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$575,000
3 Beds 2 Baths South Gate SubDv. 34239 Zip Code
"Best Priced Single Family Home with a pool in the Southside Elementary School District" Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)

2714 Datura Street, Sarasota

$749,000
3 Beds 2 Baths South Gate SubDv. 34239 Zip Code
This TURN-KEY sought-after CITY LIMITS gem is situated on a large 0.22 acre lot with an oversized 1 stall garage! Step inside this beach inspired, open concept beauty that is filled with natural Southern exposed light. Luxury vinyl flooring flows throughout, while the well-appointed kitchen features quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. The French doors invite you to a private fenced backyard retreat that boasts a new heated sun-shelf pool with an expansive paver deck to lounge. Recent updates provide you with peace of mind! Accordion shutters and a new electrical service have been installed. No cast iron here! Plumbing and supply lines have been replaced! Weekly rentals are allowed so don't miss this TURN-KEY opportunity within the City Limits! This home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips! Arlington Park's walking trails, basketball, tennis, outdoor fitness stations, and the aquatic center are all within half a mile! The beaches, downtown, arts, dining scene and highly rated schools are only minutes away – all within one of the most desirable City limit’s neighborhoods, and no HOA fees!!!

2572 Jefferson Circle, Sarasota

$925,000
4 Beds 2 Baths South Gate SubDv. 34239 Zip Code
From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.

3524 S School Avenue, Sarasota

$899,000
5 Beds 4 Baths South Gate SubDv. 34239 Zip Code
Rare gem in Sarasota’s highly desirable Southgate neighborhood, East of the Trail. Just minutes from Siesta Key Beach, Lido Beach, St. Armands Circle, downtown Sarasota, and Sarasota Memorial Hospital, this 5-bedroom, 4-bathroom residence offers the perfect blend of space, flexibility, and long-term value. Situated on a private corner lot, the home provides versatile living space designed to support multigenerational living and generational wealth opportunities. Whether accommodating extended family, aging parents or long-term guests, the layout offers privacy, comfort, and independence under one roof. Enjoy two oversized driveways ideal for multiple vehicles, a boat and RV. The resort-style backyard features an Olympic-size, 8-foot-deep heated pool, recently resurfaced and surrounded by lush tropical landscaping, fruit trees, palms - perfect for gatherings that bring generations together. In-law suite with private entrance includes two master suites, a full kitchen, and laundry—an ideal setup for live-in relatives, or future income potential. Recent upgrades include a new roof (2022), new AC unit, two new water heaters, new pool water heater, fresh interior and exterior paint, modern lighting, granite countertops, all new appliances, pavers, fencing, gutters, and storage sheds, along with full replumbing and rewiring completed in 2012. No HOA and no flood zone. Fully fenced with room for a boat, RV. Close to historic Southside Elementary A-rated schools, beaches, dining, shopping, and cultural attractions. This is more than a home—it’s a long-term lifestyle and legacy property, offering flexibility, privacy, and the opportunity to build multigenerational wealth in one of Sarasota’s most desirable locations.

2605 Sunnybrook Drive, Sarasota