Waterside South Homes for Sale

Waterside South Homes for Sale

Welcome to Waterside South, a hidden gem nestled in the heart of Sarasota County, Florida. This picturesque subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and anyone seeking a tranquil escape from the hustle and bustle of everyday life.

Waterside South is renowned for its stunning natural beauty, featuring lush landscapes, shimmering lakes, and scenic walking trails. Residents enjoy the luxury of outdoor activities right at their doorstep, with opportunities for fishing, kayaking, and leisurely strolls along the water’s edge. The community is thoughtfully designed to foster connections among neighbors, featuring parks, playgrounds, and communal gathering spaces.

For those looking to make Waterside South their home, a variety of charming homes are available for sale. From modern single-family residences to spacious townhomes, there is a perfect fit for every lifestyle and budget. Each property is designed with comfort and style in mind, boasting contemporary finishes, open floor plans, and ample outdoor space. Whether you’re entertaining guests or enjoying a quiet evening at home, these homes provide the ideal backdrop for creating lasting memories.

Additionally, the location of Waterside South is unbeatable. Residents have easy access to top-rated schools, shopping centers, and dining options, as well as the beautiful beaches of Sarasota, just a short drive away.

If you’re ready to embrace a life of tranquility and community, explore the homes for sale in Waterside South today, and discover your dream home in this enchanting Florida enclave!

Newest Waterside South Homes for Sale

3 Beds ⋅ 5 Baths ⋅ A4703099 MLS

Under Construction. Welcome to Wild Blue at Waterside — where refined coastal living, natural beauty, and exceptional design come together. This stunning Gardenia inventory home by Stock Luxury Homes brings many of the signature features and design elements showcased in the Wild Blue model experience into a beautifully appointed private residence. Designed for effortless Florida living, the home offers 3 bedrooms, 4.5 bathrooms, a dedicated Study, spacious Great Room, and an impressive Bonus Room that provides exceptional flexibility for entertaining, relaxing, or hosting guests. Expansive indoor-outdoor living takes center stage, with generous living spaces flowing seamlessly to a spectacular outdoor retreat featuring a resort-style pool and spa. A 3-car garage adds both convenience and storage, while the thoughtfully designed floor plan and semi-custom details reflect the quality and craftsmanship synonymous with Stock Luxury Homes. Located within Wild Blue at Waterside, one of Sarasota's most distinctive new-home communities, this home offers an exceptional opportunity to experience luxury living surrounded by nature, trails, and the beauty of the Waterside area. Estimated completion: December 2026. Please contact a Stock Luxury Homes Sales Consultant for additional inventory opportunities that may not be listed on the MLS.

148 Blue Mist Way, I-75 East

3 Beds ⋅ 3 Baths ⋅ A4699285 MLS

Experience the perfect balance of luxury, comfort, and privacy in this beautifully designed Birchwood inventory home by Stock Luxury Homes, located in the sought-after Wild Blue at Waterside community. Thoughtfully crafted for everyday living and effortless entertaining, this home offers 3 bedrooms, 2.5 bathrooms, a dedicated Study, an elegant Dining Room, and a spacious Great Room that opens seamlessly to the outdoor living area. The expansive lanai features a pool and spa overlooking a tranquil western-facing preserve with peaceful water views, creating the ideal setting to enjoy breathtaking sunsets and exceptional privacy. A 3-car garage provides ample space for vehicles and storage. Ready for immediate occupancy. Please contact us for information on additional homes and floor plans currently under construction that are not yet listed on the MLS.

257 Blue Pearl Ct., I-75 East

4 Beds ⋅ 5 Baths ⋅ A4698383 MLS

Anchor Builders, Sarasota's premier luxury custom home builder proudly presents The Martinique III, an extraordinary furnished model home in Wild Blue at Waterside. Perfectly positioned on an expansive half-acre Lapis homesite overlooking tranquil water and nature preserve views, this remarkable modern farmhouse was thoughtfully designed by acclaimed residential designer Paul Fletcher to capture breathtaking vistas from nearly every living space. A grand arrival begins with authentic white brick architecture, soaring columns, lush tropical landscaping, and an impressive auto court leading to opposing dual oversized garages, offering a four-car garage space with exceptional convenience and curb appeal. Inside, custom-crafted double entry doors open to a stunning arched foyer where timeless architecture and refined finishes immediately create a sense of warmth, elegance, and serenity. Vaulted ceilings adorned with stained wood beams, expansive walls of glass, and an abundance of natural light define the home's open-concept living spaces while seamlessly connecting the great room, dining area, and chef's kitchen. Designed for both entertaining and everyday living, the gourmet kitchen features premium appliances, custom cabinetry, luxurious countertops, and a fully equipped pantry kitchen. Every detail has been thoughtfully designed to create the perfect setting for intimate dinners or effortless entertaining while enjoying spectacular water views. Throughout the home, wide gallery hallways, rich chevron-pattern white oak flooring, bespoke millwork, designer lighting, and architectural details showcase the exceptional craftsmanship for which Anchor Builders is known. Every finish has been selected to create an inviting atmosphere. The private owner's retreat is a sanctuary unto itself, offering a peaceful sitting area, expansive dual walk-in closets, and an exquisite spa-inspired bath designed for ultimate relaxation. Three beautifully appointed ensuite guest bedrooms provide exceptional comfort and privacy, while a private study, flexible bonus room, powder bath, spacious utility room, and climate-controlled storage complete the thoughtfully designed floor plan. Outdoor living is equally extraordinary. Expansive covered living and dining areas flow effortlessly from the interior to create the ultimate Florida lifestyle. Enjoy a resort-style pool and spa, outdoor kitchen, fireplace, fire pit, and multiple gathering spaces, all perfectly positioned to embrace the serene waterfront setting. Residents of Wild Blue at Waterside enjoy an unparalleled lifestyle with convenient access by foot, bicycle, or golf cart to the future clubhouse featuring fine and casual dining, social events, a state-of-the-art fitness center, wellness classes, personal training, a golf simulator, movie theater, and more. The community also offers the Midway Sports Center with 13 acres of recreational amenities, scenic walking and biking trails, six tennis courts, eight pickleball courts, a sports pro shop, kayak launch, playground, and two dog parks. Professionally curated by acclaimed interior designer Carrie Riley of Riley Interior Design, this residence is offered fully furnished, including all designer furnishings, televisions, artwork, accessories, and décor. Pricing reflects the furnishings and is net of the builder's leaseback. Please contact the builder's representative for complete details.

258 Crystal Waters Drive, I-75 East

2 Beds ⋅ 2 Baths ⋅ A4681608 MLS

New Incentives Available - LUXURY VILLA! - In the prime location of Shellstone at Waterside this Luxury Villa offers Tile Flooring Through Out, Quartz Countertops, Tray Ceilings, Soft-Close Cabinets, 8' Doors, Impact Glass Windows, Oversized 2- Car Garage and a Screened in Lanai. It's the perfect unit for someone looking to dip their toe into Florida living or maybe someone looking to downsize in square footage and maintenance. Shellstone at Waterside is a maintenance free and amenity rich community offering Two Amenity Sites. The community features: Pickle Ball Courts, Tennis Courts, Basketball, Playgrounds, Dog Parks, Event Lawn, Screen-in Pavilion, Pool with Spa, Fitness Center, Club House and walking trails throughout the community. There is also a Lifestyle Director, Tennis Coach and Fitness Instructor. There are furnished models open to the public everyday, but please call the sales office to tour this specific unit.

9533 Lunar Dove Drive, I-75 East

Start Your Search

John DePhillipo

Real estate has been a lifelong passion for John. His experience in contracts, negotiating, and home remodeling allows him to give his clients the best service possible. He believes that what the client wants is most important, and truly enjoys creating relationships with clients in order to achieve their desired goals. John is prepared to assist you in reaching your real estate goals with strong communication skills, attention to detail, and a professional demeanor. He looks forward to each new relationship he builds with clients and will do everything he can to help them meet their real estate needs. John will fight for your interests and use his local expertise to give you the best possible experience selling your home. He’s always ready to sit down with clients to show them how he can get them started on meeting their goals.

Learn More