Windsor At Westside Ph 1 Homes with Playground Community Features

Windsor At Westside Ph 1 Homes with Playground Community Features

Welcome to Windsor At Westside Phase 1, a vibrant and inviting subdivision nestled in the charming city of Kissimmee, Florida, within Osceola County. This community is the perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Windsor At Westside boasts a diverse selection of beautifully designed homes, each tailored to meet the needs of today’s discerning buyers. From spacious single-family homes to cozy townhouses, there’s a perfect fit for everyone. The homes are characterized by their contemporary architecture, open floor plans, and luxurious finishes, ensuring comfort and style at every turn.

One of the standout features of Windsor At Westside is its commitment to fostering a family-friendly atmosphere. The community offers a fantastic playground, providing a safe and fun environment for children to explore and play. Parents can relax knowing their little ones are enjoying outdoor activities in a secure setting, while neighbors can connect and bond over shared experiences at the playground.

In addition to the playground, Windsor At Westside is equipped with a range of community amenities designed to enhance your lifestyle. Residents can enjoy access to a sparkling community pool, fitness center, and walking trails, promoting an active and healthy lifestyle. The friendly community vibe encourages social interactions and a sense of belonging among neighbors.

With its prime location in Kissimmee, Windsor At Westside is just a short drive away from world-renowned attractions, shopping, dining, and recreational activities, making it an ideal place to call home. Discover the charm and convenience of Windsor At Westside Phase 1, where your dream home awaits!

Newest Windsor At Westside Ph 1 Homes with Playground Community Features

9025 Rhodes Street, Kissimmee
$390,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Priced to Sell! Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee
2070 Rome Drive, Kissimmee
$424,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee
1974 Majorca Drive, Kissimmee
$440,000
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
1995 Majorca Drive, Kissimmee
$379,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Incredible opportunity in the highly sought-after Windsor at Westside Resort! This fully furnished five bedroom, four and a half bathroom retreat comfortably accommodates up to 16 guests and is ideally located just minutes from Orlando’s world famous theme parks and attractions. The home blends modern design with resort style amenities, creating the perfect getaway for families and guests alike. On the main level, you will find a private king bedroom and full bathroom, ideal for multi generational stays. The open concept living space features a beautifully designed kitchen with granite countertops, stainless steel appliances, and a large island, all flowing seamlessly into a bright and inviting living room overlooking the private heated pool. Step outside to enjoy the covered lanai and convenient outdoor half bath, perfect for relaxing or entertaining. Upstairs, a spacious loft provides additional living space, along with four more bedrooms and three full bathrooms. Two themed bedrooms, inspired by Frozen and Star Wars, include custom murals and LED lighting for a fun and memorable experience. Contact the listing agent today for your own private showing today!

1995 Majorca Drive, Kissimmee
Start Your Search