Windsor At Westside Ph 3 Homes for Sale in Kissimmee - 15 homes

Remarks: UNIQUE OPPORTUNITY AT WINDSOR AT WESTSIDE | PREMIUM CORNER LOT Step into luxury living with this stunning fully furnished 5 bed/4.5 bath pool home located in the highly sought-after, gated vacation community of Windsor at Westside, just minutes from Disney. With a spacious 2,265 SqFt open-concept floor plan, this home offers comfort, style, and functionality for your ideal vacation retreat or primary residence. Upon entering through the welcoming front porch, you'll be immediately struck by the natural light that fills the home, accentuating its beautiful design and layout. The expansive oversized lanai and pool deck provide the perfect space for outdoor relaxation, complete with a large, heated pool, screen enclosure, and attractive brick pavers. A master bedroom on the main floor offers extra privacy and convenience, perfect for families or guests. The kitchen is a chef's dream, outfitted with top-of-the-line stainless steel appliances, including a refrigerator with an ice maker, glass cooktop range, microwave, and dishwasher. The gray granite countertops and extended island with double sinks for ample space for cooking and entertaining, while the open layout connects seamlessly to the dining and living areas, with views of the pool through sliding glass doors. On the Second Floor, there is a spacious loft/game room that offers additional space for entertainment, surrounded by four generously sized bedrooms. The master bedroom is with a walk-in closet and a luxurious bathroom with double vanities, granite counters, and a glass-enclosed shower. Your family will love the specially themed Disney and ocean-style bedrooms, designed to spark their imagination. More importantly, the owner just replaced the brand-new recycled and composite flooring for the whole second floor. Located just minutes from Orlando’s world-renowned theme parks, Windsor at Westside offers a wide range of resort-style amenities: On-site restaurant & coffee bar, Zero-entry pool with a poolside bar, Fitness center, Basketball, soccer, and volleyball courts, Gaming stations, Playground, splash pad, and waterslides. Don’t miss out on this rare opportunity to own a premium corner-lot pool home in a community that has it all. Whether you’re looking for a personal oasis or an investment in vacation property, this home is the perfect blend of luxury and convenience. Schedule your private tour today and make this stunning home your own!

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Xiaoguang Ruan (386-506-2522)

Remarks: GREAT, GREAT PRICE IMPROVEMENT!! This beautiful home is locate on the third and newest phase of the sought after Windsor at Westside Resort. It boasts 5 bedrooms and 4 bathrooms of pure fun and relaxation! One bedroom and a bathroom are on the first floor, and the other 4 bedrooms, including some thematic, are located on the second floor, just by the family room! The Resort has heated pools, heated jacuzzi, heated lazy river, and a complete tiki bar by the pool complex! This gorgeous home is just waiting to become your next vacation nest!

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

Listing Agent: Valdeci Da Silva Pllc (407-280-2990)

Remarks: Fully furnished and rental-ready, this spacious 6-bedroom, 4.5-bathroom corner lot pool home is located within a sought-after resort community that permits short-term rentals. Offering over 3,100 square feet of living space and access to extensive resort amenities, this property is well-positioned for use as a vacation home or investment property. The open floor plan features a spacious kitchen with stainless steel appliances, a breakfast bar, and ample cabinet and counter space. The kitchen flows seamlessly into the main living areas, creating an ideal setting for entertaining and accommodating larger groups. The primary suite includes a walk-in closet and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. Additional bedrooms and bathrooms provide flexibility for multiple guests and a variety of sleeping arrangements. Outside, guests can enjoy a private pool and patio area, while the corner lot location offers additional space and curb appeal. The property is being offered fully furnished, providing a convenient opportunity for buyers seeking a turnkey, rental-ready investment. Community amenities include a clubhouse, fitness center, game room, basketball court, restaurant, multiple resort-style pools, a lazy river, waterslide, and recreational areas. One of the community pools is conveniently located within walking distance of the home. The property is also located near shopping, dining, golf, major roadways, and Central Florida attractions. This property offers the opportunity to own a spacious, fully furnished pool home in a resort community that permits short-term rentals.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Cristina Perez Rodriguez (407-724-3684)

Remarks: Welcome to this beautifully maintained, fully furnished 5-bedroom, 4.5-bath townhome with a private screened pool, located in the highly desirable Windsor at Westside Resort. Built in 2020, this spacious home features an open-concept layout, modern kitchen with solid surface countertops, generous living and dining areas, and a first-floor guest suite. Upstairs offers a spacious primary suite and additional guest bedrooms, making it ideal for large families and vacation guests. Currently operating as a successful short-term rental, this turnkey property presents an exceptional opportunity for investors seeking immediate rental potential or buyers looking for a vacation home in one of Central Florida's premier resort communities. This property may also be acquired as part of a unique turnkey short-term rental investment portfolio. The portfolio includes three established vacation rental properties with proven operational systems, established online presence, verified guest reviews, and documented historical performance. Additional portfolio information is available to qualified buyers upon request. Residents and guests enjoy world-class resort amenities including a 24-hour guard-gated entrance, resort-style pool, lazy river, clubhouse, fitness center, restaurant, sports courts, playground, and more. Conveniently located just minutes from Walt Disney World Resort, Margaritaville, Sunset Walk, championship golf courses, shopping, dining, and major highways. HOA includes cable TV, internet, security, common area maintenance, resort amenities, and professional association management. An outstanding opportunity to own a proven vacation rental property in one of the most sought-after resort communities near Disney.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: James Echeverria Perez (689-233-7774)

Remarks: *** INCOME POTENTIAL *** VACATION HOME FULLY FURNISHED. In Excellent condition and beautifully decorated this 5 Bedroom Townhome with a splash pool has all you need for spending great moments in the Orlando Area or renting it out when not using it. It offers great income potential. Windsor at Westside is a vacation rental community with resort-style amenities featuring a fitness center, a mini market, a restaurant, and bar, a large community pool with a lazy river, a water playground, a playground, a soccer field, sports courts, and a sand volleyball court. 24-hour manned Gated security. Shows beautifully.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, this stunning retreat offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant granite countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Imagine unwinding by the poolside or retreating to the screened-in lanai for a serene evening under the stars. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. Dive into the zero-entry pool or treat yourself to a refreshing spa experience. Family will adore the playground and water slide, while adults can relax with a cocktail at the pool bar or dine at the full-service restaurant. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Don’t miss out on the opportunity to own your own piece of paradise. Schedule a showing today and take the first step toward making this dream retreat yours.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: Priced to sell! This stunning home sits in the third and newest phase of the sought-after Windsor at Westside Resort, with also a Private Heated Pool. Featuring 5 bedrooms and 4 bathrooms, it offers the perfect blend of fun and relaxation. One bedroom and bathroom are conveniently located on the first floor, while the remaining 4 bedrooms—including some with fun themed designs—are upstairs, just off the family room. The resort amenities include heated pools, a heated jacuzzi, a heated lazy river, and a full tiki bar at the pool complex. Whether you’re looking for a turnkey short-term rental investment or a second home to call your own, this property is zoned for both.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Caroline De Castro Marcellini (561-319-9009)

Remarks: Beautiful fully furnished townhouse located in the highly sought-after resort-style community of Windsor at Westside. This 2-story property features an open-concept floor plan, modern kitchen, and spacious living areas designed for comfort and entertainment. Perfect as a primary residence, vacation home, or short-term rental investment. The home offers excellent income potential and is fully equipped for immediate use. Windsor at Westside is a gated resort community offering world-class amenities including a clubhouse, resort-style pool, fitness center, tiki bar, and more. Conveniently located near Disney, major attractions, restaurants, and shopping.

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

Remarks: Don’t miss this amazing opportunity to buy this beautifully 7 bedroom 5 1/2 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake & pier, zero-entry resortstyle pool complete with a waterslide, lazy river, and Kid's water playground, fitness center, volleyball courts, a sundry shop, and a video arcade. This is an ideal location it offers easy access to Disney World® attractions and many others theme parks in the areas. This home sleep up to 14 comfortably and features an open concept floor plan with a large living area. With plenty space spread out for entertaining and relax throughout entire house. The first floor Master Bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances. Heated pool and spa to enjoy it at any time of the day. Don't miss this great opportunity

Listing is courtesy of: DOUBLE PINES REALTY, LLC (954-756-1835)

Listing Agent: Richard Lee (954-756-1835)

Remarks: Located in the highly sought-after resort-style community of Windsor at Westside, this beautifully maintained and fully furnished 5-bedroom, 4-bathroom townhome offers comfort, functionality, and excellent flexibility for both personal use and investment. The home features an open-concept floor plan with a spacious living and dining area, ideal for entertaining. The kitchen is equipped with modern appliances and ample cabinetry. One bedroom is conveniently located on the first floor, while the remaining bedrooms are upstairs, providing privacy and space for family or guests. Step outside to your private screened-in splash pool, perfect for relaxing after a day in the Orlando area. The property is tastefully decorated and move-in ready, making it suitable as a primary residence, second home, or short-term rental (buyer to verify rental restrictions). Windsor at Westside offers resort-style amenities, including a clubhouse, fitness center, community pool with lazy river, water playground, sports courts, playground, restaurant, and 24-hour gated security. Conveniently located near major highways, shopping, dining, and world-renowned attractions.

Listing is courtesy of: FLORIDA MORNING REALTY LLC (941-441-5990)

Listing Agent: Bin Cao (407-865-0588)

Remarks: This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Karla Cintra (407-881-7730)

Remarks: Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main floor features two generously sized bedrooms, including a primary suite with direct access to the private pool. Upstairs, you'll find five additional themed bedrooms—Harry Potter, Frozen, and Star Wars—plus a large loft that has been transformed into a movie room, perfect for family entertainment. Step outside to enjoy your own screened-in private pool and spa, complete with a child safety fence, offering the ideal setting for relaxation and fun. Residents and guests enjoy full access to world-class amenities, including a lazy river, splash pad, resort-style pools, tennis courts, fitness center, arcade, on-site restaurant, and a clubhouse—all secured with 24-hour gated entry. Conveniently located off US Hwy 192 and Toll Road 429, Windsor at Westside offers quick access to shopping, dining, and the “secret” west entrance to Disney via Western Way. Whether you're searching for a vacation retreat, or a high-performing investment property, this home is move-in ready and offers exceptional value in one of Central Florida’s premier resort communities. Don’t miss your opportunity to own a piece of the magic!

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

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

Remarks: Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions. HOA includes cable, internet, lawn care, and resort amenities. Buyer to verify all information, including rental restrictions and HOA requirements.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Paula Maestrini (407-728-2666)

Remarks: This is Windsor at Westside, your new home far from home! This beautiful townhouse features an amazing living room facing the desired pool you crave to see after a day of all the parks fun! INVESTMENT, this is the name of the game, this house has still books to come, which means money in your pocket. Upstairs, you will find 4 bedrooms with decorations ready to go.

Listing is courtesy of: FABIANO DIAS REALTY LLC (689-241-6853)

Listing Agent: Fabiano Dias (689-241-6853)

Remarks: FULLY FURNISHED | TURNKEY INVESTMENT | RESORT-STYLE COMMUNITY Welcome to this beautiful two-story home located in the highly desirable resort-style community of Windsor at Westside. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property is move-in ready and perfectly suited as a primary residence, vacation home, or income-producing short-term rental. The home offers a bright and open layout, with a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connecting to the formal dining area and multiple living spaces—ideal for entertaining family and guests. Large sliding glass doors lead to a private screened-in pool area, providing a relaxing outdoor retreat with added comfort and privacy. Residents and guests enjoy access to outstanding resort-style amenities, including a spectacular pool with lazy river and waterslide, a fully equipped clubhouse with lounge areas, a tiki bar by the pool, fitness center, game room and arcade, as well as sports courts for tennis, basketball, and volleyball, plus a soccer field and playground. The community also features a scenic lake with a pier, a convenience store, and 24-hour gated security. Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Disney Springs, the property is surrounded by a wide variety of shopping, dining, and entertainment options. This is a fantastic opportunity to own a fully equipped home in one of the most sought-after vacation communities in the area. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Pizzamiglio (508-364-4606)