Windsor At Westside Ph 2B Homes for Sale in Kissimmee - 13 homes

Remarks: Welcome to 8866 Geneve Court, an exceptional 5-bedroom, 4.5-bathroom townhome located in the highly sought-after Windsor at Westside Resort. Beautifully maintained and fully designed for comfort, this property offers the perfect combination of luxury, convenience, and investment potential. One of the home’s most desirable features is its private screened pool overlooking a peaceful lake, creating a serene outdoor retreat rarely found in resort communities. Whether you’re enjoying your morning coffee, relaxing after a day at the parks, or entertaining guests, the tranquil water views provide the perfect backdrop. Inside, the spacious open-concept floor plan is ideal for modern living and vacation rentals alike. The stylish kitchen features abundant cabinetry, generous counter space, and overlooks the dining and living areas, making it easy to gather with family and friends. Five spacious bedrooms and four full bathrooms plus a convenient half bath provide ample space to comfortably accommodate large groups. Located within the gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities including a spectacular resort-style pool, lazy river, splash area, fitness center, clubhouse, sports courts, on-site dining, and 24-hour gated security. Just minutes from Walt Disney World, shopping, restaurants, golf courses, and Orlando’s most popular attractions, this property is perfectly positioned as a vacation home, or high-performing short-term rental investment. Don’t miss this opportunity to own one of the most desirable townhomes in Windsor at Westside, featuring one of the community’s most relaxing lake-view pool settings. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Tiago Martins (786-556-0620)

Remarks: Experience the ultimate blend of luxury, comfort, and investment potential in this stunning fully furnished 9-bedroom, 6-bathroom lakefront home. Turnkey and short-term rental approved, this exceptional property is the perfect opportunity for investors seeking a high-performing vacation rental or homebuyers looking for an unforgettable Florida retreat. Designed for both entertaining and relaxation, the spacious open-concept floor plan features a fully equipped gourmet kitchen, generous living and dining areas, and a dedicated game room that guests and family will love. The first-floor primary suite provides added convenience and privacy, while the additional bedrooms comfortably accommodate large groups. Step outside to your private backyard oasis, where an expansive screened pool deck overlooks tranquil lake views, creating the perfect setting to unwind after a day at the parks. Ideally located just minutes from Walt Disney World, world-class attractions, shopping, dining, and entertainment, this home offers the lifestyle and location today's buyers are looking for. The HOA provides exceptional value by covering internet, cable, lawn maintenance, trash service, and 24/7 gated security, allowing for a truly low-maintenance ownership experience. Whether you're expanding your investment portfolio or searching for a luxurious vacation home, this remarkable property delivers the space, amenities, location, and income potential you've been waiting for. Schedule your private showing today.

Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)

Listing Agent: Dennesha Leachman (321-638-7738)

Remarks: Welcome to this stunning, fully furnished home located in the highly sought-after gated resort community of Windsor at Westside! Beautifully decorated and meticulously maintained, this exceptional property offers 5 bedrooms, 4.5 bathrooms, and an open-concept floor plan designed for comfortable living and effortless entertaining. The spacious gourmet kitchen features granite countertops, stainless steel appliances, a large center island, and abundant cabinetry, seamlessly flowing into the dining area and expansive family room. A convenient first-floor bedroom with a full bathroom provides the perfect space for guests or multi-generational living. Upstairs, you'll find the luxurious primary suite, three additional bedrooms, and a versatile loft ideal for a media room, game area, or additional living space. Step outside to your private screened in pool and lanai, where you can unwind while enjoying tranquil conservation views with no rear neighbors, offering exceptional privacy and the perfect setting for relaxing or entertaining. Windsor at Westside offers world-class resort amenities, including an approximately 10,000-square-foot clubhouse, a resort-style pool, lazy river, water park, fitness center, tennis and basketball courts, playground, restaurant, bar, and ice cream shop, providing a true vacation lifestyle year-round. Ideally located just minutes from Walt Disney World, major attractions, shopping, dining, golf, and great schools, this home is an outstanding opportunity as a primary residence, vacation home, or income producing short-term rental. Schedule your private showing today!

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)

Remarks: Stunning 5-bedroom, 4.5-bath vacation home in the highly sought-after Encore at Reunion! Located at 8875 Geneve Ct, Kissimmee, this beautifully furnished property is the perfect blend of luxury, comfort, and fun. Designed to impress, the home features two incredible themed bedrooms — a Mickey Mouse room and a Minions room — guaranteed to delight guests of all ages and make this property stand out among short-term rentals. Step inside to an open-concept living area filled with natural light, a modern kitchen with stainless steel appliances, and spacious bedrooms offering comfort for large groups. Outside, enjoy your private screened-in pool and patio, perfect for relaxing after a day at the nearby parks. Located just minutes from Disney, world-class attractions, shopping, and dining, this home is an exceptional investment opportunity or the ideal vacation retreat

Listing is courtesy of: NEWKEY REAL ESTATE LLC (407-496-5187)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Under contract-accepting backup offers. TURN-KEY INVESTMENT OPPORTUNITY! Sold furnished 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: Short Sale. 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: Under contract-accepting backup offers. Welcome to Windsor at Westside, one of Central Florida’s most desirable short-term vacation communities! Ideally located just minutes from world-famous theme parks, shopping, dining, and entertainment, this stunning 5-bedroom, 4 full bath and 1 half bath home offers the perfect blend of luxury and convenience. Fully furnished and move-in ready, this property is ideal as an income-producing vacation rental or a beautiful second home getaway. Enjoy your own private pool, perfect for relaxing after a day of fun in the sun. The community offers exceptional resort-style amenities, including a lazy river, water playground, cabanas, outdoor fireplace, shaded playground, fitness center, arcade, multi-purpose courts, sand volleyball, Tu Casa Bar & Lounge, event spaces, and a lush sports field. Don’t miss this incredible opportunity to own in a prime location just a short distance from Disney World parks—where comfort, entertainment, and investment potential come together!

Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)

Listing Agent: Manuel Minier (407-340-0966)

Remarks: Back to the Market !!! Best priced fully furnished turnkey investment in Windsor at Westside Resort, one of the most sought-after short-term rental communities near Disney. This spacious 8 bedroom, 6 bathroom vacation home offers strong rental income potential and immediate operation. Features include open concept living area, two owner’s suites on first and second floors, dedicated game room, entertainment loft and private screened pool with spa, ideal for guest satisfaction and high occupancy. Resort amenities include clubhouse, lazy river, heated pool, fitness center, sports courts, restaurant and bar. Prime location near Disney parks, golf, shopping and dining.

Listing is courtesy of: BEKK HOMES LLC (407-342-8012)

Listing Agent: Carlos Selmo (407-342-8012)

Remarks: Stunning, FULLY FURNISHED home located in the much sought after gated community of Windsor at Westside. This beautiful home is meticulously furnished and beautifully decorated. It also boasts 5 bedrooms, and 4.5 bathrooms, an open floor concept, a large fully equipped kitchen with granite countertops, stainless-steel appliances, and an island kitchen linked to the family room and dining room. Conveniently, the first floor has one bedroom and a full bathroom. Upstairs you will find 4 bedrooms, including the master bedroom, plus an additional loft, great for relaxation. Enjoy the back enclosed pool area which offers amazing conservation views with much privacy. Perfect for entertaining or relaxing. The resort offers a state-of-the-art, approximately 10,000 sqft clubhouse. The amenities include a lazy river, thrilling water park, resort style pool, fitness center, tennis/basketball courts, playground, restaurant, bar and and ice cream shop. It's like being on vacation all year around! Located just minutes away from the enchantment of Disney Parks, great schools, great dining and shopping.

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Spacious 5-bedroom, 5.5-bathroom pool home located just 8 miles from Walt Disney World. This open-concept property features a modern kitchen equipped with stainless steel appliances, granite countertops, and a large island overlooking the dining and living areas. The floor plan includes a convenient primary suite on the main level. Upstairs, you will find additional well-appointed en-suite bedrooms, including themed rooms and a master suite. The exterior offers a private, fully screened-in patio with swimming pool. Significant features include high-speed Wi-Fi capability, a dedicated laundry room with full-sized washer and dryer, and keyless entry for seamless access. Situated in a luxury community with easy access to I-4, 192, and local dining, shopping, and grocery stores including Publix and Walmart. Excellent opportunity for a second home, or short-term rental investment. Sold fully furnished and move-in ready.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Alessandra Dale (407-729-6936)

Remarks: Welcome to your ideal vacation home and income-producing property in the highly sought-after Windsor at Westside Resort! This beautifully appointed 4-bedroom, 3.5-bathroom townhome is fully furnished and turnkey, making it perfect for short-term rentals or a personal getaway. Step inside to find stylish décor throughout and an open-concept floor plan designed for comfort and entertaining. The modern kitchen features granite countertops, ample cabinetry, and everything needed for effortless hosting. The spacious living and dining areas flow seamlessly to your private screened-in pool—perfect for relaxing after a day of fun. Upstairs and downstairs sleeping arrangements provide flexibility for guests, while the thoughtfully designed layout ensures privacy and convenience. Enjoy resort-style living with world-class amenities including a stunning clubhouse, resort pool with lazy river, fitness center, tennis courts, playground, and on-site Tiki bar. There’s something for everyone to enjoy! Ideally located just minutes from Central Florida’s top attractions, as well as shopping, dining, and entertainment, this property offers both an exceptional guest experience and strong rental potential. Don’t miss this opportunity to own a slice of paradise in one of the area’s premier vacation communities!

Listing is courtesy of: PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC (863-512-5238)

Listing Agent: Debbie Bendall (407-922-3035)

Remarks: Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of living space with a functional and spacious layout ideal for short-term rental use. The home features an open-concept main floor with a large kitchen, breakfast bar, formal dining area, and expansive living room. A first-floor bedroom and full bath provide convenience, along with a rear primary suite offering direct pool access and functioning as a pool bath. The covered lanai overlooks a private setting with no rear neighbors and a pond to the side. Upstairs includes a large loft/game area with projector and gaming stations. The second floor consists of 6 bedrooms and 4 bathrooms, including multiple themed rooms, a Jack-and-Jill bathroom with dual vanities, and additional ensuite configurations. In total, the property offers 3 ensuite bedrooms. The garage has been converted into a game room, enhancing rental appeal. Located just minutes from major theme parks, shopping, and dining. Windsor at Westside offers resort-style amenities including a 10,000 sq ft clubhouse, pool, lazy river, restaurant/bar, fitness center, sports courts, and more. HOA includes gated access, lawn care, daily valet trash service, cable, internet, and full access to amenities. Property has strong rental potential and is being sold fully furnished and ready for immediate use or income production.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Antonio Nouer (407-837-6981)