Location: Windsor At Westside, Kissimmee
Do Not Show Listings
8866 GENEVE CT, KISSIMMEE, FL 34747
$489,00016 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,773
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
8838 GENEVE CT, KISSIMMEE, FL 34747
$435,00014 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)
2058 ROME DR, KISSIMMEE, FL 34747
$435,000137 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
Elementary School: Westside K-8
High School: Celebration High
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
$415,00079 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
$409,00010 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)
2429 DUBAI ST, KISSIMMEE, FL 34747
$499,000783 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)
8875 GENEVE CT, KISSIMMEE, FL 34747
$420,0006 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
Tax Year: 2024
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)
1953 MAJORCA DR, KISSIMMEE, FL 34747
$357,000183 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
Middle School: West Side
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)
8811 GENEVE CT, KISSIMMEE, FL 34747
$399,999102 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
Taxes:$6,358
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)
8952 ADRIATICO LN, KISSIMMEE, FL 34747
$435,000228 Days on yellowkey MLS ID: O6363446
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2017Monthly Fee: $580 Tax: $7,726 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,726
Remarks: Welcome to 8952 Adriatico Lane, a fully furnished 5-bedroom, 4.5-bath townhome in the highly desirable gated community of Windsor at Westside. Offering turnkey luxury, modern upgrades, and a proven history of successful short-term rental performance, this property stands out as an exceptional opportunity for both investors and personal-use buyers. The main level features an open-concept layout with a spacious living area and a well-appointed kitchen complete with granite countertops, stainless steel appliances, and a large central island ideal for gathering. This floor also includes a bedroom and full bathroom, providing convenient accommodations for multi-generational families or high-occupancy rental groups. Sliding glass doors lead to the private, screened-in splash pool and covered lanai, which also includes a dedicated half bathroom for easy poolside access. Upstairs, brand-new carpeting enhances the comfort of the bedrooms and loft area. The floor plan includes a generous primary suite along with additional guest rooms suited for families or vacation rental guests. Recent upgrades include a new dryer and a newly installed EV charging plug. High-quality furnishings and décor are included with the sale, ensuring immediate rental readiness or a seamless second-home transition. Windsor at Westside offers a premier resort lifestyle with an 8,000 sq ft clubhouse, heated zero-entry pool, lazy river, water slide, fitness center, game room, sports courts, on-site dining options, and 24/7 gated security. Cable, internet, lawn care, and trash service are included for a low-maintenance ownership experience. Located approximately 10–12 miles from Magic Kingdom, this home provides quick access to Disney attractions, world-class golf, shopping, and dining. With its prime location, complete furnishing package, community amenities, and strong rental performance, 8952 Adriatico Lane represents exceptional value in one of Central Florida’s most sought-after vacation destinations. Schedule your showing today to experience all that this home and community offer.
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Hunter Albritton (863-287-1268)
2426 TANGIER DR, KISSIMMEE, FL 34747
$495,00018 Days on yellowkey MLS ID: O6419842
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $584 Tax: $7,169 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,169
Remarks: Welcome to this beautifully maintained, fully furnished 5-bedroom, 4.5-bath townhome with a private screened pool, located in the highly desirable Windsor at Westside Resort. Built in 2020, this spacious home features an open-concept layout, modern kitchen with solid surface countertops, generous living and dining areas, and a first-floor guest suite. Upstairs offers a spacious primary suite and additional guest bedrooms, making it ideal for large families and vacation guests. Currently operating as a successful short-term rental, this turnkey property presents an exceptional opportunity for investors seeking immediate rental potential or buyers looking for a vacation home in one of Central Florida's premier resort communities. This property may also be acquired as part of a unique turnkey short-term rental investment portfolio. The portfolio includes three established vacation rental properties with proven operational systems, established online presence, verified guest reviews, and documented historical performance. Additional portfolio information is available to qualified buyers upon request. Residents and guests enjoy world-class resort amenities including a 24-hour guard-gated entrance, resort-style pool, lazy river, clubhouse, fitness center, restaurant, sports courts, playground, and more. Conveniently located just minutes from Walt Disney World Resort, Margaritaville, Sunset Walk, championship golf courses, shopping, dining, and major highways. HOA includes cable TV, internet, security, common area maintenance, resort amenities, and professional association management. An outstanding opportunity to own a proven vacation rental property in one of the most sought-after resort communities near Disney.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: James Echeverria Perez (689-233-7774)
2430 TANGIER DR, KISSIMMEE, FL 34747
$490,000809 Days on yellowkey MLS ID: O6199004
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $584 Tax: $7,376 (2023)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,376
Remarks: *** INCOME POTENTIAL *** VACATION HOME FULLY FURNISHED. In Excellent condition and beautifully decorated this 5 Bedroom Townhome with a splash pool has all you need for spending great moments in the Orlando Area or renting it out when not using it. It offers great income potential. Windsor at Westside is a vacation rental community with resort-style amenities featuring a fitness center, a mini market, a restaurant, and bar, a large community pool with a lazy river, a water playground, a playground, a soccer field, sports courts, and a sand volleyball court. 24-hour manned Gated security. Shows beautifully.
Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)
Listing Agent: Martonio Pinto (407-466-0256)
1995 MAJORCA DR, KISSIMMEE, FL 34747
$37,500332 Days on yellowkey MLS ID: O6335963
REDUCED by $22,500 (37.5%) on 06/23/2026
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $531 Tax: $8,075 (2024)Community: Windsor At Westside Ph 1Townhouse
Taxes:$8,075
Remarks: Fractional Ownership. Co-Ownership Opportunity in the highly sought-after Windsor at Westside Resort. Offered in 1/13th shares, this is a unique opportunity to enjoy all the benefits of a vacation home with the flexibility and efficiency of co-ownership. This fully furnished five bedroom, four and a half bathroom retreat comfortably accommodates up to 16 guests and is ideally located just minutes from Orlando’s world famous theme parks and attractions. The home blends modern design with resort style amenities, creating the perfect getaway for families and guests alike. On the main level, you will find a private king bedroom and full bathroom, ideal for multi generational stays. The open concept living space features a beautifully designed kitchen with granite countertops, stainless steel appliances, and a large island, all flowing seamlessly into a bright and inviting living room overlooking the private heated pool. Step outside to enjoy the covered lanai and convenient outdoor half bath, perfect for relaxing or entertaining. Upstairs, a spacious loft provides additional living space, along with four more bedrooms and three full bathrooms. Two themed bedrooms, inspired by Frozen and Star Wars, include custom murals and LED lighting for a fun and memorable experience. Contact the listing agent today for additional details.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
2428 DUBAI ST, KISSIMMEE, FL 34747
$419,000691 Days on yellowkey MLS ID: O6233761
REDUCED by $21,000 (4.8%) on 06/11/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $605 Tax: $7,376 (2023)Community: Windsor At Westside Ph 3Townhouse
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)
9047 RHODES ST, KISSIMMEE, FL 34747
$399,000128 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)
2414 DUBAI ST, KISSIMMEE, FL 34747
$428,00036 Days on yellowkey MLS ID: O6414579
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2020Monthly Fee: $560 Tax: $7,109 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,109
Remarks: Priced to sell! This stunning home sits in the third and newest phase of the sought-after Windsor at Westside Resort, with also a Private Heated Pool. Featuring 5 bedrooms and 4 bathrooms, it offers the perfect blend of fun and relaxation. One bedroom and bathroom are conveniently located on the first floor, while the remaining 4 bedrooms—including some with fun themed designs—are upstairs, just off the family room. The resort amenities include heated pools, a heated jacuzzi, a heated lazy river, and a full tiki bar at the pool complex. Whether you’re looking for a turnkey short-term rental investment or a second home to call your own, this property is zoned for both.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
2436 DUBAI ST, KISSIMMEE, FL 34747
$445,00025 Days on yellowkey MLS ID: O6417398
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $608 Tax: $6,789 (2025)Community: Windsor At Westside Ph 3 Pb 27 Pgs 158-162 Lot 101Townhouse
Taxes:$6,789
Remarks: Beautiful fully furnished townhouse located in the highly sought-after resort-style community of Windsor at Westside. This 2-story property features an open-concept floor plan, modern kitchen, and spacious living areas designed for comfort and entertainment. Perfect as a primary residence, vacation home, or short-term rental investment. The home offers excellent income potential and is fully equipped for immediate use. Windsor at Westside is a gated resort community offering world-class amenities including a clubhouse, resort-style pool, fitness center, tiki bar, and more. Conveniently located near Disney, major attractions, restaurants, and shopping.
Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)
Listing Agent: Marcela Andrade Drummond (407-752-2323)
1974 MAJORCA DR, KISSIMMEE, FL 34747
$444,90029 Days on yellowkey MLS ID: S5151890
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $580 Tax: $6,044 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$6,044
Remarks: Welcome to 1974 Majorca Drive, located in the highly sought-after resort community of Windsor at Westside, where luxury vacation living meets exceptional investment potential. This home made such an impression on the current owners that they loved the lifestyle so much they ultimately decided to relocate here full time. Their change in plans creates an incredible opportunity for the next owner. Whether you're seeking a high-performing vacation rental, a second home, or a primary residence, this property checks every box. Despite being available for only a short period of time, the home is already producing strong rental revenue through a well-known, low-cost professional management company. Even better, there are numerous future bookings that can be transferred to the new owner when the current management company is retained, providing immediate income potential from day one. Originally intended to remain in the family's portfolio for years to come, the home has undergone several recent improvements and upgrades. Enjoy brand-new furnishings throughout many areas of the home, including a beautifully redesigned primary suite, a stylishly refreshed living room, a newly themed Disney bedroom, and an incredible Harry Potter themed loft and theater room that is sure to be a guest favorite. Additional updates include a brand-new washer and dryer, helping make this property completely turnkey. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks. Just steps away, the detached garage has been transformed into a dedicated game room, creating the ultimate entertainment space for family and guests. The combination of a private pool and game room significantly enhances both guest appeal and rental performance. The location is outstanding, just minutes from the world-class golf courses of ChampionsGate and Reunion Resort, Walt Disney World, shopping, dining, and major highways that provide convenient access to some of Florida's most beautiful beaches and attractions. As an added bonus, this home is one of the closest properties in Windsor at Westside to the community's renowned entertainment complex and resort amenities, making it especially convenient for owners and guests to enjoy everything the community has to offer. Windsor at Westside is renowned for its incredible resort amenities that attract guests year-round while providing an exceptional lifestyle for residents. Enjoy a resort-style pool, lazy river, splash pad, cabanas, bar and grill, fitness center, basketball, tennis, pickleball, scenic walking and jogging trails, concierge services, organized community events, and the peace of mind that comes with 24/7 live gated and roaming security. If you're looking for a property that offers immediate rental income, extensive upgrades, resort-style amenities, and the flexibility to serve as a vacation home or primary residence, 1974 Majorca Drive deserves a place at the top of your list.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
8942 SYDNEY AVE, KISSIMMEE, FL 34747
$445,00068 Days on yellowkey MLS ID: O6404821
REDUCED by $13,000 (2.8%) on 06/10/2026
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| NO CARPET 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: Newly upgraded laminate floor 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)
8887 GENEVE CT, KISSIMMEE, FL 34747
$399,000467 Days on yellowkey MLS ID: O6295445
REDUCED by $36,000 (8.3%) on 06/08/2026
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
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.
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