Location: Windsor At Westside, Kissimmee
Do Not Show Listings
8811 GENEVE CT, KISSIMMEE, FL 34747
$399,99957 Days on yellowkey MLS ID: S5146973
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $10,001 (2.4%) on 05/01/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2018Monthly Fee: $579 Tax: $6,358 (2025)Community: Windsor At Westside Ph 2BSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,358
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
8936 SYDNEY AVE, KISSIMMEE, FL 34747
$445,000128 Days on yellowkey MLS ID: O6374304
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $673 Tax: $5,571 (2025)Community: Windsor At Westside Ph 3Spa: NoTownhouse
Taxes:$5,571
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)
2402 DUBAI ST, KISSIMMEE, FL 34747
$460,000265 Days on yellowkey MLS ID: O6341750
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $673 Tax: $7,189 (2024)Community: Windsor At Westside Ph 3Spa: NoTownhouse
Taxes:$7,189
Tax Year: 2024
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)
1987 MAJORCA DR, KISSIMMEE, FL 34747
$416,99913 Days on yellowkey MLS ID: O6397361
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $665 Tax: $7,682 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,682
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
2428 DUBAI ST, KISSIMMEE, FL 34747
$440,000646 Days on yellowkey MLS ID: O6233761
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $605 Tax: $7,376 (2023)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,376
Tax Year: 2023
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)
2427 DUBAI ST, KISSIMMEE, FL 34747
$444,000421 Days on yellowkey MLS ID: S5123971
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2020Monthly Fee: $591 Tax: $7,228 (2024)Community: Windsor At WestsideTownhouse
Taxes:$7,228
Remarks: Dive headfirst into paradise at 2427 Dubai Street, Windsor At Westside! Forget ordinary – this is your resort, a dazzling, delivering a 6.9% Cap rate to the current owner is this fully furnished 5-bedroom, 4.5-bathroom end unit townhome where luxury meets pure, unadulterated fun. Imagine: sun-kissed mornings by your private, screened-in pool, the cool water shimmering like a sapphire. But hold on, the adventure's just beginning! Picture this: lazy river drifts, piña coladas at the tiki bar, adrenaline-pumping workouts in the cutting-edge gym, and legendary sports court showdowns. This isn't just a home; it's a launchpad to Orlando's magic, where theme park thrills, culinary explosions, and retail therapy await, just minutes away! Sensational financials available on request!
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
1909 MAJORCA DR, KISSIMMEE, FL 34747
$445,00016 Days on yellowkey MLS ID: S5149758
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $580 Tax: $7,423 (2025)Community: Windsor At WestsideTownhouse
Taxes:$7,423
Remarks: Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside resort community. Turnkey and professionally designed, this property is thoughtfully appointed to host large groups in style and comfort—an exceptional opportunity for investors seeking a high-performing short-term rental, or for buyers searching for the ultimate vacation retreat. A standout feature you won't find in most resort homes? Your own private garage—a rare and valuable bonus that offers added convenience, secure storage, and an extra layer of everyday practicality that sets this property apart from the competition. For out-of-state owners and short-term rental investors, this home delivers true peace of mind: a whole-home leak defense system actively monitors for water issues and helps prevent costly damage when you're miles away, while a brand-new washer and dryer mean one less major appliance to worry about replacing down the road. Even better, the home is just steps from the clubhouse, resort pool, and full lineup of community amenities—putting the very best of Windsor at Westside right at your doorstep. And when you're ready for quieter moments, step outside to your own private, screened-in pool—a tranquil escape where you can unwind in complete privacy after a day of adventure. As an owner at Windsor at Westside, you and your guests enjoy access to a world-class amenity collection, including a resort-style main pool with children's splash pad, relaxing hot tub, lazy river, fully equipped fitness center, arcade, kids' activity room, and basketball and volleyball courts. Ideally situated just minutes from Walt Disney World, Universal Studios, and SeaWorld, the home also places you near premier dining, championship golf, and upscale shopping at The Florida Mall and nearby outlet centers. Don't miss your chance to own a slice of paradise in one of Central Florida's most prestigious gated communities—where magical memories and smart investment go hand in hand.
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$439,00034 Days on yellowkey MLS ID: O6401749
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $591 Tax: $5,607 (2025)Community: Windsor At WestsideTownhouse
Taxes:$5,607
Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The white kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
2058 ROME DR, KISSIMMEE, FL 34747
$435,00092 Days on yellowkey MLS ID: O6385195
REDUCED by $15,000 (3.3%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2015Monthly Fee: $580 Tax: $7,931 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,931
Remarks: Seller may consider buyer concessions if made in an offer ~ Welcome to opportunity in the GUARD GATED ~ RESORT COMMUNITY of Windsor at Westside – a FULLY FURNISHED ~ TURN KEY 5-bedroom, 4.5-bath PRIVATE POOL townhome that books well as a short-term rental and is ready to generate income from day one! Thoughtfully designed and tastefully decorated, this home feels light, bright, fresh, and truly move-in ready. TILE FLOORS flow throughout the main living areas, complemented by crown molding that elevates the OPEN CONCEPT living and dining spaces. The modern kitchen is both functional and stylish, featuring STAINLESS STEEL APPLIANCES, a tiled backsplash, ample cabinet and counter space, recessed lighting, pantry storage, and a large ISLAND with bar seating under pendant lighting – perfectly positioned to overlook the living and dining areas, making staying connected and entertaining effortless. A built-in drop zone at the foyer adds convenience for guests arriving and departing, while the covered front entry enhances curb appeal. The flexible floor plan includes a MAIN FLOOR BEDROOM & FULL BATH – ideal for multi-generational stays or guests who prefer first-floor accommodations. Upstairs, you will find the generous PRIMARY SUITE, a secondary en-suite bedroom with its own private bath, and additional well-appointed bedrooms and bathrooms designed with comfort and functionality in mind. Step outside to your COVERED PAVER LANAI and PRIVATE SCREENED POOL – a must-have for today’s vacation rental guests – complete with a convenient poolside half bath. Whether guests are soaking up the Florida sunshine poolside or floating the lazy river at the clubhouse, this property delivers the FULL RESORT EXPERIENCE. In addition to your private pool, Windsor at Westside offers a stunning community pool, clubhouse, fitness center, restaurant, game room, and one of the area’s most sought-after lazy rivers – amenities that consistently attract repeat bookings. The 1-car garage adds storage and owner convenience, while the LOW MAINTENANCE townhome lifestyle makes this an easy choice for investors or vacation home/second-home buyers alike. Located just minutes from world-famous theme parks, championship golf courses, premier shopping and dining, and with easy access to US-27 and 192, Windsor at Westside remains one of Kissimmee’s sought-after short-term rental communities. If you have been searching for a well-performing, fully furnished, income-producing vacation home in a true resort-style community – this is the one! Call today for more information and schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2410 TANGIER DR, KISSIMMEE, FL 34747
$428,00026 Days on yellowkey MLS ID: A4692263
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $584 Tax: $7,083 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,083
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)
1953 MAJORCA DR, KISSIMMEE, FL 34747
$370,000138 Days on yellowkey MLS ID: O6372789
REDUCED by $12,000 (3.1%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2016Monthly Fee: $530 Tax: $7,751 (2025)Community: Windsor At Westside Ph 1Townhouse
Taxes:$7,751
Remarks: ***TENANT OCCUPIED*** Discover an exceptional opportunity with this beautiful 4-bedroom, 3.5-bathroom townhome, ideally located just minutes from the Walt Disney World Resort. This 2,102 sq. ft. property, built in 2016, is situated in the desirable, gated Windsor at Westside Community. The townhome includes a private pool and a one-car attached garage. The open floorplan features a kitchen/family room combo, high ceilings, tile and carpet flooring, walk-in closets, and an in-wall pest system. The HOA fees cover internet, cable, ground maintenance, pest control, trash disposal, and exterior maintenance, making it a low-maintenance option for owners. This property is an excellent option for short-term rental/vacation home use, with a minimum lease of just 1-7 days allowed, offering great potential for rental income. It can also be rented as a residencial long term. Residents and guests have access to Windsor at Westside's extensive, 8,000 sq. ft. clubhouse and amenity center, which includes: A resort-style heated pool and spa, Lazy river, Fitness center, Poolside cabanas, On-site store, restaurant, and bar, Sports courts (volleyball, tennis, basketball), Playground and game room. This home offers a perfect blend of a private retreat and resort-style living, with everything needed for a primary residence, second home, or profitable investment property.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Danielle Marcondes Franca Viana Silva (407-668-0245)
8942 SYDNEY AVE, KISSIMMEE, FL 34747
$458,00023 Days on yellowkey MLS ID: O6404821
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $584 Tax: $6,808 (2025)Community: Windsor At Westside; Windsor/WestsideSpa: YesTownhouse
Taxes:$6,808
Remarks: TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!
Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)
Listing Agent: Lucia Wu (407-765-2618)
2015 MAJORCA DRIVE, KISSIMMEE, FL 34747
$412,90034 Days on yellowkey MLS ID: S5148415
1 Days Off yellowkey (back on 5/4/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $580 Tax: $7,670 (2025)Community: Windsor At WestsideSpa: NoTownhouse
Taxes:$7,670
Middle School: Horizon Middle
Remarks: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Fernando Peralta (267-474-7628)
8887 GENEVE CT, KISSIMMEE, FL 34747
$435,000422 Days on yellowkey MLS ID: O6295445
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2018Monthly Fee: $560 Tax: $7,963 (2024)Community: Windsor At Westside Ph 2BSpa: YesTownhouse
Taxes:$7,963
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)
2006 MAJORCA DR, KISSIMMEE, FL 34747
$439,000110 Days on yellowkey MLS ID: O6380751
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $579 Tax: $7,966 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,966
Remarks: Under contract-accepting backup offers. Welcome to this exceptional 5-bedroom, 4.5-bathroom vacation retreat featuring a private heated pool and outdoor kitchen with gas grill, thoughtfully designed for both refined relaxation and entertaining. This bright corner-unit home is filled with natural light and offers a spacious open-concept layout with ceramic tile throughout. The modern kitchen features stainless steel appliances and overlooks the main living and dining areas. The first floor includes a private bedroom with a full bathroom, ideal for guests or multi-generational living. Upstairs, the expansive primary suite offers an en-suite bathroom, along with a second en-suite bedroom, two additional bedrooms, and a shared full bath. Enjoy Florida living outdoors with a heated pool, pool-area half bath, and outdoor kitchen. A detached garage has been converted into a game room for added entertainment. Located just minutes from world-famous theme parks, this gated resort community offers exceptional amenities, including a resort-style pool with cabanas, lazy river, clubhouse with fitness center, on-site dining, sports courts, playground, and 24/7 security. Conveniently close to golf, shopping, dining, and major attractions. Perfect for families, groups, and vacationers looking for space, comfort, and resort-style fun close to all the action!
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Cassius De Moura (407-989-0007)
8867 GENEVE CT, KISSIMMEE, FL 34747
$404,00039 Days on yellowkey MLS ID: S5147875
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2102 Built: 2018Monthly Fee: $580 Tax: $7,588 (2025)Community: Windsor At Westside Ph 2BTownhouse
Taxes:$7,588
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)
8891 GENEVE CT, KISSIMMEE, FL 34747
$420,000162 Days on yellowkey MLS ID: S5140222
REDUCED by $20,000 (4.5%) on 04/29/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2018Monthly Fee: $584 Tax: $5,607 (2025)Community: Windsor At Westside Ph 2BSpa: NoTownhouse
Elementary School: Westside Elem
Remarks: Welcome to luxurious living in the Windsor at Westside community in Kissimmee, Florida. This exquisite two-story townhome spans 2,263 square feet, offering a generous blend of comfort and style with 5 bedrooms and 4.5 bathrooms. Step inside to discover an open floor plan, perfect for entertaining and family gatherings. The first floor features a convenient bedroom with a full bathroom, catering to both versatile living needs and guest accommodations. The heart of the home opens up to a beautifully decorated, fully furnished interior, where every detail is thoughtfully curated. For those who love outdoor living, the screened-in pool and lanai create an ideal space for relaxation and entertainment. An outdoor half bath brings added convenience, ensuring guests have everything they need while enjoying the Florida sunshine. Currently thriving as a short-term rental, this property offers an incredible investment opportunity, drawing guests with its distinctive charm. The home is in high demand, making viewings a bit challenging, but the experience is truly rewarding when you set foot inside. The Windsor at Westside community is a coveted gated enclave known for its resort-style amenities. Indulge in the heated pool, float along the lazy river, or unwind at the Tiki Bar. For those seeking active recreation, the tennis and basketball courts, along with a fun-filled game room, offer endless enjoyment. Proximity to Walt Disney World Theme Parks adds a magical touch, making this location even more desirable. Embrace a lifestyle where comfort meets leisure in this sought-after Kissimmee townhome. Discover the unique blend of vacation vibes and homey warmth in this exceptional property. Schedule your tour today and experience the essence of Florida living!
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Gene May Sandobal (321-353-6150)
9047 RHODES ST, KISSIMMEE, FL 34747
$399,00083 Days on yellowkey MLS ID: S5145124
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2016Monthly Fee: $516 Tax: $7,751 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Remarks: Resort style living! Perfect for primary residence and an investment opportunity. This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area. This 24 hour guard gated resort provides a fabulous water park, 10,000 sq.ft. Clubhouse with Fitness Center, Resort-style heated Pool with Lazy River, Tiki Bar & Spa, Volleyball Court & Multi-Purpose Sports Courts. The home features 4 bedrooms 3 and half bathrooms, open floor plan, it is very new and furnished with modern comfort in mind. A guest bedroom with a full bathroom is located on the first floor. Upstairs you will find the remaining bedrooms, including a Harry Potter themed room. The rooms are arranged around a central large loft area, that is ideal for everyone to relax and play games. The technology in the home is all new, with 6 TVs, a Sony Playstation 4, DVD player and of course Free and Fast WiFi and free local and long distance calling to the USA and Canada. Lounge outside, at your own private pool, enjoy a relaxing conversation, a swim or just enjoy the south facing pool. We are also steps away from the club house, which has everything from a large pool, cabanas, lazy river, game arcade, cafe & bar, and gym. This is a perfect investment or residential opportunity. The home is currently on a short term rental program and has a great potential! Rental history available by request. Call and schedule your private tour today or enjoy a virtual walk through with our Matter port tour!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Stani Delcheva (407-405-6815)
2412 TANGER DR, KISSIMMEE, FL 34747
$418,000100 Days on yellowkey MLS ID: G5108377
0 Days Off yellowkey (back on 4/27/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $538 Tax: $7,071 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,071
Remarks: Under contract-accepting backup offers. 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!
Listing is courtesy of: MOBED REALTY, P.A. (352-223-4884)
Listing Agent: Yuanyuan Li (407-883-2819)
2411 DUBAI ST, KISSIMMEE, FL 34747
$415,00047 Days on yellowkey MLS ID: O6398120
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $579 Tax: $6,787 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,787
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: Rui Gao (407-222-7801)
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