Under contract-accepting backup offers. Charming 3-bedroom plus office home tucked within a well-maintained boutique subdivision, offering the perfect blend of character, comfort, and location. Homes in Glynwood Highlands rarely come available and offer sidewalks, mature trees and a quick golf cart commute to the vibrant shops, dining, and waterfront of Downtown Dunedin. Ideally situated within walking distance to Hammock Park, the Dunedin Community Center, Dunedin Fine Art Center, tennis and pickleball courts, and local Little League fields, this location delivers both convenience and connection to the outdoors and local recreation. The home features a beautifully manicured yard with a private, park-like setting with no immediate rear neighbors. The backyard is designed for both relaxation and entertaining, complete with a sparkling pool, patio, landscape lighting, and integrated outdoor Bluetooth speakers for the perfect ambiance. Inside, the newly updated kitchen offers solid wood cabinetry, quartz countertops, under-cabinet lighting, and a natural gas range. Hurricane-rated windows throughout are complemented by remote-controlled shades, providing both peace of mind and ease of living. The spacious 3-car garage is climate-controlled with a brand-new heat pump, making it ideal for car enthusiasts, hobbyists, or folks who need additional flex space. The primary suite is filled with natural light and overlooks the serene backyard and pool. The fully renovated secondary bathroom showcases a custom vanity, designer shower, and backlit mirror. This classic two-story home features timeless vinyl siding and a distinctive artistic touch of Dunedin's famous “oranges”, creating a warm and inviting curb appeal.