Windsor Island Single Family Homes For Sale in Davenport - 40 homes

Remarks: Property Highlights: -Full-time owner occupancy. Guests can stay for up to 120 days. -Turnkey: Sold fully furnished with professional decor-- ready for immediate rental or move-in. -Layout: Highly desirable "8-bed/6-bath" model with two primary suites on the main floor--perfect for multi-generational families. -Condition: Meticulously maintained and shows like a model home. -Location: Premium lot within close distance to the world-class resort amenities. Discover the pinnacle of resort living at 4453 Kaipo Rd, a sprawling 8-bedroom, 6-bathroom estate where luxury meets unprecedented flexibility. Located in the gorgeous Windsor Island Resort Community in Davenport, with approximately a 15-minute drive to Disney World, this home is now eligible for unlimited owner occupancy, offering a rare opportunity to enjoy this world-class destination as a full-time residence, seasonal retreat, or high-performing investment asset. Step into a light-filled sanctuary designed for both grand entertaining and private relaxation. The intelligently crafted floor plan features two spacious primary suites on the main level, including a luxurious owner's retreat with direct access to the outdoor oasis. Every inch of the interior is finished to the highest standard, from the state-of-the-art game room to the expansive upstairs loft and smart-home integrated living spaces. Your outdoor oasis awaits, featuring a fully automated, heated pool and spa set within an oversized, screened-in lanai--perfect for sunset dining or morning coffee in the Florida sun. Beyond your front door, Windsor Island Resort's 24/7 guard-gated community offers a lifestyle like no other: a zero-entry resort pool, lazy river, dual water slides, playground, fitness center, park, and hammock gardens. Sold fully furnished and turnkey, this home is ready to welcome you or your guests from day one. Whether you are looking for a permanent piece of paradise or a premier addition to your portfolio, this property is a must-see. Schedule your showing today!

Listing is courtesy of: FIRST OPTION REALTY INC (407-879-4354)

Listing Agent: Jurol Saintvil (407-969-9163)

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: Now offered in Windsor Island Resort—an elegant, fully furnished 7-bedroom, 5.5-bath retreat designed for effortless gathering and standout rental appeal. The bright, open-plan main level flows from a stylish kitchen with stone counters, a large breakfast bar, elegant neutral cabinetry, walk-in pantry and stainless-steel appliances into the dining area and generous family room, creating a comfortable hub for relaxing and entertaining. The primary suite sits conveniently on the first floor with a spa-style bath featuring direct access to the pool area, dual vanities, a soaking tub, and separate shower. Upstairs, a spacious loft anchors six additional bedrooms—two with their own ensuites—including a charming Harry Potter–themed room that guests of all ages adore. The games loft area is the perfect place for fun and relaxation and features luxury vinyl plank flooring for practicality and easy maintenance. Set on a coveted pie-shaped lot, the home gains extra width and depth along the side and rear for a rare feeling of space to spread out and savor the Florida lifestyle. Behind the home, a very large green space provides an ideal area for lawn games and play while maximizing privacy—further enhanced by the benefit of no close rear neighbors. Outdoors, your private oasis includes a screened, heated pool and spa with an extended lanai for dining and lounging. The residence has been elegantly furnished from top to bottom, so you can enjoy or host immediately. Windsor Island Resort delivers a premier amenities package with a grand clubhouse, fitness center, on-site restaurant and bar, resort-style pool with lazy river and cabanas, sports courts, and playgrounds—all minutes to world-class attractions, shopping, and dining. Recent chnages mean that the home can be rented for 120 days a time time and owners can now live full time in the property if they choose. Whether you’re seeking your own slice of the Florida dream or a high-demand rental investment to help offset ownership costs, this turn-key home blends location, comfort, and presentation into one exceptional opportunity near the magic.

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

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

Remarks: Welcome to a 6 Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.6 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, GAME GARAGE room, game room, bedrooms with themes and lighting. Enjoy all the thrills of a theme park vacation in the comfort and convenience of your own private paradise. Take a dip in the sparkling pool, relax in the cabanas, or enjoy a game of volleyball or basketball take a ride down the lazy river. The clubhouse has a hot tub, fitness room, and a mini golf course. With such a variety of amenities, this property is the perfect place to live and play!

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: Welcome to this tastiflly furnished home located in the prestige Windsor Island Resort! Just minutes from Disney and world-class attractions, this home is fully furnished and ready for daily rentals. Special features include: Open floor plan with a modern kitchen with granite countertops and oversized island for extra seating; Themed bedrooms and game rooms. Windows Resort Amenities Include: Resort-style pool, lazy river, hot tub, and splash pad Mini-golf, pMickey, Little Mermaid, and Harry Potter bedrooms layground, basketball court. Outdoor bar and dining area, fire pit lounge, and clubhouse Fitness center, arcade, and 24/7 gated security Zoned for short-term daily rentals. This home is very closed to theme parks, shopping, restaurants, and major highways.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: Private backyard with firework view! Welcome to 2116 Lelani Circle in the prestige Windsor Island Resort. This elegant home has very tastiful design, very open and pleasant floor plan, and under a very professional management. The home is fully furnished and and with themed bedrooms iplus a Disney and Harry Potter Star Wars-themed game room with arcade and entertainment zone. The Resort-Style Community features: 24/7 guarded; Waterpark-style pool, lazy river, and splash pad Fitness center, clubhouse, arcade, and sports courts On-site concierge, poolside bar, and mini-golf, It is zoned for daily short-term rentals and very short drive to Disney, shopping, dining, and major highways.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: Welcome to 3505 Lavender Dr, located in the gated resort community of Windsor Island Resort in Davenport, FL. This spacious two-story home offers 8 bedrooms, 6 bathrooms, a private screened-in pool, and a flexible layout perfect for personal use or short-term rental potential. With fresh, modern finishes throughout - including wood-look flooring, recessed lighting, and a large open-concept kitchen with granite counters and a center island - this home is move-in ready and designed for effortless entertaining. Upstairs and down, multiple living areas provide space for guests to spread out, while generously sized bedrooms offer comfort and privacy. The covered lanai and pool deck create the ideal backdrop for relaxing after a day exploring Orlando’s world-famous attractions. Windsor Island Resort features world-class amenities including an 8,000 sq ft clubhouse, fitness center, arcade, mini golf, splash pad, lazy river, and courts for basketball, tennis, and volleyball. Conveniently located near US-192 and I-4, you’re just minutes from Walt Disney World, Margaritaville, and other top destinations. Whether you’re purchasing as a vacation home or an income-producing property, 3505 Lavender Dr is a standout.

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

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 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!

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

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

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: MOTIVATED SELLER***Welcome to a standout 7-bedroom, 5.5-bath pool and spa retreat located in the highly desirable short-term rental community of Windsor Island Resort. Showcasing over $100,000 in designer upgrades and premium finishes, four themed rooms and a themed game room! This home offers a perfect blend of upscale style and relaxed comfort—fully equipped for unforgettable vacations and exceptional guest experiences. The open-concept living spaces flow seamlessly to the covered lanai, where your private pool and spa create the ideal setting for sunny afternoons, entertaining, and peaceful evenings under the stars. You and/or your guests will enjoy access to Windsor Island’s world-class resort amenities, including a full waterpark with lazy river and slides, mini putt-putt golf, a resort-style clubhouse, fitness center, on-site restaurant and bar, and tennis, volleyball, and sports courts. Whether you’re seeking a luxury personal getaway or a high-performing investment property, this home delivers enjoyment and outstanding income potential income while only miles from the theme parks making it a premier vacation destination.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Lori Joy (407-455-1103)

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: 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: 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: Discover your perfect vacation retreat—an extraordinary, one-of-a-kind home crafted for unforgettable family fun and total relaxation. This seven-bedroom, five-and-a-half-bathroom estate offers a luxurious escape with something for everyone, from immersive theme rooms that spark the imagination to lavish amenities that invite leisure. The property features a Star Wars-themed game room where custom, action-packed adventures come to life, a Tiana’s Bayou-inspired retreat that provides a whimsical Disney-inspired sanctuary, a Harry Potter-inspired ambiance built for wonder, and Gucci-inspired sophistication for guests to unwind in style. Two dedicated game areas ensure endless entertainment for lively gatherings and friendly competition. The expansive private lot creates a tranquil, secluded backyard oasis with a sparkling pool and spa, perfect for sun-soaked days and starlit evenings. Whether you’re seeking a private escape, a vacation rental investment, or a lasting family compound, this exceptional property offers it all. Schedule your private tour today and start turning this dream retreat into your reality.

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

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

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)