Windsor Island Resort Homes for Sale

Windsor Island Resort Homes for Sale

Welcome to Windsor Island Resort, a stunning gated community nestled in the heart of Central Florida. This exquisite subdivision offers an unparalleled blend of luxury, comfort, and convenience, making it the perfect destination for families and vacationers alike. Just a short drive from the world-famous theme parks, shopping, and dining options, Windsor Island Resort provides a serene escape while keeping you close to all the excitement that Orlando has to offer.

The homes for sale in Windsor Island Resort are a true testament to modern design and functionality. With a variety of floor plans ranging from spacious single-family homes to elegant townhouses, there’s something to suit every lifestyle and budget. Each residence is thoughtfully designed with high-end finishes, open-concept layouts, and ample natural light, ensuring a warm and inviting atmosphere. Many homes feature private pools, outdoor living spaces, and stunning views, making them ideal for entertaining or simply enjoying the Florida sunshine.

As a resident of Windsor Island Resort, you’ll have access to a wealth of amenities, including a luxurious clubhouse, resort-style pool, fitness center, and recreational facilities. The community is designed to foster a sense of belonging, with planned activities and events that encourage neighborly connections.

Whether you’re looking for a primary residence, a vacation home, or an investment property, Windsor Island Resort offers an exceptional opportunity to experience the best of Florida living. Explore the homes for sale today and discover your dream home in this vibrant, welcoming community!

Newest Windsor Island Resort Homes for Sale

$750,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes from Orlando's world-famous theme parks, shopping, restaurants, and entertainment. The home features professionally designed themed bedrooms that create a fun and memorable experience for guests of all ages.Multiple inviting living areas, a cozy loft, and a gourmet kitchen fully equipped with modern appliances.Adjacent to the kitchen is a generous dining area with seating for everyone, plus additional seating at the stylish breakfast bar.Most of the rooms have been designed as stunning themed rooms, each with a unique style, while the garage has been transformed into a magnificent game room.Open the sliding glass doors to create a seamless indoor-outdoor living space. Step onto the covered lanai featuring alfresco dining, comfortable lounge seating, and a beautiful private resort-style pool and spa —your own private oasis for relaxation.Just minutes walk to the Windsor Island Resort clubhouse. Enjoy the outstanding amenities, including a spectacular resort-style clubhouse, a large community pool, a complimentary arcade room, fitness center, waterslides, and many more family-friendly attractions.

1891 Summer Drive, Davenport
$750,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Welcome to this spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes from Orlando's world-famous theme parks, shopping, restaurants, and entertainment.Recently updated with fresh renovations and a newly installed solar energy system, the home features professionally designed themed bedrooms that create a fun and memorable experience for guests of all ages.Multiple inviting living areas, a cozy loft, and a gourmet kitchen fully equipped with modern appliances, cookware, and everything needed to prepare breakfast, lunch, or dinner with ease.Adjacent to the kitchen is a generous dining area with seating for everyone, plus additional seating at the stylish breakfast bar.Open the sliding glass doors to create a seamless indoor-outdoor living space. Step onto the covered lanai featuring alfresco dining, comfortable lounge seating, and a beautiful private resort-style pool and spa overlooking the peaceful lake—your own private oasis for relaxation.Enjoy the Windsor Island Resort's outstanding amenities, including a spectacular resort-style clubhouse, a large community pool, a complimentary arcade room, fitness center, waterslides, and many more family-friendly attractions.

1897 Summer Drive, Davenport
$719,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
LOCATION! LOCATION! LOCATION! EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY! Just a few steps from the fabulous clubhouse! Welcome to 1806 Summer Drive in Davenport — a stunning 7-bedroom, 5.5-bathroom CORNER LOT home designed to impress and built for unforgettable experiences. EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY ! Whether you’re looking for a high-performing short-term rental or a spacious vacation retreat, this property offers the perfect blend of comfort, style, and entertainment. Step inside to discover expansive living areas filled with natural light, an open-concept layout ideal for gatherings, and beautifully appointed bedrooms — including incredible themed rooms inspired by Frozen and Spider-Man that will delight guests of all ages. The garage was transformed in an espetacular GAME ROOM inspired by the Justice League movie where guests of all ages can play and enjoy the atmosphere. The private screened-in pool provides the perfect Florida oasis for relaxing under the sun, while the dedicated game room adds even more entertainment value for family and visitors. With generous bedroom space and multiple bathrooms, this home comfortably accommodates large groups with ease. Located just minutes from world-renowned attractions, shopping, dining, and major highways, this property offers convenience and strong rental appeal. Don’t miss the opportunity to own a turn-key home that combines luxury, fun, and investment potential all in one.

1806 Summer Drive, Davenport
$720,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Welcome to an exceptional income-producing home located in the highly sought-after, guard-gated Windsor Island Resort in Davenport, Florida. This fully furnished 7-bedroom, 5.5-bathroom vacation pool home delivers an outstanding combination of luxury, comfort, and prime proximity to Orlando’s world-famous attractions. Ideal as an investment property or a personal getaway, this residence stands out for its thoughtful design and turn-key convenience. Step inside to a bright and spacious open floor plan perfect for hosting and accommodating large groups. The first-floor primary suite offers added privacy and convenient access for owners or guests. The home’s gathering spaces flow seamlessly into the modern kitchen, showcasing sleek cabinetry, stone countertops, stainless steel appliances, and a large island overlooking the living and dining areas. Upstairs features multiple ensuite bedrooms, themed guest rooms, and a generous loft that provides flexible space for entertainment, relaxation, or additional sleeping options. The layout is designed to comfortably support multi-family stays and vacation groups looking for ample room. Outdoors, the private screen-enclosed heated pool and covered lanai create the ideal setting for enjoying the Florida lifestyle year-round. Situated on a desirable corner lot, the property offers extra privacy and additional outdoor space, increasing both guest satisfaction and rental desirability. Located just minutes from Disney, Margaritaville, dining, shopping, golf courses, and major highways, this home is perfectly positioned to benefit from strong short-term rental demand. Whether you are expanding your portfolio or seeking a turn-key vacation retreat, this property represents a standout opportunity in one of Central Florida’s premier resort communities.

3404 Lilac Way, Davenport
$899,999
8 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Imagine stepping into the ultimate vacation home, a place where every detail is designed for unforgettable family getaways and incredible returns. Welcome to 3520 Lavender Drive, a fully furnished, 8-bedroom, 6-bathroom oasis located in the heart of Windsor Island Resort. This isn't just a house; it's a turnkey investment property ready to impress. Guests enjoy the Florida sun from their private, screened-in pool and spa, or gather for movie night in the spacious upstairs loft. The excitement continues with uniquely themed bedrooms that transport kids and adults alike into a world of pure fun. Beyond the front door, a world-class resort awaits. Windsor Island Resort is a gated paradise with a zero-entry main pool, a thrilling lazy river, and high-energy water slides. Guests can challenge each other on the mini-golf course and sports courts or unwind by the fire pit or in the peaceful hammock garden. The clubhouse features a state-of-the-art game room, while the poolside bar and grill offers the perfect spot for a casual meal. Best of all, this prime location is just a short drive from Orlando’s world-famous attractions, including Walt Disney World, as well as endless dining, shopping, and entertainment options. This is your chance to own a highly desirable, high-earning property in Central Florida's premier vacation destination.

3520 Lavender Drive, Davenport
$989,000
8 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Welcome to your Florida dream home! Located just 5 miles from Walt Disney World and 15 miles from Universal Orlando, this sprawling 8-bedroom, 6-bathroom estate offers over 4,000 square feet of beautifully upgraded living space, perfect for vacation rental investors, second-home seekers, or full-time residents who want it all. Step inside to find an open-concept layout with a huge loft, a fully-equipped game room, and a gourmet kitchen packed with high-end finishes. With over $150,000 in upgrades, no detail has been spared — from modern flooring and premium countertops to designer fixtures and smart home features. Out back, enjoy the screened-in private pool and lanai with no rear neighbors, providing ultimate privacy and tranquility after a day at the parks. Located in a resort-style community, you’ll also have access to world-class amenities including a waterpark-style pool area, on-site restaurant, spa, and fitness center — all just steps from your door. Whether you’re hosting guests or relaxing with family, this home delivers the perfect blend of space, luxury, and location.

2090 Lelani Circle, Davenport
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