Windsor Island Residence Single Family Homes For Sale in Davenport - 41 homes

Remarks: Turnkey opportunity in the highly sought-after Windsor Island Resort! This spacious and well-maintained home is located in a short-term rental / Airbnb-approved community, making it ideal for both personal enjoyment and income-producing investment. Featuring generous living spaces, modern finishes, and access to resort-style amenities, this property offers the perfect blend of comfort and profitability. Owners and guests enjoy a gated entrance, clubhouse, pool, fitness center, and more—all within minutes of Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or a proven rental performer, this property delivers exceptional value in a high-demand resort community.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Elizabeth Amesty (786-781-7576)

Remarks: Welcome to Windsor Island Resort, a gated community just minutes from the major theme park attractions. This stunning five-bedroom, four-and-a-half-bathroom single family home boasts modern elegance with granite countertops, stainless steel appliances, effortlessly blending comfort with style. Ideal for families or as an income-producing short-term rental, this home features one bedroom downstairs and four upstairs, ensuring privacy and convenience for all. The soundproof design guarantees peace, while the private pool and patio offers a tranquil outdoor retreat. Don't let this opportunity slip away – schedule your showing today and secure your slice of Florida paradise! Great investment opportunity.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: Exceptional property alert. Come see this amazing Windsor Island 6-bedroom vacation home. This property is brand new and features custom decor and furnishings. If you want a pristine vacation home for personal and or rental purposes, this is it! Turnkey for rental, with very high-quality Sturdy furniture that will hold up for many years. Also featuring an amazing clubhouse adventure with full gym, arcade, lazy river, slides, pool bar and more! This is the number one newest Disney vacation community in Orlando:) Don’t miss it!

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

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

Remarks: This professionally designed, fully furnished 7-bedroom, 5.5-bath vacation retreat offering over 3,200 square feet of upgraded living space in one of Central Florida’s most sought-after resort communities. This turnkey property blends upscale finishes with functional design, ideal for investors and vacationers alike. Step inside to discover a spacious open-concept layout perfect for large groups. The gourmet kitchen features rich espresso cabinetry, granite countertops, stainless steel appliances, and a generous center island with seating that's ideal for casual dining and entertaining. The main-level primary suite offers direct pool access and a spa-inspired en suite bath with dual sinks, a garden tub, and walk-in shower. Upstairs, a sprawling loft has been transformed into a private game and movie room, surrounded by six additional bedrooms and four full baths, providing ample space for guests and family. Outside, enjoy your own private oasis with a heated pool and spa, covered lanai, and plenty of seating for sun-soaked relaxation or evening gatherings. Located in Windsor Island Resort, just minutes from Disney, this community is packed with world-class amenities: a zero-entry resort pool, lazy river, water slide, splash pad, clubhouse with concierge and arcade, fitness center, mini golf, playground, firepit with Disney fireworks views, and the Blue Marlin Grille restaurant. With short-term rentals allowed and high demand year-round, this property offers both lifestyle and income potential.

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

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

Remarks: An Exciting 7 Bedroom Vacation Home in Windsor Island is looking for a new owner. Close to the Disney Parks! Beautifully furnished with high end furniture. 5 King Bedrooms all with super comfortable beds. All bedrooms have tv's and the two kids bedrooms are fun themed with bunk beds. Garage has been converted into an out of this world game room with Double Gaming Station, Real Slate Pool table and a $10,000 Racing Simulator. Loft has an additional movie theater with a 165 inch screen and projector ready for a family movie night. Every bedroom in the house has its own TV. 5 adult bedrooms all have king beds and 3 are en-suite. Two kids rooms have bunks beds and fun theming with Wreck It Ralph and Moana. Kitchen is fully equipped with everything you would need for a comfortable stay. This 3300 sq ft vacation home is one of the newest vacation homes in Orlando and located in the wonderful resort of Windsor Island. The resort features super modern and spacious Club house. The resort amenities include a large Community Pool with a Slide, Hot Tub, Fitness Center, Arcade Room, Pickle Ball Courts, Volley Ball Court, Mini Golf court, Bar and Restaurant, Security gates and more. Call and schedule your private tour today!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Stani Delcheva (407-405-6815)

Remarks: Welcome to 4361 Lana Ave — where luxury meets experience, and every detail is designed to impress. Located in the highly sought-after Windsor Island Resort, this nearly brand-new, fully furnished 10-bedroom, 8-bathroom vacation home is the epitome of themed luxury living. More than just a home, this is a true turnkey investment opportunity — a high-performing short-term rental that can comfortably accommodate 20+ guests, making it ideal for large group vacations and maximizing rental income. Step inside and you’re immediately immersed in a world of enchantment. Thoughtfully designed themed spaces and high-end finishes create a unique, memorable experience that keeps guests coming back. The gourmet kitchen, expansive dining area, and spacious living room flow seamlessly together, offering the perfect setting for entertaining and creating unforgettable moments. The outdoor space is just as impressive. A massive covered lanai overlooks a private heated pool and spa with a brick-paved deck — your own resort-style oasis perfect for relaxing after a day at the parks or hosting guests under the Florida sun. Upstairs, the home continues to wow with a large bonus room transformed into a Star Wars–themed theater, complete with a pool table for added entertainment. This one-of-a-kind feature sets the property apart and elevates the guest experience. As part of Windsor Island Resort, residents and guests enjoy access to world-class amenities, including an 8,000 sq. ft. clubhouse, resort-style pool and spa with lazy river, poolside cabanas, fitness center, restaurant and bar, playground, volleyball, tennis and basketball courts, arcade room, and lounge areas. Conveniently located near US-192 and I-4, this home is just minutes from Walt Disney World and all of Central Florida’s major attractions — a prime location for consistent bookings and strong returns. Whether you’re looking for a luxury vacation retreat or a cash-flowing investment, this property delivers on every level. Opportunities like this don’t come often — secure your place in one of Orlando’s most exciting vacation communities today.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Stunning 10-Bedroom Investment Opportunity | Windsor Island Resort 4117 Lana Ave, Davenport, FL Discover this exceptional Clearwater Grand model, a high-capacity 10-bedroom estate located in the highly sought-after Windsor Island Resort. Professionally decorated and fully optimized for short-term rental performance, this home offers a seamless blend of luxury and high-energy entertainment. Property Highlights: Expert Interior Design: Sold fully furnished with a professional touch. The open floor plan flows effortlessly into a large loft, providing multiple expansive zones for guests to gather. Immersive Entertainment: Features a private movie theater and a dedicated game room equipped with commercial-grade arcades, offering a premier experience right at home. Custom Accommodations: Ten spacious bedrooms, including expertly executed themed rooms designed to drive booking demand. Outdoor Living: A private, screened-in deck featuring a heated pool and spa, ideal for year-round relaxation. The Windsor Island Lifestyle: Situated in a premier gated community, this property is just steps away from some of the best resort amenities in the area. Guests enjoy an amazing water park, lazy river, dual water slides, and a massive clubhouse—making it one of the most fun and popular destinations for vacationers. This is a great opportunity to acquire a turnkey, high-performing asset in a prime location.

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

Remarks: 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!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Vivian Branco (305-469-0729)

Remarks: Exceptional Value in Windsor Island Resort! Luxuriously Upgraded & Themed Vacation Home. Discover the perfect blend of luxury, fun, and investment potential with this stunning 10-bedroom, 8-bathroom vacation home in the sought-after Windsor Island Resort. With space to comfortably host over 20 guests, this fully furnished and professionally designed home is ideal for memorable family vacations or maximizing short-term rental income. No detail was spared—over $170,000 in thoughtful upgrades bring sophistication and excitement to every corner. Step inside to an open-concept layout featuring elegant finishes, a spacious gourmet kitchen, a generous dining area, and a stylish living room designed for effortless entertaining. Themed bedrooms throughout the home offer a touch of magic for guests of all ages. Upstairs, the large bonus loft has been transformed into a custom Avengers-inspired theater and game space, complete with a pool table—perfect for movie nights or relaxing after a day at the parks. Outside, unwind under the covered lanai beside the heated pool and spa, all set on a beautifully paved deck. For even more entertainment, the garage has been converted into a fully stocked game room. As part of the gated Windsor Island Resort, residents and guests enjoy access to world-class amenities, including an 8,000 sq. ft. clubhouse, resort-style pool with lazy river, fitness center, poolside bar and grill, sports courts, arcade, playground, and more. Just minutes from Disney, major highways, shopping, and dining, this home offers an unbeatable location and endless possibilities—whether you're building memories or your rental portfolio.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Discover the ultimate opportunity in Windsor Island Resort! Don't let this exceptional chance slip away. Presenting a fully furnished, enchanting pool and spa home in this coveted resort community. Step inside to be welcomed by a grand 2-story foyer graced by an elegant staircase leading to the second floor. This property offers 8 bedrooms and 6 bathrooms, meticulously adorned with a keen eye for perfection. The well-appointed kitchen seamlessly connects to the spacious gathering room and dining area, and its sliding doors open to a generously sized covered lanai. Beyond lies a fully screened pool and spa, creating the ideal setting for indoor/outdoor entertainment. The primary suite and an additional guest suite are thoughtfully located on the first floor, ensuring effortless accessibility. Upstairs, you'll find 2 private suites, 2 sets of Jack-n-Jill suites, totaling 6 bedrooms and 4 bathrooms, an expansive 26' x 15' loft, and a generously proportioned theater room, making this home a perfect haven for the entire family. This secure, gated resort community boasts a brand-new clubhouse, offering a fitness center, a pool with a thrilling waterslide, a lazy river, volleyball and tennis courts, a play zone brimming with activities, and more. The HOA includes lawn maintenance, internet, cable, and daily valet trash service in this 24-hour gated sanctuary. Situated just minutes away from shopping, dining, and world-renowned attractions, this property is perfectly positioned. Don't delay; schedule your showing appointment now and turn this home into your dream-come-true!

Listing is courtesy of: SIMPSON REALTY LLC (407-371-5955)

Listing Agent: Cristian Cen Chen (407-450-9010)

Remarks: Fully Upgraded & Themed Vacation Home in Windsor Island! Step into a world of luxury and imagination with this spectacular 10-bedroom, 8-bathroom vacation home. Designed to accommodate over 20 guests, this fully furnished retreat is perfect for unforgettable family getaways or a lucrative short-term rental investment. The owner invested $170,000 in upgrades to create a home that seamlessly blends elegance, comfort, and entertainment. From the moment you enter, you’ll be captivated by the thoughtfully curated themed décor, high-end finishes, and expansive open-concept design. The gourmet kitchen, oversized dining area, and inviting living room provide the ideal setting for hosting and entertaining. Upstairs, a colossal bonus room has been transformed into an immersive Star Wars-themed theater, complete with a pool table, offering endless fun for guests of all ages. The excitement continues outside, where a massive covered lanai overlooks the heated pool and spa, set against a beautifully paved deck—the perfect spot to relax after a day at the parks or entertain under the Florida sun. For even more entertainment, the garage has been converted into a fully equipped game room, ensuring fun at every turn. Located in the highly sought-after gated community of Windsor Island Resort, this home grants access to world-class amenities, including an 8,000 sq. ft. clubhouse, a heated pool and spa with a lazy river, poolside cabanas, a fitness center, a restaurant & bar, a playground, volleyball, tennis & basketball courts, an arcade room, and a relaxing lounge area with TVs. Conveniently situated near US 192 and I-4, this prime location places you just minutes from Disney, shopping, dining, and all of Central Florida’s top attractions.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Stunning 7-bedroom, 5.5-bath Windsor Island Resort home — turnkey luxury and investment potential. This meticulously maintained property is ready to start generating rental income immediately, with furnishings and decor curated for high occupancy. Its prime location is steps from the clubhouse, offering quick access to resort amenities while ensuring privacy for downtime. Themed Minion and Mickey Mouse rooms create immersive, family-friendly experiences that guests love. A gaming loft provides space for gatherings and movie nights, ideal for families and groups. No rear neighbors mean enhanced privacy and tranquil evenings on the extended lanai complete with summer kitchen. Gorgeous blue cabinetry throughout and a custom coffee bar add bright, contemporary touches and daily luxury. The 7 bedrooms and 5.5 bath Seashore Model offers ample sleeping capacity and privacy for all guests. Fully turnkey with high-quality furnishings, the home appeals to short-term rental guests and private escapes alike. Modern appliances and durable finishes reduce maintenance while elevating guest experience, and the resort perks—clubhouse access, Guard Gated, and a premier location—enhance appeal. Proximity to dining, shopping, entertainment, and major highways adds convenience. This property blends premium design with a prime location and immediate move-in readiness. Don’t miss the opportunity to own a Windsor Island standout ready to perform from day one.

Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)

Listing Agent: Alyssa Barker (407-756-7296)

Remarks: Welcome to this exquisite 8-BEDROOM, 6-BATHROOM LUXURY VACATION HOME with a PRIVATE HEATED POOL & SPA in the highly sought-after WINDSOR ISLAND RESORT! FULLY FURNISHED and DESIGNER-DECORATED, this home is move-in ready or ideal as a turn-key investment property. The open-concept main floor features a spacious living and dining area, a GOURMET KITCHEN with GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES AND A BREAKFAST BAR, plus two bedrooms including a MASTER SUITE WITH DIRECT POOL ACCESS. Upstairs, you’ll find GREAT ROOM THAT HAS A POOL TABLE FOR ENTERTAINMENT! There are themed bedrooms (Frozen, Minions & Star Wars) that are sure to impress guests, along with cozy carpeted spaces for comfort. Every room includes a smart TV for endless entertainment. Step outside to a SCREEN-ENCLOSED LANAI with a STATE-OF-THE-ART, FULLY AUTOMATED POOL & SPA WITH NO REAR NEIGHBORS!!—perfect for relaxing or hosting family gatherings. Windsor Island Resort offers WORLD-CLASS AMENITIES, including a RESORT-STYLE CLUBHOUSE, ZERO-ENTRY POOL, LAZY RIVER, DUAL WATER SLIDES, WATER PARK, MINI-GOLF, CABANAS, FITNESS CENTER, SPORTS COURTS, A GAME ROOM, CAFÉ, ICE CREAM SHOP, AND MORE. Conveniently located near Disney, golf, shopping, dining, and just over an hour to Florida’s famous beaches, this property has it all. Don’t miss the chance to own your dream vacation or investment home—schedule your private showing today!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Liz Wilson (863-557-6135)

Remarks: MOTIVATED SELLER! TURNKEY 5-BEDROOM VACATION HOME IN WINDSOR ISLAND RESORT NEAR DISNEY Welcome to this fully furnished 5 bedroom home in Davenport, FL, located in the highly sought-after. Windsor Island Resort near Disney. This turnkey property is ready for immediate use as a, second home, or short-term rental, where permitted. Offering over 2,500 square feet, this 5 bedroom, 5.5 bathroom, pool home features a spacious open-concept floor plan designed for comfort and entertaining. The gourmet kitchen includes an oversized granite island, stainless steel appliances, and generous seating space. Sliding glass doors lead to a private screened-in pool area, creating an ideal indoor-outdoor living experience. Upstairs, a versatile loft area provides additional living or entertainment space suitable for guests. This property includes over $70,000 in upgrades and professional furnishings, contributing to its move-in-ready appeal. Windsor Island Resort amenities include: Resort style, zero entry pool and lazy river, water slide and splash pad. 8,000 sq ft clubhouse with lounge and concierge, fitness center and arcade game room, on-site dining at Blue Marlin Grille, Mini golf, playground, and fire pit, conveniently located near Walt Disney World, Universal Orlando Resort, and other Central Florida attractions, with easy access to major highways, shopping, and dining.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Leandro Teixeira (407-758-2072)

Remarks: Discover an incredible opportunity to own a like-new 5-bedroom vacation home in the highly sought-after Windsor Island Resort! This fully furnished, turn-key property is ready for rentals right now—no need to wait months for new construction! This stunning home boasts 5 bedrooms, 5.5 bathrooms, and over 2,500 sq. ft. of living space. Enjoy an open floor plan with beautiful views of the heated private pool. The spacious loft area provides extra entertainment space, while the gourmet kitchen features an oversized island, granite countertops, and stainless steel appliances. Windsor Island Resort is one of the top vacation destinations in the Disney area, offering world-class amenities. This home is the perfect investment for vacation rentals or personal use. Don’t miss this chance—schedule a showing today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Priscila Triska (321-354-5459)

Remarks: Seller Finance is Available!featuring 6 bedrooms, 4.5 full bathrooms, fully furnished house. this property also boasts a heated pool. The home includes a loft with additional living space, a kitchen with an oversized island, granite countertops, and stainless steel appliances. Its open floor plan offers beautiful views of the pool and the open space behind the home. This property truly has everything you could want.Two of the rooms in this spectacular vacation home are beautifully designed with hand-drawn Disney theme park murals, making them a truly magical retreat for guests of all ages. Each room is a work of art, with intricate details that bring the enchantment of Disney's iconic attractions to life?Windsor Island Resort has earned its reputation as one of the premier vacation destinations in the Disney tourist area, and it’s easy to see why. The resort offers unparalleled amenities, including an 8,000 sq. ft. clubhouse with a lounge, concierge services, sundry shop, fitness center, arcade game room, Blue Marlin Grille Bar and Restaurant, playground, mini-golf course, and a firepit with direct views of Disney fireworks. The outdoor features are equally impressive, with a heated, beach-style zero-entry pool, lazy river, water slide, splash pad, poolside cabanas, and plenty of sun loungers. Windsor Island Resort is guaranteed to leave a lasting impression on owners and guests alike!

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Bo Zhang (407-848-8486)

Remarks: Experience the ultimate Florida getaway at 3711 Lana Avenue, a stunning 4,399-square-foot luxury villa located in the famous Windsor Island Resort. This 2022-built masterpiece is professionally designed for grand-scale entertaining, featuring 10 bedrooms and 8 bathrooms that comfortably accommodate over 20 guests. The fully equipped open kitchen boasts a massive island and dining table with seating for large groups. Captivate your imagination with custom-themed rooms, including Star Wars bunk room, Roblox and Minions-inspired spaces. Dive into fun with family and guest with private arcades and enjoy movie at a state-of-the-art movie theater. Family can also relax in your private screened-in pool and hot tub, featuring an outdoor dining area that's perfect for evening gatherings, with no neighbor in the back for extra privacy. As part of the Windsor Island Resort, guests enjoy exclusive access to world-class facilities, including Zero-entry resort pool with a lazy river and dual waterslides, Miniature golf course, basketball courts, fitness center, playground and Blue Marlin Grille, an on-site restaurant and bar. With its prime Windsor Island address and access to resort-style amenities and proximity to Disney theme parks, this property combines resort living with the comforts of a well-maintained, meticulously crafted haven. Don’t miss the opportunity to explore this extraordinary property and schedule a virtual or private tour today and discover how this unique home can elevate your lifestyle and investment. Matterport 3D tour is available on to provide virtual tour of floor plan and room measurements.

Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)

Listing Agent: Guanhua Zhang (407-668-8888)

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: 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)