Waterside South Real Estate

Waterside South Real Estate

Welcome to Waterside South, an enchanting subdivision nestled in the heart of Sarasota County, Florida. This vibrant community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle surrounded by nature’s beauty.

Waterside South is characterized by its picturesque landscapes, featuring lush greenery, shimmering lakes, and scenic walking trails that invite outdoor enthusiasts to explore. Residents can enjoy leisurely strolls or invigorating bike rides along the well-maintained paths, all while soaking in the stunning views that this community has to offer.

One of the standout features of Waterside South is its exceptional amenities. The community boasts a state-of-the-art clubhouse, complete with a fitness center, swimming pool, and recreational facilities, providing residents with ample opportunities to socialize and stay active. For families, there are nearby parks and playgrounds where children can play and make lifelong memories.

Conveniently located, Waterside South offers easy access to some of Sarasota’s finest attractions. From world-renowned beaches to vibrant shopping districts and gourmet dining options, everything you need is just a short drive away. Additionally, the community is served by excellent schools, making it a desirable choice for families looking to settle down.

Whether you’re seeking a peaceful retreat or an active lifestyle, Waterside South is a community that truly has it all. Discover the charm of this remarkable subdivision and envision your future in a place where every day feels like a vacation. Come and experience the magic of Waterside South – your dream home awaits!

Newest Listings in Waterside South

$2,440,180
3 Beds ⋅ 5 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Under Construction. This exceptional Madison II inventory home by Stock Luxury Homes is move-in ready and offers an elevated Florida lifestyle in a beautifully designed setting. Situated on a desirable corner homesite, the property is surrounded by extensive, mature landscaping that creates a private and tranquil outdoor setting, while a beautiful long lake view extends to the right, adding a wonderful sense of openness and serenity. Inside, the Madison II showcases an inviting blend of spacious living areas and designer finishes, featuring 3 bedrooms, 4.5 bathrooms, a generous Great Room, elegant Dining Room, dedicated Study, and versatile Bonus Room. The open-concept design provides an effortless flow for everyday living and entertaining, while the carefully selected finishes bring a polished, upscale feel throughout the home. The indoor-outdoor connection is quintessential Florida, with expansive living spaces opening to a generous outdoor living area complete with a private pool and spa. The beautifully landscaped homesite provides an especially appealing backdrop for relaxing outdoors or entertaining guests. A 3-car garage adds convenience and storage, while the combination of exceptional finishes, thoughtful design, privacy, and water views makes this Madison II a truly special opportunity within Wild Blue at Waterside. Move-in ready — schedule your private tour today. Please contact a Stock Luxury Homes Sales Consultant for additional inventory opportunities that may not be listed on the MLS.

1003 Blue Shell Loop, Sarasota
$3,037,950
3 Beds ⋅ 5 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to Wild Blue at Waterside — where exceptional design, refined coastal living, and effortless Florida living come together. One of Stock Luxury Homes’ most desirable floor plans, this spectacular inventory home offers an impressive combination of spacious interiors, elevated finishes, and an extraordinary outdoor living experience. Designed for both everyday enjoyment and unforgettable entertaining, the home features 3 bedrooms, 4.5 bathrooms, a spacious Great Room, elegant Dining Room, and a fabulous Bonus Room with wet bar — creating the perfect space for movie nights, game days, guests, or simply relaxing in style. The true highlight of this residence is the expansive 1,023-square-foot outdoor living area, designed as a private resort-style retreat. Enjoy the heated pool and spa, gather around the outdoor fireplace, prepare meals in the outdoor kitchen, and take full advantage of the incredible Florida lifestyle with seamless indoor-outdoor living. A 3-car garage provides plenty of room for vehicles, storage, and all the extras that come with Florida living. Throughout the home, thoughtfully selected finishes and Stock Luxury Homes’ signature attention to detail create a sophisticated yet comfortable environment. Located in Wild Blue at Waterside, this home offers the opportunity to enjoy one of the area’s most distinctive communities while experiencing a floor plan that truly delivers on space, flexibility, and exceptional entertaining. 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, Sarasota
$2,098,830
3 Beds ⋅ 3 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
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., Sarasota
$5,244,000
4 Beds ⋅ 5 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
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, Sarasota
$507,000
2 Beds ⋅ 2 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
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, Sarasota
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