Welcome to 1585 South Drive, a timeless cottage-style residence in the beloved West of Trail community of Cherokee Park. Thoughtfully updated and rich with character, this home seamlessly blends historic charm with modern comfort. Refinished white oak floors, abundant natural light, stylish finishes, and a gracious, contemporary layout make it truly move-in ready. Elevated more than 10 feet above sea level yet just three houses from the bay, the home enjoys both beauty and peace of mind on a corner lot at the quiet end of the street. From the inviting brick front porch, step into a foyer with custom board-and-batten detailing. To the right, a generous living room encourages gathering; to the left, a versatile office, den, or sitting room is tucked behind sliding doors for a quieter retreat. Expansive windows frame leafy views and bathe the interiors in light. At the heart of the home, the oversized kitchen impresses with a large central island, abundant counter space, walk-in pantry, wet bar, and KitchenAid appliances. The adjoining dining room opens to the backyard and screened porch, creating seamless indoor-outdoor living. The primary suite is privately situated on the main level, offering a spacious walk-in closet, serene ensuite bath, and direct screened porch access. Nearby, a second bedroom with its own hall bath serves perfectly as a guest suite, children’s room, or home office. Upstairs, a private retreat includes a large bedroom with dormer windows, built-in window seats, an ensuite bath, and extensive storage. Additional highlights include a recently remodeled marble powder room, a well-equipped laundry room, an irrigation well, and an attached two-car garage. The generously sized lot offers ample room for a pool, guest house, or future expansion. Sarasota's West of Trail neighborhoods are coveted for their proximity to Sarasota Memorial Hospital, downtown, and the sugar white sands of Siesta Key. Cherokee Park is perhaps the most prized of these, celebrated for its stately homes, wide tree-lined streets with sidewalks, walkability to Southside Village and Southside Elementary, and cherished traditions — from bustling Halloweens to twinkling luminaries and carriage rides at the holidays. While the surrounding streets boast their share of impressive new construction, this well-proportioned and well-preserved original stands apart for its enduring charm, turnkey livability, and exceptional value. Designer furnishings by Pecky Interiors are optionally available.

This Cherokee Park home offers an idyllic blend of elegance and comfort. Ideally located just west of Southside Elementary, this neighborhood is a stone's throw from Southside Village, Sarasota Memorial Hospital, and the vibrant heart of downtown Sarasota. Embrace the luxury of space and privacy in this expansive corner lot, shaded by beautiful oaks. The home's interior, bathed in soft, contemporary hues and a relaxed style, seamlessly complements the Floridian way of life. Spanning 2,764 square feet, the abode boasts three bedrooms, three full baths, and a convenient half bath, alongside a living room, dining room, family room, and a cozy study nook. The kitchen is a masterpiece of functionality with its solid wood cabinetry, sleek granite surfaces, top-tier stainless steel appliances, and a thoughtfully designed pantry. Recent enhancements in 2022 include upgraded appliances, modern lighting, refreshed interior paint, polished wood flooring, a revamped powder room, and a new well pump. Additional updates feature a roof replacement in 2017 and a new air conditioning system in 2016. The exterior offers a spacious yard with an inviting deck, stately oaks, and a well-fed irrigation system. Cherokee Park, known for its festive traditions, adds to its allure with community-wide Halloween celebrations and winter holiday candlelight vigils. This is more than a house; it's a place to create lasting memories.