Welcome to 10910 Winter Oak Place, a rare and unique find nestled in a vibrant and quaint community of Carrollwood South. 10910 Winter Oak Place offers access to A-rated schools, along with an array of local amenities. Enjoy golf and social events at Carrollwood Country Club, outdoor recreation at Carrollwood Village Park, and a taste of Tampa’s craft beer scene at nearby Wulfaven Brewing, Carrollwood’s first microbrewery. This prime location perfectly blends relaxation, recreation, and convenience-enhancing the lifestyle this beautiful home provides. This charming 3-bedroom, 2-bathroom home with an office/den boasts 1822 sq ft and sits high on a built-up lot located on a private cul-de-sac. There is nothing "cookie-cutter" about this home. If you are looking for a home that stands out and has a perfect mix of charm and functional living, this is the home for you! Upon entering the home, you are greeted by the two-story great room, brightly lit by natural light from the oversized windows and sliding glass doors. The great room features a wood-burning fireplace, mantel, and built-in shelving, complete with electric outlets for decorative features. In this open-concept space, there is also a nicely sized eat-in dining area and a kitchen complete with updated lighting, cabinets, a new refrigerator, granite countertops, and an extended coffee bar area. Enjoy effortless indoor-outdoor living with direct access from the kitchen to a spacious side yard-perfect for setting up your dream outdoor dining area. This versatile space is currently serving as a temporary dog run to safeguard the freshly seeded grass in the expansive, private backyard, offering plenty of room for relaxation, entertaining, and play. The lower level includes a utility room featuring a washer, dryer, sink, and walk-in pantry closet, leading to the oversized 2-car garage. There is also one bedroom with a walk-in closet and a full bathroom. The charming spiral staircase leads to the loft area upstairs, which includes a den/office area with large windows. The upstairs also has an extra bedroom, complete with a walk-in closet. The large primary bedroom features a private deck overlooking the outdoor garden area and mature oak trees, perfect for morning coffee or evening relaxation. Step into the beautifully updated primary bathroom, featuring dual sinks and a spacious walk-in shower equipped with dual shower heads and a skylight that fills the space with natural light-creating a true spa-like retreat. The water heater was replaced in 2020, ensuring comfort and efficiency for years to come. Unwind in the evenings in your private backyard oasis, where a charming paver walkway leads to a fresh veggie garden-perfect for those who love to garden or entertain outdoors. This home boasts a newer roof installed in 2021 and was freshly painted in 2025, including all doors, ceilings, walls, and baseboards. With countless thoughtful updates throughout, this property is truly move-in ready. Don’t miss your opportunity to own this exceptional, one-of-a-kind home. Schedule your private tour today