Welcome to Cherokee Park
Cherokee Park is an upscale, luxurious residential neighborhood west of Tamiami Trail, about a mile from the Southside Village and two miles south of Downtown Sarasota. It features 94 residences in various architectural styles, from Mediterranean to traditional homes and contemporary designs. Residents enjoy the neighborhood's convenience to exceptional shopping and dining destinations, including access to unique cultural events, fantastic outdoor adventures, well-ranked schools, and the beautiful Siesta Key.
Dubbed a "West of the Trail" oasis amid a bustling city, Cherokee Park is one of Sarasota's oldest and most beautiful neighborhoods, with gorgeous homes in various settings, including magnificent waterfront properties.
What to Love
- A rich mix of architectural designs
- Easy access to unique dining and shopping
- Convenient to Downtown Sarasota
- Verdant tree-lined streets
- An abundance of water recreation options
Local Lifestyle
Cherokee Park's elegant homes match the neighborhood’s refined and sophisticated ambiance. Residents enjoy luxury living and vacation-style leisure anchored by the arts and cultural delights of Downtown Sarasota, creating incredible land-based points of interest near the neighborhood. When living in Cherokee Park, you will love the conveniently accessible water-based activities and the community’s proximity to the Gulf Coast and Siesta Key’s popular white-sand beaches. Cherokee Park is within minutes of incredible amenities, from chic restaurants to upscale shopping and more.
Dining, Entertainment & Shopping
Residents of Cherokee Park actively partake in Sarasota’s vibrant culinary scene. Fleming's Prime Steakhouse & Wine Bar is an ideal dining spot for many locals and features a high-end menu with aged prime beef and classic dishes such as lobster tails. Located on the corner of Tamiami Trail and Siesta Drive just moments from downtown Sarasota, Fleming’s is widely known for its mouthwatering steaks, fine wines, and handcrafted cocktails. Another top destination to enjoy delectable aged steaks and fresh seafood served in a warm setting is Connors Steak & Seafood.
When craving authentic French dishes and pairable wine, check out Rick's Restaurant, a dedicated French bistro serving classic delicacies in a quaint, cozy atmosphere with red-checked tablecloths. People come from all over to enjoy the restaurant’s unique flavors and high-quality dishes.
Downtown Sarasota is ideal for Cherokee Park residents who want to explore a vibrant and eclectic shopping scene. From upmarket boutiques to cozy specialty stores to popular retailers selling beloved brands, there is something for everyone here.
Things to Do
Cherokee Park’s close proximity to the Gulf of Mexico provides bountiful water activities, from water skiing and kayaking to setting out to sea on a fishing charter led by Siesta Key Fishing Adventures. Lido Key Beach is just a short commute from Cherokee Park and offers residents white sand beaches and picture-perfect waters. Spend the morning walking along the beach at sunrise and afterward head into the water for a leisurely swim. Cherokee Park is just moments away from the Van Wezel Performing Arts Hall, where residents will discover a 1,736-seater bayfront center offering various concerts, from live jazz concerts to Broadway musicals and more. After attending a concert, visit Nora Patterson Bay Island Park. This scenic bayside park is a fantastic place to explore, with panoramic views of Downtown Sarasota. The designated picnic areas, a children’s playground, and trails make it a draw for families. Visitors here can also enjoy wildlife viewing, fishing, and numerous water activities offered by the park.
Schools
Sarasota County Public Schools serve the community of Cherokee Park. Top-performing public schools and colleges in the area include:
- Southside Elementary School
- New College of Florida
Search All Homes
