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$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Discover the perfect blend of investment potential and resort-style living with this stunning 5-bedroom, 4.5-bathroom townhome, fully furnished and ideally situated in the exclusive Windsor at Westside Resort—one of Central Florida’s most desirable vacation rental communities. Offered turnkey and professionally decorated, with all future reservations transferring to the new owner—making it a seamless, income-generating opportunity from day one. Step inside and experience a thoughtfully designed layout with over 2,000 sq ft of living space. The open-concept main level features a modern kitchen complete with granite countertops, stainless steel appliances, premium cabinetry, and a spacious island that flows effortlessly into the dining and living areas—ideal for entertaining family and friends. A first-floor bedroom and a convenient half bath off the private, south-facing pool deck make hosting guests both easy and enjoyable. Upstairs, you’ll find a generous loft and four additional bedrooms, including multiple en-suites, providing privacy and comfort for everyone. Outside, your screened-in splash pool offers a tranquil setting for morning coffee or sunset cocktails under the Florida sky. Just steps beyond the pool, a paved walkway leads directly to the Mediterranean-inspired clubhouse and recreation center, which serves as the heartbeat of the community. Enjoy resort-style amenities such as a lagoon-style pool, lazy river, kids’ splash zone, full-service restaurant & bar, fitness center, arcade, sports courts, outdoor lounge with fireplace, and more—designed to delight guests of all ages and ensure high rental demand year-round. Windsor at Westside is a guard-gated community with 24-hour security and HOA services that include lawn care, internet, and daily trash service, allowing you and your guests to focus on what truly matters—relaxation and fun. Perfectly located near Disney World, Margaritaville, Sunset Walk, and just minutes from I-4 and US-192, this home places you in the heart of Central Florida’s top attractions, shopping, dining, and entertainment. Whether you're searching for a profitable short-term rental, a second home, or a primary residence with a resort lifestyle, this property checks all the boxes. With its prime location, luxury finishes, strong booking history, and world-class amenities, this is more than just a home—it’s a lifestyle and a smart investment in one of Florida’s hottest markets. Don’t miss your chance to own a slice of paradise—schedule your private showing today and take the next step toward owning your dream vacation home.

2438 Dubai Street, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to your dream vacation retreat or income-generating investment property! This beautifully appointed 5-bedroom, 4.5-bathroom townhome is located in the highly sought-after Windsor at Westside Resort in Kissimmee, Florida — just minutes from Walt Disney World and Central Florida’s top attractions. Offered fully furnished and turnkey-ready, this spacious home features a modern open-concept layout, stylish finishes, and thoughtful upgrades throughout. The gourmet kitchen boasts granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connecting to the dining area and comfortable living room — perfect for entertaining or relaxing after a day at the parks. Each of the five generously sized bedrooms offers plush accommodations, with two en-suite baths for added privacy. The private splash pool and screened lanai create a tranquil outdoor space ideal for family fun or peaceful relaxation. Located in a resort-style, gated community, Windsor at Westside offers unmatched amenities including a luxury clubhouse, lagoon-style pool with lazy river, fitness center, sports courts, arcade, on-site dining, and 24-hour security. Don’t miss your chance to own a piece of paradise in one of Central Florida’s top vacation communities! Schedule your private tour today!

2439 Dubai Street, Kissimmee
$408,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Price to sell!!Excellent Condition! Top-Performing Short-Term Rental!!! This fully furnished 5-bedroom, 4.5-bathroom townhome is located in the highly sought-after guard-gated Windsor at Westside Resort, just minutes from Walt Disney World, and offers a true turnkey investment opportunity with all future reservations transferring to the new owner for immediate income from day one. Featuring over 2,000 square feet of bright, open living space, the home showcases a modern kitchen with granite countertops, stainless steel appliances, premium cabinetry, and a large island that flows seamlessly into the spacious living and dining areas, all leading to a private screened-in pool perfect for relaxing after a day at the parks. Upstairs includes a generous loft and four additional bedrooms, including multiple en-suites, providing comfort and privacy for larger groups, while the resort-style amenities—such as a lagoon-style pool, lazy river, waterslide, splash zone, fitness center, arcade, sports courts, on-site restaurant and bar—create strong year-round rental demand. HOA services cover lawn care, internet, daily trash service, and 24-hour security, offering low-maintenance ownership, and with close proximity to Margaritaville Resort Orlando, Sunset Walk, US-192, and I-4, this property delivers the perfect blend of location, lifestyle, and proven investment performance. Don’t miss your chance to own a slice of paradise—schedule your private showing today and experience the resort lifestyle for yourself!

2412 Tanger Drive, Kissimmee
$405,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Lowest-Priced Fully furnished with high-end designer finishes. 5-Bedroom with Private Pool in Windsor at Westside! Welcome to this well-maintained 5-bedroom, 4.5-bathroom townhome built in 2020, located in the highly desirable Windsor at Westside resort community. This property stands out with a private screened-in pool and no rear neighbors, offering added privacy—an important feature for both homeowners and short-term rental guests. The first floor features a bedroom with full bath, ideal for guests or flexible use. The open-concept layout connects the kitchen, dining, and living areas, with sliding doors leading directly to the pool area. Upstairs includes a spacious loft and four additional bedrooms, including a primary suite and an ensuite bedroom, providing functional separation and comfort. Windsor at Westside offers resort-style amenities, including a clubhouse, lazy river, pool, fitness center, restaurant, sports courts, and more. Conveniently located near Disney, major highways, shopping, and dining, this home is well-suited for short-term rental investment, vacation use, or primary residence. Priced to sell and currently one of the best values in the community.

2411 Dubai Street, Kissimmee
$405,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
**Huge Price Improvement!!!** Live the RESORT LIFESTYLE every day or generate EXCEPTIONAL SHORT-TERM RENTAL income with this INCOME PRODUCING, stunning 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor at Westside community! FULLY FURNISHED and designed with both comfort and style in mind, this spacious home offers the perfect blend of modern convenience and vacation-ready amenities. Just minutes from DISNEY WORLD! Step inside to an OPEN-CONCEPT LAYOUT with a sleek kitchen featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a LARGE ISLAND perfect for entertaining. The bright and airy living area flows seamlessly to your PRIVATE SCREENED-IN POOL, ideal for relaxing after a day at the parks or soaking up the Florida sun. Upstairs, you'll find a LARGE LOFT and GENEROUSLY SIZED BEDROOMS, including multiple en-suites, offering plenty of room for guests or a growing family. With over 2,000 sq ft of living space and a thoughtfully designed floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing rental. As part of Windsor at Westside, enjoy WORLD-CLASS COMMUNITY AMENITIES like a RESORT STYLE POOL with LAZY RIVER and WATER SLIDE, FITNESS CENTER, CLUBHOUSE, ARCADE, and ON-SITE BAR AND GRILL. Just minutes from WALT DISNEY WORLD, shopping, dining, and entertainment, this location puts you in the heart of Central Florida fun! Don’t miss your chance to own a piece of paradise in Windsor at Westside!

2432 Tangier Drive, Kissimmee
$399,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Best-Priced 5-Bedroom Townhouse in Windsor at Westside! Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom two-story townhouse located in the sought-after resort community of Windsor at Westside in Kissimmee. Built in 2020, this home features a private screened-in pool and the added benefit of no rear neighbors, offering extra privacy. The main level welcomes you with a spacious bedroom and full bathroom on the left, followed by a bright and open layout connecting the kitchen, dining area, and living room—perfect for entertaining or relaxing. Sliding doors lead out to the tranquil pool area, ideal for enjoying Florida’s sunny weather year-round. Upstairs, a generous loft provides a comfortable second living space and separates the remaining four bedrooms, including a luxurious primary suite and an additional ensuite bedroom, ensuring comfort and privacy for guests or family members. Windsor at Westside is a gated, amenity-rich community featuring an 8,000 sq. ft. clubhouse, resort-style pool with lazy river and water park, fitness center, restaurant/bar, tennis and basketball courts, sand volleyball, and even a small soccer field. Centrally located just minutes from Disney, golf courses, shopping, dining, and major highways, this townhome is perfect as a short-term rental investment and second home. Don't miss this opportunity to own one of the best-valued homes in a premier resort community!

2406 Dubai Street, Kissimmee
$399,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Amazing Disney Dream Home located in the Windsor at Westside Community just minutes from the parks! Each room is fully furnished and uniquely themed for any Disney fan! Enjoy Mickey and Minnie, Magic Kingdom, Star Wars, Disney Princess and Marvel themed rooms and bathrooms. Fans with decorative lighting have been added throughout the home along with updated energy-efficient lighting. Gorgeous granite countertops and dark wood cabinets add to its luxurious feel. The owners have taken pride in their upgrades and maintenance of the home This 5 bedroom 4.5 bath townhome built in 2019 and has it's own private pool and heater! The main community clubhouse, also just a short walk away, is 10,000 square feet and offers another resort style pool with a splash area, lazy river, tiki bar and lounge. It also features a fitness center, game room, market, volleyball courts, multipurpose courts, playground, and concierge service. This is an amazing rental opportunity.

8913 Sydney Avenue, Kissimmee
$390,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
"'Big Price Improvement!!"-- Motivated Seller! EVERYTHING IS LIKE NEW! HIGHLY PERFORMING SHORT-TERM-RENTAL. VACANT NOW! Discover the perfect blend of investment potential and resort-style living with this stunning and fully furnished 5-bedroom, 4.5-bathroom townhome located in the highly sought-after, guard-gated Windsor at Westside Resort—one of Central Florida’s premier vacation rental destinations just minutes from Disney World. Offered turnkey and professionally decorated, this home transfers with all future reservations, giving you a seamless, income-generating opportunity from day one. Step inside to over 2,000 sq ft of bright, open living space, designed with comfort and style in mind. The open-concept main level features a sleek, modern kitchen equipped with granite countertops, stainless steel appliances, premium cabinetry, and a large island perfect for entertaining family, friends, or guests. The spacious living and dining areas flow effortlessly onto your private, screened-in pool, ideal for unwinding after a day at the parks or soaking up the Florida sun. Upstairs, enjoy a generous loft along with four additional bedrooms—including multiple en-suites—delivering ample privacy and comfort for groups of all sizes. Whether you’re hosting vacationers or settling in with your own family, the thoughtful layout ensures everyone has room to relax.Outside your door, follow the paved walkway to the heart of the community: Windsor at Westside’s Mediterranean-inspired clubhouse and recreation center, offering an unmatched lineup of resort-style amenities. Enjoy a lagoon-style pool, lazy river, water slide, kids’ splash zone, fitness center, arcade, sports courts, outdoor lounge with fireplace, and even an on-site restaurant and bar—all designed to delight guests of every age and guarantee strong rental demand year-round. HOA services include lawn care, internet, daily trash service, and 24-hour security, allowing you and your guests to focus solely on relaxation and fun. Perfectly positioned near Disney World, Margaritaville, Sunset Walk, US-192, and I-4, you’ll have quick access to world-class attractions, dining, shopping, and entertainment. Whether you’re seeking a profitable short-term rental, a vacation retreat, or a primary residence with resort amenities, this property checks every box. With its prime location, luxury finishes, proven booking history, and full access to Windsor at Westside’s world-class amenities, this home offers both an exceptional lifestyle and a smart investment opportunity. Don’t miss your chance to own a slice of paradise—schedule your private showing today and experience the resort lifestyle for yourself!

8927 Sydney Avenue, Kissimmee