Location: Windsor At Westside Ph 1, Kissimmee
Do Not Show Listings
1974 MAJORCA DR, KISSIMMEE, FL 34747
$444,900Listed 06/13/2026 11:00PM 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,044
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
2070 ROME DR, KISSIMMEE, FL 34747
$459,000148 Days on yellowkey MLS ID: O6374736
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $665 Tax: $7,966 (2025)Community: Windsor At Westside Ph 1Townhouse
Taxes:$7,966
Remarks: Welcome to luxury resort-style living in the highly desirable Windsor at Westside Resort community. This beautifully furnished two-story corner-unit home which is right next to the club house features a spacious open floor plan designed for both comfort and entertaining. Inside, enjoy professional interior design, quality furnishings, and a well-appointed layout including a large primary suite with a king-size bedroom and private en-suite bath. Additional bedrooms are generously sized, including two queen bedrooms, plus themed bedrooms ideal for family and guests. Step outside to your own private pool, perfect for relaxing under the Florida sun. The home also offers the convenience of a one-car garage. Owners enjoy access to Windsor at Westside’s premier amenities including a resort-style pool with splash area, lazy river, Tiki Bar, fitness center, clubhouse, arcade, sand volleyball, multi-purpose courts, onsite dining options, market/deli, and concierge services. Ideally located just minutes from Orlando-area attractions, dining, and shopping, this home offers the perfect combination of lifestyle and location.
Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)
Listing Agent: Alberto Nikodimov (305-775-5522)
8825 RHODES ST, KISSIMMEE, FL 34747
$675,0003 Days on yellowkey MLS ID: S5151659
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $563 Tax: $11,485 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,485
Elementary School: Island Village Elementary School
High School: Celebration High
Middle School: Horizon Middle
Remarks: Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jaden Ortiz (352-872-8181)
2006 MAJORCA DR, KISSIMMEE, FL 34747
$439,000127 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
Elementary School: Westside K-8
Middle School: West Side
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)
8881 RHODES ST, KISSIMMEE, FL 34747
$525,000156 Days on yellowkey MLS ID: TB8462660
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $563 Tax: $7,694 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$7,694
Remarks: 100K Dropped! This luxurious vacation home comes fully furnished with a beautiful upgraded custom furniture package including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, custom themed rooms and interior paint, TVs in all rooms, beautiful screened pool area with paver deck and covered lanai. All appliances are energy efficient along with energy efficient (15 seer) air conditioning units, LOW-E dual pane windows and much more. Amenities include: 8000 square foot resort style clubhouse, resort style heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more. The house is an active rental program, very popular with vacationers. All homes at Windsor at Westside include: fully maintained landscaping, internet, cable and daily garbage pick up. This community is located minutes from Walt Disney World, golf courses, shopping, grocery stores, the airport and all major attractions.
Listing is courtesy of: BRIGHT REALTY GROUP LLC (813-240-7744)
Listing Agent: Yongkai Zheng (678-979-6850)
8912 RHODES ST, KISSIMMEE, FL 34747
$520,00053 Days on yellowkey MLS ID: S5148044
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
Taxes:$10,299
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)
9047 RHODES ST, KISSIMMEE, FL 34747
$399,000100 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
Taxes:$7,751
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)
8901 RHODES ST, KISSIMMEE, FL 34747
$550,000362 Days on yellowkey MLS ID: O6319078
REDUCED by $15,000 (2.7%) on 05/08/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $553 Tax: $6,382 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$6,382
Tax Year: 2024
Remarks: Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility for guests. You'll love the the open floor plan, upscale furniture, no carpet throughout the home (ideal for easy maintenance and higher booking potential), and a converted garage arcade room for endless family fun. Upstairs, the versatile loft space serves as a movie theater, game room, or a relaxing lounge area. Step outside to your private heated pool and spa, perfect for soaking up the Florida sun year-round. Windsor at Westside offers resort-style living with a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, lazy river, splash area, Tiki Bar, Tu Casa Bar & Lounge, market and deli, arcade, sand volleyball, multipurpose courts, and a playground—everything your guests need for a memorable stay. Location is unbeatable—just minutes from Walt Disney World, 25 minutes away from Epic Universe theme park, and close to shopping, dining, grocery stores, and entertainment. Whether you’re looking for a top-performing short-term rental or a private vacation escape, this home has it all! Call us now for a private tour.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Camila Riva (407-765-3656)
1995 MAJORCA DR, KISSIMMEE, FL 34747
$60,000304 Days on yellowkey MLS ID: O6335963
REDUCED by $359,000 (85.7%) on 04/22/2026
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 1/8 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)
8849 RHODES ST, KISSIMMEE, FL 34747
$660,000333 Days on yellowkey MLS ID: O6327522
3 Days Off yellowkey (back on 5/18/2026)
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2015Monthly Fee: $563 Tax: $11,592 (2024)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,592
Remarks: Under contract-accepting backup offers. A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home is fully furnished with upgraded furniture, including three lavish primary suites and fun themed bedrooms, perfect for large vacation groups. The home boasts newly upgraded luxury vinyl flooring in all bedrooms (NO carpet), sleek granite counter tops in the kitchen and bathrooms, premium stainless steel appliances, and stylish tiles. Dive into relaxation with a private screened pool, paver deck, and covered lanai, backing to a natural pond and conservation area. Energy-smart features like two high-efficiency AC units, LOW-E dual-pane windows, and modern appliances keep it eco-friendly and cost-effective. This guard-gated community dazzles with a 10,000-square-foot resort-style clubhouse with arcade game room, a sparkling heated pool and spa, a meandering lazy river, a thrilling mini water park, a cutting-edge fitness center, a lively tiki bar, and all sorts of sports fields. Landscaping, internet, cable, and daily valet garbage collection are included in the HOA fee. Just minutes from Walt Disney World, premier golf courses, vibrant shopping, the airport, and major attractions, this is your chance to own a slice of paradise for investment or 2nd home! Schedule your exclusive private tour today!
Listing Agent: Sherry Wang (484-744-4586)
1953 MAJORCA DR, KISSIMMEE, FL 34747
$357,000155 Days on yellowkey MLS ID: O6372789
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
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)
2022 MAJORCA DR, KISSIMMEE, FL 34747
$399,99072 Days on yellowkey MLS ID: O6396215
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2015Monthly Fee: $665 Tax: $7,697 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,697
Remarks: Welcome to 2022 Majorca Drive, a highly desirable 4-bedroom, 3.5-bathroom townhome located in the Windsor at Westside Resort. Positioned in the preferred Phase 1 of the community, this home sits close to the clubhouse, resort-style lagoon pool, lazy river, bar & lounge, and a full range of premium amenities—an exceptional location that vacation guests consistently look for when booking their stay. Whether used as a personal getaway or an income-producing property, this townhome delivers the perfect combination of comfort, convenience, and resort-style living. Inside, the open-concept layout is ideal for entertaining, featuring a well-equipped kitchen with granite countertops, stainless steel appliances. A convenient outdoor half bathroom enhances the pool area—an extra feature that guests truly appreciate. Each bedroom is thoughtfully furnished to create a relaxing and welcoming atmosphere, making it ideal for vacation stays. Currently operating as a successful full-time short-term rental, the property is fully turnkey and ready to generate income immediately, or to be enjoyed as your own retreat near Orlando’s world-renowned attractions. Windsor at Westside is recognized as one of Central Florida’s premier resort communities. Residents and guests have access to a 10,000 sq. ft. clubhouse, a lagoon-style pool with lazy river and waterslide, fitness center, arcade, volleyball court, poolside Tu Casa bar & lounge, and 24-hour gated security. Ideally located just minutes from Walt Disney World, this property presents a rare opportunity to own one of the best-positioned townhomes in a highly desirable vacation community—offering strong rental potential, excellent guest appeal, and unmatched access to resort amenities. All information provided, including room measurements, is considered reliable but not guaranteed. Buyers and agents are advised to verify all details independently.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
8869 RHODES ST, KISSIMMEE, FL 34747
$559,000163 Days on yellowkey MLS ID: O6369898
REDUCED by $51,000 (8.4%) on 04/26/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $552 Tax: $11,004 (2024)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,004
Elementary School: Westside Elem
Remarks: Ideally positioned within the highly sought-after Windsor at Westside resort community, this exceptional FULLY FURNISHED pool home offers an outstanding opportunity as the perfect blend of personal enjoyment and investment potential, whether used as a vacation home, seasonal escape, or profitable rental property. Walking distance from the community’s clubhouse, which offers resort-style amenities, this home combines prime location, strong rental performance, and extensive recent upgrades. This property is operating as an Airbnb and producing impressive revenue numbers when rented, driven largely by its ideal location within the community, beautiful water views in front and back, and the thousands of dollars invested into updates and improvements. Rental projections continue to look strong in the area, creating immediate income potential with room for future growth. For added convenience, any future bookings may be transferable if the current management company is retained, allowing for a seamless transition and potential day-one revenue for the next owner. Unlike many vacation homes on the market, this property has been extensively upgraded to maximize guest appeal and long-term durability. Featuring over $40,000 in improvements, the home includes luxury vinyl flooring throughout all bedrooms and upstairs living spaces, with NO CARPET except the updated stairway, along with refreshed furnishings and décor, fresh interior paint, new appliances, smart televisions, Nest thermostats, Schlage smart locks, LED lighting, security cameras, new linens, flatware, and more. Professionally themed bedrooms and upgraded entertainment spaces further enhance the guest experience. Spanning over 3,100 square feet, this spacious 6-bedroom, 4.5-bathroom home was designed for comfort, functionality, and entertaining. The open-concept layout flows seamlessly between the kitchen, dining, and living areas before opening to the private screened lanai with heated pool and spa. The thoughtfully designed floor plan includes two primary suites, including a first-floor owner's suite featuring dual sinks, soaking tub, and separate walk-in shower. Upstairs, additional guest rooms, themed spaces, and an oversized loft create the perfect entertainment area complete with a large-screen television and additional refrigerator. Outdoor living is equally impressive with upgraded patio furnishings, privacy screens, a pool alarm system, and a remote-controlled pool heater. Residents and guests of Windsor at Westside enjoy a 10,000-square-foot clubhouse, resort-style pool and spa, lazy river, water slide, arcade, tiki bar and restaurant, fitness center, sports courts, playground, and more. HOA dues include landscaping maintenance, cable, internet, pest control, daily valet trash service, and man gated security, creating a low-maintenance ownership experience, making it truly turn-key. Conveniently located just 20 minutes from Walt Disney World, shopping, dining, golf, major highways, 30 minutes from Orlando International Airport, and Florida’s world-famous attractions, this property truly checks every box for both lifestyle and investment performance. The hard work has been done for you! Schedule your private showing today and be sure to explore the virtual tour and 3D walkthrough links for a complete look inside this incredible property.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Lisa Mahjoub (321-217-9965)
2108 MOROCCO WAY, KISSIMMEE, FL 34747
$589,90072 Days on yellowkey MLS ID: S5147141
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $5,000 (0.8%) on 05/15/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2017Monthly Fee: $563 Tax: $10,059 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$10,059
Remarks: Under contract-accepting backup offers. Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.
1987 MAJORCA DR, KISSIMMEE, FL 34747
$416,99930 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
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)
8801 RHODES ST, KISSIMMEE, FL 34747
$610,000460 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
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)
2100 ROME DR, KISSIMMEE, FL 34747
$720,000192 Days on yellowkey MLS ID: O6365123
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2015Monthly Fee: $665 Tax: $9,833 (2025)Community: Windsor At Westside Ph 1 Pb 23 Pg 112-118 Lot 100Spa: YesSingle Family
Taxes:$9,833
Remarks: Welcome to this exceptional 7-bedroom, 5-bathroom vacation home located in the highly desirable Windsor at Westside Resort. This fully furnished property is turn-key and revenue-ready, offering a spacious and well-designed floor plan ideal for large families and short-term rental guests. The home features an open-concept main living area, a generous upstairs loft, a 2-car garage, and a private screened-in pool with heated spa for year-round enjoyment. The kitchen offers stainless steel appliances, stone countertops, and a large island with seating, flowing seamlessly into the dining and living spaces. With ample bedrooms—including multiple suites—and thoughtfully designed themed rooms, this residence provides comfort and functionality for owners and guests alike. Located within one of Orlando’s top short-term rental communities, Windsor at Westside offers outstanding resort amenities such as a full-service clubhouse, resort-style pool with lazy river, fitness center, tennis and basketball courts, sand volleyball, arcade, restaurant, and 24-hour gated security. Just minutes from Disney and Central Florida’s world-class attractions, this property is an excellent opportunity for investors or buyers seeking a high-performing vacation retreat.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Rubens Aranha (407-308-9094)
2058 ROME DR, KISSIMMEE, FL 34747
$435,000109 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)
2147 TRIPOLI CT, KISSIMMEE, FL 34747
$698,00042 Days on yellowkey MLS ID: S5149067
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $11,982 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,982
Remarks: The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Shawn Huang (512-804-9960)
9013 RHODES ST, KISSIMMEE, FL 34747
$651,900114 Days on yellowkey MLS ID: O6381275
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3142 Built: 2018Community: Windsor At Westside Ph 1Single Family
Taxes:
Tax Year:
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 Agent: Rosania Taylor (407-580-6137)
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