Windsor Cay Resort Real Estate

Welcome to Windsor Cay Resort, a stunning gem nestled in the heart of Clermont, Florida, within the picturesque Lake County. This enchanting subdivision offers a unique blend of luxury, comfort, and community, making it the perfect destination for families and vacationers alike.

Windsor Cay Resort is designed with the modern homeowner in mind, featuring spacious, elegantly appointed homes that cater to every lifestyle. With a variety of floor plans, you can find the perfect space for your family, whether you’re looking for a cozy retreat or a sprawling vacation haven. Each home is thoughtfully crafted with top-notch amenities, ensuring that residents experience the ultimate in comfort and convenience.

The resort-style amenities set Windsor Cay apart from the rest. Residents and guests can enjoy a stunning clubhouse, complete with a resort-style pool, fitness center, and recreational areas for family gatherings and social events. The community is surrounded by lush landscaping and serene walking trails, perfect for morning strolls or evening jogs. Plus, the vibrant Clermont area offers a wealth of outdoor activities, from lakeside adventures to hiking trails, ensuring that there's never a dull moment.

Conveniently located near major highways, Windsor Cay Resort provides easy access to Orlando's world-famous attractions, including theme parks, shopping, and dining. Whether you’re looking for a permanent residence or a vacation rental, Windsor Cay Resort is the ideal place to call home. Experience the charm of Florida living in this exceptional community, where every day feels like a getaway!

Newest Listings in Windsor Cay Resort

$1,125,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bathroom vacation home at Windsor Cay Resort, one of Central Florida’s premier short-term rental communities. Whether you're seeking a luxury vacation retreat, an income-producing investment property, or both, this turnkey residence delivers outstanding value and appeal. Thoughtfully designed to accommodate large families and groups, the spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with modern finishes, and stylish furnishings throughout. The first-floor primary suite offers privacy and convenience, while six additional bedrooms and multiple bathrooms provide ample space for guests to relax in comfort. Entertainment and versatility abound with a dedicated game room and a spacious upstairs flex room, providing additional space for recreation, media, work, or relaxation. These thoughtfully designed areas enhance the home's appeal for both vacation guests and owners alike. Step outside to your own private resort-style oasis, complete with a sparkling screened-in pool, soothing spa, and fully equipped summer kitchen—perfect for entertaining and enjoying Florida’s year-round sunshine. Located within Windsor Cay Resort, guests enjoy access to world-class amenities and are just minutes from Orlando’s renowned theme parks, dining, shopping, and entertainment. With short-term rental approval already in place, this fully furnished home is ready to generate income from day one. Don't miss this rare opportunity to own a luxury vacation property in one of Central Florida’s most desirable resort communities.

16231 Trinidad Way, Clermont

$1,080,000

8 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Exceptional fully furnished 8-bedroom, 6-bath luxury vacation home in the new gated Windsor Cay Resort, just minutes from Disney. Key Features include strong short-term rental potential, with confirmed 2025 net revenue (after cleaning and taxes) of $97,551, plus $35,000 in confirmed 2026 bookings. This turnkey property features an open-concept living area, gourmet kitchen, elegant king suites, and professionally themed bunk rooms. Guests enjoy a Minions-themed game room, loft with pool table, private theater, and a screened pool and spa with covered patio. Windsor Cay offers resort amenities including a clubhouse, lazy river, fitness center, and sports courts, making it a top guest draw and exceptional investment opportunity. Schedule your showing today.

16364 Saint Kitts Circle, Clermont

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