Windsor Hills Ph 2 Homes with Tennis Court(s) Community Features

Windsor Hills Ph 2 Homes with Tennis Court(s) Community Features

Welcome to Windsor Hills Phase 2, a vibrant and inviting community nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This charming subdivision is renowned for its family-friendly atmosphere, making it an ideal destination for those seeking a blend of comfort and recreation.

Windsor Hills Phase 2 features an array of stunning homes that cater to diverse lifestyles, from cozy townhomes to spacious single-family residences. Each home is thoughtfully designed with modern amenities and elegant finishes, ensuring a perfect retreat after a long day. The community takes pride in its well-maintained landscapes and picturesque surroundings, providing a serene backdrop for your new life in Florida.

One of the standout features of Windsor Hills Phase 2 is its exceptional community amenities, including multiple tennis courts that are perfect for both leisurely play and competitive matches. Whether you’re a seasoned pro or a beginner looking to learn the game, these courts offer a fantastic way to stay active and socialize with neighbors. In addition to tennis, residents can enjoy a sparkling resort-style pool, a state-of-the-art fitness center, and beautifully landscaped parks, all designed to foster a sense of community and well-being.

Located just minutes from the excitement of Orlando’s theme parks, shopping, and dining, Windsor Hills Phase 2 offers the perfect balance of tranquility and convenience. Experience the best of Florida living in this delightful subdivision, where your dream home awaits in a community that truly feels like family. Come discover your new lifestyle at Windsor Hills Phase 2!

Newest Windsor Hills Ph 2 Homes with Tennis Court(s) Community Features

3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code

Turnkey Vacation Rental Investment in Windsor Hills Resort – Minutes from Disney World Exceptional opportunity to own a fully furnished, turnkey vacation rental in Windsor Hills Resort, one of the closest and most sought-after resort communities to Walt Disney World. This beautifully decorated, totally renovated townhome is ready for immediate rentals or personal enjoyment, with all furnishings included. Designed to maximize guest appeal, the home features luxury vinyl plank flooring throughout, a beautifully updated kitchen with granite countertops, stainless steel appliances, and a stylish tiled backsplash. The open, inviting floor plan creates the perfect gathering space for families vacationing together. A standout feature is the home's private heated pool. As an end unit backing to a large dry retention pond, there are no rear neighbors, providing a level of privacy that guests appreciate and that is difficult to find in Windsor Hills. The spacious primary suite offers a king bed and a beautifully updated en-suite bath with granite countertops, double sinks, and a walk-in shower. A first-floor queen bedroom provides convenient accommodations for multi-generational families, while the upstairs bedroom is designed to delight younger guests with bunk beds, a trundle bed, and two arcade games—Pac-Man and Golden Tee 3-D Golf. The two additional bathrooms also feature granite countertops. Guests will love the easy walk to Windsor Hills' award-winning amenities, including the resort clubhouse, lagoon-style pool, water park, fitness center, sports courts, playgrounds, movie theater, and more. With its unbeatable location near Disney, exceptional renovations, premium privacy, and family-friendly entertainment, this home is ideally positioned to attract vacation renters year after year. Whether you're adding to your investment portfolio or purchasing your first vacation rental, this move-in-ready home offers everything today's guests are looking for in one of Central Florida's premier resort communities.

2500 Renshaw Street, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to 7677 Fitzclarence St, a beautifully maintained and fully furnished townhome located in the highly desirable, guard-gated community of Windsor Hills Resort just minutes from Walt Disney World. This turnkey 3 bedroom, 3 bathroom home offers the perfect combination of comfort, convenience, and resort-style living, making it ideal as a primary residence, second home, or income-producing vacation property. Featuring a desirable open-concept floor plan with spacious living areas, a well-appointed kitchen, and a private screened pool area, this home is designed for both relaxation and entertaining. This property has been thoughtfully maintained with recent updates including a brand-new air conditioning system, brand-new hot water heater, and newly replaced pool screens, providing peace of mind for the next owner. The home comes fully furnished and ready for immediate enjoyment, offering a true turnkey opportunity with a strong rental history. Currently operating as a highly active and heavily booked Airbnb, this property has proven income potential while still providing the flexibility to enjoy your own Florida retreat. The functional layout includes a first-floor bedroom and full bathroom, with additional bedrooms upstairs including a spacious primary suite, providing privacy and comfort for owners and guests. Step outside to the screened private pool area and enjoy the Florida lifestyle year-round. Located in Windsor Hills, owners and guests enjoy access to exceptional resort amenities including 24-hour gated security, a clubhouse, resort-style pool, fitness center, recreation areas, sports courts, and more. With its unbeatable location close to Disney, shopping, dining, and major attractions, combined with strong rental demand, recent upgrades, and a proven vacation rental track record, 7677 Fitzclarence St is a rare opportunity to own a move-in-ready property in one of Central Florida’s most sought-after communities. This is the perfect blend of personal enjoyment and investment opportunity — just bring your suitcase and start enjoying everything Orlando has!

7677 Fitzclarence Street, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code

ANOTHER EPIC LISTING!!! Welcome to this beautiful appointed 3 bedroom - 3 bath townhome in in beautiful Windsor Hills. This is your chance to own a vacation property with a private pool that won't break the bank. This home offers the perfect blend of comfort, convenience and resort-style living. Ideally situated with no rear neighbors, the property provides added privacy and a peaceful setting while also being close to the happenings of the community. Inside your villa you have a thoughtfully designed layout featuring a spacious living area that seamlessly opens to your own private screened pool. The home provides a most desired feature in a downstairs bedroom and bath. Upstairs you will find two additional bedrooms and bathrooms along with a landing and gathering area. All guests will have their space. No carpet throughout the home makes for easy maintenance. Located within a sought -after 24-hour gated resort community, residents and guest enjoy access to an impressive array of amenities. These include tennis, basketball, and volleyball courts, along with a state-of-the-art fitness center and game room. The community shines with its resort-style water attractions-featuring a lazy river, thrilling water slides, splash park, and an expansive pool and spa area. Families will also enjoy the magical castle playground an on-site movie theatre, while the on-site dining and drinks add convenience and vacation like atmosphere. Perfectly positioned near major attractions, this townhome is not only an amazing personal getaway but also a highly desirable vacation rental opportunity. Its proximity to the water park and resort amenities makes it especially for short term guest seeking fun, relaxation, and convenience all in one place. Make sure if you are looking.... check this out.

2545 Renshaw Street, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code

NEW ROOF 2026 PRIVATE YARD VIEWS! Pool heater 2022,Very close to the waterpark! Welcome to your dream townhouse featuring three bedrooms and three bathrooms in a vibrant community setting. This beautiful home offers the luxury of a private pool with no direct rear neighbors, providing complete privacy for your outdoor enjoyment. The updated kitchen showcases elegant stone countertops, a breakfast bar, and bright appliances that make cooking a pleasure. Throughout the main floor, you'll find luxury ceramic plank flooring that combines durability with style. Each bedroom includes its own private bathroom, ensuring comfort and convenience for everyone. Generous closets provide ample storage space throughout the home. The community amenities are truly impressive, featuring tennis courts for the sports enthusiasts, a splash park complete with slide for fun, and a magical castle playground can let your imaginations run wild. You can unwind at the community pool and spa, shoot hoops on the basketball court, or grab a bite at the on-site restaurant. Location couldn't be better, with easy access to shopping and dining options nearby. Theme park lovers will appreciate the convenient proximity to major attractions, making this the perfect home base for both daily living and entertainment. This townhouse offers an excellent blend of private luxury and community amenities, creating a lifestyle that's both relaxing and exciting. Whether you're hosting poolside gatherings, enjoying community activities, renting with AirBNB or exploring nearby attractions, this home provides the perfect setting for making lasting memories with family and friends.

2556 Renshaw Street, Kissimmee

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Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

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