Windsor At Westside Ph 2B Single Family Homes For Sale in Kissimmee - 5 homes

Remarks: Step into luxury resort-style living in this turn-key, fully furnished 10-bedroom, 6-bath pool home located in the highly sought-after Windsor at Westside community. Approved for short-term rentals, this property is a proven income-producer and an incredible vacation retreat all in one. Designed for comfort and fun, the home features a private pool with spa, an in-home movie theater, a game room upstairs, and two themed bedrooms created especially for Disney lovers. Every detail is set up for guests to arrive and start enjoying immediately. Windsor at Westside offers 24-hour guard-gated security and world-class amenities including a clubhouse, resort-style community pool, lazy river, splash zone, fitness center, arcade room, tennis courts, basketball courts, and volleyball courts. Lawn care, cable and internet are included, and the community is pet friendly. Whether you’re looking for a high-performing vacation rental or a spacious luxury getaway near the theme parks, this home checks every box. Call today before it's gone!

Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)

Listing Agent: Tal Busidan (407-227-3001)

Remarks: TURN-KEY INVESTMENT OPPORTUNITY! 8-BED LUXURY POOL HOME JUST MINUTES TO DISNEY! Welcome to your ultimate dream vacation home or high-performing short-term rental (Airbnb/VRBO) located in the highly sought-after Windsor community! Perfectly designed to accommodate large groups and multiple families to maximize your rental income. HOME FEATURES: Step inside to a modern, open-concept floor plan with high ceilings that seamlessly connects the fully-equipped chef's kitchen, dining area, and spacious family room. Head outside to your private, screened-in lanai where you will find a sparkling pool and a relaxing SPA—the absolute perfect backyard oasis to unwind after a long day at the theme parks. RESORT-STYLE AMENITIES: Located in a premier, secure gated community, you and your guests will have access to world-class resort amenities. Enjoy the massive luxury clubhouse, resort-style pool, lazy river, fitness center, playground, and more! It truly offers a 5-star resort lifestyle. UNBEATABLE LOCATION: Location is EVERYTHING! Situated in the prime 34747 zip code, you are just a short drive to Walt Disney World, world-class golf courses, and fantastic dining options on Hwy 192. Easy access to major highways and Orlando International Airport (MCO). Whether you are looking to expand your lucrative investment portfolio or seeking the perfect family getaway home, this property checks all the boxes. Properties of this size and in this prime location do not last long—act fast!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Mingke Li (352-973-2303)

Remarks: Make your dream a reality. Enjoy this Luxury, conveniently located, Central Florida lifestyle Home. Property can be, and currently is, used as a short-term vacation rental.

Listing is courtesy of: VMY REALTY INC (407-412-4164)

Listing Agent: Eugene Vilkovskiy (407-412-4164)

Remarks: Located in the highly sought-after community of Windsor at Westside, 1603 Lima Avenue presents an exceptional FULLY FURNISHED short-term rental opportunity in one of Central Florida’s premier resort-style neighborhoods. Built in 2019 and offering over 4,300 square feet of thoughtfully designed living space, this 9-bedroom, 6-bathroom home comfortably accommodates 20 + GUESTS and has been meticulously upgraded with intricate, high-end theming that elevates the guest experience and drives strong rental performance. The property has a proven booking history with future reservations already in place that can convey to the new owner, making this a true turnkey investment. From the moment you enter, the home showcases a stylish and cohesive design that blends luxury with fun, immersive spaces. Each bedroom features its own unique theme, creating a memorable stay for guests of all ages. The expansive 675-square-foot upstairs loft functions as an additional entertainment hub, complemented by a private movie theater room that transforms nights in into a cinematic experience. The garage has been professionally converted into a fully outfitted game room. Outdoors, a private screened pool allows guests to relax and unwind after a day at the parks, offering the perfect balance of adventure and retreat. Located within the gated resort community of Windsor at Westside, residents and guests enjoy access to an exceptional collection of resort-style amenities designed to elevate the ownership and vacation experience. The community features a grand clubhouse, state-of-the-art fitness center, expansive resort pool with private cabanas, a lazy river, splash water park, and shaded lounge areas. Outdoor recreation includes tennis courts, pickle ball courts, basketball court, beach volleyball, soccer and multi-purpose fields, playgrounds, walking paths, and picnic areas. With 24-hour guard-gated security, beautifully maintained common areas, and a prime location just minutes from Central Florida’s world-renowned attractions, shopping, and dining, Windsor at Westside offers both lifestyle appeal and strong short-term rental desirability. The HOA includes lawn maintenance and daily trash valet service, helping to streamline operations and protect the overall community aesthetic. Offered fully furnished and professionally managed, this property is positioned for seamless ownership transition. Whether you are looking to expand your short-term rental portfolio or secure a luxury vacation home that generates income while you’re away, 1603 Lima Avenue delivers scale, style, and strong performance potential in one of the area’s most prominent resort communities.

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Corinne Defilippis (941-807-7961)

Remarks: Under contract-accepting backup offers. Experience resort living at its finest in this exceptional 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. Situated on a premium conservation lot, this fully furnished residence is ideal as a luxury vacation retreat or a short-term rental investment. The spacious open-concept layout features expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites—one conveniently located on each floor. Step outside to enjoy the Florida lifestyle with your private screened-in pool and spa, offering serene tree-lined conservation views. Inside, guests will love the two themed bedrooms inspired by Star Wars and Disney Princesses, while the remaining rooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests. Residents and guests have access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. The HOA covers cable, internet, lawn care, and valet trash service for ultimate convenience. Perfectly located just minutes from Disney, shopping, dining, and major highways, this turn-key property is move-in or rental ready—a rare opportunity you don’t want to miss!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)