Windsor Island Resort Homes for Sale

Windsor Island Resort Homes for Sale

Welcome to Windsor Island Resort, a stunning gem nestled in the heart of Central Florida! This vibrant subdivision is the perfect blend of luxury living and resort-style amenities, making it an ideal choice for families, vacationers, and investors alike. Just a stone's throw from the world-renowned attractions of Orlando, Windsor Island Resort offers a tranquil escape without sacrificing convenience.

As you explore the homes for sale in this enchanting community, you’ll discover a diverse range of beautifully designed properties, each exuding charm and sophistication. From spacious single-family homes to modern townhouses, there’s something to suit every taste and budget. Many of these residences feature open floor plans, gourmet kitchens, and private pools, providing the perfect setting for entertaining friends and family or simply unwinding after a day of adventure.

Windsor Island Resort is not just about the homes; it’s about the lifestyle. Residents enjoy access to a wealth of amenities, including a stunning clubhouse, resort-style pool, fitness center, and sports courts. The lush landscaping and scenic walking trails make this community a picturesque place to call home.

Whether you’re looking for a permanent residence or a vacation rental property, Windsor Island Resort stands out as a prime investment opportunity. With its close proximity to theme parks, shopping, and dining, it’s no wonder this subdivision is in high demand. Don’t miss your chance to own a piece of paradise in Windsor Island Resort—explore our listings today and discover your dream home in sunny Florida!

Newest Windsor Island Resort Homes for Sale

$550,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
2317 Lelani Cir is a beautifully styled Windsor Island Resort vacation home designed to feel both elegant and fun from the moment guests arrive. The interior blends soft, neutral sophistication with playful destination-style touches, featuring a bright open living area with designer lighting, layered textures, comfortable seating, and a clean modern palette that photographs beautifully for short-term rental marketing. The dining space feels polished and welcoming, while the bedrooms are intentionally curated for guest experience, including memorable Star Wars and Frozen-themed bunk rooms that create instant family appeal and help the home stand out online. Entertainment continues with a private game room featuring pool table and foosball, plus a screened private pool area with loungers for relaxing after theme-park days. Located in the highly desirable Windsor Island Resort near Disney, the property also benefits from resort-style amenities including a clubhouse, arcade, fitness center, mini golf, playground, zero-entry pool, lazy river, dual water slides, splash pad, and poolside bar, creating a complete vacation lifestyle that combines thoughtful interior design, family-focused fun, and strong rental appeal.

2317 Lelani Circle, Davenport
$829,000
10 Beds ⋅ 8 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Step into paradise at 3621 Lily Ln, a breathtaking turn-key estate located within the highly sought-after, guard-gated Windsor Island Resort community. Perfect as an incredible income generator or an unforgettable multi-family retreat, this grand 10-bedroom, 8-bathroom residence comes fully furnished and professionally decorated, offering effortless luxury from day one. Unwind on your private, screened-in lanai featuring a sparkling heated pool and spa—the ultimate setting for outdoor relaxation and entertaining. Inside, the home excels at delivering unforgettable experiences, anchored by a custom garage-turned-game room designed to keep guests and family entertained for hours. Beyond your private sanctuary, residents and guests enjoy exclusive access to Windsor Island Resort’s world-class resort amenities. The iconic Aloha Clubhouse serves as the heart of the community, boasting a zero-entry pool, lazy river, dual waterslides, splash pad, 9-hole mini-golf, arcade, state-of-the-art fitness center, sand volleyball, and an on-site poolside bar and grille. Unbeatably located just minutes from Central Florida’s top destinations—including Walt Disney World, Universal Orlando, premier golf, fine dining, and endless shopping—this property seamlessly blends luxury living with unmatched short-term rental investment potential.

3621 Lily Lane, Davenport
$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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