Windsor Island Real Estate | Windsor Island Homes and Condos for Sale

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code

Exceptional investment opportunity in the highly sought-after Windsor Island Resort. This impressive single-family home features 10 bedrooms, 8 full bathrooms, and a private pool and spa, making it ideal for short-term rental income. The open-concept floor plan and spacious rooms are designed to comfortably accommodate large groups, maximizing occupancy and rental potential. The home offers a strong guest appeal with multiple themed bedrooms, including Star Wars, Moana, Avatar, and Mickey & Minnie, delivering a memorable vacation experience that drives repeat bookings. Located in one of the top vacation communities along the Disney corridor, Windsor Island Resort is known for its resort-style amenities that consistently attract vacationers year-round. Owners and guests enjoy access to a luxurious clubhouse with lounge areas, fitness center, arcade game room, on-site restaurant and bar, playground, mini golf, and more. With its prime location, high-demand community, and excellent rental appeal, this property represents a strong opportunity for investors seeking consistent income and long-term value appreciation.

2126 Lelani Circle, Davenport

$980,000

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code

Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and convenience, boasting 10 bedrooms, 8 bathrooms, and an array of upscale amenities to accommodate even the largest of families or groups. Step inside this stunning retreat and be greeted by an impeccably designed interior, meticulously furnished with comfort and style in mind. The spacious open-concept living area is perfect for gathering with loved ones, featuring comfortable yet elegant furniture, and plenty of natural light streaming in through the expansive windows. The gourmet kitchen is a chef's dream, complete with quartz counter tops, stainless steel appliances, and a large isle for casual dining or quick meals. Adjacent to the kitchen, the elegant dining area offers seating for the whole family, making mealtimes a special occasion. Each of the 10 bedrooms is beautifully appointed and decorated, offering a peaceful sanctuary for rest and relaxation after a day of adventure. Upstairs you will find a cozy media set in the large den, with a wet bar and a play table. The garage was converted into a one of a kind game room, full of modern games and professionally decorated. Outside you'll find a screened-in patio with a sparkling pool and spa, perfect for cooling off on hot Florida days or unwinding under the stars in the evening. The outdoor lounge area offers a barbecue area and plenty of seating for all fresco dining or simply soaking up the sunshine. As an added bonus, this exceptional vacation home comes FULLY FURNISHED and upgrades, adding an extra layer of magic and charm to your stay.. This home is truly stunning. Windsor Island Resort has quickly become known as one of the very best vacation resorts in the Disney tourist corridor and it’s little wonder why. Windsor Island Resort offers some of the best amenities ever seen in this area including an 8,000 sq ft clubhouse incorporating a lounge, concierge, sundry shop, fitness center, arcade game room, Blue Marlin Grille Bar, and Restaurant, playground, mini golf course, heated beach style ‘zero entry pool’, lazy river, water slide, splash pad, poolside cabanas, sun loungers galore and more! Windsor Island Resort is sure to impress owners and guests. Call TODAY! for your appointment to view, All information provided and contained herein in this listing, including room sizes, is deemed reliable but is not guaranteed and should be independently verified by the buyer or buyer's agent. Land, Site, and Tax Information

2190 Lelani Circle, Davenport

$925,000

10 Beds ⋅ 8 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code

Unbeatable location! This is the closest 10-bedroom home to the resort-style clubhouse in Windsor Island Resort—just a 3-minute walk away! Truly the best spot in the entire community, offering unmatched convenience for guests and exceptional rental appeal. This beautifully upgraded and fully furnished 10-bedroom, 8-bathroom pool home is a rare find. The owner invested over $140,000 in custom upgrades and high-end finishes to make this home stand out. From designer lighting and accent walls to luxury flooring and themed bedrooms, every detail was thoughtfully selected for style and comfort. Enjoy a spacious open-concept layout with an oversized granite island, stainless steel appliances, and generous living and dining areas that flow seamlessly to the covered lanai and screened-in pool—perfect for entertaining or relaxing after a long day at the parks. The owner’s suite features direct pool access and a spa-style bath with dual vanities. Multiple en-suite bedrooms provide privacy and convenience, while creatively themed kid rooms deliver that “wow” factor for vacation guests. Located in the highly desirable Windsor Island Resort, just minutes from Disney, with top-tier amenities including a lazy river, water park, mini golf, arcade, fitness center, and more. Whether you're seeking a premium vacation home or a high-performing investment property, this is the best-located, most upgraded 10-bedroom home in the community—sold fully furnished and full rental-ready.

1978 Summer Drive, Davenport

$910,000

8 Beds ⋅ 7 Baths ⋅ Windsor Island SubDv. ⋅ 33897 Zip Code

Welcome to your dream home in Davenport! This stunning, spacious residence offers 8 bedrooms and 6 bathrooms, providing ample room for a large family or someone who needs plenty space. The inviting layout combines comfort and elegance, with cozy living areas and a beautifully designed interior. Step outside to enjoy the private pool, perfect for relaxing or entertaining guests. Don’t miss the chance to own this exquisite home, where every detail is crafted for both luxury and functionality.

3625 Lily Lane, 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

$899,000

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

$885,000

10 Beds ⋅ 8 Baths ⋅ Windsor Island Resort Phase 2a SubDv. ⋅ 33897 Zip Code

Welcome to 3613 Lily Lane, an exceptional 10-bedroom, 8-bathroom vacation home offering approximately 4,399 square feet in the highly desirable, guard-gated Windsor Island Resort. Ideally located near Walt Disney World, premier shopping, dining, golf, and Central Florida’s world-famous attractions, this home combines outstanding convenience with true resort-style living. Owners and guests enjoy an impressive collection of community amenities, including a zero-entry resort pool, lazy river, children’s splash park, double waterslide, spa, cabanas, fitness center, arcade, nine-hole mini-golf course, sports courts, playground, café, ice-cream shop, and poolside bar. Inside, the bright open-concept design features spacious living and dining areas, a fully equipped contemporary kitchen, beautifully appointed bedrooms, imaginative Disney, Star Wars, Harry Potter, Mario, and Frozen-themed rooms, an air-conditioned game room, and a Star Wars-inspired theater loft. Sliding glass doors extend the living space to a covered lanai with a private screened pool and spa, creating an unforgettable retreat for large families, group vacations, and short-term-rental guests.

3613 Lily Lane, Davenport

$839,900

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code

For buyers seeking a short-term rental investment designed around the guest experience, 2127 Lelani Circle is a fully furnished, turnkey property in the amenity-rich Windsor Island Resort, offering 4,399 sq. ft. with 10 bedrooms and 8 bathrooms. Custom painting, cinematic character theming and atmospheric LED lighting effects throughout give the interior its own identity, while a south-facing heated pool and spa extend the vacation experience outdoors. The open blue-and-white living space introduces the home's blend of luxury and distinctive design, with a leather sectional and coordinated seating arranged around a custom textured media wall feature with LED backlighting. The kitchen pairs modern cabinetry, stainless steel appliances and granite countertops with an oversized island seating 4 and nearby dining for 8. Two bedrooms are located on the main level for added convenience and flexibility. The signature Mickey suite is hand-painted throughout in a Mickey-inspired palette, complemented by vintage-style Mickey and Minnie artwork and a private en suite that also serves as the pool bath. Several upstairs bedrooms create their own immersive settings through hand-painted walls and ceilings, oversized murals, framed artwork and integrated LED lighting effects. Spider-Man, Minions, Frozen and Avengers designs surround guests with color and character, joined by a galaxy room in painted starfields and a wizarding room with portraits set into the ceiling. The oversized Mario-themed game loft continues the experience with bold color-blocked walls, illuminated gaming art, sectional seating, a wall-mounted television, ping-pong and foosball tables, while the 2-car garage remains available for parking and storage. Beyond the sliding doors, an extended paver deck surrounds the south-facing heated pool and spa, while the covered lanai provides shade for outdoor seating and alfresco dining. Then there is Windsor Island itself—ALOHA! The Hawaiian-inspired Aloha Clubhouse anchors a water-park-style complex featuring a zero-entry resort pool, lazy river, dual waterslides, splash zone, hot tub, private cabanas and the Blue Marlin Grille. A fitness center, arcade, miniature golf, playground, sports court, firepit and organized activities complete the amenity offering. All of this is just a few miles from Walt Disney World, with convenient access to shopping, dining and Central Florida's major roadways. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

2127 Lelani Circle, Davenport

$799,999

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

9 Beds ⋅ 6 Baths ⋅ Windsor Island SubDv. ⋅ 33897 Zip Code

Welcome to this exceptional 9-bedroom, 6-bathroom vacation home located in the highly sought-after Windsor Island Resort in Davenport. Offering 4,399 square feet of living space, this fully furnished, turnkey property combines impressive guest accommodations, resort-style amenities, and an established rental history—making it an outstanding opportunity for vacation-home buyers and investors alike.Designed with the vacation rental market in mind, the spacious two-story floor plan provides plenty of room for large families and groups to gather, entertain, and relax. This homes offers the owner's suite and a guest bedroom located on the ground floor. Seven other bedrooms can be found on the second floor with one bedroom featuring a custom hand-painted Harry Potter-theme.Step outside to your own private Florida retreat featuring a heated swimming pool, perfect for guests to enjoy throughout the year. The home is being offered fully furnished, allowing a new owner to continue operating it as a vacation rental with minimal transition. An established rental income history further adds to the investment appeal of this impressive property.Windsor Island Resort offers some incredible amenities centered around the approximately 8,000 sqft. Aloha Clubhouse, including a resort-style zero-entry pool, lazy river, waterslides, splash pad area, hot tub, fitness center, arcade/game room, miniature golf, basketball, tennis, volleyball and pickleball courts, playground, cabanas, fire pit, and on-site dining at the Blue Marlin Grille. The community also features a 24-hour gated and guarded entrance.Conveniently located near Central Florida's world-famous theme parks, shopping, dining, golf, and entertainment, this property offers everything vacationers look for.Whether you're searching for a proven vacation rental investment, a second home near the attractions, or your own Florida getaway, this home delivers the space, amenities, entertainment, and turnkey convenience to stand out. Schedule your private showing today and discover everything this Windsor Island Resort home has to offer!

3052 Mahalo Drive, Davenport

Windsor Island Homes for Sale

Windsor Island Homes For Sale

How much is your home worth?

How much is your home worth?