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

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

$980,000

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

$980,000

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

$950,000

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

Step into a world of enchantment and luxury at 2210 Lelani Circle! A fully furnished and turnkey 10-bedroom, 8-bathroom home that is meticulously decorated to deliver a timeless Florida vacation experience. Spanning approximately 4,399 sq ft of living space on a nearly 6,000 sq ft lot, this home embodies the perfect blend of comfort and whimsy. Upon entering, you're greeted by an open-concept design that flows seamlessly into a gourmet kitchen equipped with an oversized island, ideal for both cooking and socializing. The dining area accommodates over 15 guests under modern, sculptural lighting—setting a chic stage for unforgettable gatherings. Each of the ten bedrooms is richly themed to honor beloved Disney characters and stories—from enchanting princess suites to daring adventure rooms—creating a personalized and immersive experience for every guest. The excitement continues upstairs with a Jurassic Park-inspired game and TV room, while the converted garage is home to an awe-inspiring Star Wars-themed game room, elevating entertainment to an intergalactic level. Step outside to discover your private oasis: a gorgeous pool fringed by sun-washed decking, offering serene relaxation and exclusivity. The property is nestled within the resort-style Windsor at Westside community, where residents enjoy access to stellar amenities—including a beach-style community pool, lazy river, water slides, clubhouse with fitness center and game room, tennis courts, mini-golf, volleyball, cornhole, and more. Conveniently located within close proximity to world-renowned theme parks, this estate offers not only a magical getaway but also a lucrative investment opportunity—especially appealing for short-term rentals, thanks to its unique theming, turnkey condition, and high guest appeal. This home is an active short term rental with transferable bookings!

2210 Lelani Circle, 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

$854,900

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

**3D Tour Available** - Welcome to your new home at 2320 Lelani Cir, Davenport, FL 33897, a 10 bedroom, 8 bath pool and spa home located in the highly sought-after Windsor Island Resort, just minutes from Orlando’s world-famous theme parks. Built in 2021 and offering 4,383 sqft of living space, this home is fully furnished and turnkey, ideal as a primary residence, second home, or high-performing short-term rental. Designed with functionality and comfort in mind, the open-concept layout seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting space for gatherings and entertainment. The first-floor features two bedrooms, including a primary suite with an en-suite bathroom and direct access to the pool area for added convenience. Step outside to a private screened pool and in-ground spa, complete with a dedicated pool bath—ideal for indoor-outdoor living without disrupting the main living spaces. Upstairs, a large loft/den provides additional space for entertainment, games, or relaxation, while multiple guest suites throughout the home offer privacy and flexibility for larger groups. The layout is designed to comfortably accommodate up to 26 guests, making it well-suited for both personal use and rental income. Located within a resort-style gated community, Windsor Island offers amenities including a water park, resort pool, clubhouse, fitness center, and on-site dining—all within close proximity to the home. This is a move-in-ready opportunity in one of Central Florida’s most in-demand vacation communities, combining location, space, and strong rental potential. Schedule your private showing today.

2320 Lelani Circle, Davenport

$799,000

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

PRICE REDUCED – SELLER MOTIVATED!!! Best-priced 10-bedroom home in Windsor Island Resort — fully furnished and turnkey! Discover the charm of this exquisite home perfect for large families or hosting guests. The newly updated kitchen features modern amenities, while the cozy living room provides a welcoming space for relaxation. Enjoy the expansive layout, abundant natural light, and a refreshing pool. This property provides a unique opportunity to create your ideal home. Don’t miss out on making this beautiful house your own! Windsor Island is a perfect Resort for your family and guest. Call me today!

2031 Lelani Circle, 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

Windsor Island Homes for Sale

Windsor Island Homes For Sale