Windsor At Westside Ph 1 Homes with Clubhouse Community Features

Windsor At Westside Ph 1 Homes with Clubhouse Community Features

Welcome to Windsor at Westside Phase 1, a stunning community nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This exquisite subdivision is more than just a place to live; it’s a lifestyle choice that embraces comfort, luxury, and a sense of community.

Windsor at Westside is renowned for its beautiful homes that exude modern elegance and thoughtful design. Each residence is crafted to provide ample space for family gatherings and entertaining friends, featuring open floor plans, gourmet kitchens, and private backyards that invite relaxation and outdoor fun. With a variety of floor plans available, there’s a perfect fit for everyone—from first-time homebuyers to those seeking a vacation retreat.

One of the standout features of Windsor at Westside is its impressive clubhouse, which serves as the social hub of the community. Residents can enjoy an array of amenities, including a resort-style swimming pool, a state-of-the-art fitness center, and a game room for family-friendly fun. The clubhouse also hosts regular community events, fostering connections among neighbors and creating a warm, inviting atmosphere.

For those who love the outdoors, Windsor at Westside offers beautifully landscaped walking trails and playgrounds, ensuring that families have ample opportunities to enjoy the Florida sunshine. Plus, with its prime location in Kissimmee, residents have easy access to world-class attractions, shopping, and dining, making it an ideal place to call home.

Discover the charm and community spirit of Windsor at Westside Phase 1—where your dream home awaits!

Newest Windsor At Westside Ph 1 Homes with Clubhouse Community Features

2015 Majorca Drive, Kissimmee
$380,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
YOUR FLORIDA VACATION HOME AND INVESTMENT OPPORTUNITY AWAITS! Discover the perfect combination of comfort, convenience, and resort-style living in the highly desirable, guard-gated community of Windsor at Westside! This fully furnished 5-bedroom, 4.5-bathroom townhome features a private pool and offers an incredible opportunity for buyers seeking a personal vacation retreat, second home, or short-term rental investment near Walt Disney World. Step inside to a bright, spacious open-concept floor plan designed for entertaining and creating unforgettable memories. The inviting living and dining areas flow seamlessly into a well-appointed kitchen, providing the perfect gathering space for family and friends. With five generously sized bedrooms and four and a half bathrooms, this home offers plenty of room for everyone to relax and enjoy their stay. After a day exploring Orlando’s world-famous attractions, unwind in your private screened-in pool area, perfect for soaking up the Florida sunshine or enjoying a relaxing evening. As an owner at Windsor at Westside, you’ll enjoy access to exceptional resort-style amenities, including a 10,000-square-foot clubhouse, resort-style swimming pool, lazy river, splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. The monthly HOA includes cable, internet, trash collection, lawn maintenance, and 24-hour guard-gated security. Conveniently located just minutes from Walt Disney World, shopping, dining, golf courses, and entertainment, this property places you close to everything that makes Central Florida one of the world’s most popular vacation destinations. Whether you’re looking for a fully furnished getaway to enjoy with family and friends or an investment property with short-term rental potential, this townhome offers the flexibility to enjoy the Florida lifestyle while exploring opportunities for rental income when you’re away. YOUR FLORIDA PARADISE IS WAITING! Schedule your private showing today and discover everything this exceptional property has to offer!

2015 Majorca Drive, Kissimmee
1965 Majorca Drive, Kissimmee
$437,500
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Resort Living for Every Lifestyle, In Windsor, Near Disney: Short-Term Rental, Long-Term Rental, or Primary Home. Discover an exciting opportunity at 1965 Majorca Drive, a spacious five-bedroom, 4.5-bath townhome, with a 1-car garage in the sought-after Windsor at Westside resort community in Kissimmee. Ideally situated in the heart of Central Florida’s vacation destination corridor, this property offers an appealing combination of guest-friendly accommodations, private outdoor enjoyment, and proximity to world-famous attractions—making it worth a closer look for buyers exploring a vacation home or short-term rental investment. Inside, an open-concept floor plan creates an inviting space for gathering, with the kitchen overlooking the living and dining areas. The kitchen features stainless steel appliances, granite countertops, a convenient breakfast bar, a closet pantry, and 42-inch upper cabinets offering plenty of storage. Neutral colors, tile flooring throughout the main living areas, and ceiling fans throughout create a comfortable, easy-to-maintain interior. One bedroom on the first floor while the second level features a primary suite with a double vanity and separate shower and additional bedrooms. An upstairs Family Room with a couch and TV provides an additional gathering space, giving guests room to spread out and relax. The vacation-inspired atmosphere continues outdoors, where a covered lanai opens to a private pool with a safety fence—an inviting spot to unwind after a day exploring Orlando’s attractions. Fun themed décor sprinkled through the home add a playful touch that can appeal to families and vacationing groups. A detached garage provides additional convenience, while the minimal landscaping offers a low-maintenance exterior. Location is a standout feature! Enjoy convenient access to Walt Disney World, as well as the shopping, dining, entertainment, and attractions throughout the Kissimmee and greater Orlando area. Whether you're envisioning a personal getaway, a vacation property to enjoy with family and friends, or an investment opportunity in Central Florida’s tourism market, this property offers plenty of possibilities. With five bedrooms, 4.5 baths, a private pool, and a location near major attractions, this townhome presents an opportunity to explore short-term rental ownership. Come see how this property could fit your investment goals or vacation lifestyle!

1965 Majorca Drive, Kissimmee
1974 Majorca Drive, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 1974 Majorca Drive, located in the highly sought-after resort community of Windsor at Westside, where luxury vacation living meets exceptional investment potential. This home made such an impression on the current owners that they loved the lifestyle so much they ultimately decided to relocate here full time. Their change in plans creates an incredible opportunity for the next owner. Whether you're seeking a high-performing vacation rental, a second home, or a primary residence, this property checks every box. Despite being available for only a short period of time, the home is already producing strong rental revenue through a well-known, low-cost professional management company. Even better, there are numerous future bookings that can be transferred to the new owner when the current management company is retained, providing immediate income potential from day one. Originally intended to remain in the family's portfolio for years to come, the home has undergone several recent improvements and upgrades. Enjoy brand-new furnishings throughout many areas of the home, including a beautifully redesigned primary suite, a stylishly refreshed living room, a newly themed Disney bedroom, and an incredible Harry Potter themed loft and theater room that is sure to be a guest favorite. Additional updates include a brand-new washer and dryer, helping make this property completely turnkey. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks. Just steps away, the detached garage has been transformed into a dedicated game room, creating the ultimate entertainment space for family and guests. The combination of a private pool and game room significantly enhances both guest appeal and rental performance. The location is outstanding, just minutes from the world-class golf courses of ChampionsGate and Reunion Resort, Walt Disney World, shopping, dining, and major highways that provide convenient access to some of Florida's most beautiful beaches and attractions. As an added bonus, this home is one of the closest properties in Windsor at Westside to the community's renowned entertainment complex and resort amenities, making it especially convenient for owners and guests to enjoy everything the community has to offer. Windsor at Westside is renowned for its incredible resort amenities that attract guests year-round while providing an exceptional lifestyle for residents. Enjoy a resort-style pool, lazy river, splash pad, cabanas, bar and grill, fitness center, basketball, tennis, pickleball, scenic walking and jogging trails, concierge services, organized community events, and the peace of mind that comes with 24/7 live gated and roaming security. If you're looking for a property that offers immediate rental income, extensive upgrades, resort-style amenities, and the flexibility to serve as a vacation home or primary residence, 1974 Majorca Drive deserves a place at the top of your list.

1974 Majorca Drive, Kissimmee
8825 Rhodes Street, Kissimmee
$675,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.

8825 Rhodes Street, Kissimmee
1987 Majorca Drive, Kissimmee
$416,999
4 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.

1987 Majorca Drive, Kissimmee
2147 Tripoli Court, Kissimmee
$658,000
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
The largest home on one of the best lots in entire Windsor at Westside resort. Equipped with brand new HVAC system for upstairs, this fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.

2147 Tripoli Court, Kissimmee
2022 Majorca Drive, Kissimmee
$399,990
4 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 2022 Majorca Drive, a highly desirable 4-bedroom, 3.5-bathroom townhome located in the Windsor at Westside Resort. Positioned in the preferred Phase 1 of the community, this home sits close to the clubhouse, resort-style lagoon pool, lazy river, bar & lounge, and a full range of premium amenities—an exceptional location that vacation guests consistently look for when booking their stay. Whether used as a personal getaway or an income-producing property, this townhome delivers the perfect combination of comfort, convenience, and resort-style living. Inside, the open-concept layout is ideal for entertaining, featuring a well-equipped kitchen with granite countertops, stainless steel appliances. A convenient outdoor half bathroom enhances the pool area—an extra feature that guests truly appreciate. Each bedroom is thoughtfully furnished to create a relaxing and welcoming atmosphere, making it ideal for vacation stays. Currently operating as a successful full-time short-term rental, the property is fully turnkey and ready to generate income immediately, or to be enjoyed as your own retreat near Orlando’s world-renowned attractions. Windsor at Westside is recognized as one of Central Florida’s premier resort communities. Residents and guests have access to a 10,000 sq. ft. clubhouse, a lagoon-style pool with lazy river and waterslide, fitness center, arcade, volleyball court, poolside Tu Casa bar & lounge, and 24-hour gated security. Ideally located just minutes from Walt Disney World, this property presents a rare opportunity to own one of the best-positioned townhomes in a highly desirable vacation community—offering strong rental potential, excellent guest appeal, and unmatched access to resort amenities. All information provided, including room measurements, is considered reliable but not guaranteed. Buyers and agents are advised to verify all details independently.

2022 Majorca Drive, Kissimmee
Start Your Search

How much is your home worth?

Get instant property value now!