Cherokee Park Homes with Private Yard Exterior Features

Welcome to Cherokee Park, an enchanting subdivision nestled in the heart of Central Sarasota, Florida. This idyllic community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone looking to enjoy the vibrant Florida lifestyle.

Cherokee Park is renowned for its charming tree-lined streets, beautifully landscaped homes, and a strong sense of community. Residents enjoy easy access to the stunning beaches of Sarasota, as well as a variety of parks, shopping centers, and dining options just a stone's throw away. The neighborhood’s prime location allows for quick commutes to nearby attractions, including the renowned Siesta Key Beach and the cultural offerings of downtown Sarasota.

One of the standout features of homes in Cherokee Park is the generous private yard space that comes with many properties. Imagine stepping into your own personal oasis, where you can host summer barbecues, cultivate a vibrant garden, or simply unwind in your own serene retreat. The exterior features of these homes are designed to enhance outdoor living, providing ample room for relaxation and recreation. Whether you’re enjoying a morning coffee on your patio or watching the sunset from your backyard, the private outdoor spaces in Cherokee Park are perfect for creating lasting memories.

With its charming atmosphere, beautiful homes, and a strong sense of community, Cherokee Park is more than just a place to live—it's a lifestyle. Come discover the magic of this lovely subdivision and find your dream home today!

Newest Cherokee Park Homes with Private Yard Exterior Features

$2,690,000

3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

$1,549,000

4 Beds ⋅ 5 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district.

1734 Wisconsin Lane, Sarasota

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