Windsor Island Residence Homes for Sale in Davenport - 50 homes

Remarks: Under contract-accepting backup offers. Welcome to this beautifully furnished and themed townhouse located in the sought-after gated community of Windsor Island Resort, offering the perfect combination of comfort, convenience, and resort-style living. Currently generating consistent income as a short-term rental, this property is being sold fully furnished and equipped, making it a true turnkey investment opportunity. Inside, the home features a bright open-concept layout with modern finishes, spacious living areas, and well-appointed bedrooms designed for comfort and relaxation. The kitchen offers sleek appliances and ample counter space, ideal for preparing meals or entertaining guests. Step outside to your private patio and pool, the perfect place to relax and enjoy the Florida sunshine after a day at the parks. Windsor Island Resort offers an impressive range of amenities including a grand clubhouse, fitness center, on-site restaurant and bar, resort-style pool with lazy river and cabanas, sports courts, and playgrounds. The community is ideally located just minutes from world-class attractions, shopping, and dining. Recent community updates now allow owners the flexibility to rent the property for up to 120 days at a time. Whether you are looking for your own Florida retreat or a high-demand rental investment near Disney, this beautifully presented home offers an exceptional opportunity in one of Central Florida’s most popular resort communities.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Nikki Ansons (321-522-9063)

Remarks: Welcome to 3811 Lana Ave in the highly sought-after Windsor Island Resort! This beautifully furnished home is turnkey and offers incredible potential as a short-term rental or vacation getaway. Featuring a bright, open layout perfect for entertaining, this property is designed for both comfort and style. Step outside and enjoy everything Windsor Island has to offer, including a resort-style pool, lazy river, and on-site bar & grill—creating an unbeatable guest experience. Ideally located near Central Florida’s top attractions, shopping, and dining, this home is the perfect blend of lifestyle and investment opportunity.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Michael Bouchard (407-443-1284)

Remarks: Don’t miss your chance to own this stunning fully furnished vacation townhome in the highly sought-after Windsor Island Resort, ideally located just minutes from Orlando’s world-famous theme parks. Built in 2022, this turn-key 5-bedroom, 4.5-bath short-term rental offers an open-concept layout with a bright, airy great room overlooking the private pool, a seamless flow between the family room, dining area, and kitchen, and a beautifully appointed chef’s space featuring a large granite island, extended breakfast bar seating, stainless steel appliances, and stylish cabinetry. Sliding doors lead to the screened lanai and sparkling pool, perfect for outdoor gatherings, while a convenient half bath opens directly to the pool area. Upstairs, a spacious loft provides additional room for relaxation or family fun, and four well-sized bedrooms ensure comfort for everyone. As part of this premier resort-style gated community, you’ll enjoy world-class amenities including a lazy river, spa, dual waterslides, kids’ splash pad, resort-style pool, the Blue Marlin Grille on-site restaurant and bar, fitness center, basketball court, miniature golf, rental cabanas, and a fire pit. Whether you’re seeking a high-performing vacation rental or a move-in-ready residence, this home delivers the ultimate resort-style living just minutes from Disney and Central Florida’s top attractions—schedule your tour today.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Ping Ma (863-332-0298)

Remarks: Welcome to Windsor Island Resort—where luxury, location, and lifestyle come together in one of Central Florida’s most sought-after vacation communities. Perfectly positioned just moments from the clubhouse, this beautifully updated and professionally themed 5-bedroom, 4.5-bath townhome offers not only convenience, but a true resort experience right at your doorstep. Built in 2021 and offered fully furnished and turn-key, this home stands out with its tasteful upgrades and eye-catching themed rooms designed to elevate both guest experience and rental performance. The open-concept layout features a bright and spacious living area that flows seamlessly into a modern kitchen complete with granite countertops, oversized island, stainless steel appliances, and ample seating—ideal for entertaining or hosting large groups. Step outside through sliding glass doors to your private screened-in pool and lanai, creating the perfect indoor-outdoor living space. With direct access to a convenient pool bath, this setup is designed for both comfort and functionality. Downstairs, you’ll find one bedroom and a full bath for added convenience, while upstairs features additional bedrooms, including spacious suites, along with a versatile loft/game area—perfect for relaxing after a day at the parks. Each space has been thoughtfully designed with stylish finishes and high-quality furnishings, making this home truly move-in or rental ready. Located just a short walk to the resort’s world-class amenities, Windsor Island offers an unmatched lifestyle featuring a resort-style pool, lazy river, water slides, splash pad, fitness center, mini golf, arcade, sports courts, tiki bar, and on-site dining. Guests and owners alike enjoy the convenience of being minutes from Disney, major attractions, shopping, and dining. Whether you’re looking for a high-performing short-term rental or your own private vacation retreat, this home checks every box—with premium location, standout design, and exceptional amenities

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Carlos German (888-883-8509)

Remarks: This Ten-bedroom, Eight-bathroom open-floor concept home offers all your family, friends, and possibly guests' need! The kitchen-living-dining is perfect for gatherings, and the views of the beautiful pool backyard are amazing. The backyard offers a large deck, and the pool includes an inground jacuzzi. The kitchen features all stainless steel appliances, dark color cabinets, and granite countertops with eating space. Also, on the main level, you'll find the laundry room, half bath, and garage, which was turned into the perfect game room. As you walk upstairs, you are greeted by this massive, beautifully decorated loft. All the themed rooms were carefully decorated to make your guest and family feel like they are on a Florida Vacation. The HOA amenities include a waterpark-style community resort pool with dueling slides- lazy river- hot tub/spa- splash pad-pool side miniature golf course- outdoor bar and dining- fire pit area- clubhouse- fitness center- arcade/ gaming room- playground- basketball courts- soccer fields & more! Close to Disney & other Theme Parks, Local Attractions, Shopping, Restaurants, Orlando International Airport & Major Highways taking you to the Beaches... Location is KEY!

Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)

Listing Agent: Jin Yao (407-619-9883)

Remarks: Rare investment opportunity in the premier Windsor Island Resort! This exceptional 8-bedroom, 6-bathroom corner lot home is the closest 8-bed property to the clubhouse, located just 200 yards from world-class amenities including the lazy river, pool, and fitness center. The extensive renovations were completed January 2026. Boasting over $145,000 in high-end upgrades, every room features professional short-term rental décor designed to maximize occupancy. Standout features include a brand-new, state-of-the-art game room and a thoughtfully curated furniture package. This property is being sold fully turnkey and move-in ready, including all linens, housewares, and electronics. Whether you are looking for a high-performing addition to your portfolio or a luxury vacation home, this property is ready to generate income from day one. Corner lot privacy and unbeatable proximity to the heart of the resort make this a must-see. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Chris Gabriel, Pa (386-451-1361)

Remarks: Location, location, location. This fully furnished, professionally designed 5-bedroom, 4.5-bath vacation retreat in the beautiful Windsor Island Resort, and it directly across from the clubhouse, within 1 minute walking:) This home provides an open, natural sun light-filled layout throughout. This house is well maintained by professional management company. A private screened-in heated pool and BBQ area, ideal for relaxing under the sunshine throughout the year. Community amenities include a full-service clubhouse, fitness center, lazy river, water slide, splash pad, sports courts, mini golf, and on-site dining. Schedule your private tour today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Chunxue Yang (321-666-4414)

Remarks: Welcome to 1697 Kona Lane in Windsor Island Resort, a fully furnished 7 bedroom, 5 bathroom pool home located in one of the Davenport/Orlando area’s sought-after resort-style communities. Built in 2021, this spacious residence offers over 3,200 square feet of well-designed living space with an open-concept layout, stylish finishes, and a private screened pool and in-ground spa for year-round enjoyment. Inside, the home features a bright and functional floor plan with a large kitchen with stone counters, solid-surface finishes, stainless steel appliances, and generous gathering space ideal for everyday living, entertaining, or hosting guests. Multiple bedroom suites provide flexibility and comfort, while the home’s fully furnished setup offers a convenient move-in-ready opportunity. Located in Windsor Island Resort, residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, playground, and community pool, all within a gated setting designed for convenience and recreation. The community’s location places you near Central Florida’s major attractions, dining, shopping, golf, and entertainment, with easy access to Disney, Orlando area theme parks, and key travel routes. Whether you are searching for a spacious Florida getaway, a second home, or a property in a popular short-term-rental area, this home offers size, location, amenities, and turnkey convenience in the heart of it all.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Johanna Chandler (352-217-1527)

Remarks: Exceptional 8-bedroom vacation home located in the sought-after Windsor Island Resort, already performing successfully on Airbnb. This property sits on a premium lot offering privacy, just steps from the clubhouse and resort amenities. Designed for entertainment and comfort, the home features themed bedrooms including Harry Potter and Mickey, plus a converted garage with pool table for extra fun. Fully furnished and turnkey, this property is priced to sell – a perfect opportunity for investors or families seeking a high-performing short-term rental in Orlando’s top resort community.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Alessandra Sermann Ulmann (786-818-8798)

Remarks: 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

Listing is courtesy of: LPT REALTY (877-366-2213)

Listing Agent: Reinaldo Rosado (407-881-3899)