Cherokee Park Homes with Private Yard Exterior Features

Welcome to Cherokee Park: A Hidden Gem in Central Sarasota, FL

Nestled in the heart of Central Sarasota, Cherokee Park is a charming and serene subdivision that embodies the perfect blend of natural beauty and modern living. This picturesque community is renowned for its lush landscapes, tree-lined streets, and a strong sense of community that welcomes families, retirees, and everyone in between.

One of the standout features of Cherokee Park is its stunning homes, each boasting private yard exterior features that provide residents with a peaceful oasis right at their doorstep. Imagine sipping your morning coffee on your patio while surrounded by vibrant gardens and the soothing sounds of nature. These private yards offer ample space for outdoor entertaining, gardening, or simply basking in the Florida sunshine.

The architectural styles in Cherokee Park are as varied as its residents, with charming single-family homes that reflect both contemporary and classic designs. Many properties are enhanced by mature trees and well-maintained landscaping, creating an inviting atmosphere that makes you feel right at home.

Cherokee Park is not just about beautiful homes; it’s also about community. Residents enjoy easy access to nearby parks, walking trails, and local amenities, making it easy to embrace an active lifestyle. With its close proximity to downtown Sarasota, you’ll find an array of dining, shopping, and cultural experiences just a stone's throw away.

If you’re seeking a tranquil yet vibrant community in Sarasota, Cherokee Park is the perfect place to call home. Discover the charm of this delightful subdivision and experience the lifestyle you’ve always dreamed of!

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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