Windsor At Westside Real Estate

Welcome to Windsor At Westside, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This stunning community is designed for those who seek the perfect blend of luxury, comfort, and convenience. With its picturesque landscapes and meticulously crafted homes, Windsor At Westside stands out as an ideal destination for families, retirees, and vacationers alike.

As you enter this serene neighborhood, you are greeted by a stunning array of modern homes that boast exquisite architectural designs and spacious floor plans. Each residence is thoughtfully designed to cater to the needs of today’s homeowners, offering open-concept living areas, gourmet kitchens, and private outdoor spaces perfect for entertaining or unwinding after a long day.

One of the highlights of Windsor At Westside is its exceptional amenities. Residents enjoy access to a lavish clubhouse, a sparkling resort-style pool, and a state-of-the-art fitness center. The community also features sports courts, walking trails, and a playground, ensuring that there is something for everyone to enjoy. Families will appreciate the nearby top-rated schools, while outdoor enthusiasts will find plenty of recreational activities in the surrounding area, including parks and golf courses.

Located just minutes from the world-famous attractions of Orlando, including Walt Disney World and Universal Studios, Windsor At Westside offers the perfect balance of tranquility and excitement. Whether you're looking for a permanent residence or a vacation home, this captivating community invites you to experience the best of Florida living. Discover your dream home at Windsor At Westside today!

Newest Listings in Windsor At Westside

2105 Malta Terrace, Kissimmee $699,000

Welcome to this stunning 8-bedroom, 6-bathroom vacation home in the highly sought-after Windsor at Westside gated resort community just 2.5 miles from Walt Disney World. ...

8 Beds
6 Baths
Windsor At Westside SubDv.
34747 Zip Code

2440 Tangier Drive, Kissimmee $525,000

Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, ...

5 Beds
4 Baths
Windsor At Westside SubDv.
34747 Zip Code

8812 Macapa Drive, Kissimmee $680,000

Discover an exceptional opportunity to own this beautifully furnished 8-bedroom, 6-bathroom pool home in the highly sought-after GATED resort community of Windsor at West...

8 Beds
6 Baths
Windsor At Westside SubDv.
34747 Zip Code

8904 Prague Way, Kissimmee $515,000

Located in one of Central Florida's premier resort communities, this beautifully maintained and fully furnished 5-bedroom, 4-bath pool home offers the perfect blend of co...

5 Beds
4 Baths
Windsor At Westside SubDv.
34747 Zip Code

8899 Geneve Ct, Kissimmee — 8899 $394,900 ▼

Welcome to Windsor at Westside—one of Central Florida's premier resort communities and one of the most sought-after destinations for vacation homeowners and short-term re...

4 Beds
4 Baths
Windsor At Westside SubDv.
34747 Zip Code

1857 Nice Court, Kissimmee $489,000 ▼

Welcome to a fantastic investment opportunity in the Windsor at Westside resort community! This fully furnished 5-bedroom, 4-bathroom pool home offers a luxurious living ...

5 Beds
4 Baths
Windsor At Westside SubDv.
34747 Zip Code

1885 Nice Court, Kissimmee $559,000

Welcome to resort-style living at its finest in the highly sought-after Windsor at Westside Resort! This beautifully maintained 6-bedroom, 4.5-bath pool home is offered f...

6 Beds
5 Baths
Windsor At Westside SubDv.
34747 Zip Code

1909 Majorca Drive, Kissimmee — 1909 $424,999 ▼

Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside res...

5 Beds
5 Baths
Windsor At Westside SubDv.
34747 Zip Code

2015 Majorca Drive, Kissimmee — Windsor At Westside $412,900

Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in o...

5 Beds
5 Baths
Windsor At Westside SubDv.
34747 Zip Code

1861 Nice Ct, Kissimmee $550,000 ▼

INVESTOR ALERT — NOW $550,000! TURNKEY 7-BEDROOM SHORT-TERM RENTAL | WINDSOR AT WESTSIDE | PRIVATE POOL | MINUTES TO DISNEY 7 BEDROOMS. 5+ BATHROOMS. 3,281 SQ. FT. FUL...

7 Beds
6 Baths
Windsor At Westside SubDv.
34747 Zip Code

2183 Tripoli Ct, Kissimmee $659,000 ▼

This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community,...

9 Beds
6 Baths
Windsor At Westside SubDv.
34747 Zip Code

8944 Sydney Avenue, Kissimmee — Pulte Homes $409,000 ▼

Step into this stunning and beautifully furnished 5-bedroom, 4-bathroom townhome nestled within an exclusive resort-style community. Designed with comfort and style in mi...

5 Beds
5 Baths
Windsor At Westside SubDv.
34747 Zip Code