Windsor Island Residence Homes for Sale in Davenport - 54 homes

Remarks: 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. Priced to sell! This SPACIOUS 5-bedroom, 4.5-bath townhome located in Windsor Island, features an open floor plan perfect for entertaining and relaxing. The split-bedroom layout SLEEPS 10 comfortably and offers one bedroom and full bath downstairs, with four additional bedrooms and a loft upstairs. The loft area is spacious and a great spot for the family to hang out—ideal for family enjoyment. The primary suite is conveniently located upstairs, providing a private retreat. Step outside to YOUR OWN SCREENED IN HEATED POOL, the perfect spot to unwind after a day at the theme parks. Windsor Island resort offers guests world-class amenities like the Aloha Clubhouse, on-site restaurant, bar and poolside food and beverage service (Blue Marlin Grille), a fitness center, resort-style pool with lazy river and spa, dual watersides and children's splash pad, sports court, pool area cabanas, miniature golf, and fire pit. The community is gated with a 24-hour manned front entry. Whether you’re looking for a vacation home, investment property, or a personal retreat, this home delivers it all. Schedule your private showing today!

Listing is courtesy of: KELLY FRENCH REAL ESTATE INC (352-988-4975)

Listing Agent: Kelly French (352-988-4975)

Remarks: Discover this impressive seven-bedroom, 5.5-bath home in the desirable Windsor Island Resort, just minutes from Disney. Enjoy the parks during the day and return to elegant finishes, modern features and a private resort-style swimming pool. Built in 2023 by Pulte Homes, this residence offers high ceilings and a bright open-concept design connecting the kitchen, dining space and expansive living area. Large sliding glass doors lead to a resort-style outdoor space with a pool and spa. The main level includes a primary suite with a private bath, laundry area, and a gourmet kitchen with granite countertops and stainless steel appliances. Upstairs, a spacious loft creates additional living space along with more bedrooms. Community amenities include a resort pool, lazy river, spa, splash pad, mini golf, outdoor bar and dining areas, fire pit, clubhouse, fitness center, arcade, playground, basketball courts and soccer fields. Conveniently near Disney, major attractions, shopping, dining and highways. A unique opportunity to own in one of the regions desirable communities.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Daniel Doura De Souza (954-305-3843)

Remarks: INVESTOR SPECIAL! MOVE IN READY Pool home! Turnkey, fully furnished 5BR 4.5BA townhome with private swimming pool in Windsor Island Resort, Davenport is built to perform and already positioned for strong short-term rental income. Just minutes from Walt Disney World, this high-demand property comfortably hosts 10+ guests and delivers the kind of experience today’s vacation renters actively book. This home stands out with brightly themed bedrooms, a private screened-in heated pool with LED lighting, and a spacious entertainment loft with foosball, creating a stay guests remember and review. These fun features drive occupancy, repeat bookings, and higher returns. This property is fully furnished and rental-ready, allowing you to start generating income immediately. The unique themed bedrooms help the home stand out in listing photos and attract more bookings, while the private heated pool adds strong guest appeal. A dedicated game loft and entertainment space makes it ideal for family-friendly stays, and the addition of solar panels helps reduce operating costs and improve long-term returns. With NO CARPET throughout, maintenance is simple and efficient for short-term rental turnover. Windsor Island Resort takes it even further with resort-style amenities that guests actively search for: clubhouse, fitness center, playground, resort pool, on-site restaurant, sidewalks, tennis courts, lazy river, water slides, and mini-golf, all designed to boost bookings and guest satisfaction. HOA fee includes cable, internet, lawn care, and trash. Prime location near Disney, shopping, dining, and Orlando attractions ensures consistent year-round demand. Whether you're scaling your portfolio or entering the short-term rental market, this property checks every box: location, performance, and guest appeal. Seller financing and private financing available. Don’t wait, it will not last long!

Listing is courtesy of: HUT REALTY, LLC (407-559-2929)

Listing Agent: Daniel Hut (863-400-6090)

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: 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 your new home at 2320 Lelani Cir, Davenport, FL 33897, a 10-bedroom, 8-bath pool and spa home located in the highly sought-after Windsor Island Resort, just minutes from Orlando’s world-famous theme parks. Built in 2021 and offering 4,383 sqft of living space, this home is fully furnished and turnkey, ideal as a primary residence, second home, or high-performing short-term rental. Designed with functionality and comfort in mind, the open-concept layout seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting space for gatherings and entertainment. The first-floor features two bedrooms, including a primary suite with an en-suite bathroom and direct access to the pool area for added convenience. Step outside to a private screened pool and in-ground spa, complete with a dedicated pool bath—ideal for indoor-outdoor living without disrupting the main living spaces. Upstairs, a large loft/den provides additional space for entertainment, games, or relaxation, while multiple guest suites throughout the home offer privacy and flexibility for larger groups. The layout is designed to comfortably accommodate up to 26 guests, making it well-suited for both personal use and rental income. Located within a resort-style gated community, Windsor Island offers amenities including a water park, resort pool, clubhouse, fitness center, and on-site dining—all within close proximity to the home. This is a move-in-ready opportunity in one of Central Florida’s most in-demand vacation communities, combining location, space, and strong rental potential. Schedule your private showing today.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: Under contract-accepting backup offers. Priced to Sell!! Retreat to your own private paradise in this immaculate, light-filled townhome located in the heart of the highly coveted Windsor Island Resort. This premier gated community is packed with luxury resort style amenities for the perfect vacation including a Massive Resort Pool & Lazy River, Double Water Slides & Splash Pad, Poolside Restaurant & Covered Bar, Mini-Golf, Basketball, Volleyball, World-Class Clubhouse, Fitness Center, Game Room, and Fire Pit with views of the theme park fireworks! This turnkey residence comes fully furnished with tasteful decor and charming themed rooms making it a ''move-in ready'' vacation home and/or a high-performing investment property. Designed for modern living and effortless entertaining the open-concept first floor features a sleek kitchen with a large island, spacious dining area, and a bright living room all overlooking your private heated pool with a dedicated outdoor pool bath. Perfect after a long day at the theme parks or enjoy an evening swim. The ground floor also hosts a convenient guest bedroom and bath. Upstairs, you'll find a bonus den for family movie nights, alongside multiple beautifully themed bedrooms that capture the magic of Central Florida. The HOA provides basic internet, cable, lawn care, and daily trash pickup. Located just minutes from Walt Disney World, this home offers the ultimate blend of location and lifestyle. Don't miss out on one of the best priced townhomes at Windsor Island Resort. Call today to schedule your private showing! All sizes approximate. All information deemed accurate but not guaranteed.

Listing is courtesy of: RE/MAX SIGNATURE (386-236-0760)

Listing Agent: Mike Fiscina, Pa (386-314-8001)

Remarks: Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater room, game room, bedrooms with themes and lighting. Solar panels including to save the energy. 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: Everything is new and professionally decorated inside! This is a 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 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: Spectacular 10-Bedroom Resort Pool Home – Windsor Island, Davenport, FL. Your ultimate Florida escape awaits! This extraordinary 10-bedroom, 8-bath retreat sits in the heart of the world-class Windsor Island Resort—just minutes from Disney. Designed to impress, the home blends sleek, modern décor with a wide-open floor plan that’s perfect for entertaining, relaxing, or hosting unforgettable family gatherings. Chef’s kitchen with stainless steel appliances, oversized island, and seamless flow into the dining and living spaces. Three primary suites + themed bedrooms designed for fun and comfort—ideal for large families, groups, or high-earning vacation rental guests. Private screened pool + covered lanai for year-round outdoor living. Step outside your door and walk to the resort’s unmatched amenities: lazy river, dual water slides, splash pad, fitness center, mini golf, sports courts, and a lively clubhouse. Whether you’re seeking a high-income short-term rental investment or a personal paradise for your family, this home delivers the best of Central Florida living. Opportunities like this don’t last—schedule your showing today!

Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)

Listing Agent: Kenneth Holden, Pa (407-808-8175)

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 the Ultimate Dream Home in Windsor Island! Get ready to fall in love with this fully themed townhouse, perfect for unforgettable vacations, or short-term rental investment! With 210 square meters (approx. 2,260 sq ft) of living space, this stunning home offers 5 bedrooms, 4.5 bathrooms, and custom-designed environments that deliver fun, comfort, and magic for the whole family. Themed Bedrooms & Endless Entertainment: Mickey Mouse bedroom, Super Mario bedroom, Harry Potter bedroom, Star Wars bedroom, Prada bedroom, Private home theater, fully equipped game room with arcade machines, slot machine, and more! Every space has been carefully decorated to create a truly immersive and unforgettable experience — it’s like having a theme park inside your home! Located in one of Windsor Island’s most desirable resort communities, this property offers the perfect balance of relaxation and entertainment. Whether you're looking to enjoy it with family or generate strong rental income, this one-of-a-kind home stands out in the market!

Listing is courtesy of: JR CERQUEIRA REALTY CORP (407-217-4073)

Listing Agent: Jose Ricardo Cerqueira (407-217-4073)

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: Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater 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: $10K REDUCTION! End Unit with Frozen & Avengers Themed Bedrooms, Private Pool, Turnkey Vacation Home Near Disney—High Rental Potential This premium end-unit townhome in Windsor Island Resort features Frozen and Avengers themed bedrooms, a private west-facing pool, and exceptional short-term rental potential just minutes from Walt Disney World. This premium end-unit townhome showcases an exceptional blend of professionally designed themed bedrooms, resort-style luxury, and outstanding short-term rental potential, offering a compelling opportunity for investors looking to optimize returns or buyers seeking a memorable vacation retreat. The main level features a bright, open-concept layout with a beautifully furnished living space and a modern kitchen complete with stainless steel appliances, granite countertops, upgraded white shaker-style cabinetry, and a spacious center island ideal for entertaining and gathering. A first-floor bedroom with a full bathroom adds flexibility and convenience for guests. Upstairs, the home continues to impress with a spacious loft designed for relaxation and entertainment, featuring custom Millennium Falcon-inspired theming, a large wall-mounted TV, and a comfortable sectional, creating a fun and inviting space for guests to unwind. Two standout themed bedrooms enhance the home’s appeal, including a Frozen-inspired bedroom with custom-built bunk beds, whimsical lighting, and creative detailing, and an Avengers-themed bedroom featuring custom bunk beds and dynamic LED lighting that adds energy and excitement. Two additional bedrooms offer refined comfort with stylish furnishings and a calm, upscale ambiance. Step outside to your private west-facing heated pool and covered lanai, perfectly positioned for sun-filled afternoons and relaxing evenings, ideal for outdoor dining and unwinding after a day at the parks. Windsor Island Resort is one of the most sought-after vacation home communities in the Disney corridor, offering a grand clubhouse with lounge and concierge services, fitness center, arcade, sundry shop, Blue Marlin Grille Bar & Restaurant, playground, mini golf, firepit with Disney fireworks views, heated zero-entry pool, lazy river, water slide, splash pad, poolside cabanas, and extensive sun loungers. Professionally furnished and turnkey ready, this home offers excellent potential for short-term rental income while also serving as a personal vacation escape when desired. A standout opportunity to own a property with high guest appeal, prime location, and the potential to elevate rental performance in one of Central Florida’s premier resort communities. CHECK OUT THE LIFESTYLE VIDEO CONTAINED IN THIS LISTING. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Susan Benante, Llc (407-259-6211)

Remarks: Price to Sell!!Welcome to this exceptional 5-bedroom, 4.5-bath townhome in the popular Windsor Island Resort, one of the most sought-after vacation destinations near Disney World! Professionally decorated and fully furnished, this luxurious property is turn-key ready, offering the perfect retreat for vacationers or a prime opportunity for short-term rental income. This unit boasts one of the best locations in the community, just a short walk to the clubhouse and offering exceptional privacy with no rear neighbors. The open-concept layout features stylish living spaces, a modern kitchen with upgraded appliances, and beautifully appointed bedrooms designed for relaxation. Guests will also love the premium resort amenities, including a lagoon-style pool, lazy river, splash pad, mini-golf, fitness center, and more! Located just minutes from Disney parks, shopping, dining, and entertainment, this townhome offers a rare blend of comfort, convenience, and resort-style living in the heart of Orlando’s top vacation area.

Listing is courtesy of: MCO REALTY GROUP LLC (407-747-3822)

Listing Agent: Sarah Cohim (407-747-3822)

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: Excellent Short-Term Rental Investment or Second Home Opportunity Near Walt Disney World Located in the highly desirable Windsor Island Resort, this 5-bedroom, 4.5-bathroom townhouse offers 2,263 sqft of well-designed living space and was built in 2023. Fully furnished and thoughtfully themed throughout, the property is ideal for short-term rental use or as a vacation home. The first floor features a convenient bedroom and full bathroom, while the second level includes additional suites and a spacious loft area, providing flexibility and comfort for guests. The open-concept kitchen flows seamlessly into the main living area, creating an ideal space for entertaining. Enjoy your private courtyard with a pool, offering a relaxing outdoor setting to enjoy the Florida lifestyle. HOA includes internet, cable, lawn maintenance, daily trash pickup, and 24-hour guard-gated security. Windsor Island Resort offers a full range of resort-style amenities, including a clubhouse, fitness center, lazy river, water slides, splash pad, sports courts, playground, and on-site dining. Conveniently located near Orlando’s major attractions, shopping, dining, and entertainment.

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

Listing Agent: Braner De Lima Dantas (407-683-2878)