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$489,000
5 Beds 4 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
Check out this spacious townhome featuring 5 bedrooms and 4 bathrooms! Lightly used as a vacation home and short-term rental, it’s been kept in outstanding condition and feels barely lived in. Best of all, it’s completely turnkey — professionally themed, fully furnished, and ready for immediate use or rental income.The property has strong short-term rental appeal, and future bookings and revenue may even transfer with the sale. It’s also conveniently located just a short walk from the community’s main entertainment and amenity center, where owners and guests can enjoy tennis courts, pickleball, a water park, restaurant, playground, and park areas.The community offers 24/7 gated security with live guards and roaming patrols, giving residents and visitors extra peace of mind. Plus, the location is hard to beat — just minutes from Universal Orlando, Epic Universe, Walt Disney World, major shopping, top golf courses, Reunion Resort, ChampionsGate Town Center, and even a short drive to some of Florida’s best beaches. Priced competitively with excellent rental potential and strong investment upside, this is a fantastic opportunity for both investors and buyers looking for a vacation lifestyle property. The seller is motivated and open to considering all offers.

4178 Lana Avenue, Davenport

$875,000
10 Beds 8 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
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.

4157 Lana Avenue, Davenport

$775,000
8 Beds 6 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
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!

4453 Kaipo Road, Davenport

$799,000
6 Beds 5 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
Turnkey 7-bedroom short-term rental home located in the highly sought-after Windsor Island Resort! This beautifully furnished vacation home offers no rear neighbors and a peaceful open view from the backyard. Ideally situated just minutes from Disney, Epcot, Universal, SeaWorld, and world-class golf courses, the location provides exceptional convenience for guests and owners alike. The home features 7 bedrooms and 5 bathrooms, including 3 en-suite bedrooms, making it perfect for large groups and maximizing rental appeal. All bedrooms are tastefully decorated, including three themed rooms (Star Wars, Disney Princess, and Mickey Mouse), creating a fun and memorable experience for families. The spacious second-floor loft has been converted into a movie room, adding additional entertainment space. The gourmet kitchen opens seamlessly to the expansive living and dining areas, ideal for gatherings and entertaining. Step outside to your private screened pool area with a child safety fence, perfect for relaxing and enjoying the Florida sunshine. Windsor Island Resort offers outstanding resort-style amenities, including an 8,000-square-foot clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant and bar. Outdoor amenities include a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, private cabanas, and a fire pit area with views of Disney fireworks. Whether you are looking for a high-performing short-term rental investment or a vacation home to create lasting family memories, this property presents a rare opportunity in one of Central Florida’s premier resort communities.

4428 Kaipo Road, Davenport

$495,000
5 Beds 5 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
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.

4030 Lana Avenue, Davenport

$690,000
7 Beds 6 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
Welcome to this stunning, fully furnished 7-bedroom, 5.5-bathroom home in the highly desirable Windsor Island Resort, where short-term rentals are allowed. This turnkey property offers excellent income potential, making it ideal as both a luxury vacation retreat and a high-performing investment. One of the home’s key features is its premium location facing a peaceful green space, offering enhanced privacy and open views. Conveniently situated near the community’s side entrance, the property provides quick and easy access in and out of the resort. eaturing an open-concept floor plan with elegant tile flooring and expansive sliding glass doors, the main living area flows seamlessly to your private pool and spa—perfect for enjoying Florida’s sunshine year-round. The gourmet kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making it ideal for hosting large families and guests. Each bedroom is professionally themed to create a fun and unforgettable guest experience. The home includes two spacious primary suites, conveniently located on both the first and second floors, offering privacy and comfort for multi-generational families and groups. Upstairs, a generous loft has been thoughtfully designed as a game room, providing additional entertainment space. Residents and guests enjoy access to Windsor Island’s resort-style amenities, including an 8,000-square-foot clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant and bar. Outdoor features include a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, private cabanas, and a fire pit area with views of Disney fireworks. Ideally situated with easy access to I-4, Orlando, Tampa, MCO Airport, and Florida’s world-famous attractions and beaches, this home is zoned for short-term rentals and truly move-in ready. With strong rental performance and proven demand, this property presents an exceptional opportunity for investors and vacation homeowners alike.

4051 Lana Avenue, Davenport

$678,000
7 Beds 5 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
Welcome to this beautifully maintained 7-bedroom, 5.5-bathroom home located in the highly sought-after Windsor Island Resort, where short-term rentals are permitted. Overlooking a tranquil open view, this fully furnished, turnkey property offers exceptional income potential as both a luxury vacation retreat and a high-performing investment. The open-concept living area features elegant tile flooring and sliding glass doors that lead to your private pool and spa—perfect for enjoying Florida’s sunshine year-round. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, and abundant cabinetry, ideal for entertaining large groups. Each bedroom is professionally themed, creating a fun and memorable experience for guests. The home offers two master suites—one on each level—providing comfort and privacy for families and groups. Upstairs, the spacious loft is designed as a game room, adding an additional entertainment space. Windsor Island Resort offers world-class amenities including an 8,000-square-foot clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant and bar. Outdoor amenities feature a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, fire pit with Disney fireworks views, and private cabanas. Ideally located with quick access to I-4, Orlando, Tampa, MCO Airport, and Florida’s famous beaches. Zoned for short-term rental and completely turnkey, this is an investor-ready opportunity with strong performance history.

4045 Lana Avenue, Davenport

$596,000
6 Beds 5 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
This is the one investors wait for — a proven, high-occupancy vacation home in Windsor Island Resort with professionally themed rooms, a sun-drenched south-facing pool, and a price that makes the decision easy. The 6-bedroom, 4.5-bath Hideaway floor plan at 4450 Kaipo Road has earned its reputation as a guest favorite, and now it's available at a price that opens the door wide for the next owner. Inside, 3,117 sq. ft. of bright, open living space does exactly what a great vacation home should — it pulls people together. A sleek contemporary kitchen with large island seating, a spacious gathering room, and a dedicated dining area flow seamlessly together on the main floor, while the first-floor owner's suite offers a private retreat away from the energy of the main living areas. The upstairs is built for unforgettable group stays. A Mickey Mouse room, a Frozen-inspired suite, and a Harry Potter-styled bedroom — all professionally themed — are the kind of spaces guests search for specifically, book for, and rave about afterward. The expansive loft adds a second living and entertainment hub complete with pool table and oversized sectional, giving every guest their own corner of the house to claim. Outside, the south-facing heated pool and spa deliver all-day Florida sunshine onto a lanai built for long, lazy afternoons and evenings that drift well past sunset. This is the kind of outdoor setup guests actively seek. And then there's Windsor Island Resort itself — the Hawaiian-inspired community that continues to set the bar for vacation living near Disney. Tropical waterpark-style pool, lazy river, splash zone, water slides, outdoor dining, fitness facilities, sports courts, firepit lounge, and a signature clubhouse that delivers island energy from the moment you arrive. Walt Disney World is just minutes away. Aloha! Proven occupancy. Iconic themed rooms. South-facing pool. Windsor Island Resort. And a price that reflects a genuine opportunity — not a compromise. Be sure to check out the lifestyle video included with this listing. All information, including room dimensions, is deemed reliable but not guaranteed. Buyers and buyers agents are encouraged to verify all details independently.

4450 Kaipo Road, Davenport

$825,000
8 Beds 6 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
Escape to luxury in this immaculate Windsor Island Resort home in Davenport, Florida. This 8-bedroom, 6-bathroom residence offers a full sun, south-facing pool, and an open, airy floor plan perfect for vacation living, multigenerational guests, or a lucrative rental opportunity. Interiors feature tasteful, whimsical decor with carpeted bedrooms and durable ceramic tile plus luxury vinyl plank throughout for easy maintenance. Entertainment highlights include a dedicated game room and a game loft. Outdoor living is highlighted by a covered lanai and sun-drenched pool, with easy-to-maintain landscaping. The community provides a fully guarded, gated resort-within-a-resort experience and access to resort-style amenities such as a clubhouse, fitness center, and water features. Ideal for large families or investors seeking strong occupancy potential with ample common spaces and modern, low-maintenance finishes. Key Features: 8 bedrooms, 6 bathrooms South-facing pool; sun-filled outdoor living Game Room and Game Loft Carpeted bedrooms; ceramic tile and luxury vinyl plank throughout Easy maintenance design Resort-style, guarded, gated Windsor Island amenities

4125 Lana Avenue, Davenport

$949,000
10 Beds 8 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
PRICE IMPROVEMENT! Seller has reduced the price by $46,000! Luxurious Ten-Bedroom Home at Windsor Island Resort, Minutes from Disney World! This stunning, fully furnished, professionally themed vacation home generated over $100,000 in gross rental income last year, with more than $87,000 in future bookings already secured (June 2026–June 2027). These reservations can seamlessly transfer to the new owner if they continue with the current management company. A detailed rental income report is available upon request. This grand, fully furnished home built in 2023 offers exceptional rental income potential and is located at Windsor Island Resort, less than 10 miles from the Magic Kingdom. With 10 bedrooms, 8 bathrooms, and ample space to host guests, this home features an open kitchen, a private pool, spa, and a luxury-covered lanai. The two-car garage has been converted into a game room with insulation and AC/heater installed, providing additional entertainment space for guests. The home comfortably sleeps up to 22 guests, with each room professionally and thoughtfully themed-designed for guests of all ages. Enjoy a spacious living area, large kitchen, and dining space for the whole family. The pool screen has privacy film installed, providing guests with added privacy. Windsor Island Resort offers incredible amenities, including a 24-hour manned gated community, clubhouse with fitness center, splash pad, sports courts, full-service concierge & activities director, dual water slides, and a resort-style pool with lazy river & spa. Zoned for short-term rentals, the HOA includes lawn maintenance, landscaping, irrigation water, cable TV and 400MB unlimited high-speed internet. Experience the ultimate vacation home and schedule a showing today!

4494 Kaipo Road, Davenport

$659,000
7 Beds 6 Baths Windsor Island Residence Ph 3 SubDv. 33897 Zip Code
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.

3937 Lana Avenue, Davenport