Windsor Hills Homes with Community Pool type

Windsor Hills Homes with Community Pool type

Welcome to Windsor Hills, a premier subdivision located in Kissimmee, FL, within the beautiful county of Osceola. This sought-after community offers a perfect blend of convenience and luxury living, making it an ideal choice for families and individuals alike.

One of the standout features of homes in Windsor Hills is the availability of community pools. Imagine coming home to your own private oasis where you can relax and unwind after a long day, or spend quality time with family and friends on weekends. With homes featuring community pools, you can enjoy the benefits of resort-style living right at your doorstep.

Living in Windsor Hills means enjoying a range of amenities and recreational facilities, all within easy reach. From parks and playgrounds to fitness centers and sports courts, there is something for everyone to enjoy. The well-maintained streets and lush landscaping add to the charm of this community, creating a welcoming environment for residents to call home.

With its convenient location near shopping, dining, and entertainment options, Windsor Hills offers the perfect balance of tranquility and accessibility. Whether you are looking for a permanent residence or a vacation home, Windsor Hills has something for everyone. Come and experience the best of Kissimmee living in this vibrant and thriving community.

Newest Windsor Hills Homes with Community Pool type

2788 Almaton Loop Unit 102, Kissimmee
$270,000
2 Beds ⋅ 2 Baths ⋅ Windsor Hills SubDv. ⋅ 34747 Zip Code
YOUR DISNEY GETAWAY—FULLY FURNISHED, TURNKEY, AND READY FOR FUN! Just 2.5 miles from the Disney entrance, this 2-bedroom, 2-bath GROUND-FLOOR condo in Windsor Hills Resort is your opportunity to own a vacation escape with SHORT-TERM RENTAL potential. Make it your personal retreat, welcome vacation guests, or enjoy a little of both. Just bring your suitcase and let the memories begin! No stairs to climb with luggage, groceries, or tired little ones! Inside, the open living and dining areas provide a comfortable place to gather, share meals, and unwind after a day at the parks. The kitchen offers ample cabinetry and a breakfast bar for easy mornings before heading out. Two bedrooms and two full bathrooms provide room to recharge, while an in-unit laundry room adds everyday convenience. Step through the sliding glass doors onto your SCREENED LANAI overlooking a grassy area—a relaxing spot for morning coffee or a quiet evening planning tomorrow’s adventures. At Windsor Hills, staying “home” can be just as much fun as going out! This 24-hour guard-gated resort features a sprawling beach-entry-style pool, waterpark, waterslide, and splash pad. The clubhouse includes a fitness center, theatre, game rooms, welcome center, and Sundry Shop. Outdoor tennis courts, a basketball court, and a picnic/grill area are all adjacent to this condo building, putting even more recreation close at hand. Association fees include water, high-speed Internet, cable TV, trash service, and 24-hour resort security. With Disney just 2.5 miles away and dining, shopping, and entertainment nearby, you’re perfectly positioned for everything a Central Florida vacation should be. FULLY FURNISHED. TURNKEY. GROUND FLOOR. Why just book the vacation when you could own the getaway?

2788 Almaton Loop Unit 102, Kissimmee

2624 Bowring Street, Kissimmee
$729,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills SubDv. ⋅ 34747 Zip Code
Welcome to this exceptional 6-bedroom, 4-bathroom vacation home located in the highly sought-after Windsor Hills Resort, one of the closest vacation rental communities to Walt Disney World! Being sold FULLY FURNISHED AND TURNKEY, this beautifully themed property offers an outstanding opportunity for buyers seeking a personal vacation retreat, second home, or short-term rental investment in the heart of Central Florida. This spacious home features six thoughtfully decorated bedrooms, including two king suites with private bathrooms and spectacular themed bedrooms. Each room has been carefully designed to create a memorable vacation experience. Entertainment is a major highlight, with an incredible Star Wars-inspired game room featuring arcade games, billiards, air hockey, foosball, and basketball. The spacious main living area offers comfortable seating, a large-screen television, and a dedicated karaoke area, making this home ideal for entertaining family and guests. Step outside to your private tropical retreat featuring a 24-by-14-foot swimming pool, relaxing spa, expansive pool deck, outdoor dining area, and lounge seating. This inviting outdoor space provides the perfect setting to relax after a day enjoying Central Florida's world-famous attractions. EXTENSIVE RECENT UPDATES AND IMPROVEMENTS! The property features a new water heater (2026), new washer (2026), new microwave (2026), sliding glass door replacement (2025), upstairs air-conditioning system replacement (2024), downstairs air-conditioning system replacement (2019), and updated upstairs flooring installed approximately 2021–2022. These improvements add to the home's comfort, functionality, and overall appeal. The fully equipped kitchen, generous living spaces, and thoughtfully designed bedroom layout provide everything needed for comfortable extended stays and larger groups. Schedule your private showing today!

2624 Bowring Street, Kissimmee

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