This UPDATED 5-bedroom/ 4-Bath home in coveted Windermere offers classic beauty and a thoughtful layout- designed with both comfort and functionality in mind. From the dedicated first-floor office and in-law suite, gleaming hardwood flooring, custom millwork, curated lighting fixtures, and fenced & landscaped backyard- every detail has been carefully considered. Before you even step inside, this three-sided brick beauty makes a lasting impression. A custom crafted mahogany double door- featuring burlwood iron with Flemish glass -and the wide, brick-floored front porch set the tone for an inviting welcome. Inside, a two-story entry features soaring ceilings, a dramatic chandelier, and refinished hardwood floors that flow throughout the main level. At the heart of the home, the light-filled main living space with vaulted ceilings and large picture windows is anchored by a fireplace flanked with custom built-ins. This room connects effortlessly to the beautifully updated eat-in kitchen which features new Calacatta Laza quartz countertops and backsplash, a new stainless wall oven with microwave, a 5-burner gas cooktop, an oversized island, and abundant cabinetry--finished with champagne gold hardware and curated lighting. The main level also offers exceptional livability with a private office featuring noise-reducing glass doors, a formal dining room with custom millwork and trey ceiling, a spacious first-floor laundry room, and a guest suite with a no-step accessible shower--ideal for visitors or multi-generational living. Upstairs, the primary suite serves as a true retreat with trey ceilings, a sitting area, spa-like bath, separate his-and-her closets, and a versatile flex space perfect for a home office, fitness area, or dressing room. Two additional bedrooms share a Jack-and-Jill bath with dual vanities, while a fourth bedroom enjoys its own ensuite. A spacious recreation room provides the perfect setting for movie nights, game days, or a second living area. Wide-plank LVP flooring runs through the upper level, and trey and vaulted ceilings add architectural character throughout. Step outside to a screened porch that opens to a fenced and landscaped backyard. Stamped concrete wraps around the porch to a dedicated sitting area--ideal for relaxing evenings, grilling, and entertaining. And the updates? Already done. Professionally painted throughout in a fresh, neutral palette. Roof replaced in 2020. HVAC systems updated in 2020 and 2023. The majority of windows have been upgraded to low-maintenance, quiet zone-rated units. The third-floor walk-up attic offers over 550 square feet--ready to finish or use for generous storage. An extra-deep garage provides ample space for larger vehicles, a boat, or additional storage. Windermere is convenient to US1, 540 and Kildaire Farm road -putting shopping, dining and entertainment within easy reach. Minutes to MacGregor Village, Waverly Place, Kraft Family YMCA, and beloved KOKA Booth amphitheater. The Neighborhood amenities include: a community pool, a clubhouse with year-round social events and rental availability, and a basketball court. This beautiful home combines space, thoughtful updates, and a flexible layout--designed for comfortable living and easy entertaining. Ready for your next chapter! SHOWINGS START Friday at Noon. (Some photos Virtually staged) Open House this Sat and Sun 1-3PM