South Side Park Homes with Private Pool type

Welcome to South Side Park, a hidden gem nestled in the heart of Central Sarasota, Florida. This charming subdivision is known for its serene atmosphere, friendly community, and proximity to the vibrant culture and stunning beaches that Sarasota is famous for. South Side Park offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of homes in South Side Park is the abundance of properties boasting private pools. Imagine stepping out of your beautifully designed home and into your own personal oasis, where you can unwind after a long day or entertain friends and family on warm Florida evenings. These private pools provide the perfect backdrop for summer barbecues, leisurely swims, or simply soaking up the sun in your own backyard paradise.

The homes in South Side Park are characterized by their unique architectural styles, spacious layouts, and lush landscaping. Many properties feature modern amenities, open-concept living spaces, and updated kitchens, ensuring that you have everything you need for a comfortable lifestyle. The neighborhood is also conveniently located near top-rated schools, parks, shopping centers, and dining options, making daily life a breeze.

Whether you are looking for a cozy family home or a stylish retreat, South Side Park offers a variety of options to suit your needs. Come discover the charm of this delightful community and find your dream home with a private pool today!

Newest South Side Park Homes with Private Pool type

$500,000

2 Beds ⋅ 2 Baths ⋅ South Side Park SubDv. ⋅ 34239 Zip Code

Opportunity knocks in one of Sarasota's most sought after neighborhoods. Surrounded by multimillion dollar homes, this 2 bedroom, 2 bathroom pool home is ideal for investors, builders, renovators, or buyers looking to secure a prime piece of real estate and create something truly special. Whether you envision a complete renovation or a future custom home, the possibilities are endless. Set on a mature lot with tropical plants, this property offers exceptional privacy and a tranquil setting. The screened pool area is the centerpiece of the home, providing the perfect space to entertain, unwind, or transform into an impressive outdoor living area. Inside, the home features higher ceilings, two spacious living areas, generously sized bedrooms with built in closets, and a Location doesn't get much better than this. You're minutes from everything that makes Sarasota special, Sarasota Memorial Hospital is less than a mile away, Downtown Sarasota and Main Street's shops and restaurants are just under two miles down the road, and world-famous Siesta Key Beach is a quick four-mile drive. Outdoor lovers will appreciate Arlington Park right around the corner, with its walking trails, tennis courts, aquatic center, playgrounds, and dog park. Families will also love that the home falls within a highly rated school districts all within walking distance. Additional features include city water and sewer, a carport, and an estimated 4 year old air conditioning system. The roof is estimated to be approximately 15 years old. Properties with this combination of location, value, and potential are becoming increasingly difficult to find. Bring your vision and take advantage of this exceptional opportunity before it is gone.

2742 S East Avenue, Sarasota

$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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