Windsor At Westside Ph 3 Homes with Pool Community Features

Windsor At Westside Ph 3 Homes with Pool Community Features

Welcome to Windsor at Westside Phase 3, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This vibrant community is a true gem, offering an idyllic blend of luxury and comfort that caters to families, vacationers, and investors alike.

As you explore Windsor at Westside, you will be captivated by the stunning array of homes, each designed with modern elegance and thoughtful detail. Many of these residences boast private pools, providing the perfect oasis for relaxation and recreation under the warm Florida sun. Imagine lounging by your own pool, hosting barbecues with family and friends, or enjoying a refreshing dip after a long day at the nearby attractions.

The community features a wealth of amenities that elevate the living experience. Residents can take advantage of a state-of-the-art clubhouse, where you can unwind or socialize with neighbors. The resort-style pool, complete with cabanas, is perfect for soaking up the sun, while the fitness center ensures you can maintain an active lifestyle. For families, the playground and sports courts offer endless opportunities for fun and friendly competition.

Windsor at Westside Phase 3 is conveniently located near major highways, making it easy to explore all that Central Florida has to offer—from the magic of Walt Disney World to the excitement of Universal Studios. With shopping, dining, and entertainment just a stone’s throw away, this community truly embodies the essence of Florida living.

Whether you’re looking for a permanent residence, a vacation home, or an investment opportunity, Windsor at Westside Phase 3 is a place where dreams come home. Embrace the lifestyle you deserve in this captivating community!

Newest Windsor At Westside Ph 3 Homes with Pool Community Features

$465,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Fully Furnished 5-Bedroom Townhome with Heated Private Pool in Prime Kissimmee Location Welcome to this exceptional two-story townhome in the heart of Kissimmee, offering the perfect combination of comfort, style, and investment potential. Fully furnished and move-in ready, this beautifully maintained property is an outstanding opportunity for homeowners, vacation home buyers, and investors seeking a high-demand short-term or long-term rental property. Featuring 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, this home offers an ideal layout for families and guests alike. The elegant primary suite provides a private retreat with a generous walk-in closet and a well-appointed en-suite bathroom. The additional bedrooms feature built-in closets and are thoughtfully designed to maximize comfort and convenience. Adding to the home's appeal, several of the bedrooms showcase fun and creative themed designs that guests of all ages will love, creating a memorable experience and enhancing its rental attractiveness. The open-concept floor plan creates a bright and welcoming atmosphere, seamlessly connecting the spacious living room, dining area, and kitchen. Whether entertaining guests or accommodating larger groups, the expansive living spaces provide both functionality and comfort. The beautiful kitchen is designed to impress, featuring solid wood cabinetry, elegant stone countertops, and a full suite of included appliances. With ample storage and workspace, it is perfectly equipped for everyday living or vacation rental use. Step outside to your own private resort-style retreat. The large heated swimming pool is enclosed within a screened lanai, allowing you and your guests to enjoy Florida’s beautiful weather year-round while maintaining comfort and privacy. This inviting outdoor space is ideal for relaxing, entertaining, or creating unforgettable vacation memories. One of the property's standout features is its access to an incredible, amenity-rich HOA community. Residents and guests enjoy a wide range of resort-style amenities designed to enhance both lifestyle and vacation experiences, adding tremendous value and appeal for owners and renters alike. Ideally located near major roadways, shopping, dining, entertainment, and highly rated schools, this property offers easy access to everything Central Florida has to provide. Its prime location, combined with its fully furnished condition, themed bedrooms, private heated pool, and exceptional community amenities, makes it a highly desirable choice for both personal use and investment purposes. Whether you are looking to expand your real estate portfolio or purchase a turnkey property with outstanding rental potential, this impressive Kissimmee townhome is an opportunity you won't want to miss. Schedule your private showing today and discover the value, versatility, and income potential this remarkable home has to provide

8923 Sydney Avenue, Kissimmee
$495,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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.

2426 Tangier Drive, Kissimmee
$524,900
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Just reduced $25,000! PRICED BELOW MARKET VALUE. This fully furnished property with EV station is within walking distance of the clubhouse. Rental-ready 6-bedroom property is priced to move fast and generate income from day one. Located in the newer phase of Windsor at Westside, one of Central Florida's most in-demand short-term rental communities, this turnkey corner-lot pool home is built for out-of-state and international investors seeking a hands-off, high-performing addition to their portfolio. Offering over 3,100 square feet, 6 bedrooms and 4.5 bathrooms, this home sleeps large groups comfortably and is approved for short-term and vacation rental use, a rare combination that keeps demand strong for owners renting on Airbnb, VRBO, and similar platforms. The open floor plan features a chef-style kitchen with stainless steel appliances, a breakfast bar, and abundant counter and cabinet space, flowing directly into the main living and dining areas, ideal for guests, groups, and multi-family stays. The primary suite includes a walk-in closet and a spa-style ensuite with dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms and bathrooms offer flexible sleeping arrangements, making this property equally suited for large families or short-term rental guests booking multiple rooms. Private pool and patio, set on a desirable corner lot with added space and curb appeal. The home is being sold fully furnished, a true turnkey opportunity for investors who want to start generating rental income immediately, with no renovation, staging, or setup required. This home sits within walking distance of one of the community's resort-style pools, and residents enjoy full access to Windsor at Westside's clubhouse, fitness center, game room, basketball court, on-site restaurant, multiple resort pools, a lazy river, and a waterslide. The location is minutes from Central Florida's world-famous attractions, a major draw for renters and a strong long-term value driver for owners.

8936 Prague Way, Kissimmee
$418,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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.

2410 Tangier Drive, Kissimmee
$498,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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!

8933 Prague Way, Kissimmee
$445,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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.

8936 Sydney Avenue, Kissimmee
$460,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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.

2402 Dubai Street, Kissimmee
$579,000
7 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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!

8900 Prague Way, Kissimmee
$499,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
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!

2429 Dubai Street, Kissimmee
$490,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
*** 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.

2430 Tangier Drive, Kissimmee
Start Your Search