South Side Park Real Estate

South Side Park Real Estate

Welcome to South Side Park, a hidden gem nestled in the heart of Central Sarasota, Florida. This vibrant subdivision offers a unique blend of suburban tranquility and urban convenience, making it an ideal choice for families, retirees, and young professionals alike.

South Side Park is characterized by its picturesque tree-lined streets, charming homes, and a strong sense of community. Here, you’ll find a variety of architectural styles, from cozy cottages to modern single-family homes, each reflecting the warmth and character of the area. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community events bring everyone together.

One of the standout features of South Side Park is its proximity to some of Sarasota's finest amenities. Residents enjoy easy access to a plethora of shopping, dining, and entertainment options. The renowned Sarasota Square Mall is just a stone's throw away, offering a diverse range of retail experiences and dining choices that cater to every palate.

For those who appreciate the great outdoors, South Side Park is a short drive from the stunning beaches of Siesta Key and Lido Key, where sun-soaked days and breathtaking sunsets await. The area also boasts several parks and recreational facilities, perfect for families looking to enjoy an active lifestyle.

Education is a priority in South Side Park, with highly-rated schools nearby, ensuring that children receive an excellent education while growing up in a nurturing environment.

In South Side Park, you’ll find not just a home, but a vibrant community where lasting memories are made. Come discover the charm of this delightful subdivision and envision your future in this beautiful corner of Central Sarasota!

Newest Listings in South Side Park

$1,149,000
4 Beds 4 Baths South Side Park SubDv.
Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.

2201 Webber Street, Central Sarasota

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