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 charming subdivision offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and anyone seeking a vibrant community atmosphere.

South Side Park is characterized by its tree-lined streets, well-maintained homes, and a friendly neighborhood spirit. The community features a variety of architectural styles, from cozy bungalows to modern single-family residences, catering to diverse tastes and lifestyles. Residents enjoy spacious yards and lush greenery, providing a perfect backdrop for outdoor activities and gatherings.

One of the standout features of South Side Park is its proximity to some of Sarasota’s finest amenities. Just a short drive away, you’ll find an array of shopping, dining, and entertainment options, including the popular Sarasota Square Mall and a variety of local eateries that showcase the region’s culinary diversity. For those who appreciate the arts, the renowned Ringling Museum and the vibrant downtown area are easily accessible, offering cultural experiences for all ages.

Nature enthusiasts will love the nearby parks and recreational areas, including the scenic South Lido County Park and the breathtaking beaches of Siesta Key, famous for its powdery white sand. Whether you’re looking to take a leisurely stroll or enjoy a fun-filled day in the sun, South Side Park provides the perfect gateway to Florida’s beautiful outdoor lifestyle.

In South Side Park, you’ll find not just a home, but a community that welcomes you with open arms. Come experience the charm and convenience of this delightful Sarasota subdivision—your new adventure awaits!

Newest Listings in South Side Park

$1,149,000
4 Beds 4 Baths South Side Park SubDv. 34239 Zip Code
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, Sarasota

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