South Side Park Real Estate

Welcome to South Side Park, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly community atmosphere, South Side Park captures the essence of Florida living.

As you stroll through the tree-lined streets, you’ll find an array of well-maintained homes that reflect a variety of architectural styles, each exuding character and warmth. The neighborhood is designed to foster a sense of community, with inviting parks and playgrounds where children can play and neighbors can connect. Enjoy weekend picnics at the local park or take leisurely walks along the scenic pathways that wind through the area.

South Side Park boasts a prime location, just a short drive from vibrant shopping districts, delightful dining options, and beautiful beaches. Whether you're in the mood for a day of retail therapy or a relaxing day by the ocean, everything you need is just minutes away. Families will appreciate the proximity to highly-rated schools and recreational facilities that cater to all ages.

For outdoor enthusiasts, the nearby nature reserves and parks offer endless opportunities for hiking, biking, and exploring Florida's stunning natural beauty. The community's commitment to preserving green spaces ensures that residents can enjoy the great outdoors right at their doorstep.

Discover the charm of South Side Park, where a friendly community meets the best of Florida living. Your dream home awaits in this delightful subdivision!

Newest Listings in South Side Park

$269,900

3 Beds ⋅ 2 Baths ⋅ South Side Park SubDv. ⋅ 33803 Zip Code

Virtually Staged. Did you see the improved listing price?! Welcome to 3142 Henderson Circle W, Lakeland, Florida 33803! This centrally located Southwest Lakeland home offers 3 bedrooms, 2 bathrooms and approximately 1,457 square feet of living space on a spacious 0.21-acre homesite. The practical split-bedroom floor plan provides added privacy, while the versatile 11-by-12-foot bonus room offers flexible space for a home office, media room, hobby area, playroom or possible fourth bedroom. Interior features include an inviting living area, updated flooring, kitchen cabinetry, bathroom vanities, windows, blinds and appliances. The primary bedroom includes a walk-in closet and private bathroom. Outside, the partially fenced backyard provides room for outdoor entertaining, gardening, pets or future improvements. A detached 16-by-12-foot workshop offers valuable storage and workspace for tools, equipment or hobbies. The double driveway provides convenient off-street parking. Located in Lakeland’s desirable 33803 ZIP code, this Central Florida home offers convenient access to downtown Lakeland, Florida Southern College, Lakeside Village, shopping, restaurants, parks, medical facilities and major roadways connecting Lakeland with Tampa and Orlando. Whether you are searching for a primary residence, Lakeland investment property or a home with an office and workshop, 3142 Henderson Cir W combines a flexible floor plan, usable outdoor space and a convenient Southwest Lakeland location. Schedule your private showing today! *** UPDATES and MAINTENANCE: New AC 2025. New roof 2020. Shed added 2022. Plumbing updated 2025. Bonus / WIC wood look floor added 2024. Back yard pavers added. *** Please take a virtual tour (click the "no furniture" icon to see vacant rooms), and have a look at the pictures. If you can see yourself making this a home, please request a private showing today!

3142 Henderson Circle W, Lakeland

$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. **LIMITED-TIME SELLER INCENTIVE: Seller is offering a one-time concession of up to $10,000 toward Buyer’s allowable closing costs and/or prepaid expenses with an acceptable offer. Offer must be accepted on or before October 1, 2026.** For the past six years, the property has operated as a successful short-term rental, demonstrating consistent performance and strong guest demand. Even more compelling, future reservations are 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 covered patio with a built-in outdoor grilling island—perfect for entertaining and enhancing the Florida lifestyle year-round. The listing agent is also the current property manager and has successfully managed the home for the past six years. For buyers seeking a seamless transition, professional property management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes from Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts vacationers and longer-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, second-home buyers, or those seeking a Sarasota residence with income-producing potential.

2201 Webber Street, Sarasota

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