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$790,000
9 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Exceptional 9-bedroom, 5.5-bathroom pond-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water views, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including: *Luxury vinyl plank flooring throughout (no carpet)*, *Garage converted into an Avatar-themed movie theater, Custom-designed Star Wars-themed bedroom and loft game room*, *Four additional themed bedrooms inspired by Harry Potter, Alice in Wonderland, Cars, and Minions*, *All other bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests!* Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

8801 Macapa Drive, Kissimmee

$660,000
8 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

1876 Nice Court, Kissimmee

$655,000
8 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Welcome to 1864 Nice Ct, Davenport, FL - this 8 bedroom, 6 bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen, living, and dining area designed for entertaining or relaxing after a day at the parks. Both the first-floor and second-floor primary suites provide privacy and luxury, while the remaining bedrooms are perfectly set up for groups. Step outside to your fully enclosed pool and spa with lake views, ideal for sun-soaked afternoons, poolside dinners, or evening relaxation. The home is fully furnished and move-in ready, making it an effortless turnkey option for a second home, vacation rental, or short-term rental investment. Upstairs, the family room ensures there’s plenty of room for everyone to spread out comfortably and create memories together. Windsor at Westside Resort offers resort-style amenities that elevate the vacation experience, including a 10,000 sq ft clubhouse, zero-entry pool with waterslide, lazy river, splash park, lake and pier, tiki bar & fireplace lounge, fitness center, volleyball courts, and daily maintenance included in the HOA. This is a rare opportunity to own a fully furnished, move-in-ready, large-group vacation home in one of Orlando’s most sought-after resort communities. Schedule your private showing today and experience the perfect blend of Florida lifestyle, turnkey convenience, and rental income potential!

1864 Nice Court, Kissimmee

$585,000
7 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Located in Windsor at Westside – Just 15 Minutes from Disney! Welcome to this stunning 7-bedroom, 5.5-bathroom corner-lot home, perfectly designed for unforgettable family vacations and strong short-term rental performance. The spacious open-concept floor plan offers multiple living areas, a modern kitchen with granite countertops and stainless steel appliances, and a fun-filled game room—ideal for guests of all ages. Both floors feature a primary suite, providing flexibility and privacy for larger groups. Step outside to your private screened-in pool and spa with a covered lanai—perfect for enjoying Florida’s sunshine or shaded outdoor dining. The corner lot setting provides extra yard space and privacy, a rare bonus for owners and guests alike. Each bedroom is beautifully appointed, including custom-themed rooms inspired by Harry Potter, Mickey Mouse, and Star Wars, adding a unique charm that enhances guest experience and rental appeal. As part of Windsor at Westside resort, residents and guests enjoy world-class amenities including a grand clubhouse, resort pool with lazy river and splash zone, fitness center, arcade, and sports courts. The HOA covers lawn care, cable, internet, and valet trash service, ensuring a worry-free ownership experience. Whether you’re seeking a turn-key vacation retreat or a high-performing investment property, this home delivers the perfect blend of luxury, comfort, and convenience. Don’t miss your chance to own a piece of Central Florida’s vacation magic!

8894 Qin Loop, Kissimmee

$580,000
8 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Welcome to this beautifully designed 4,041 sq ft home in the resort community of Windsor at Westside. This spacious 2 story property offers plenty of room for large families, vacationers, and guests looking for comfort and entertainment near the attractions. The open layout features a bright living area, a modern kitchen with granite counters and stainless steel appliances, and multiple gathering spaces that make hosting effortless. With 8 bedrooms and 6 full bathrooms, everyone has the privacy they need. The upstairs loft provides additional lounge space perfect for movies or game nights. Step outside to a screened pool with a spacious patio, ideal for enjoying the Florida sunshine. The home also includes a 2 car garage and sits on a generous lot within a community that offers a clubhouse, resort pool, lazy river, fitness center, sports courts, and a full calendar of activities for owners and guests. Located minutes from Disney parks, dining, and shopping, this property is an outstanding choice for personal use or as a high performing vacation rental. Move in ready and offered fully furnished.

8830 Macapa Drive, Kissimmee

$570,000
7 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Turnkey 7-Bedroom Corner-Lot Vacation home in Windsor at Westside – Just 15 Minutes from Disney! This 7-bedroom, 5.5-bath retreat is thoughtfully designed for unforgettable getaways and strong rental performance. Boasting an expansive open-concept layout, the home features multiple living areas, a game room, and custom-themed bedrooms that delight guests of all ages. Each floor includes a primary suite, providing added convenience and flexibility for multi-generational stays. The modern kitchen is equipped with granite countertops, stainless steel appliances, and generous prep space—perfect for entertaining family and friends. Step outside to your private screened-in pool and spa, complete with a covered lanai for shaded outdoor dining. Situated on a desirable corner lot, the property enjoys added privacy and a more open view. Every bedroom is tastefully decorated, with several showcasing fun and immersive themes that enhance the vacation experience and drive rental appeal. As part of the Windsor at Westside community, you and your guests will enjoy access to exceptional resort-style amenities, including a grand clubhouse, resort pool, lazy river, splash zone, fitness center, sports courts, and more. The HOA fee conveniently covers lawn care, cable, internet, and valet trash service—making this home a truly low-maintenance investment. Whether you're seeking a high-performing short-term rental property or a second home for family getaways, this property checks every box. Don’t miss the opportunity to own a piece of Central Florida’s vacation magic!

8874 Qin Loop, Kissimmee

$565,000
7 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
This stunning 7-bedroom, 5.5-bathroom home comes fully furnished and is ready to rent as airbnb or enjoy as your personal getaway. This house comes With a long strong rental history, very good guest reviews, and steady income potential, it’s a rare opportunity in one of Kissimmee’s most popular resorts. Inside, you’ll love the spacious open floor plan, modern kitchen with granite countertops, and custom themed bedrooms. Outside, enjoy a private screened pool and spa with security cover, perfect for relaxing after a day at Disney. Located in Windsor at Westside Resort, you and your guests will have access to world-class amenities: a clubhouse, resort-style pool with lazy river, fitness center, sports courts, restaurant, and more – all just minutes from Disney. Whether you’re searching for a high-performing Airbnb/VRBO investment or a family vacation retreat, this home has it all. Always remember ,Prime location + strong rental demand = smart investment. Don’t miss this one!

1804 Gobi Drive, Kissimmee

$535,000
7 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Turnkey Luxury Vacation Home in Windsor at Westside – Fully Furnished and Airbnb-Ready! Welcome to this stunning, fully furnished luxury home in the highly sought-after gated resort community, where comfort meets investment opportunity. Professionally decorated and beautifully maintained, this income-producing property is Airbnb-ready and designed to impress both owners and guests alike. Featuring 7 spacious bedrooms (including master suites on both floors) and 5.5 bathrooms, this home comfortably accommodates up to 16 guests, ensuring strong rental performance year-round. The open-concept main floor showcases ceramic tile flooring, upgraded granite countertops, stainless steel appliances, custom 42” cabinetry, and a fully equipped kitchen that opens seamlessly to the dining and family room—ideal for entertaining or relaxing with family and friends. Upstairs, a large loft space provides the perfect spot for movies or gaming, while the converted garage game room adds even more entertainment options. Step outside to your private screened pool and hot tub, complete with a paver deck and covered lanai—a true Florida resort-style retreat that backs up to a peaceful conservation area for extra privacy. Enjoy the unmatched amenities of Windsor at Westside’s 8,000 sq. ft. clubhouse, featuring a heated pool and spa, lazy river, Tu Casa restaurant and bar, fitness center, tennis and volleyball courts, game room, onsite store, and playground—all within a guard-gated community for added security. The HOA covers landscaping, cable, internet, and daily valet trash service, offering true maintenance-free ownership. Located just minutes from Walt Disney World, the airport, shopping, dining, and major Orlando attractions, this property is the perfect vacation retreat or high-performing short-term rental investment that keeps guests coming back year after year.

1865 Nice Court, Kissimmee

$495,000
5 Beds 4 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Your Dream Vacation Home in Sunny Florida! Discover this elegant, income-generating 5-bedroom, 4-bath villa located in the sought-after Windsor at West Side Resort, just minutes from world-famous attractions! This fully furnished, beautifully decorated pool and spa villa is zoned for short-term rental and has an excellent performance record — generating over $71,000 in 2021/2022 and $63,000 in 2023 (financials available upon written offer). Spanning 2,932 sq. ft., this home is thoughtfully designed for both family getaways and profitable vacation rentals. The modern kitchen seamlessly connects to the spacious living and dining area, with sliding doors that open to a covered lanai and screened, heated pool and spa — perfect for indoor-outdoor entertaining. The main floor features a guest suite and an additional guest bedroom for convenient access. Upstairs, you’ll find the primary suite, a third en-suite, two more guest rooms, a fourth full bath, and an oversized loft area, accommodating up to 14 guests comfortably. Enjoy endless fun in the recreation room, complete with arcade games and stylish décor. Windsor at West Side offers resort-style amenities including a clubhouse with fitness center, resort pool with lazy river and waterslides, volleyball and tennis courts, and a kids’ play zone — all just a short walk from the Oasis Clubhouse and Water Park. The HOA covers lawn maintenance, internet, cable, and 24-hour gated security — making ownership truly turnkey and worry-free.

1901 Nice Court, Kissimmee

$490,000
6 Beds 5 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike. As you arrive, you'll be greeted by mature landscaping, a brick-paver driveway, and impressive curb appeal. Inside, the home features a spacious open floor plan with a modern kitchen boasting cappuccino cabinets, granite countertops, stainless steel appliances, and ample counter space. The downstairs primary suite offers a peaceful escape with a large walk-in closet and a luxurious bathroom complete with a garden tub, walk-in glass shower, dual vanities, and granite countertops. Custom drapes flow throughout the home, and the main living area is enhanced by large sliding glass doors that lead out to the covered lanai, screened pool and spa, all with no rear neighbors for added privacy. Upstairs, you'll find a spacious loft complete with a pool table and additional seating area—perfect for entertaining. There are two large bedrooms at the rear that share a Jack-and-Jill style bathroom with double sinks and a tub/shower combo. An additional pair of bedrooms share a bathroom with a glass walk-in shower. The upstairs primary suite features a generous closet and its own ensuite bathroom with walk-in shower and dual vanities. Additional highlights include a 2-car garage for extra storage or parking and a covered lanai ideal for outdoor dining and lounging by the pool. Windsor at Westside is a premier resort-style community offering a 10,000 sq. ft. clubhouse, lake and pier, zero-entry resort-style pool with waterslide, lazy river, and a kids' splash zone. Enjoy dining at the Tu Casa Tiki Bar, unwind by the outdoor fireplace lounge, or stay active with the fitness center, volleyball courts, and more. A sundry shop and video arcade add to the fun for all ages. Conveniently located near major roads with easy access to Disney World® via toll road 429, this home is perfect as a vacation home, or short-term rental investment.

1813 Nice Court, Kissimmee

$490,000
6 Beds 5 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike. As you arrive, you'll be greeted by mature landscaping, a brick-paver driveway, and impressive curb appeal. Inside, the home features a spacious open floor plan with a modern kitchen boasting cappuccino cabinets, granite countertops, stainless steel appliances, and ample counter space. The downstairs primary suite offers a peaceful escape with a large walk-in closet and a luxurious bathroom complete with a garden tub, walk-in glass shower, dual vanities, and granite countertops. Custom drapes flow throughout the home, and the main living area is enhanced by large sliding glass doors that lead out to the covered lanai, screened pool and spa, all with no rear neighbors for added privacy. Upstairs, you'll find a spacious loft complete with a pool table and additional seating area—perfect for entertaining. There are two large bedrooms at the rear that share a Jack-and-Jill style bathroom with double sinks and a tub/shower combo. An additional pair of bedrooms share a bathroom with a glass walk-in shower. The upstairs primary suite features a generous closet and its own ensuite bathroom with walk-in shower and dual vanities. Additional highlights include a 2-car garage for extra storage or parking and a covered lanai ideal for outdoor dining and lounging by the pool. Windsor at Westside is a premier resort-style community offering a 10,000 sq. ft. clubhouse, lake and pier, zero-entry resort-style pool with waterslide, lazy river, and a kids' splash zone. Enjoy dining at the Tu Casa Tiki Bar, unwind by the outdoor fireplace lounge, or stay active with the fitness center, volleyball courts, and more. A sundry shop and video arcade add to the fun for all ages. Conveniently located near major roads with easy access to Disney World® via toll road 429, this home is perfect as a vacation home, or short-term rental investment.

1817 Nice Court, Kissimmee

$450,000
5 Beds 4 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
...NO REAR NEIGHBOR... HEATED POOL AND SPA...PIRCE TO SELL...24 HOURS GUARDED... This beautiful 5 bedroom/4 bath/2 car garage is located in the beautiful community of Windsor at Westside. This house can be uses as a ...Primary Home..., Long Term Rental, or ...Short Term Rental... Whether you're looking to invest or to relax and enjoy all the benefits of resort-style living...It is located just 8 minutes from Walt Disney World... This fully furnished home features private suites for every guest NO REAR NEIGHBOR offering both privacy and comfort or families and friends. The 8000+ square foot clubhouse includes a heated pool, spa, lazy river, cabanas, poolside WiFi, a state-of-the-art fitness center, game room, playgrounds, and courts for volleyball, tennis, and basketball. Residents and guests can also enjoy the on-site restaurant, bar, convenience store, and a cozy lounge area with an indoor/outdoor fireplace and TVs. The HOA takes care of ...lawn maintenance... basic internet... cable TV... and daily valet garbage pickup... allowing for truly worry-free ownership. Ideally located near top golf courses, shopping centers, grocery stores, major attractions, and the airport.

1929 Nice Court, Kissimmee

$450,000
5 Beds 4 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Discover this stunning, fully furnished 5-bedroom, 4-bathroom pool home in the highly sought-after Windsor at Westside Resort. Perfectly designed for both relaxation and entertainment, this spacious two-story residence features an open-concept floor plan, a gourmet island kitchen with granite countertops and stainless steel appliances, and a large living area ideal for gatherings. This home is an excellent income-producing short-term rental or a fantastic personal retreat. Enjoy Florida living at its finest with a fully screened, heated pool and spa, perfect for year-round enjoyment. The first-floor master suite offers privacy and comfort, while the additional bedrooms provide plenty of space for family and guests. Windsor at Westside is a gated resort community with 24-hour security and world-class amenities, including a resort-style clubhouse, zero-entry pool with waterslide and lazy river, kid’s splash zone, fitness center, sports courts, arcade, sundry shop, and even a scenic lake with pier. Ideally located just minutes from Disney World® and other Orlando attractions, this home offers both convenience and luxury. Fully furnished and move-in ready—don’t miss the opportunity to own this exceptional property in one of Orlando’s most desirable resort communities. Schedule your private showing today!

1877 Nice Court, Kissimmee