Windsor Hills Ph 06 Homes with Tennis Court(s) Community Features

Welcome to Windsor Hills Phase 06, a vibrant community nestled in the heart of Kissimmee, Florida, within Osceola County. This charming subdivision is not just a place to live; it’s a lifestyle choice that combines comfort, convenience, and a sense of community.

Windsor Hills Phase 06 is renowned for its stunning homes that cater to a variety of tastes and preferences. Each residence is thoughtfully designed, offering spacious layouts, modern amenities, and beautiful landscaping that creates a warm and inviting atmosphere. Many homes in this community feature private tennis courts, perfect for those who enjoy an active lifestyle or simply wish to unwind with a friendly match under the Florida sun.

The community boasts a wealth of amenities that enhance the living experience. Residents can take advantage of the resort-style clubhouse, complete with a sparkling swimming pool, fitness center, and playgrounds for the little ones. The well-maintained tennis courts are a highlight, providing both leisure and competition for tennis enthusiasts of all skill levels.

Windsor Hills Phase 06 is also conveniently located near a variety of shopping, dining, and entertainment options, making it easy to enjoy everything Kissimmee has to offer. From nearby theme parks to serene parks and nature trails, there’s always something to do.

Whether you’re looking for a vacation home or a permanent residence, Windsor Hills Phase 06 offers the perfect blend of community spirit and luxurious living. Come discover your dream home in this delightful subdivision today!

Newest Windsor Hills Ph 06 Homes with Tennis Court(s) Community Features

$679,000

5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code

This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee

$589,999

5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code

Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024, paint in the living and dining room in 2024, bathroom vents in 2026, side by side refrigerator in 2026 and pool heater compressor start capacitor 2026. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

2615 Pawnall Street, Kissimmee

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