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$549,900
5 Beds ⋅ 5 Baths ⋅ O6360180 MLS ⋅ N/A BLDG.
Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top destinations for vacation rentals. Impeccably maintained and thoughtfully upgraded, this home now features newly designed themed bedrooms, including a magical Princess Room, an immersive Star Wars Room, and a fun Disney-themed loft that guests absolutely love. Step inside to an elegant open-concept layout where the gourmet kitchen, spacious dining area, and inviting family room create the perfect setting for entertaining and relaxing. The home offers multiple spaces for comfort and enjoyment, including a bright living room, a private screened pool, and a versatile second-floor loft—ideal for movie nights, gaming, or family time. Located just a short walk from the resort’s world-class amenities, you’ll have access to a grand clubhouse with friendly guest check-in, a state-of-the-art fitness center, a resort-style pool with a lazy river, splash zone, playground, outdoor fire pit, restaurant/bar, and a variety of sports courts. It’s the perfect blend of luxury, convenience, and entertainment. Whether you’re looking for an exceptional vacation home or a high-performing investment property, this townhome checks all the boxes. Homes in Windsor Island are in high demand—don’t miss your chance to own this upgraded slice of paradise. Schedule your private showing or virtual tour today!

127 Jetty Way, Davenport

Listing courtesy of FLORIDA CONNEXION PROPERTIES. 407-574-2636
$950,000
10 Beds ⋅ 8 Baths ⋅ S5134426 MLS
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

Listing courtesy of CASA SANCHEZ REALTY LLC. 321-900-1799
$688,000
8 Beds ⋅ 6 Baths ⋅ O6343855 MLS
Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bath residence offers an expansive open floor plan designed for both relaxation and entertaining. Step into a grand two-story foyer with a striking staircase leading upstairs. The chef-inspired kitchen features stone countertops and stainless steel appliances, seamlessly opening to the spacious living and dining areas, which flow directly to the outdoor living space. Outside, enjoy your own private retreat with a large screened-in heated pool, spa, and generous lanai—perfect for alfresco dining and lounging. The first floor includes the primary suite and an additional guest suite for convenience. Upstairs, you’ll find two private suites, two Jack-and-Jill bedrooms, a versatile loft, and a dedicated game room for endless fun. The garage has also been converted into another fantastic game space, making this home an ideal vacation destination. Residents and guests of Windsor Island Resort enjoy world-class amenities, including an 8,000-square-foot clubhouse, resort-style pool with lazy river, water slides, poolside cabanas, a fitness center, restaurant and bar, playground, and sports courts. Whether you’re searching for a luxury getaway or a high-performing investment property, this Windsor Island home offers the perfect combination of comfort, style, and location. Don’t miss this incredible opportunity!

2060 Lelani Cir, Davenport

Listing courtesy of RATIO REAL ESTATE, LLC. 305-354-0388
$659,000
5 Beds ⋅ 5 Baths ⋅ O6333387 MLS ⋅ 4070 BLDG.
Immaculate five-bedroom, four-bath fully furnished vacation townhome in the prestigious Windsor Island Resort, just minutes from Disney! This 2,283-square-foot property features a private screened-in pool, open-concept design, and premium finishes throughout. Operating as a successful Airbnb, this home boasts near 100% occupancy year-round, making it a potential turnkey investment opportunity. Zoned for short-term rental, with access to world-class amenities including a resort pool, clubhouse, fitness center, mini golf and more. Whether for personal use or rental income, this home delivers on lifestyle and ROI.

4070 Lana Avenue, Davenport

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888
$499,900
5 Beds ⋅ 5 Baths ⋅ O6316353 MLS ⋅ Lot 75 BLDG.
Step out your front door and the Windsor Island Resort clubhouse is right there — visible and walkable. That's the kind of position most vacation home buyers dream about and rarely find. Fully furnished, turn-key, and priced at a compelling new price point, this 5-bedroom, 4.5-bath townhome at 720 Gardenia Lane sits at the heart of one of the Disney corridor's most celebrated resort communities — and it's ready to perform from day one. Inside, 2,283 square feet of bright, open living space is built for the way vacation guests actually live. Shaker-Style cabinetry, granite countertops, stainless steel appliances, and a generous open-concept layout set a confident tone throughout. Luxury vinyl plank flooring runs through every bedroom, the staircase, and the upper loft — sleek, cohesive, and designed to handle high turnover without showing it. The loft provides a comfortable second living space with wall-mounted TV, cozy seating, and a gaming area — ideal for unwinding between park days. Out back, the private south-facing heated pool soaks up sunlight all day long — exactly the outdoor setup guests search for and book for. Between the pool and the clubhouse steps from your front door, guests at 720 Gardenia Lane never need to leave the resort. Windsor Island Resort sets the gold standard for vacation home communities in Central Florida. A grand clubhouse with concierge, lounge, fitness center, arcade, sundry shop, and the popular Blue Marlin Grille Bar and Restaurant anchors the community, while the outdoor amenities — heated zero-entry pool, lazy river, dual water slides, splash pad, mini golf, pickleball, playground, fire pit with Disney fireworks views, and poolside cabanas — deliver the full resort experience every single day. This is the lifestyle that drives demand. Aloha! Minutes from Walt Disney World, owner-furnished with care, and now offered at a compelling new price point — 720 Gardenia Lane is one of Windsor Island's strongest opportunities right now. Don't forget to check out the lifestyle video included with this listing. All information, including room dimensions, is deemed reliable but not guaranteed. Buyers and buyer agents are encouraged to verify all details independently.

720 Gardenia Lane, Davenport

Listing courtesy of FATHOM REALTY FL LLC. 888-455-6040
$478,000
5 Beds ⋅ 5 Baths ⋅ S5126361 MLS ⋅ 971 Paradise Dr BLDG.
FULLY FURNISHED 5 BED / 4.5 BATH POOL HOME in WINDSOR ISLAND RESORT – Located in one of the most desirable GATED VACATION COMMUNITIES near Disney, this beautifully designed townhome sits on a PREMIUM LOT, just a short walk from the stunning resort-style clubhouse. With 2,283 SqFt under air, this light-filled home features an OPEN CONCEPT layout and a rare MAIN-FLOOR MASTER SUITE. Step through the charming front porch into spacious living areas perfect for entertaining or relaxing between park visits. The GOURMET KITCHEN includes STAINLESS STEEL APPLIANCES, 42” espresso cabinetry, sleek GRANITE COUNTERTOPS, and an extended island with DOUBLE SINK and seating. The kitchen flows into the DINING AREA and GATHERING ROOM, with sliding doors leading to the COVERED LANAI and HEATED SCREENED-IN POOL with brick pavers. Upstairs, a generous LOFT serves as a media or game room, accompanied by four additional bedrooms including a spacious SECOND MASTER SUITE with WALK-IN CLOSET, dual vanity, and glass-enclosed shower. Windsor Island Resort offers WORLD-CLASS AMENITIES including a resort-style pool, splash pad, water slides, FlowRider surf simulator, fitness center, arcade, sports courts, on-site dining, and more. Just minutes from Disney and Central Florida attractions—this home is the perfect TURNKEY VACATION RENTAL opportunity.

971 Paradise Drive, Davenport

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$980,000
10 Beds ⋅ 8 Baths ⋅ S5119147 MLS
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

Listing courtesy of LPT REALTY. 877-366-2213
$799,000
10 Beds ⋅ 8 Baths ⋅ O6238410 MLS
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

Listing courtesy of MS LAND & BUILDING LLC. 407-512-1213
$599,000
5 Beds ⋅ 6 Baths ⋅ O6218294 MLS
PREMIUM TURNKEY INVESTMENT- 100% RENTAL READY IN WINDSOR ISLAND! Avoid the massive upfront setup costs and months of delivery delays. This can be a 1031 exchange to immediately cash flow income!! This spectacular 5 BEDROOM, 5 DEDICATED ENSUITE BATHROOM resort luxury home is being sold fully furnished and professionally decorated. Half Bathroom leads out to Lanai. Engineered perfectly investor short-term rentals, the open layout leads directly to a private pool oasis. Located in Central Florida's top-tier resort community featuring a world class lazy river, clubhouse, and amenities. This pristine property is a true plug -and- play business asset. Seller requires a clean, and fast closing. Sold As-Is. Contact Listing agent today for booking history and secure this turnkey asset before the peak rental season!

1870 Summer Drive, Davenport

Listing courtesy of CHAMPION HOMES. 863-420-0007
$619,900
6 Beds ⋅ 5 Baths ⋅ A4613388 MLS
Modern Elegance Meets Resort Living at Windsor Island Welcome to the ultimate blend of style, space, and resort-style living—perfectly situated in the sought-after Windsor Island Resort community. Look No Further! Soon To Be Yours, This Stunning High-Occupancy-Performing Florida Vacation Investment Getaway Home offers unmatched value and versatility. Step inside and discover spacious luxury with 6 bedrooms and 4.5 bathrooms, thoughtfully designed to provide both comfort and privacy. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it ideal for entertaining and gathering. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, and an oversized island—perfect for cooking and conversation The main-floor master suite is a tranquil retreat, complete with a spacious en-suite bathroom and ample closet space. Upstairs, additional bedrooms and flexible living areas ensure plenty of room for guests or family. Step outside to your private oasis, where a covered lanai and sparkling pool invite you to unwind and enjoy the Florida sunshine. Whether you're relaxing poolside or dining alfresco, the outdoor living space offers the perfect setting for creating lasting memories. As part of Windsor Island Resort, you’ll enjoy access to world-class amenities, including: A state-of-the-art clubhouse with a game room Lazy river, waterslides, and splash park Fitness center, mini-golf, beach volleyball & basketball courts Fire pit with views of Disney fireworks Outdoor bar and dining area with multiple TVs Hammock garden and relaxing lounge spaces Location is everything. Walt Disney World, top-rated golf courses, luxury and value shopping, fine or family dining, and superior entertainment options. You're a short drive from Incredible New Universal Epic Universe, Universal Studios, Islands of Adventure, Universal's Volcano Bay, SeaWorld, and Orlando International Airport. Wait, there is so much more to explore Florida’s stunning coasts—from Cocoa Beach and the Kennedy Space Center to the incredibly soft, bright sands of Clearwater and St. Pete Beaches. This home offers more than just a place to stay—it delivers a lifestyle of comfort, fun, and an investment opportunity that pays for itself while you are not enjoying its beauty yourself. Don’t miss your chance to own a piece of paradise in one of Central Florida’s most desirable resort communities. Schedule your private showing today! Seller is Motivated, Make Your Move To Escape The Frigid Winter Weather Now!

2201 Lelani Circle, Davenport

Listing courtesy of REAL BROKER, LLC. 407.279.0038
$499,000
5 Beds ⋅ 5 Baths ⋅ O6184802 MLS ⋅ Pulte BLDG.
Not all townhomes are created equal — and this one proves it. As a premium end unit, this 5-bedroom Windsor Island Resort home enjoys extra natural light, enhanced privacy, and a west-facing heated pool perfectly positioned to catch golden afternoon sun and spectacular evening skies. Turnkey, professionally furnished, and minutes from Walt Disney World, it's designed to impress guests and deliver strong short-term rental returns from the moment you close. The main level sets a confident tone with an open-concept living and dining area, modern kitchen with granite countertops, white Shaker-style cabinetry, stainless steel appliances, and a spacious center island made for gathering. A first-floor bedroom and bathroom adds flexibility for guests who prefer to avoid the stairs. Upstairs is where this home pulls away from the competition. The loft has been transformed into a Millennium Falcon-inspired entertainment lounge — custom theming, large wall-mounted TV, and a plush sectional that makes it impossible to leave. Two standout themed bedrooms follow: a Frozen room with custom bunk beds, whimsical lighting, and creative detailing that delights every age, and an Avengers room with custom bunks and dynamic LED lighting that brings the energy. Two additional bedrooms offer refined, upscale comfort for guests who prefer a calmer retreat. These are the kind of details guests mention in five-star reviews. Outside, the private screened pool and covered lanai face west — sun-drenched afternoons, alfresco dining, and evenings that wind down at exactly the right pace. Windsor Island Resort backs it all up with a grand clubhouse, concierge, fitness center, arcade, sundry shop, Blue Marlin Grille Bar and Restaurant, heated zero-entry pool, lazy river, water slide, splash pad, mini golf, fire pit with Disney fireworks views, and poolside cabanas — one of the most complete amenity packages in the Disney corridor. End units at Windsor Island are the most desirable — and this one is priced sharply with theming guests actively search for. Check out the lifestyle video included with this listing. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

900 Paradise Drive, Davenport

Listing courtesy of FATHOM REALTY FL LLC. 888-455-6040