Cherokee Park Homes with Private Yard Exterior Features

Welcome to Cherokee Park, a hidden gem nestled in the heart of Central Sarasota, Florida. This charming subdivision is known for its serene atmosphere and lush landscapes, making it an ideal place for families and individuals seeking a peaceful retreat while still being close to the vibrant energy of city life.

Cherokee Park boasts a collection of beautifully designed homes, each with unique architectural styles that reflect the character of the neighborhood. One of the standout features of these residences is the private yard exterior, allowing homeowners to enjoy their own slice of paradise. Imagine stepping out into your spacious backyard, surrounded by mature trees and vibrant gardens, perfect for hosting summer barbecues, gardening, or simply unwinding after a long day.

The community is conveniently located near some of Sarasota's best amenities, including top-rated schools, parks, and shopping centers. Residents can easily access beautiful beaches, renowned dining options, and cultural attractions, ensuring there’s always something to explore.

Cherokee Park is not just a place to live; it's a lifestyle choice that embraces the natural beauty of Florida. With its friendly atmosphere and close-knit community, you’ll find that neighbors become friends, and every day feels like a vacation. Whether you’re looking to raise a family or enjoy your retirement in a tranquil setting, Cherokee Park offers the perfect backdrop for your next chapter. Come discover the charm and allure of this delightful subdivision, where your dream home awaits!

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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