Windsor Island Residence Homes for Sale in Davenport - 59 homes

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: Located within the gated, resort-style community of Windsor Island Resort, this impressive 5-bedroom, 4.5-bath townhouse with a private pool at 3838 Lana Ave, Davenport, FL offers an unbeatable combination of luxury, location, and lifestyle. Perfectly positioned just a short drive from Orlando’s world-famous theme parks, including Disney, this property sits in one of Central Florida’s strongest demand corridors for both personal use and investment. The home’s spacious layout is ideal for large families, vacation use, or high-performing short-term rentals, while the private pool delivers a true Florida resort experience right at home. Windsor Island elevates ownership with a spectacular clubhouse featuring a resort-style pool and lazy river, on-site restaurant and bar, fully equipped fitness center, sports courts, playgrounds, and 24/7 gated security. Combined with easy access to major highways, shopping, dining, and entertainment, this property represents a rare opportunity to own a turnkey home in one of Davenport’s most desirable vacation communities.

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Cristian Valderrama (561-891-6947)

Remarks: Welcome to Windsor Island Resort – the ultimate blend of luxury, leisure, and location. This gated, resort-style community offers world-class amenities including a stunning clubhouse, resort pool, lazy river, splash zone, tiki bar, on-site dining, fitness center, arcade, sports courts, and mini golf—everything you need for the perfect Florida retreat. Inside, this beautifully designed five-bedroom, four-and-a-half-bath townhome spans 2,283 square feet of modern comfort. The open-concept floor plan features a gourmet kitchen with extended granite countertops, seamlessly connecting to the spacious living area—ideal for entertaining or relaxing with family and friends. The telescoping sliding doors open to a private screened-in pool and lanai, creating the perfect indoor-outdoor flow. A convenient first-floor primary suite provides privacy for owners or guests, while the upstairs layout includes another primary suite, three additional bedrooms, and a versatile loft/game area for added fun and relaxation. Located just steps from the resort clubhouse and entry gate, this home offers both convenience and premium positioning within the community. Whether you’re seeking your own personal vacation home or a high-performing short-term rental investment, this property checks every box. Situated near Orlando’s best attractions, dining, and nightlife—this is resort living at its finest. Come experience Windsor Island Resort—where every day feels like a vacation.

Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)

Listing Agent: Nick Vaseloff (407-305-2284)

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: 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: Welcome to this stunning 5-bedroom, 4.5-bathroom vacation pool retreat located in the highly sought-after Windsor Island Resort community in Davenport, FL. Short walk to clubhouse! This fully furnished, turnkey home boasts a bright open-concept layout, a modern gourmet kitchen with stainless steel appliances, and a spacious living area perfect for entertaining. Upstairs, a large loft offers additional space for relaxation, while the private screened-in pool and covered lanai create the ultimate Florida getaway. As part of the resort community, owners and guests enjoy access to world-class amenities including a clubhouse, lazy river, water slides, fitness center, and sports courts. Conveniently located just minutes from Disney World, restaurants, and shopping, this property is ideal as a short-term rental investment or personal vacation home. Don’t miss the chance to own this beautiful income-generating property in one of Central Florida’s most desirable vacation communities!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

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: Under contract-accepting backup offers. Welcome to this stunning fully furnished vacation townhouse located just minutes from Walt Disney World in the highly desirable Disney Area! This modern and beautifully decorated property offers the perfect blend of comfort, style, and convenience—ideal for both personal use and short-term rental investment. Featuring a bright open-concept floor plan, the home boasts a spacious living area, gourmet kitchen with stainless steel appliances, elegant finishes, and a private outdoor patio perfect for relaxing after a day at the parks. All bedrooms are generously sized, providing comfortable accommodations for family and guests. Located in a resort-style community, residents and guests can enjoy world-class amenities including a sparkling pool, clubhouse, fitness center, playgrounds, and 24/7 security. With low maintenance living and exceptional proximity to restaurants, shopping, golf courses, and Orlando’s top attractions, this property is truly turnkey and ready for immediate enjoyment or income generation. Whether you’re looking for a vacation retreat or a high-demand short-term rental opportunity, this townhouse is an exceptional find in one of Central Florida’s fastest-growing areas.

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

Listing Agent: Elizandra Aguiar (857-800-4159)

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: 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: 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)