101 Orange Street

Under contract-accepting backup offers. Welcome to a place where ''Old Florida'' charm meets peaceful waterfront living. This unique property sits on approximately 0.91 acres & offers a warm, inviting setting that blends character, comfort, and the relaxed lifestyle. The main home, originally built in 1959, features two bedrooms and one and a half bathrooms with a welcoming feel throughout. The updated kitchen showcases beautiful quartz countertops and opens nicely into the living area, making it a great space for cooking and gathering with family or friends.The kitchen is also equipped with a reverse osmosis system and a grease trap. The primary bedroom offers a direct view of the water that is truly breathtaking, allowing you to wake up each morning to peaceful views and stunning natural scenery. A gas fireplace adds warmth and charm inside, while multiple porches create inviting spaces to relax and take in the waterfront setting. The property has been thoughtfully enhanced with underground electrical, new paver walkways, and Wi-Fi controlled landscape lighting. Beautiful pavers lead down toward the fire pit and dock area, creating the perfect setting for evening gatherings where you can relax by the water and even fish or shrimp right off your dock. The dock has recently been re-decked, and the bulkhead was raised approximately 18 inches, adding both function and peace of mind. In addition to the main home, the property includes a detached one-bedroom, one-bathroom guest house with its own electric meter, offering a comfortable space for guests, extended family, or potential rental use. The guest house has a gas range, granite countertops, front and back decks and even a separate laundry room. The grounds also feature multiple storage sheds, a charming koi fish pond, a three-car carport, a separate RV carport with hook-up(110 volts), and a six-zone sprinkler system to help maintain the beautifully landscaped yard. Other notable updates include a roof installed in 2020, a brand-new on-demand tankless HWH installed in 2025, and the septic system pumped in 2021. Adding even more charm, the property is dotted with fruiting plants and trees including loquats, blackberries, pear trees, pawpaws, figs, and mulberries. With no HOA restrictions, you have the freedom to truly enjoy the property--including the option to have chickens. A local favorite, The Gnarly Gar, is just a quick golf cart ride away and adds to the fun, laid-back river community atmosphere. Beyond the home itself lies the incredible waterfront lifestyle this property offers. With approximately 150 feet of deep-water frontage on Barrentine Creek, the property overlooks the scenic Seven Sisters Islands, a group of uninhabited islands formed where Barrentine Creek and Trout Creek meet the St. Johns River. The dock is designed with boating in mind and features two covered boat slips with electric boat lifts, a jet ski lift, and 50-amp power. It has previously accommodated vessels such as a 27-foot sailboat and even a 56-foot houseboat, making it ideal for serious boaters. Barrentine Creek flows alongside the St. Johns River--the longest river in Florida, stretching 310 miles before reaching the Atlantic Ocean. FFor those traveling with larger vessels, Shands Bridge is undergoing a remodel and will go from a 45 ft. clearance to a 65 ft of air clearance, allowing comfortable navigation along the river system. The home is located approximately 40 miles inland and about 90 miles from the mouth of the St. Johns River.