Welcome to 4018 Cherrybrook Loop in the gated community of San Simeon! This beautifully updated Mediterranean-style townhome offers over 1,900 square feet of living space, 3 spacious bedrooms, 2.5 baths, and a 2-car garage--all surrounded by lush landscaping and preserve views for ultimate privacy. Step inside to find an inviting layout with high ceilings, fresh paint, new blinds, and stunning wood-accented walls. The fully renovated kitchen features solid wood cabinetry, a stylish tile backsplash that makes the space pop, new stainless-steel appliances, and a functional breakfast area. Bathrooms have been completely updated, and the home includes newer carpet throughout. The primary suite is generously sized with a large walk-in closet, dual sinks, a soaking tub, and a separate shower. One guest bedroom offers a built-in Murphy bed and connects to a convenient Jack-and-Jill bath--perfect for guests or a home office setup. Enjoy peace of mind with a brand-new roof (2024), impact-resistant windows and doors (including the garage door), and replaced window springs for smooth operation. The spacious two-car garage has high ceilings with attic access, ideal for additional storage or overhead racks. Outside, relax on your screened lanai overlooking the preserve, where you'll never have to worry about neighbors behind you. San Simeon offers sidewalks on both sides of the street and an active, welcoming atmosphere. The low HOA fee of $441/month covers irrigation water, lawn and landscape maintenance, exterior pest control, trash removal, and access to resort-style amenities--including a clubhouse, community pool and spa, fitness center, playground, and community room--plus high-speed internet. Best of all, this home has no CDD fee and is not located in a flood zone, offering extra peace of mind and lower carrying costs. Located off Winkler Avenue, San Simeon offers a prime Fort Myers location close to everything: The Forum shopping center, Colonial Blvd, Metro Parkway, Six Mile Cypress, and I-75 are all minutes away. You're less than 10 minutes from RSW Airport and Downtown Fort Myers, and just 30--40 minutes to the white sands of Fort Myers Beach. Whether you're looking for comfort, convenience, or long-term value, this upgraded townhome checks every box. Come see why 4018 Cherrybrook Loop stands out as one of the most desirable homes in San Simeon!