family-friendly Tuscany Place neighborhood of “the Winter Park Vias,” this two-story charmer has been lovingly cared for by only two owners and is now ready for you to make it yours. A rare find located on a quaint cul de sac, with a beautiful brick circular driveway, this appealing property offers contemporary California Inspired style and classic roots for you to add your design ideas, and the spacious interiors provide the perfect canvas for you to create your dream home. As part of the Maitland Shores Protection Association, you'll have access to Lake Maitland, as well as a private lakefront community lot perfect for picnics and fun summer days on the Winter Park Chain of Lakes! Boasting four bedrooms and two and a half baths in the main house [2,702 sqft], plus a separate guesthouse with one bedroom, its own wood-burning fireplace, area for a kitchenette, and a full bath [449 sqft], this property provides plenty of space for your growing family or those who enjoy hosting guests. Step through the front door into a bright and airy foyer, where cathedral ceilings and floor-to-ceiling windows provide tons of natural light and living space for entertaining friends and family alike. Enjoy cozy evenings in front of the living room fireplace or host dinner parties in the connected dining room. From the light-filled open-concept kitchen/family room, let the outside in through Anderson French doors. Or, wander out to the screened-in lanai that leads to a lush backyard with ample space for outdoor activities or simply relaxing by the pool under the sun. The master bedroom suite is truly something special; cathedral ceilings complete with an "enclosed garden shower" dual vanities, a walk-in closet, and a private garden patio - perfect for enjoying your morning coffee alfresco! Upstairs you will find two additional bedrooms and one bathroom plus a large multi-function room that can be used as a 4th bedroom, playroom, upstairs game/living room, or home office. The pool is situated amongst the mature landscape, and an enormous brick patio area. A new roof in 2022, and a new wooden fence are just a few of the upgrades to this well-maintained home. Close to Park Avenue, top-rated schools, Winter Park Racquet Club, Interlachen Country Club, parks, restaurants & more!