Welcome to 2239 Jackson Circle, a rare find in the coveted Windjammer Village community of Little River. This beautifully maintained home sits on an expansive homesite made up of three lots, offering a level of space and privacy unmatched in the neighborhood. Mature landscaping and vibrant blooms frame a solid, thoughtfully updated residence featuring new LVP flooring, generously sized rooms, and the charm of an older home enhanced by modern comforts. The bright dining room showcases a large bay window, while the heated and cooled sunroom provides the perfect spot for an office or a peaceful retreat. The kitchen shines with granite countertops, stainless steel appliances, and a brand-new garbage disposal. The spacious primary suite includes a walk-in closet, ceiling fan, and a recently renovated bath with a granite-topped vanity separate from the shower area, complete with an additional sink and linen closet. Additional bedrooms also feature ceiling fans, and the roomy laundry area offers cabinetry, a mop sink, and conveys with washer and dryer. Enjoy unwinding on the spacious 22' x 8' front porch, an inviting extension of the home perfect for morning coffee or evening breezes. Practicality meets comfort with convenient attic storage enhanced by a ventilation fan, while the oversized 2-car garage adds both security and functionality. This home has been meticulously upgraded for long term durability, including a hurricane rated roof and skylights installed in 2021, as well as a 2022 AC duct system equipped with ultraviolet light to help reduce mold and fungus. The enclosed, lined crawl space with a self draining dehumidifier provides added protection and efficiency. Entertainment and everyday living are elevated by a whole house speaker system with individual room volume controls, and peace of mind comes standard with a monitored security system featuring six outdoor cameras. These thoughtful enhancements ensure that the home is not only beautiful, but exceptionally well-prepared, comfortable, and secure. Windjammer Village, an Intracoastal Waterway community, offers exceptional amenities including a boat ramp, fishing pier, clubhouse, pool, basketball and tennis courts, boat storage, and scenic walking trails--making this home an extraordinary opportunity in a truly special setting. Schedule your showing today!