Windsor Hills Ph 3 Homes with Pickleball Court(s) Amenities

Welcome to Windsor Hills Phase 3, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within Osceola County. This charming community is renowned for its family-friendly atmosphere and exceptional amenities, making it the perfect place to call home.

Windsor Hills Phase 3 is designed with both relaxation and recreation in mind. Residents enjoy access to a variety of top-notch amenities, including a sparkling community pool, playgrounds, and walking trails, all set against a backdrop of lush landscaping. One of the standout features of this subdivision is its dedicated pickleball courts, catering to both seasoned players and newcomers alike. Whether you’re looking to engage in friendly competition or simply enjoy a leisurely game with neighbors, these courts provide the ideal setting to stay active and socialize.

The homes in Windsor Hills Phase 3 are a delightful mix of modern design and comfort, featuring spacious layouts and contemporary finishes. Many properties boast private outdoor spaces, perfect for entertaining or unwinding after a long day. With the added benefit of being just a short drive from the enchanting attractions of Orlando, including theme parks, shopping, and dining, residents have the best of both worlds.

Experience the charm and community spirit of Windsor Hills Phase 3, where you can enjoy an active lifestyle, connect with friendly neighbors, and create lasting memories in your new home. Come discover why this subdivision is one of Kissimmee’s best-kept secrets!

Newest Windsor Hills Ph 3 Homes with Pickleball Court(s) Amenities

$610,000

5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code

This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.

Kissimmee

$630,000

6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 6-bedroom, 4-bathroom fully furnished home located in the highly sought-after Windsor Hills Resort in Kissimmee. Designed for comfort and convenience, this spacious property is ideal as a primary residence, vacation retreat, or income-producing short-term rental. Step inside to an open and inviting floor plan featuring generous living spaces perfect for gatherings. The home comes turn-key furnished, allowing for a seamless move-in or immediate rental potential. Guests of all ages will enjoy the dedicated game room, offering endless entertainment. Outdoors, unwind in your private screened pool, an ideal spot to relax after a day at the parks or soak up Florida sunshine in complete privacy. With six well-appointed bedrooms and four full bathrooms, there’s ample space for family and guests alike. Situated just minutes from world-class attractions, shopping, dining, and entertainment, Windsor Hills also offers resort-style amenities including a clubhouse, water park, fitness center, and more—all within a secure, gated community. This exceptional home truly offers the best of Florida resort living. Schedule your private showing today.

7759 Tosteth Street, Kissimmee

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