Windsor At Westside Ph 2a Real Estate

Windsor At Westside Ph 2a Real Estate

Welcome to Windsor at Westside Phase 2A, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This stunning community is designed for those who appreciate the perfect blend of luxury, comfort, and convenience.

Windsor at Westside is renowned for its exquisite homes that boast modern architecture and upscale finishes, catering to families and individuals looking for a serene yet dynamic lifestyle. Each property is thoughtfully crafted, featuring spacious layouts, gourmet kitchens, and private outdoor spaces that invite you to bask in the warm Florida sun.

One of the standout features of this community is its resort-style amenities, which include a lavish clubhouse, a sparkling swimming pool, a state-of-the-art fitness center, and sports courts for tennis and basketball enthusiasts. Families will also appreciate the children's playground and picnic areas, making it a perfect spot for gatherings and outdoor activities.

Location is everything, and Windsor at Westside does not disappoint. Just a short drive away, you'll find the world-famous attractions of Walt Disney World and Universal Studios, as well as an array of shopping, dining, and entertainment options. Nature lovers can explore the nearby parks and lakes, offering opportunities for hiking, fishing, and enjoying the beautiful Florida landscape.

Whether you’re looking for a permanent residence or a vacation home, Windsor at Westside Phase 2A is a community that promises a lifestyle of elegance and ease. Discover your dream home in this idyllic setting today!

Newest Listings in Windsor At Westside Ph 2a

1732 Lima Avenue, Kissimmee
$525,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to 1732 Lima Ave, an exceptional opportunity to own in one of Kissimmee’s most desirable resort communities. Located in Windsor at Westside, this beautifully designed home offers the perfect blend of luxury, comfort, and unbeatable proximity — just a few minutes from Orlando’s world-famous theme parks. Spacious layout ideal for families and vacation renters. Modern finishes throughout. Bright, open-concept living and dining areas. Resort-style amenities steps from your door. Perfect for short-term rental income or a personal vacation retreat. Windsor at Westside is known for its top-tier amenities, including Clubhouse with fitness center. Resort-style pool with lazy river. Restaurant & tiki bar, Sports courts and playgrounds. 24/7 gated security. You’ll be just minutes from: Disney Parks, US-192 dining & shopping, Margaritaville & Sunset Walk, Orlando International Airport. This home offers everything today’s buyers and vacationers are looking for — location, luxury, and strong rental potential.

1732 Lima Avenue, Kissimmee
8879 Qin Loop, Kissimmee
$699,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Private Wooded Lot | 8 Bedrooms | 6 Bathrooms | Heated Pool & Spa | 12-Seat Movie Theater | Game Room | Fully Furnished Discover the perfect blend of privacy, luxury, and resort-style entertainment in this beautifully furnished 8-bedroom, 6-bathroom vacation home in the sought-after Windsor at Westside community. Situated on an oversized lot along a curved road, the home offers extra yard space and separation from neighboring properties. The southeast-facing screened lanai backs directly to conservation land, providing a peaceful wooded backdrop with no homes behind the pool. Private Pool & Outdoor Living Enjoy Florida sunshine in your private pool oasis. The heated pool and spa are surrounded by an expansive screened lanai with plenty of space for lounging, dining, and entertaining. Newly installed premium Sunbrella privacy curtains provide added seclusion. A patio dining table seats 8, and a removable pool safety fence is available. Premium 12-Seat Home Theater The professional-style, air-conditioned theater features 12 plush power leather recliners, a massive 120-inch projection screen, premium surround sound, and Apple TV with major streaming apps. HDMI connectivity allows guests to connect an Xbox, PlayStation, or other gaming devices. Air-Conditioned Game Room The dedicated game room includes a pool table, foosball, air hockey, arcade games, board games, two large TVs, a wet bar, and two high-top pub tables with bar seating. Spacious Open Living Area The bright open-concept living area features a new sectional sofa and 75-inch OLED TV. The fully equipped kitchen includes new appliances, granite countertops, abundant cabinetry, a large center island, Keurig K-Cup and drip coffee makers, and cookware and dinnerware for group meals. The dining area seats up to 12, with a high chair available. Comfortable Bedrooms & Themed Spaces The home features 8 bedrooms, including three king bedrooms, three queen bedrooms, and additional beds. Themed rooms include a Harry Potter bunk room, Star Wars twin bedroom, and Mickey Mouse queen bedroom. The first-floor primary suite includes two walk-in closets and a spacious en-suite bathroom with soaking tub and separate shower, plus direct pool access. A separate queen bedroom is also downstairs. Upstairs, two additional primary suites provide private en-suite bathrooms with walk-in showers, along with additional bedrooms and a large loft. Loft & Additional Entertainment The oversized loft features a built-in wet bar and games, providing another comfortable gathering space. The home also includes two washer-dryer sets. Windsor at Westside Resort Guests can enjoy resort amenities including a clubhouse, resort-style pool, lazy river, bar and restaurant, game room, and additional recreational facilities. With its oversized private wooded lot, no rear neighbors, southeast-facing pool, heated pool and spa, premium 12-seat theater, air-conditioned game room, multiple entertainment areas, 8 bedrooms, and full furnishings, this home offers an exceptional combination of privacy, comfort, and entertainment.

8879 Qin Loop, Kissimmee
1917 Nice Court, Kissimmee
$549,990
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to this stunning 5-bedroom, 4-bathroom home located in the highly desirable gated community of Windsor at Westside in Kissimmee. This spacious residence offers approximately 2,492 square feet of beautifully designed living space with an open-concept floor plan, perfect for entertaining family and guests. The home features a bright and inviting living area, a modern kitchen with ample cabinetry and counter space, a spacious primary suite, and generously sized bedrooms designed for comfort and privacy. Enjoy the Florida lifestyle with access to the community’s resort-style amenities, including a clubhouse, swimming pool, fitness center, sports courts, and recreational areas. Windsor at Westside is ideally located near world-famous attractions, shopping, dining, major highways, and all that Central Florida has. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property provides the perfect combination of location, space, and resort-style living. Don’t miss the opportunity to own a piece of one of Kissimmee’s most sought-after communities!

1917 Nice Court, Kissimmee
1888 Gobi Drive, Kissimmee
$499,900
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to the ultimate Florida lifestyle in the highly desirable guard-gated community of winsor at westsite! This stunning, professionally decorated 6 bedroom, 5 bath pool single family house is fully furnished and move-in ready. Located just minutes from Walt Disney World and Central Florida's premier attractions, this property is an absolute dream for a high-performing short-term rental, a family vacation home, or a luxurious primary residence. Step through the front door and be greeted by an expansive, soring cellings that is flooded with natural light. The heart of the home is the gorgeous, fully-equipped kitchen featuring stainless steel appliances, and a large island, which flows seamlessly into the dining and main living areas—perfect for entertaining and gathering after a long day at the theme parks. The luxurious first-floor primary suite serves as your private oasis, boasting a spacious en-suite bathroom with dual vanities, a walk-in shower, and a large soaking tub, plus convenient direct access to the outdoor lanai. Step outside to discover your own private screened-in, heated pool and spa. this outdoor living space offers the perfect blend of privacy and relaxation under the Florida sun. Head upstairs to find a versatile loft space, ideal for movie nights or as a secondary lounge area. The second floor also features generously sized bedrooms, including a second primary suite and beautifully crafted themed bedrooms—designed to transport your youngest guests into another world. Beyond the extraordinary home, the community offers world-class resort amenities. Residents and guests enjoy unlimited access to a spectacular clubhouse, a resort-style pool with a lazy river, water slides, a state-of-the-art fitness center, sports courts, and an on-site restaurant/tiki bar. With its unbeatable location near top-tier shopping, dining, and world-famous theme parks, this property truly has it all. Don't miss your chance to own a turnkey piece of paradise in one of Central Florida's most sought-after resort communities!

1888 Gobi Drive, Kissimmee
1908 Nice Court, Kissimmee
$669,990
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to this spectacular 9-bedroom, 6-bathroom fully furnished pool home located in the highly desirable Windsor at Westside Resort! Built in 2018, this spacious two-story residence offers approximately 4,391 square feet of living space, making it an ideal primary residence, vacation home, or income-producing investment. Step inside to an open and inviting floor plan designed for entertaining large groups. The well-appointed kitchen features abundant cabinetry, generous counter space, and overlooks the expansive living and dining areas. Multiple bedrooms, including spacious suites, provide comfort and privacy for family and guests alike. Enjoy Florida living at its finest in your own private screened-in pool and spa, perfect for relaxing after a day at the parks or entertaining outdoors. The home is offered fully furnished, allowing for an effortless move-in or immediate rental opportunity. Located just minutes from Walt Disney World, shopping, dining, golf, and major highways, Windsor at Westside offers outstanding resort-style amenities, including a clubhouse, resort pool with lazy river, fitness center, sports courts, playground, and more, making it one of Central Florida's premier vacation home communities. Don't miss this incredible opportunity to own a spacious, turnkey home in one of Kissimmee's most sought-after resort communities!

1908 Nice Court, Kissimmee
1829 Gobi Drive, Kissimmee
$629,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to this exceptional 8-bedroom, 6-bathroom resort home in the highly desirable Windsor at Westside community, where stunning pond views, privacy, and resort-style amenities come together to create the ultimate Central Florida retreat. Offered fully furnished and professionally equipped for short-term rentals, this turnkey property is ready for immediate enjoyment or income generation. Designed to accommodate large families and vacation groups, the spacious floor plan features expansive gathering areas, a modern kitchen with granite countertops and stainless-steel appliances, and two primary suites conveniently located on separate floors. Thoughtfully decorated and well-maintained, the home provides a comfortable and inviting atmosphere for owners and guests alike. Step outside to your private screened pool and spa overlooking a serene pond. With no rear neighbors and unobstructed water views, this outdoor oasis offers the perfect setting for relaxing after a day at the attractions. Adding to the home's value and efficiency, solar panels have been installed to help offset electricity costs. The buyer will assume the existing solar lease, which is currently approximately $358/month. Windsor at Westside is one of the area's premier vacation resort communities, featuring a spectacular clubhouse, resort-style pool, lazy river, splash zone, fitness center, arcade, sports courts, playground, and more. HOA dues include cable, internet, lawn maintenance, and valet trash service for added convenience. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major roadways, this property offers the perfect combination of lifestyle, location, and investment potential. Whether you're searching for a vacation getaway, full-time residence, or income-producing property, this remarkable home is ready to exceed expectations.

1829 Gobi Drive, Kissimmee
1809 Nice Court, Kissimmee
$529,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Escape to this exceptional vacation retreat located within the popular Windsor at Westside Resort, one of Central Florida’s premier resort communities. Offering 3,142 square feet of thoughtfully designed living space, this spacious home combines comfort, privacy, and convenience just minutes from Orlando’s world-famous attractions. Featuring six generously sized bedrooms and four-and-a-half bathrooms, the home is perfectly suited for large families, groups, or vacation guests. The open-concept floor plan creates an inviting atmosphere for gathering and entertaining, while the fully equipped kitchen serves as the heart of the home. One of the property's standout features is its premium location with no rear neighbors, backing to tranquil green space that provides added privacy and peaceful views. Ample parking further enhances convenience for owners and guests alike. Step outside to your private screened pool and spa, the perfect place to relax after a day spent exploring Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment destinations nearby. Owners and guests enjoy complimentary access to Windsor at Westside’s outstanding resort amenities, including a resort-style pool, clubhouse, fitness center, sports courts, and recreation areas designed for endless family fun. Whether you're searching for a vacation home, investment property, or personal Florida getaway, this beautifully maintained residence offers the ideal combination of space, privacy, and resort-style living.

1809 Nice Court, Kissimmee
1744 Lima Avenue, Kissimmee
$589,000
7 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this spacious villa is ideal for large families, vacation groups, or short-term rental investment opportunities. The home features an inviting open-concept layout with generous living spaces on both levels, providing plenty of room for everyone to gather and unwind. The upstairs loft offers an additional entertainment area complete with a large TV, comfortable seating, and ample space for movie nights or game days. Step outside to your private west-facing screened lanai where you can enjoy sunny Florida afternoons by the sparkling pool and spa, lounge poolside, or relax under the covered patio while taking in peaceful views. The equipped kitchen includes a breakfast bar, abundant cabinetry, and things needed for meal preparation. Bedroom accommodations include: First-floor primary suite with king bed and private ensuite bath Additional half bath on the main floor Second-floor king suite with ensuite bath Second-floor queen suite with ensuite bath One queen bedroom Two bedrooms with twin beds One bunk room featuring a twin-over-full bunk bed Shared full bathrooms conveniently located between secondary bedrooms All bedrooms include TVs and generous storage space Residents and guests of Windsor at Westside enjoy access to outstanding resort-style amenities, including a lazy river, water slide, resort pool, tiki bar, clubhouse, fitness center, arcade, sports courts, and hot tubs. Conveniently located near Disney World, Universal Studios, SeaWorld, championship golf courses, shopping outlets, dining, and entertainment. Measurements are approximate and should be independently verified. Some furniture has been updated

1744 Lima Avenue, Kissimmee
1844 Gobi Drive, Kissimmee
$655,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Priced to sell! This fully furnished 6 bedroom, 4.5 bathroom vacation home is already operating and generating short term rental income, featuring three themed bedrooms, a loft with a large projector screen for movie nights, and a private outdoor retreat with a pool and spacious patio for entertaining with no rear neighbors, creating the perfect setup to attract bookings and memorable guest experiences. Inside, the home offers a spacious open concept layout that connects the living room, dining area, and kitchen, creating an ideal gathering space for families and large groups. The kitchen is fully equipped with stainless steel appliances, granite countertops, a tiled backsplash, and espresso cabinetry, making it both stylish and functional for extended stays. Ceramic tile flooring throughout the main living areas on the first floor provides durability and easy maintenance, ideal for vacation rental use. The first floor features a primary bedroom with direct access to the pool area and a private en suite bathroom complete with a soaking tub and walk in shower. The garage has been converted into a game room with a pool table and foosball table, providing an additional entertainment space that guests love. Upstairs you will find an additional en suite bedroom, four more beautifully furnished bedrooms, and two additional bathrooms. The loft area creates the perfect gathering space and is highlighted by a large projector screen, making it ideal for movie nights, game days, or relaxing after a day at the parks. Step outside to enjoy the covered patio and private pool area, perfect for entertaining or unwinding in the Florida sunshine. With no rear neighbors, the backyard offers added privacy rarely found in vacation homes. Located just minutes from Central Florida’s world famous attractions, shopping, and dining, owners and guests also enjoy access to resort style amenities including a clubhouse, fitness center, resort pool with lazy river, bar, and game room, all within the highly desirable Windsor at Westside Resort. Book your private showing today.

1844 Gobi Drive, Kissimmee
8815 Macapa Drive, Kissimmee
$689,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Enjoy breathtaking pond views and exceptional backyard privacy in this stunning 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. This fully furnished residence offers the perfect blend of luxury, comfort, and investment potential, ideal as a vacation retreat or a high-performing short-term rental. The spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites—one conveniently located on each floor for added flexibility. Step outside to your private screened-in pool and spa, where the wide-open pond view creates a peaceful and relaxing setting with no rear neighbors. Inside, the home is tastefully designed with stylish furnishings and quality finishes, creating an inviting space that appeals to a wide range of vacation guests. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. The HOA conveniently includes cable, internet, lawn care, and valet trash service. Perfectly located just minutes from Disney, shopping, dining, and major highways, this turn-key property is truly move-in or rental ready — a rare opportunity you don’t want to miss!

8815 Macapa Drive, Kissimmee
1869 Nice Court, Kissimmee
$445,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.

1869 Nice Court, Kissimmee
1921 Nice Court, Kissimmee
$510,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Fully Furnished Pool and Spa Home. A fantastic choice to be your Vacation Home or Rental Property in the Windsor at Westside Resort! 6 Bedrooms - 4.5 Bathrooms and a Gorgeous Loft. Private Heated Pool and Spa with a great view from your pool deck area. As you step inside, you are greeted by a foyer and entrance high ceiling. The main level features a master bedroom with a bathroom that connects to the pool area, perfect for accommodating guests. A conveniently located half bathroom adds to the overall functionality of this level. Continuing on, you'll discover a spacious and open-concept living area that seamlessly connects the family room, dining area, and kitchen. The kitchen is equipped with stainless steel appliances, abundant counter space, and a breakfast bar, making it a central hub for culinary adventures and social gatherings. Upstairs you will find the large loft with TV, coach and a nice bar table, 1 more en-suite (second master bedroom) and 4 more bedrooms (2 of them Themed Bedrooms) sharing two more bathrooms. This home features a heated private pool/spa, a large covered Lanai with patio furniture and sun loungers, tile roof and furnished. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

1921 Nice Court, Kissimmee
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