Waterside South Real Estate

Waterside South Real Estate

Welcome to Waterside South, a picturesque subdivision nestled in the heart of Sarasota County, Florida. This vibrant community is a hidden gem that perfectly blends serene living with modern conveniences, making it an ideal choice for families, retirees, and everyone in between.

Waterside South boasts a stunning array of beautiful homes, each thoughtfully designed to complement the natural beauty of the surrounding landscapes. With a variety of architectural styles, from charming single-family residences to spacious townhomes, there’s something to suit every taste and lifestyle. The well-maintained streets and lush greenery create a welcoming atmosphere, inviting residents to take leisurely strolls or bike rides through the neighborhood.

One of the standout features of Waterside South is its proximity to both nature and urban amenities. Residents enjoy easy access to the breathtaking waters of Sarasota Bay, where opportunities for fishing, boating, and kayaking abound. Nearby, you’ll find the vibrant downtown Sarasota area, filled with eclectic shops, gourmet restaurants, and cultural attractions, including art galleries and theaters.

Families will appreciate the top-rated schools within the Sarasota County School District, ensuring that children receive a quality education. Additionally, the community’s recreational facilities provide plenty of options for outdoor activities, from parks and playgrounds to walking trails and sports courts.

In Waterside South, every day feels like a vacation. Embrace the Florida lifestyle in this idyllic community where comfort, convenience, and natural beauty come together to create a truly enchanting living experience. Come discover your dream home in Waterside South today!

Newest Listings in Waterside South

$1,850,000
3 Beds ⋅ 3 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Virtually Staged. Experience exceptional waterfront living in this newly completed Outrigger Model from Homes by Towne, this modern mediterranean inspired design is ideally situated on a premium lakefront homesite in Shellstone. Designed for both elegant entertaining and everyday comfort, this move-in ready residence showcases breathtaking water views and upgraded finishes throughout, including double door entryway, tray ceilings, modern carpet free oversized porcelain tile floors, upgraded cabinetry with under cabinet LED lighting, counter to ceiling decorative tile, Calcutta quartz countertops, a GE Monogram appliance suite including a thirty-six inch gas cooktop and Advantium oven. Round your chef's kitchen out with a dedicated sommelier’s station and dry bar. After the cooking is done, enjoy your breakfast in the custom Good Morning Room with expansive lake views. The Great Room showcases a striking modern electric fireplace with a floor to ceiling tile surround and mirrors. The modern open concept floor plan flows seamlessly to an expansive Lanai. Once outside you will notice upgraded pavers, an optional pool bath upgrade, summer kitchen rough-ins, all surrounding the crown jewel of your oasis a stunning Pebble Tec saltwater pool with sun shelf, water features, and panoramic screened lake views. Built for energy efficiency and peace of mind your new home includes hurricane-impact glass windows and doors, upgraded insulation, tankless gas water heater, 4-camera CCTV security system all providing security and safety for the whole family. Additional features include a 3 car garage with upgraded polyaspartic coated floor, EV charging station, generator ready gas lines, pre-plumbing for a whole home water softener system, enhanced landscaping, and additional designer touches throughout. Residents enjoy access to Shellstone’s resort style amenities, including a private clubhouse with pool and spa, state-of-the art Fitness Center, Fitness lawn, tennis and pickleball courts, walking/jogging trails, kayak launch and dog parks- all minutes away from downtown Sarasota, the Waterside Shops, University Town Center, waterfront dining, and pristine Gulf Coast beaches. Is this home your perfect match?!

844 Blue Shell Loop, Sarasota
$1,998,830
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
$2,000,000
3 Beds ⋅ 3 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Virtually Staged. Experience the pinnacle of lakefront luxury in Shellstone at Waterside with this pristine, move-in-ready Portside Model by Homes by Towne. Skip the build delays and step into a masterpiece featuring a zero-carpet interior with premium wood-look plank tile, elegant step-tray ceilings throughout, and upgraded insulation for enhanced energy efficiency and year-round comfort. The grand great room anchors the home, showcasing a custom fireplace with a floor-to-ceiling tiled wall and LED accent lighting. A chef’s dream, the professional Monogram kitchen boasts Level 6 solid wood cabinetry, a 36” gas cooktop, high-end appliances, designer butler’s pantry with a wine cooler, and upgraded under- and over-cabinet lighting that beautifully enhances both function and ambiance. Ultra-premium Calacatta Elysio quartz runs consistently through the kitchen and all bathrooms. Outdoors, enjoy a private paradise with a custom Pebble Tec saltwater pool featuring dual waterfalls, a sun shelf with bubblers, and an upgraded paver lanai, all framed by an Open View screen cage for unobstructed, spectacular lake views. Built for ultimate security and efficiency, this pre-wired smart home includes full hurricane-impact glass, a high-efficiency Trane HVAC system, a tankless gas water heater, and a 4-camera CCTV system. The 3-car garage features polyaspartic flooring and an EV charging circuit, alongside rough-ins for a future outdoor kitchen and whole-home generator. Shellstone offers a premier, maintenance-included lifestyle with access to The Summit’s resort-style pool and fitness center, plus Midway Park’s pickleball and tennis courts. Just minutes from Waterside Place, UTC, and Sarasota’s world-class beaches, this exceptional home delivers luxury, comfort, and convenience in one remarkable package. Is this home your perfect match?

832 Blue Shell Loop, 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
$1,894,340
3 Beds ⋅ 4 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Newly priced as part of our QUICK MOVE IN INCENTIVE SPECIAL! Located in Wild Blue at Waterside, this Cambria IV by Stock Luxury Homes offers a balance of refined design and relaxed Florida living. Timeless architecture pairs with semi-custom finishes and an open, airy layout designed for both everyday comfort and effortless entertaining. The waterfront home features three bedrooms, three and a half baths, a spacious Great Room, an elegant Dining Room, and a private Study. Expansive sliding doors open to a generous outdoor retreat with pool and spa, creating a natural extension of the living space. A three-car garage adds everyday convenience. Showcasing our new modern elevation. Please contact us for additional inventory homes not yet listed in the MLS.

312 Blue Pearl Ct., Sarasota
Start Your Search