Waterside South Real Estate

Waterside South Real Estate

Welcome to Waterside South, a picturesque subdivision nestled in the heart of Sarasota County, Florida. This serene community is designed for those who appreciate the perfect blend of luxury and nature, making it an ideal destination for families, retirees, and anyone seeking the quintessential Florida lifestyle.

Waterside South boasts an array of beautifully crafted homes, each reflecting modern architectural styles and thoughtful designs. With spacious floor plans and high-end finishes, these residences are tailored to meet the needs of today’s discerning buyers. The community is characterized by its lush landscaping, tranquil water views, and a warm, inviting atmosphere that fosters a sense of belonging.

One of the standout features of Waterside South is its proximity to the stunning Gulf Coast beaches. Just a short drive away, residents can enjoy sun-soaked days on the sandy shores or partake in a variety of water activities, from boating to fishing. For those who prefer a more leisurely pace, the nearby parks and nature trails offer serene settings for walking, jogging, or simply soaking in the natural beauty of the area.

In addition to its scenic surroundings, Waterside South is conveniently located near top-rated schools, shopping centers, and dining options. The vibrant cultural scene of Sarasota, known for its art galleries, theaters, and music festivals, is also easily accessible, ensuring there’s always something to explore.

Discover the charm of Waterside South, where your dream home awaits amidst the beauty of Florida’s Gulf Coast. Come experience the lifestyle you’ve always envisioned!

Newest Listings in Waterside South

$2,047,710
3 Beds ⋅ 4 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to Wild Blue at Waterside — where refined coastal living meets the natural beauty of Sarasota. This beautifully designed inventory home by Stock Luxury Homes enjoys a particularly desirable preserve setting with southern exposure, creating a peaceful backdrop and an inviting outdoor environment filled with natural beauty and abundant Florida sunshine. The thoughtfully designed residence features 3 bedrooms, 3.5 bathrooms, a spacious Great Room, elegant Dining Room, and dedicated Study, offering a comfortable blend of open living spaces and private retreats. Timeless architecture, semi-custom details, and carefully selected finishes showcase the quality and craftsmanship that define Stock Luxury Homes. Designed for effortless indoor-outdoor living, the home extends to a generously sized outdoor living area featuring a private pool and spa, creating the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle. A 3-car garage adds convenience and ample storage. Set within Wild Blue at Waterside, this home offers a rare combination of timeless design, natural surroundings, and the tranquility of a preserve homesite. Estimated completion: December 2026. Please contact a Stock Luxury Homes Sales Consultant for additional inventory opportunities that may not be listed on the MLS.

220 Blue Pearl, Sarasota
$1,865,000
3 Beds ⋅ 3 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Experience waterfront luxury at its finest in Shellstone at Waterside. Brand new, never lived in, and positioned along one of the community’s most coveted big-water views, this exceptional Portside Model by Homes by Towne offers the rare opportunity to enjoy a finished, fully upgraded residence without the wait of a new construction build. Best of all, there are no remaining homesites available on this section of the big lake, making this a truly limited opportunity to own a brand-new home with a view that simply cannot be replicated today. From the moment you enter, refined finishes and thoughtful upgrades are evident throughout. The residence features zero carpet, wood-look plank tile flooring, upgraded insulation, elegant step-tray ceilings, and an impressive great room anchored by a custom fireplace with a dramatic floor-to-ceiling tiled feature wall and integrated LED accent lighting. The gourmet kitchen is designed to impress, showcasing premium Monogram appliances, Level 6 solid-wood cabinetry, a 36-inch gas cooktop, luxurious Calacatta Elysio quartz countertops, upgraded designer lighting, and a beautifully appointed butler’s pantry complete with wine cooler. Every detail was selected to create a sophisticated yet inviting space for both everyday living and entertaining. Step outside and the true showpiece of the property comes into full view. The custom Pebble Tec saltwater pool features dual waterfalls, a sun shelf with bubblers, and an upgraded paver lanai, all framed by an Open View screen enclosure designed to preserve the spectacular, uninterrupted lake vistas. This is outdoor living elevated to another level. The home is equally impressive behind the scenes, with full hurricane-impact glass, high-efficiency Trane HVAC, a tankless gas water heater, smart-home prewiring, a four-camera CCTV system, polyaspartic garage flooring, and an EV charging circuit. Additional rough-ins are already in place for an outdoor kitchen and whole-home generator, providing both convenience and peace of mind for years to come. Shellstone at Waterside delivers a maintenance-included lifestyle complemented by exceptional resort-style amenities. Residents enjoy The Summit’s resort pool and fitness center, along with pickleball and tennis at Midway Park. This is more than a brand-new home—it is a rare chance to own a never-lived-in residence with an exceptional floor plan, extraordinary upgrades, resort-style outdoor living, and a big-water view that you simply cannot build today. Be sure to click the virtual tour and experience the 3D walkthrough, allowing you to explore this exceptional home from anywhere.

832 Blue Shell Loop, Sarasota
$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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