4020 CHICKASAW DRIVE

SANFORD, FL 32771

A RARE OPPORTUNITY TO OWN A PIECE OF SANFORD HISTORY ON THE ST. JOHNS RIVER! Imagine mornings watching the river come to life, afternoons spent boating or fishing, and evenings relaxing as the sun sets over the water. Welcome to 4020 Chickasaw Drive, a captivating 1926 riverfront residence where timeless architecture, generations of family memories, and the beauty of Old Florida come together. Designed by prominent Sanford architect Elton J. Moughton Sr., this extraordinary home has remained in the same family since it was built. Its story began with General J.C. Hutchison and his wife, Anne, who made the home their residence in 1927. Nearly a century later, this cherished property is ready for its next chapter. Rich in character and filled with possibilities, this home offers three bedrooms, two bathrooms, and approximately 2,647 square feet, including a newly finished, air-conditioned upstairs bonus area. **RECENT IMPROVEMENTS INCLUDE A NEW ROOF, NEW A/C SYSTEM, UPDATED ELECTRICAL WIRING, FRESH INTERIOR PAINT, AND BEAUTIFUL NEW LANDSCAPING!** These improvements bring added comfort and peace of mind while preserving the home's distinctive historic charm. The newly finished upstairs, complete with insulation, drywall, carpeting, lighting, and fresh paint, provides wonderful flexibility for a home office, creative studio, exercise room, or additional gathering space. Step outside and discover what makes living along the **ST. JOHNS RIVER** so special. Enjoy peaceful water views, abundant wildlife, boating, fishing, and the natural beauty of one of Florida's most iconic waterways. With its dock, inviting outdoor spaces, and beautiful riverfront setting, this property offers an exceptional backdrop for entertaining or simply enjoying life at a slower pace. **AN EXTRAORDINARY BONUS — AN ADDITIONAL BUILDABLE LOT ACROSS THE STREET IS INCLUDED IN THE SALE!** This separate parcel creates exciting possibilities for future use, subject to applicable zoning and permitting requirements. And the lifestyle extends well beyond the river! Just a short drive away, **HISTORIC DOWNTOWN SANFORD** is one of Central Florida's most charming destinations. Stroll along its picturesque brick streets, explore locally owned boutiques, art galleries, restaurants, breweries, and cafés, or enjoy the beautiful waterfront RiverWalk overlooking Lake Monroe. From farmers markets and festivals to live entertainment and waterfront dining, downtown Sanford offers a vibrant sense of community with unmistakable historic charm. Whether you're drawn to the architecture, the fascinating family history, the riverfront lifestyle, or the opportunity to make this distinctive property your own, 4020 Chickasaw Drive is so much more than a home. **IT'S A PIECE OF FLORIDA HISTORY, A PLACE TO MAKE MEMORIES, AND A LIFESTYLE THAT NEVER GOES OUT OF STYLE.** Welcome home to the St. Johns River!

Listing courtesy of KELLER WILLIAMS WINTER PARK (407) 832-6692



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Last checked: 2026-11-14 07:00 PM EST