Windsor At Westside Homes with Pool Amenities

Windsor At Westside Homes with Pool Amenities

Welcome to Windsor At Westside, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This idyllic community is not just a place to live; it’s a lifestyle that combines luxury, comfort, and a strong sense of community.

Windsor At Westside features stunning homes that are designed with modern living in mind. Each residence boasts spacious layouts, contemporary finishes, and an inviting atmosphere that makes every day feel like a vacation. One of the standout features of this community is the abundance of homes equipped with private pool amenities. Imagine stepping out into your backyard oasis, where you can unwind in your sparkling pool, host summer barbecues, or simply bask in the Florida sun.

The subdivision is conveniently located near major attractions, shopping centers, and dining options, making it an ideal choice for families and retirees alike. With easy access to the excitement of Disney World and Universal Studios, your weekends can be filled with adventure while still enjoying the tranquility of suburban living.

In addition to the incredible homes, Windsor At Westside offers a range of community amenities, including a resort-style clubhouse, fitness center, and sports courts, ensuring that there’s always something to do. Whether you’re looking for a permanent residence or a vacation home, Windsor At Westside is the perfect blend of luxury, convenience, and community spirit. Discover your dream home today in this charming Kissimmee neighborhood!

Newest Windsor At Westside Homes with Pool Amenities

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Welcome to a fantastic investment opportunity in the Windsor at Westside resort community! This fully furnished 5-bedroom, 4-bathroom pool home offers a luxurious living space with great rental potential, perfect for investors. It's an ideal choice for short-term or long-term rental investment or a second home, especially for those looking for a prime location near Disney Parks and other Orlando attractions. Enjoy gatherings and entertainment in the open floor plan, seamlessly blending the living, dining, and kitchen areas. The chef's kitchen features granite countertops and stainless steel appliances. Step outside to the private pool, your oasis in the Florida sun. The main floor has a bedroom and bathroom for guests, while upstairs, the master ensuite and guest bedrooms offer space and privacy. Another bedroom and two guest bedrooms with a shared bathroom provide ample space for everyone. The resort offers amenities like an 8,000 square feet clubhouse, heated pool, lazy river, and spa. Stay connected with poolside wireless internet and enjoy activities like volleyball and basketball. The resort also has a restaurant and bar for your enjoyment. Just minutes from Walt Disney World, Universal Orlando, and Sea World, this home offers endless fun and convenience. Don't miss out on this turn-key dream home!

1857 Nice Court, Kissimmee

6 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Welcome to resort-style living at its finest in the highly sought-after Windsor at Westside Resort! This beautifully maintained 6-bedroom, 4.5-bath pool home is offered fully furnished and turnkey, making it the perfect opportunity for a vacation home, investment property, or even a full-time residence just minutes from Walt Disney World and Central Florida's most popular attractions. Step inside and you'll immediately appreciate the bright, open-concept floor plan designed for gathering and entertaining. The spacious kitchen overlooks the dining and living areas, creating the perfect setting for family meals, celebrations, and relaxing evenings after a day of adventure. The first-floor primary suite offers a peaceful retreat complete with dual vanities, a soaking tub, separate shower, and direct access to the pool area for added convenience. The fun continues in the converted game room, where guests of all ages can enjoy a pool table, air hockey, and gaming stations, creating endless entertainment right at home. Outside, your private screened pool area provides the perfect place to unwind, soak up the Florida sunshine, or enjoy a relaxing evening swim. With no rear neighbors, you'll appreciate the added privacy while enjoying your own personal backyard oasis. Upstairs, a spacious loft serves as a second living and entertainment area, offering plenty of room for movie nights, gaming, or simply spreading out and relaxing. Five additional bedrooms provide comfortable accommodations for family and guests, including a second primary suite and two beautifully themed bedrooms featuring Star Wars and Princess-inspired décor that are sure to delight visitors of all ages. Beyond the home itself, Windsor at Westside offers an exceptional resort experience. This guard-gated community is renowned for its impressive amenities, including a spectacular resort-style pool, lazy river, clubhouse, fitness center, arcade, playground, sports courts, and scenic walking paths surrounding picturesque ponds. Whether you're enjoying a day at the resort or exploring nearby shopping, dining, golf, and world-famous attractions, everything you need is just moments away. Whether you're seeking a personal retreat, a high-demand vacation rental, or a combination of both, this outstanding property delivers the space, location, and amenities that today's buyers are looking for. Don't miss your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities!

1885 Nice Court, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.

2015 Majorca Drive, Kissimmee

7 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

PRICE REDUCTION — NOW $568,000 + $10,000 SELLER CREDIT! TURNKEY 7-BEDROOM VACATION RENTAL | WINDSOR AT WESTSIDE | MINUTES TO DISNEY A $568,000 Opportunity + $10,000 Seller Credit in One of Central Florida's Premier Vacation Rental Resorts! The price has been reduced to $568,000, AND the seller is offering a $10,000 credit to the buyer at closing, creating an even more compelling opportunity to own a fully furnished, actively operating 7-bedroom vacation home in the highly sought-after Windsor at Westside Resort. Welcome to 1861 Nice Court, a spacious 7-bedroom, 5-bathroom home offering 3,281 square feet of living space, a private screened-in pool, themed bedrooms, and everything needed to continue operating as a successful short-term rental. WHY $568,000 + $10,000 SELLER CREDIT DESERVES YOUR ATTENTION This isn't simply a home—it's an opportunity to own a turnkey vacation rental in one of the most recognizable short-term rental destinations in the country. NEW PRICE: $568,000 PLUS: $10,000 SELLER CREDIT AVAILABLE TO BUYER AT CLOSING 7 Bedrooms | 5 Bathrooms 3,281 Sq. Ft. Fully Furnished & Turnkey Active Short-Term Rental Private Screened-In Pool Themed Guest Bedrooms Gated Resort Community Minutes to Walt Disney World Extensive Resort Amenities THE PRICE HAS CHANGED. THE OPPORTUNITY JUST GOT BETTER. At $568,000, PLUS a $10,000 seller credit, 1861 Nice Court deserves the attention of investors looking for a turnkey Disney-area vacation rental and buyers looking for a spacious vacation home with income-producing potential. If you've been watching the Windsor at Westside market, this is one you won't want to overlook. Schedule your private showing today and take a closer look at what $568,000 + a $10,000 seller credit can buy you in one of Central Florida's premier vacation rental communities.

1861 Nice Ct, Kissimmee

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Brady Richardson - Broker/Owner

Brady Richardson is the licensed real estate broker and founder of LT Realty Group, serving buyers and sellers throughout Central Florida. With 12 years of experience and more than 250 successful transactions, Brady combines extensive market knowledge, strategic negotiation, and personalized service to deliver exceptional results. Licensed in Florida and New York, Brady also brings valuable hands-on experience in new construction, property investment, and residential renovation. Having built 14 homes and two duplexes, he helps customers understand a property beyond its appearance and make confident, well-informed decisions. Brady earned a Bachelor of Science in Hospitality Management from the University of Central Florida and proudly served eight years in the United States Naval Reserve. His discipline, integrity, and commitment to service shape every customer relationship. Supported by a trusted network of contractors, inspectors, lenders, appraisers, and title professionals, Brady provides a seamless, full-service real estate experience built around clear communication, honest guidance, and lasting relationships.

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