Windsor At Westside Ph 1 Homes with Block Exterior Construction

Windsor At Westside Ph 1 Homes with Block Exterior Construction

Welcome to Windsor at Westside Phase 1, a stunning subdivision nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This vibrant community is a true gem, offering an ideal blend of modern living and serene surroundings, perfect for families, retirees, and everyone in between.

Windsor at Westside is known for its exceptional homes featuring sturdy block exterior construction, ensuring durability and energy efficiency. These homes are designed to withstand the Florida climate while providing a comfortable and stylish living environment. With a variety of floor plans and sizes, you can find the perfect home that suits your lifestyle and preferences.

The community boasts an array of amenities, including a resort-style pool, a state-of-the-art fitness center, and a clubhouse that serves as a social hub for residents. Enjoy leisurely strolls along the beautifully landscaped pathways or take advantage of the nearby recreational facilities, including sports courts and playgrounds for the little ones.

Location is key, and Windsor at Westside is conveniently situated just minutes away from world-famous attractions like Walt Disney World, Universal Studios, and an assortment of shopping and dining options. With easy access to major highways, commuting to nearby cities and attractions is a breeze.

Discover the charm and convenience of Windsor at Westside Phase 1, where your dream home awaits in one of Florida's most desirable locations. Experience the perfect blend of community, comfort, and adventure in this exceptional Kissimmee neighborhood!

Newest Windsor At Westside Ph 1 Homes with Block Exterior Construction

$649,000
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 2135 Tripoli Court, an expansive 9-bedroom, 6-bathroom pool home offering 4,391 square feet in the gated Windsor at Westside Resort. Built in 2016, this spacious residence provides the flexibility and capacity sought by vacationers, investors, and owners who enjoy entertaining. The open-concept living area connects the kitchen, dining space, and gathering areas, while the generous bedroom count and multiple bathrooms gives comfort and privacy throughout the home. Step outside to the private pool and enjoy the Florida lifestyle from your own vacation retreat. Windsor at Westside provides an impressive resort experience featuring a 10,000-square-foot clubhouse, zero-entry resort-style pool, waterslide, lazy river, hot tub, family water playground, fitness center, game room, sports courts, and Tu Casa Bar and Lounge with poolside dining. The community is conveniently located near Walt Disney World, shopping, dining, golf, and Central Florida’s most popular attractions. Whether you are searching for a personal vacation home, second residence, or short-term rental investment, this property combines substantial living space with an amenity-rich resort setting. Schedule your private showing and discover the possibilities at 2135 Tripoli Court.

2135 Tripoli Court, Kissimmee
$450,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee
$440,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

1974 Majorca Drive, Kissimmee
$675,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

8825 Rhodes Street, Kissimmee
$416,999
4 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

1987 Majorca Drive, Kissimmee
$699,900
7 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
7-Bedroom 5.5-Bathroom fully furnished home at Windsor at Westside a Gated Community. Located around 15 minutes from Disney World, Master Bedroom in the First Floor. Resort-Style Community. HOA covers, trash pick-up, lawn care, and grounds maintenance. New Laminate flooring in the Primary Bedroom Downstairs and all the Second Floor in 2026.

2112 Morocco Way, Kissimmee
$399,990
4 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

2022 Majorca Drive, Kissimmee
$580,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

2108 Morocco Way, Kissimmee
$435,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

8952 Adriatico Lane, Kissimmee
$540,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Great, great price improvement!! It is really priced to sell quickly!! Beautiful 6 bedroom 4 1/2 bathroom, hideaway open floor plan on a corner lot in the desirable Windsor at Westside Community. Spacious great room over looking the screened 30 x 20 pool deck with heater pool and heated spa. First and second floor Master Suites. To the second floor is a 19 x 17 Loft, second suite and 4 further bedrooms and 2 bathrooms. This lovely property would make a great family vacation home, an income producing Short Term Rental Home, or even your Primary Residence. Over 3,000 sq ft under air. Luxury features throughout the home including granite counters in the kitchen and bathrooms. Stainless steel appliances, ceramic tile to the first floor and all bathrooms. Energy efficient features include Low E double pane windows, 15 seer A.C system. Located within close proximity to the communities private 8,000 sq ft club house with fitness center, heated pool, heated spa, heated lazy river, tennis courts, and much more. The location of Windsor at Westside is ideal for the attractions, shops, restaurants and much, much more fun! A must purchase!

8956 Rhodes Street, Kissimmee
$37,500
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
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.

1995 Majorca Drive, Kissimmee
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