Windsor/Westside-Ph 2a Real Estate

Windsor/Westside-Ph 2a Real Estate

Welcome to Windsor/Westside Phase 2A, a delightful subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This community is a true gem, offering a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Windsor/Westside Phase 2A is renowned for its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. With spacious floor plans and contemporary finishes, these residences provide the perfect backdrop for creating cherished memories. Many homes come equipped with private pools and outdoor spaces, allowing residents to enjoy the Florida sunshine year-round.

The community boasts an array of amenities that enhance the lifestyle of its residents. Take a refreshing dip in the resort-style pool, stay active at the fitness center, or enjoy a friendly match at the tennis courts. The clubhouse serves as a hub for social gatherings, offering a welcoming space to connect with neighbors and make new friends.

Location is key, and Windsor/Westside Phase 2A delivers on that front. Situated just a short drive from the bustling attractions of Orlando, including Walt Disney World and Universal Studios, residents can enjoy the excitement of the theme parks while retreating to the tranquility of their community. Additionally, the nearby shopping centers, restaurants, and parks provide ample opportunities for leisure and entertainment.

Discover the charm of Windsor/Westside Phase 2A, where community spirit and modern conveniences come together to create a truly enchanting living experience in Kissimmee, Florida. Your dream home awaits!

Newest Listings in Windsor/Westside-Ph 2a

8896 Bengal Court, Kissimmee
$630,000
5 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to 8896 Bengal Court, an exceptional opportunity to own a residence in one of Central Florida’s most sought-after destinations. Positioned in the desirable Kissimmee area, this property offers an appealing combination of lifestyle, location, and long-term investment potential. The property presents an attractive opportunity for discerning buyers seeking a Florida residence, second home, or investment property. Its convenient location provides easy access to Orlando’s world-class theme parks, entertainment, dining, shopping, and major transportation corridors, placing an impressive array of Central Florida attractions within reach. For investors, the property’s Kissimmee location offers the potential to benefit from the area’s strong tourism presence and continued demand for residential and vacation-oriented properties. For homeowners, it provides the opportunity to enjoy the sought-after Central Florida lifestyle while remaining close to everything the region has to offer. 8896 Bengal Court represents more than a home—it is an opportunity to establish a presence in one of Florida’s most dynamic real estate markets. Properties offering this combination of location, versatility, and investment appeal deserve a closer look. With its desirable location and versatile appeal, this property is ready for its next owner. Schedule your private showing today and discover all that 8896 Bengal Court has to offer!

8896 Bengal Court, Kissimmee
1836 Nice Court, Kissimmee
$560,000
8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
1881 Nice Court, Kissimmee
$535,000
7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
HUGE Price Improvement!! Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the spacious open-concept layout designed for entertaining and relaxation. The fully stocked kitchen features granite countertops, abundant cabinetry, and a large island overlooking the expansive living and dining areas, making it easy to gather with family and friends after a day of fun at the parks. The first-floor primary suite offers a private retreat with direct access to the pool area through the ensuite bathroom—a thoughtful feature that's perfect after an afternoon swim. Step outside and discover your own private oasis, complete with a sparkling screened pool, relaxing hot tub, covered lanai, and the added benefit of no rear neighbors, providing a peaceful setting to enjoy the Florida sunshine year-round. Upstairs, a spacious loft serves as the ultimate entertainment hub, featuring a large-screen viewing area ideal for movie nights, gaming tournaments, or simply unwinding after an exciting day of adventure. The thoughtfully designed split-bedroom floor plan offers plenty of room for multiple families and guests, including two additional ensuite bedrooms and four beautifully themed and/or decorated guest rooms that add an extra touch of magic and fun to every stay. Located within the guard-gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities centered around the impressive 8,000-square-foot clubhouse. Enjoy dining and drinks at Tu Casa Bar & Lounge, grab essentials at the market and deli, challenge friends in the video arcade, or stay active in the fitness center. Outside, the resort truly shines with its spectacular zero-entry pool, lazy river, water playground with slides, cabanas, tiki bar, volleyball court, and playground. Even better, the HOA includes lawn care and daily valet garbage service, allowing you to spend more time enjoying the resort lifestyle and less time worrying about maintenance. Whether you're searching for a high-performing vacation rental, a second home near Disney, or a luxury retreat for family and friends, this exceptional property checks every box. Just minutes from Walt Disney World, shopping, dining, golf, and Orlando's world-famous attractions, this is your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities. Schedule your private showing today and experience the Windsor at Westside lifestyle for yourself!

1881 Nice Court, Kissimmee
1627 Lima Ave, Kissimmee
$580,000
7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. Some great features of this house include spacious family/dining room combo, variety of game tables in the garage and upstair loft, spacious private pool/hot spa area in screened patio, which make it perfect for family and friends to gather for entertainment. Open kitchen is equipped with high-end cabinetry, granite countertops, and stainless-steel appliances. Spacious master suites on both floors are available to provide more comfort and privacy for owners and guests. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers.Come check out this luxury and low maintenance vacation home before it slip away. Schedule a private showing today.

1627 Lima Ave, Kissimmee
1724 Lima Ave, Kissimmee
$570,000
7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
NEW PRICE! Luxurious 7-Bedroom, 5.5-Bath Home in Windsor at Westside! Welcome to this stunning fully furnished 7-bedroom, 5.5-bathroom vacation home located on a premium lot in the highly sought-after gated community of Windsor at Westside, just minutes from Disney and Central Florida’s world-famous attractions. Whether you're looking for a vacation retreat, primary residence, or investment property, this spacious home offers an exceptional combination of comfort, style, and resort living. The thoughtfully designed open floor plan features owner’s suites on both levels, providing privacy and convenience for family and guests. The gourmet kitchen showcases stainless steel appliances, 42-inch dark wood cabinetry, stone countertops, and an oversized breakfast bar, creating an ideal space for entertaining and gathering. The spacious living area opens directly to an expansive covered lanai, heated pool, and spa, overlooking a peaceful conservation area. Relax by the pool, unwind in the spa, or enjoy beautiful Florida sunsets in your own private outdoor retreat. Residents of Windsor at Westside enjoy an impressive selection of resort-style amenities, including a clubhouse, heated resort pool, lazy river, water playground, fitness center, sports courts, game room, on-site store, restaurant, and bar. With its desirable location, spacious floor plan, private pool and spa, conservation views, and exceptional resort amenities, this home is an outstanding opportunity for Florida living, vacation use, or investment.

1724 Lima Ave, Kissimmee
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