Location: Windsor At Westside, Kissimmee
Do Not Show Listings
8912 RHODES ST, KISSIMMEE, FL 34747
$490,00083 Days on yellowkey MLS ID: S5148044
REDUCED by $20,000 (3.9%) on 07/13/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2016Monthly Fee: $607 Tax: $10,299 (2025)Community: Windsor At Westside Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,299
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
1909 MAJORCA DR, KISSIMMEE, FL 34747
$434,99963 Days on yellowkey MLS ID: S5149758
REDUCED by $10,001 (2.2%) on 07/13/2026
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.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
9013 RHODES ST, KISSIMMEE, FL 34747
$599,000144 Days on yellowkey MLS ID: O6381275
REDUCED by $52,900 (8.1%) on 07/13/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2018Monthly Fee: $563 Tax: $10,106 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$10,106
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Located in the exclusive gated community of Windsor at Westside, this beautiful two-story residence, sold fully furnished, is the perfect combination of comfort, sophistication, and excellent investment potential. With 6 bedrooms, 4 full bathrooms, and 1 powder room, the house features a modern open-concept layout, providing spacious, integrated, and well-lit environments. Upon entering, a charming veranda with a garden welcomes you and creates a cozy atmosphere. Inside, you'll find a spacious living room with ceiling fans, integrated with the dining room and kitchen, forming an ideal environment for both everyday life and entertaining guests. Sliding glass doors lead to the outdoor area, where the private pool and covered veranda are located—the perfect space for leisure and relaxation. The kitchen is fully equipped with appliances, wooden cabinets, and a breakfast bar, combining practicality and elegance. The master suite is located on the first floor, offering privacy, a large bathroom, and a walk-in closet. On the second floor are the other five bedrooms—all with closets and carpeting—as well as a spacious loft that can be used as a TV room, game room, or additional living space. The condominium offers a complete resort-style structure, with a clubhouse, swimming pool, gym, volleyball courts, playground, game room, and security, providing leisure and convenience for the whole family. The location is privileged: just 15 minutes from Walt Disney World, close to golf courses, outlets, restaurants, supermarkets, and with easy access to the region's main highways. It is also about 30 minutes from Orlando International Airport, facilitating travel for domestic and international trips. Whether for living or investing in vacation rentals, this is a unique opportunity in one of Florida's most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Rosania Taylor (407-580-6137)
8801 RHODES ST, KISSIMMEE, FL 34747
$610,000490 Days on yellowkey MLS ID: O6289038
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $584 Tax: $12,143 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$12,143
Tax Year: 2024
Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Hanna Zhang (407-601-8668)
8866 GENEVE CT, KISSIMMEE, FL 34747
$489,00018 Days on yellowkey MLS ID: O6420355
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2017Monthly Fee: $580 Tax: $7,773 (2025)Community: Windsor At Westside Ph 2BSpa: NoTownhouse
Taxes:$7,773
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)
8817 CORCOVADO DR, KISSIMMEE, FL 34747
$678,0004 Days on yellowkey MLS ID: O6423332
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2018Monthly Fee: $458 Tax: $12,253 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$12,253
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)
8838 GENEVE CT, KISSIMMEE, FL 34747
$435,00016 Days on yellowkey MLS ID: O6420591
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2018Monthly Fee: $560 Tax: $7,833 (2025)Community: Windsor At Westside Ph 2BTownhouse
Taxes:$7,833
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)
8917 RHODES ST, KISSIMMEE, FL 34747
$514,9005 Days on yellowkey MLS ID: O6424012
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3142 Built: 2017Monthly Fee: $563 Tax: $10,046 (2025)Community: Windsor At Westside Ph 1Single Family
Taxes:$10,046
Elementary School: Westside K-8
Remarks: Welcome to **8917 Rhodes Street**, an exceptional **fully furnished** 6-bedroom, 4.5-bath luxury vacation home in the prestigious **24-hour guard-gated Windsor at Westside Resort**. Ideally located **just steps from the clubhouse**, this beautifully upgraded property combines luxury, comfort, and outstanding investment potential in one of Central Florida's most sought-after short-term rental communities. Professionally designed with **over $80,000 in high-end furnishings and décor**, the home showcases elegant wall treatments, custom designer lighting, luxury finishes, and spectacular themed bedrooms that create an unforgettable guest experience and generate outstanding guest reviews. Step outside to your own private oasis featuring a **heated pool and spa**, perfect for relaxing after a day at the theme parks. **This home stands out as one of the very few in the community offering a custom-built, high-quality summer kitchen—beautifully designed and expertly constructed—perfect for outdoor entertaining and elevating the guest experience.** The spacious primary suite offers peaceful views overlooking the pool, creating the perfect retreat for owners and guests alike. This property is **turnkey and income-producing**, with **thousands of dollars in future bookings already in place**, allowing the new owner to generate immediate rental income from day one. Windsor at Westside offers world-class resort amenities just a short walk away, including a spectacular zero-entry resort pool, lazy river, tiki bar, fitness center, arcade, sports courts, playground, and clubhouse—delivering the true resort experience that vacationers seek. Located just minutes from **Walt Disney World**, Universal Orlando, world-class shopping, restaurants, golf courses, and major attractions, this home enjoys one of the most desirable locations in the Orlando vacation rental market. Whether you're searching for a luxury family retreat, a high-performing Airbnb/short-term rental, or a turnkey investment with immediate cash flow, **8917 Rhodes Street offers the complete package.** Opportunities like this are rare—schedule your private showing today.
Listing is courtesy of: BB GROUP REALTY CORP (407-624-7625)
Listing Agent: Flavio Vieira De Melo (407-470-5008)
2058 ROME DR, KISSIMMEE, FL 34747
$435,000139 Days on yellowkey MLS ID: O6385195
0 Days Off yellowkey (back on 7/8/2026)
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: Under contract-accepting backup offers. 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)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$415,00081 Days on yellowkey MLS ID: O6401749
REDUCED by $24,000 (5.5%) on 07/01/2026
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 cream 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)
8930 SYDNEY AVE, KISSIMMEE, FL 34747
$409,00012 Days on yellowkey MLS ID: O6421749
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2019Monthly Fee: $584 Tax: $7,067 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,067
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)
2451 LUXOR DR, KISSIMMEE, FL 34747
$720,00012 Days on yellowkey MLS ID: O6419722
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2019Monthly Fee: $626 Tax: $9,469 (2025)Community: Windsor At Westside Phase 3Spa: YesSingle Family
Taxes:$9,469
Remarks: Welcome to this beautiful 8-bedroom, 6-bathroom vacation home in the highly desirable Windsor at Westside Resort. Perfectly located in a quiet section of the community, this home offers a peaceful water view while being right next to the clubhouse and resort-style pool. Designed for families and groups, the home features 3 king-size suites, 2 themed kids’ rooms, and 3 comfortable guest rooms, providing plenty of space and privacy for everyone. The fully equipped kitchen includes everything needed for preparing meals during your stay, with generous dining and gathering areas for family time. Step outside to your private screened-in pool and enjoy relaxing on the patio with a beautiful water view. Whether you are starting the morning with coffee, spending the afternoon by the pool, or unwinding after a day at the parks, this outdoor space is perfect for enjoying the Florida lifestyle. Located just minutes from Disney, shopping, dining, and Orlando’s world-famous attractions, this home combines comfort, convenience, resort amenities, and a peaceful setting. It is an excellent choice for your next family vacation or holiday getaway. This home has very beautiful booking history and financial income in the past a few years
Listing Agent: Jason Ding (407-808-5589)
2429 DUBAI ST, KISSIMMEE, FL 34747
$499,000785 Days on yellowkey MLS ID: O6206939
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $560 Tax: $6,921 (2023)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,921
Tax Year: 2023
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)
8926 ZURICH LN, KISSIMMEE, FL 34747
$482,900418 Days on yellowkey MLS ID: O6311534
REDUCED by $3,000 (0.6%) on 07/07/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,737 (2024)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$7,737
Remarks: Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at Westside is a top choice for travelers who value comfort, security, and resort-style amenities. Properties like this offer excellent short-term rental returns, with consistent year-round occupancy thanks to its unbeatable location and full-service infrastructure. Property & community highlights: • 5 spacious bedrooms – perfect for large families or groups • Gated community with 24-hour security • Resort-style clubhouse with pool, lazy river, fitness center, bar, sports courts & more • Fully furnished and move-in ready • Professional vacation rental management available Invest in more than just a home—invest in lifestyle. This property isn’t just real estate. It’s a smart investment, a lifetime of memories, and a source of consistent income. Let’s talk! This might be the opportunity you and your family have been waiting for.
Listing Agent: Luciano Real Schroeder (321-304-1550)
8875 GENEVE CT, KISSIMMEE, FL 34747
$420,0008 Days on yellowkey MLS ID: O6422639
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2018Monthly Fee: $665 Tax: $7,963 (2024)Community: Windsor At Westside Ph 2BTownhouse
Taxes:$7,963
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)
8869 BENGAL CT, KISSIMMEE, FL 34747
$489,00070 Days on yellowkey MLS ID: O6404732
2 Days Off yellowkey (back on 7/5/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $607 Tax: $9,465 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$9,465
Remarks: Under contract-accepting backup offers. CORNER LOT! Why wait for a new home to be built, when you can buy this fully furnished, turn-key VACATION HOME in the sought-after gated community of Windsor at Westside! Excellent Income Producing SHORT-TERM RENTAL Home. ONLY 10 MINS from Disney Gate! Fully furnished and professionally decorated two-story home with a private pool. This 5 bed/4 bath Winstone model features a spacious great room and kitchen with granite Island, allowing for ample seating and space to entertain. The sliding doors lead to your own private oasis with a covered, screened lanai with pool. One Guest Bedroom/Bath downstairs. Enjoy the myriad benefits of a resort-style community and have a blast! You'll have access to a fantastic clubhouse, a heated pool and spa, wireless internet on the pool deck, a lazy river, a state-of-the-art fitness center, a playground, a game room, and much more - all designed for families to relish for hours! The HOA takes care of landscaping maintenance, provides internet and cable services, and offers daily valet garbage disposal for your convenience. Located just a short distance from Highway 192, this charming short-term rental community provides easy access to major highways like I-4 and US-27. Plus, it's just a stone's throw away from theme parks, attractions, shopping malls, outlets, local restaurants, and grocery stores. Don't miss out on this fantastic opportunity to own a piece of the vacation rental market in the heart of Kissimmee!
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
1953 MAJORCA DR, KISSIMMEE, FL 34747
$357,000185 Days on yellowkey MLS ID: O6372789
5 Days Off yellowkey (back on 6/29/2026)
REDUCED by $13,000 (3.5%) on 06/02/2026
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)
8825 CORCOVADO DR, KISSIMMEE, FL 34747
$669,900107 Days on yellowkey MLS ID: S5146750
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $30,000 (4.3%) on 05/25/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $563 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$11,733
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)
1864 NICE CT, KISSIMMEE, FL 34747
$695,90097 Days on yellowkey MLS ID: O6396750
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $607 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Remarks: Welcome to 1864 Nice Ct, Davenport, FL - this 8-bedroom, 6-bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen, living, and dining area designed for entertaining or relaxing after a day at the parks. Both the first-floor and second-floor primary suites provide privacy and luxury, while the remaining bedrooms are perfectly set up for groups. Step outside to your fully enclosed pool and spa with lake views, ideal for sun-soaked afternoons, poolside dinners, or evening relaxation. The home is fully furnished and move-in ready, making it an effortless turnkey option for a second home, vacation rental, or short-term rental investment. Upstairs, the family room ensures there’s plenty of room for everyone to spread out comfortably and create memories together. Windsor at Westside Resort offers resort-style amenities that elevate the vacation experience, including a 10,000 sq ft clubhouse, zero-entry pool with waterslide, lazy river, splash park, lake and pier, tiki bar & fireplace lounge, fitness center, volleyball courts, and daily maintenance included in the HOA. This is a rare opportunity to own a fully furnished, move-in-ready, large-group vacation home in one of Orlando’s most sought-after resort communities. Schedule your private showing today and experience the perfect blend of Florida lifestyle, turnkey convenience, and rental income potential!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
1861 NICE CT, KISSIMMEE, FL 34747
$570,000226 Days on yellowkey MLS ID: O6363676
REDUCED by $2,000 (0.3%) on 07/06/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2018Monthly Fee: $563 Tax: $7,850 (2025)Community: Windsor At WestsideSingle Family
Taxes:$7,850
Remarks: Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Steward (386-243-9585)
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