Windsor Cay Resort Homes with Pool Community Features

Windsor Cay Resort Homes with Pool Community Features

Welcome to Windsor Cay Resort, where your dream of luxury living meets the enchanting landscapes of Clermont, Florida. Nestled in the heart of Lake County, this exquisite subdivision offers a unique blend of elegance and comfort, making it the perfect retreat for families and vacationers alike.

Windsor Cay Resort boasts a stunning collection of homes, each thoughtfully designed to provide an unparalleled living experience. One of the standout features of this vibrant community is the abundance of homes with private pools, allowing residents to bask in the Florida sunshine while enjoying the ultimate in relaxation and leisure. Imagine stepping out of your beautifully appointed home and diving into your own sparkling oasis, perfect for both entertaining and unwinding after a long day.

The community itself is more than just a collection of houses; it’s a lifestyle. Residents enjoy access to a variety of amenities that enhance daily living. From scenic walking trails to recreational areas, Windsor Cay Resort fosters a sense of community and connection. Families can take advantage of the nearby parks, or spend weekends exploring the local attractions, including the stunning lakes and outdoor activities that Clermont is known for.

Whether you're looking for a permanent residence or a vacation home, Windsor Cay Resort offers an idyllic setting that combines modern comforts with a touch of Florida charm. Discover the magic of this captivating community, where your new home awaits amidst the beautiful backdrop of Clermont, Florida. Come experience the Windsor Cay lifestyle today!

Newest Windsor Cay Resort Homes with Pool Community Features

1248 Blue Island Drive, Clermont
$649,000
5 Beds ⋅ 5 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code
Discover this beautifully appointed, turnkey 5-bedroom townhome located in the highly desirable Windsor Cay Resort in Clermont, Florida! Perfectly suited as a vacation home, investment property, or personal getaway, this spacious residence offers comfort, style, and convenience in one of Central Florida's sought-after resort communities. The thoughtfully designed floor plan features 5 bedrooms, including 2 private en-suites, a convenient half bathroom at the pool area, a spacious kitchen, and an inviting living and dining area ideal for entertaining. The upstairs loft provides additional space for relaxation, movie nights, or family gatherings. Step outside to your private swimming pool, where you can unwind and enjoy the Florida sunshine. Ideally situated near the resort clubhouse, this property offers convenient access to Windsor Cay's impressive amenities, including a resort-style pool, lazy river, water slides, fitness center, sports courts, and recreational areas. Offered turnkey and ready to enjoy, this property presents an excellent opportunity for buyers seeking a vacation retreat or a potential short-term rental investment near Orlando's world-famous theme parks, shopping, dining, and entertainment. Don't miss this opportunity to own a turnkey vacation home in Windsor Cay Resort!

1248 Blue Island Drive, Clermont
16231 Trinidad Way, Clermont
$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
16364 Saint Kitts Circle, Clermont
$1,050,000
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
Start Your Search

How much is your home worth?

Get instant property value now!