Situated in the esteemed I'On neighborhood at the end of Montrose Road is 35 Joggling Street, this elegant Southern-style residence is distinguished by its stately double porches, iconic columns, and inviting copper lighting, creating an atmosphere that invites guests to savor a glass of sweet tea or a refreshing libation. This remarkable property comprises five bedrooms and four and a half bathrooms, totaling 4,323 square feet, with the main house offering 3,733 square feet and the carriage house adding an additional 590 square feet.As it makes its debut on the market, this timeless residence captures attention with its impressive masonry brick staircase, elegant wrought iron railings, charming shiplap siding, and durable IPE decking. Upon entering this warm and inviting home, one is instantly captivated by the heart-pine wood floors, soaring ten-foot ceilings, and exquisite millwork and crown moulding. It is evident that this residence has been thoughtfully built and crafted with attention to detail. This classic floor plan presents a wealth of possibilities for homeowners, featuring spacious rooms that serve distinct purposes while maintaining a harmonious flow throughout the main floor. The family room is enhanced by a gas fireplace and two charming window seats, creating an ideal nook for curling up with a book or basking in the warm sunlight. The inviting kitchen features a cast iron farmhouse sink, large center island, shiplap ceiling, a generous pantry and it is equipped with a premium Viking appliance package, which includes a six-burner cooktop, two wall ovens, paneled refrigerator and dishwasher. Additionally, the kitchen boasts a dry bar with wine storage and a breakfast room adorned with a wall of windows that provides a picturesque view of the back garden. The first floor showcases a formal dining room embellished with wainscoting and stacked molding, which flows elegantly into the formal living room. This level also includes a powder room located at the rear of the home. At the back, a spacious screened-in porch offers ample room for a dining table and seating area, all while providing a picturesque view of the backyard and courtyard, ensuring a delightful sense of privacy The second floor encompasses the primary suite, which is equipped with two walk-in closets, a dual vanity, a shower, a soaking tub, and a water closet featuring custom cabinetry. Additionally, this level includes a sitting area or library adjacent to mahogany French doors that open onto the piazza, boasting vaulted ceilings and offering delightful views and breezes from the neighborhood. Bedrooms two and three share a Jack-and-Jill bathroom, complete with double sinks, a marble countertop, and a separate shower and water closet. The fourth bedroom is enhanced by two walk-in closets and a private ensuite bath with classic finishes. Above the two-car garage, the Carriage House or In-Law Suite features vaulted ceilings, two closets, and a full bath. The outdoor spaces feature two private areas, both securely fenced for privacy. Both sides are enhanced by landscape lighting and low-maintenance turf, showcasing beautiful trees and mature plantings. The one side boasts a tabby patio, ideal for lounge chairs or potentially accommodating a future pool. This area truly serves as a serene oasis just outside the screened-in porch providing a perfect setting for quiet evenings and gatherings. The benefits of residing in I'On are highlighted by its remarkable walkability, encompassing 243 acres and seven miles of walking trails that wind through marsh paths and quaint bridges, seamlessly connecting one street to another. Residents can enjoy leisurely strolls around Easlake and Westlake, navigating the European-inspired canals that link the two lakes. This picturesque route allows for an appreciation of the unique charm of this award-winning community, which boasts stunning architecture that reflects the vision of its creator since its inception in 1997. Additionally, the I'On village square has evolved into a vibrant gathering place, featuring eateries and vintage charm an ideal embodiment of community spirit that all neighborhoods should aspire to cultivate and enhance. For an additional fee, membership at the I'On Club offers access to swimming pools, tennis facilities, and fitness options. Notable features of the property include a durable metal roof, a hot water heater replaced in 2021, and three HVAC units installed around 2020 and 2022. The Carriage House has also been upgraded with a new motor for its air handler. Furthermore, HVAC preventative maintenance was conducted in June 2026. The interior has been freshly painted, while the entrance is enhanced by elegant mahogany doors fitted with Baldwin Hardware. Custom landscape lighting beautifully highlights the mature plantings and garden. Extensive molding and millwork further elevate the property's appeal. Additionally, a newer vapor barrier was installed in 2016, and the property comes with a transferable termite bond. X Flood Zone, no flood insurance required by a lender. To learn more about this special home and all it can offer you please schedule your personal tour today!