Waterside South Real Estate

Waterside South Real Estate

Welcome to Waterside South, a picturesque subdivision nestled in the heart of Florida, where serene living meets vibrant community life. This charming neighborhood is perfectly situated near the stunning waterways that define the Sunshine State, offering residents a unique blend of natural beauty and modern convenience.

Waterside South boasts an array of beautifully designed homes that cater to diverse lifestyles, from cozy single-family residences to spacious townhouses. Each property is thoughtfully crafted, featuring contemporary designs that harmonize with the lush surroundings. With manicured lawns and tree-lined streets, the aesthetic appeal of this community is undeniable.

One of the standout features of Waterside South is its commitment to outdoor living. Residents can enjoy access to scenic parks, walking trails, and picnic areas, perfect for family outings or leisurely strolls with friends. The nearby waterways provide ample opportunities for fishing, kayaking, and boating, ensuring that every day feels like a vacation.

Convenience is paramount in Waterside South, with a variety of shopping, dining, and entertainment options just a short drive away. Whether you're in the mood for a casual meal at a local café or a night out at a trendy restaurant, you’ll find it all within reach. Additionally, top-rated schools and healthcare facilities are easily accessible, making this a prime location for families.

With its idyllic setting, strong sense of community, and proximity to Florida's finest attractions, Waterside South is not just a place to live—it's a lifestyle waiting to be embraced. Come discover the charm and warmth of this delightful neighborhood, where your dream home awaits!

Newest Listings in Waterside South

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 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

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

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 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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Bill Kilpatrick

Bill Kilpatrick is a licensed Florida Realtor® and real estate broker with more than 20 years of experience serving buyers, sellers, and investors throughout Lakeland, Tampa Bay, Winter Haven, and the greater Central Florida area. Since becoming licensed in 2002, he has built a reputation for strong negotiation skills, market expertise, and delivering exceptional service to hundreds of families across Florida. As the Managing Broker for the Keller Williams Realty Tampa Central office and the Keller Williams Realty Smart One office, Bill oversees more than 400 real estate agents and helps support offices that collectively generate billions of dollars in annual real estate sales volume. Bill also leads The Bill Kilpatrick Team at Keller Williams Realty, where his team has helped more than 800 families buy and sell homes throughout Central Florida. His experience spans luxury homes, residential sales, relocation, investment properties, and strategic pricing and marketing. Before real estate, Bill managed his family’s convenience store and gas station business, where he developed the customer service and leadership foundation that still drives his business today. Outside of real estate, Bill enjoys spending time with his wife Tiffany, his son Sebastian, and stepchildren Elle and Chase. He also enjoys boating, fishing, tennis, and snow skiing.

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