Waterside Johns Lake Homes 

Waterside on Johns Lake, nestled in the charming Winter Garden, FL, is a coveted destination for real estate enthusiasts seeking a blend of luxurious living and natural beauty. The community boasts an array of exquisite homes that cater to various lifestyles, ensuring a diverse range of choices for potential homeowners. These properties are meticulously designed, featuring elegant architecture and top-notch craftsmanship, making Waterside a prime choice for those in pursuit of refined living.

Amenities at Waterside on Johns Lake elevate the living experience, offering residents a host of recreational opportunities right at their doorstep. A sparkling community pool provides a refreshing oasis during warm Florida days, while lush green parks and walking trails beckon nature enthusiasts to explore the picturesque surroundings. For those who relish an active lifestyle, a fully-equipped fitness center and sports courts are available, fostering a sense of community and well-being among residents.

Nestled near a wealth of attractions and amenities, Waterside on Johns Lake offers the best of both worlds. Its proximity to Johns Lake grants water lovers opportunities for fishing, boating, and water sports. Additionally, the enchanting Winter Garden downtown is just a stone's throw away, inviting residents to indulge in boutique shopping, diverse dining options, and cultural events. With its blend of lavish homes, enticing amenities, and easy access to nearby attractions, Waterside on Johns Lake stands as a testament to gracious Florida living.

Available Waterside Johns Lake Homes For Sale

16773 Broadwater Avenue, Winter Garden
$2,575,000
7 Beds ⋅ 6 Baths ⋅ O6450394 MLS
Experience the ultimate in luxury lakefront living in this exceptional 7-bedroom Mansfield floor plan, offered for sale for the first time by its original owner. Perfectly positioned along nearly 100 feet of shoreline on the spectacular 2,600-acre Johns Lake, this remarkable residence offers approximately 6,300 heated square feet of thoughtfully designed living space, breathtaking panoramic water views, and a rare walkout basement ideal for multigenerational living. Impressive curb appeal and a welcoming courtyard entrance set the stage for soaring ceilings, expansive living areas, and unforgettable lake views from the moment you enter. The magnificent great room is flooded with natural Florida sunshine, featuring an electric fireplace and sweeping views of Johns Lake. The recently renovated gourmet kitchen is a showpiece, boasting an oversized center island, freestanding natural gas range, and separate full-size refrigerator and freezer. The main level features a luxurious owner's suite, dedicated home office, and additional ensuite bedroom. Upstairs, an expansive bonus room complements three generously sized bedrooms and two full bathrooms, providing exceptional flexibility for family and guests. What truly distinguishes this extraordinary lakefront estate is the enormous walkout basement, offering endless possibilities for a home theater, fitness center, entertainment lounge, game room, or custom bar. A SECOND OWNER'S SUITE provides an incredible opportunity for an in-law retreat, extended family accommodations, or private multigenerational living quarters. Thoughtful planning by the original owners includes future pool connections, natural gas stub-outs for additional coach lighting, preplumbing and gas connections for an outdoor summer kitchen, and numerous additional ceiling fan locations. Additional enhancements include plantation shutters, custom closets, and a whole-home natural gas backup generator. Step outside to an expansive backyard showcasing breathtaking 180-degree panoramic views of Johns Lake. Your private covered boat dock with low-maintenance composite decking and boat lift creates the ultimate waterfront lifestyle, with boating, fishing, watersports, and sunset cruises right from your backyard. Spanning Orange and Lake counties, Johns Lake is renowned for its expansive open waters, scenic shoreline, and exceptional fishing. Located within the gated community of Waterside on Johns Lake, residents enjoy resort-style amenities including a beautiful clubhouse, state-of-the-art fitness center, community swimming pool, and playground. This highly desirable Clermont and Winter Garden corridor offers access to sought-after K–12 schools & Foundation Academy, Montverde Academy, and Windermere Prep School. Ideally situated along Marsh Road, this exceptional location places you minutes from outstanding shopping, dining, and entertainment in both Clermont and Winter Garden. Enjoy convenient access to Walt Disney World, SR 429, SR 408, Florida's Turnpike, and Downtown Orlando. Historic Downtown Winter Garden is just minutes away, offering charming boutiques, acclaimed restaurants, the West Orange Trail, community festivals, and its famous Saturday Farmers Market. Combining extraordinary square footage, a rare walkout basement, dual owner's suites, private boating access, and nearly 100 feet of pristine Johns Lake frontage, this remarkable property delivers an unparalleled opportunity to embrace the Florida lakefront lifestyle.

16773 Broadwater Avenue, Winter Garden

Courtesy of RE/MAX PRIME PROPERTIES

17126 Quicksilver Avenue, Winter Garden
$519,900
4 Beds ⋅ 3 Baths ⋅ O6446188 MLS
Welcome home to this beautifully cared-for 4-bedroom, 3-bathroom home in the welcoming Waterside community! Built in 2022, the thoughtfully designed floor plan, spacious backyard, and wonderful neighborhood amenities combine to create the perfect blend of comfort, functionality, and everyday family living. Inside, the OPEN-CONCEPT living space flows effortlessly into the kitchen, creating a comfortable gathering place for family time, entertaining, and everything in between. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, stylish gray cabinetry, and stainless steel appliances. The spacious primary suite offers a HUGE WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. A bedroom conveniently located downstairs adds incredible flexibility and can easily serve as a guest room, home office, playroom, or a space for visiting family and friends. Throughout the home, you'll find thoughtful upgrades including plantation shutters, built-in features, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on an OVERSIZED CORNER LOT, the property features a large fenced-in backyard with plenty of room to play, relax, or gather with friends. The back paver patio is perfect for weekend barbecues and outdoor entertaining, while the covered front porch provides a welcoming spot to enjoy your morning coffee or unwind at the end of the day. Waterside Residents enjoy access to a community clubhouse, pool, fitness center, playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Come see why this home and community are such a wonderful place to put down roots, make memories, and call home!

17126 Quicksilver Avenue, Winter Garden

Courtesy of COLDWELL BANKER REALTY

16924 Tradewind Point, Winter Garden
$719,999
4 Beds ⋅ 4 Baths ⋅ O6439183 MLS
Under contract-accepting backup offers. FORMER BUILDER MODEL HOME - and it shows. When a builder builds their own model, they hold nothing back, and this 4-bedroom, 3.5-bath, 2,958 sq ft home in Waterside on John's Lake is the proof: Upgrades everywhere! Gourmet kitchen with stacked cabinets, 8-foot doors throughout, recessed lighting, wood panel on ceiling, a whole-home speaker system, plus so much more! A finish package that is nearly impossible to replicate today. The open kitchen-living-dining space was designed to entertain. The kitchen is finished wall to wall with stacked upper cabinets plus crown molding, lighted glass-front uppers, quartz countertop, double built-in ovens, gas cooktop, decorative tile backsplash and an oversized island with seating. A butler's pantry and a fully built-out walk-in pantry with its own seating area keep everything in place, and the laundry room is also finished with custom cabinetry, a sink and extra countertop space. Across the room, a floor-to-ceiling stacked-stone wall anchors the living area, with an electric fireplace and the TV and entertainment system built right in, framed by lighted shelving and cabinets. A dedicated study sits off the dining room with its own work island, wall-to-wall shelving and a wood-planked ceiling. A first-floor bedroom with an en-suite bath makes an ideal guest or in-law suite, plus a powder bath for visitors. Upstairs, the primary suite features a wood beam ceiling and a walk-in closet outfitted with a custom shelving system. The primary bath is built around an oversized walk-in glass shower spanning an entire wall, with dual vanities opposite. Two additional bedrooms, a full bath, and a generous loft with a built-in media center complete the second level. Bidets in the baths. Engineered hardwood in the loft and primary bedroom, wood-look tile downstairs. Outside, a screened lanai with a tongue-and-groove wood ceiling opens to a private paver courtyard. The 2-car garage is already fitted with a NEMA 14-50 EV charging outlet, providing extra storage and parking for your Tesla or other electric car. Best of all: NO FRONT NEIGHBORS. The community pool and amenity center sit directly across the street with plenty of guest parking, and there are water views of John's Lake from the front of the home. Waterside on John's Lake offers something most communities do not: a true lap pool with lane markers for training and distance swimming, plus a separate leisure pool. Add a playground, fitness center, clubhouse and oak-canopied trails with picnic and grill areas leading to a lakefront pier for an evening walk or a little fishing. Minutes from Winter Garden Village, Hamlin and SR-429, with downtown Winter Garden's Plant Street, farmers market and the West Orange Trail just up the road - and Disney a short drive away. Model homes are built to sell a neighborhood. Here is your chance to own one - schedule your private showing today.

16924 Tradewind Point, Winter Garden

Courtesy of REAL BROKER, LLC

16795 Turtle Hatch Drive, Winter Garden
$1,199,990
5 Beds ⋅ 5 Baths ⋅ O6438512 MLS
Beyond the gates of Waterside at Johns Lake, where tranquil lakefront living meets the energy of Winter Garden, 16795 Turtle Hatch Drive invites you into a home designed for life at its most memorable. A stately courtyard entrance creates a striking sense of arrival, opening to a grand foyer, soaring ceilings, and sun-filled interiors that feel both impressive and welcoming. This exceptional two-story residence offers 5 bedrooms, 4.5 bathrooms, an expansive bonus room, and an oversized 3-car garage, delivering the space, flexibility, and refined comfort today’s luxury buyer desires. Upgraded tile and hardwood flooring flow through the main living areas, bringing warmth and sophistication to the open-concept great room and dining spaces. Here, quiet mornings transition effortlessly into lively evenings, with generous gathering areas designed for intimate dinners, holiday celebrations, and everything in between. At the heart of the home, the gourmet kitchen is as beautiful as it is functional. Upgraded 42-inch cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a gas cooktop, double ovens, and an oversized island with abundant seating create a natural destination for cooking, conversation, and connection. A dedicated workspace with built-in cabinetry and extensive counter space makes working from home, studying, or managing daily life seamless. The main-floor primary suite is a private sanctuary, featuring hardwood flooring, large windows, a custom walk-in closet, and a spa-inspired bath with dual vanities, a soaking tub, and an expansive tiled walk-in shower. Additional bedrooms and baths offer privacy and versatility for guests, extended household members, hobbies, or home offices. Upstairs, the oversized bonus room is a blank canvas for your lifestyle, imagine a cinematic home theater, game lounge, fitness studio, creative space, or secluded guest retreat. Thoughtful details continue in the laundry room with built-in storage, shelving, and a utility sink. Energy-efficient windows, natural gas, and a tankless water heater further enhance everyday comfort and efficiency. And when you step outside you will enjoy your resort-style pool and spa, a private backyard retreat designed to make everyday living feel like a vacation. Beyond the home, Waterside at Johns Lake elevates the experience with gated entry, a lakefront community pool, clubhouse, fitness center, private fishing dock, playground, parks, sidewalks, and scenic walking paths. It is a setting where weekends can begin with a peaceful lakeside walk, continue with an afternoon by the pool, and end beneath a brilliant Florida sunset. The address also places you near the best of Winter Garden and Horizon West, with shopping, acclaimed dining, entertainment, and leading healthcare all within easy reach. Historic Downtown Winter Garden adds timeless charm with boutiques, cafés, restaurants, breweries, the Saturday Farmers Market, Plant Street Market, and Crooked Can Brewing Company. Access to State Road 429, Florida’s Turnpike, and State Road 50 connects you to all things Walt Disney World and Universal Orlando. More than a beautiful residence, 16795 Turtle Hatch Drive is an invitation to live with greater ease, entertain with confidence, and come home to a community that feels worlds away, yet close to everything. Schedule your private tour today! ***Seller is providing up to $5,000 towards mortgage rate incentives when using their Preferred Lender.

16795 Turtle Hatch Drive, Winter Garden

Courtesy of LIVE MVRK LLC

16730 Rusty Anchor Road, Winter Garden
$1,298,000
6 Beds ⋅ 5 Baths ⋅ S5156404 MLS
Virtually Staged. With a whisper of Tuscan charm, Waterside on Johns Lake is a private GATED community featuring this impressive 6 BEDROOM (w/additional 7th room) 4.5 BATHROOM estate. As you pull up you will be welcomed by curb appeal, thoughtful landscaping, entry courtyard, 2 CAR GARAGE, and separate BOAT/TOY GARAGE. Inside the ceilings soar: with lots of NATURAL LIGHT, specialty molding, WOOD BEAMS, iron railings, built-ins, and a balance of both open concept & compartmentalized spaces. Downstairs you will find the 2-story ceiling Living Room, both FORMAL & CASUAL DINING space, Laundry Quarters, Butlers Pantry, Nanny's Workspace, Office, IN-LAW SUITE, and Primary Bedroom with SPA STYLE ENSUITE featuring a massive RAINSHOWER, GARDEN TUB, DOUBLE WALK IN CLOSETS, and separate vanities. And let's take a moment to discuss the CHEF'S KITCHEN that you will no longer have to envy, because as the new owner of this home you can whip up family meals or dinner party delights using your KITCHENAID 5 BURNER RANGE, convenient POT-FILLER set into glass tile backsplash, INDUSTRIAL DOUBLE REFFIGERATOR, oversized kitchen island, coffee bar, desert bar, KITCHENAID DOUBLE WALL OVEN, built-in Convection Oven/Microwave, and walk-in Pantry. Up the stairway lined with ironwork and over the landing, you reach the SUPERSIZED LOFT before leading to the 4 MORE BEDROOMS and 2 bathrooms. Currently one of the bedrooms is being used as an in-home gym and another as a craft room. The other 2 are joined by a JACKNJILL BATHROOM, perfect for kiddos or SECONDARY IN-LAW SUITE/Living space combo. With so much space, this home will suit most any lifestyle needs. For outdoor living you will find a large FENCED YARD off a COVERED LANAI with NO REAR NEIGHBORS and privacy bushes. Space for a future pool and outdoor entertaining customized just how you like it. For existing outdoor recreation, Waterside on Johns Lake offers a clubhouse, fitness center, community pool, trails, playgrounds, and a community dock perfect for watching cotton candy sunsets. Zoned for A rated public schools & nearby private school options. Nearby there is an abundance of restaurants, shopping, convenience, and the sought after Downtown Winter Garden lifestyle. Come see this spacious estate that you will want to call home soon. FLOORPLAN IN ATTACHMENTS

16730 Rusty Anchor Road, Winter Garden

Courtesy of TITAN REALTY GROUP LLC

16614 Harbor Sail Way, Winter Garden
$1,399,000
6 Beds ⋅ 6 Baths ⋅ O6414639 MLS
Under contract-accepting backup offers. An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.

16614 Harbor Sail Way, Winter Garden

Courtesy of GLOBAL FLORIDA REALTY

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