Windsor At Westside

Interested in buying in Windsor At Westside?

Windsor at Westside

About Windsor at Westside:

Windsor at Westside consists of elegant and luxurious townhomes and single-family homes ranging from four to nine bedrooms. Windsor at Westside is in a peaceful and tranquil location, still close to all of the famous Central Florida attractions. Windsor at Westside is a gated resort community with an array of amenities for you to enjoy. Many of the Windsor at Westside homes offer private pools with a screened-in area for you to soak up the Florida sunshine.

Location:

Windsor at Westside is located in Kissimmee, FL, off the main roads in a quiet residential area. The Westside community is close to Walt Disney World, Universal Studios, and Orlando’s other world-class theme parks. The US-192 has a selection of restaurants, gift shops, bars, and grocery stores, a short drive from the neighborhood. The US-192 gives easy access to the Walt Disney World attractions and the Interstate 4 for you to explore everything else Orlando has to offer.

Amenities:

Windsor at Westside homes are surrounded by an array of beautiful resort-style amenities, with something for everyone you will never be bored! The Windsor at Westside Resort boasts an 8,000 square feet clubhouse with a market and deli, a video arcade, a sundries shop, and a state-of-the-art fitness center. The clubhouse is conveniently located close to the main gate, so it is central to most homes. Windsor at Westside Resort features two beautiful pool areas. A resort-style pool in a quieter location for adults and a zero-entry pool with a water splash zone for kids. Surrounding both pools is a paved sunbathing deck with ample sun loungers and poolside cabanas. A jacuzzi and luxurious lazy river are also set amidst the trees and foliage. For those wanting to burn off some steam, basketball courts and volleyball courts are available to enjoy as well as a covered children’s play area. Windsor at Westside also features Tu Casa Bar & Grill for those who wish to dine on-site.

Why should I purchase a home within Windsor at Westside?

Windsor at Westside Resort is a newer community with a prime location, so it is exceptionally appealing to those wanting to vacation in Orlando. This makes it a desirable community to purchase a second home and earn additional income through short-term rentals. The community is located just minutes from the most popular Orlando attractions and has some of the best resort-style amenities in the area. If you are interested in purchasing a second home to use as a short-term rental, browse our listings displayed below and contact us for more detailed information.

Active
  • Located in SUN CITY CENTER
  • Built in 1982
  • MLS® #: TB8476289
  • 2 Bedrooms
  • 2 Full baths
  • 1,448 SqFt
Active
  • Located in PINELLAS PARK
  • Built in 1969
  • MLS® #: TB8468566
  • 2 Bedrooms
  • 1 Full bath
  • 912 SqFt
Active
  • Located in TARPON SPRINGS
  • Built in 2019
  • MLS® #: W7882074
  • 5 Bedrooms
  • 3 Full baths
  • 3,456 SqFt
Active
  • Located in ST CLOUD
  • Built in 2022
  • MLS® #: S5147217
  • 3 Bedrooms
  • 1 Full bath
  • 1,800 SqFt
Active
  • Located in SARASOTA
  • Built in 1951
  • MLS® #: A4678152
  • 3 Bedrooms
  • 2 Full baths
  • 1,279 SqFt
Active
  • Located in NORTH PORT
  • Built in 1969
  • MLS® #: C7524336
  • 2 Bedrooms
  • 2 Full baths
  • 936 SqFt
Active
  • Located in ORMOND BEACH
  • Built in 2003
  • MLS® #: FC317317
  • 3 Bedrooms
  • 2 Full baths
  • 2,654 SqFt
Active
  • Located in SARASOTA
  • Built in 1977
  • MLS® #: A4688911
  • 3 Bedrooms
  • 2 Full baths
  • 1,302 SqFt
Active
  • Located in SAN ANTONIO
  • Built in 2025
  • MLS® #: O6396473
  • 2 Bedrooms
  • 2 Full baths
  • 1,513 SqFt
Active
  • Located in ORLANDO
  • Built in 1984
  • MLS® #: O6396472
  • 3 Bedrooms
  • 2 Full baths
  • 1,151 SqFt
Active
  • Located in DUNNELLON
  • Built in 2023
  • MLS® #: OM722207
  • 2 Bedrooms
  • 1 Full bath
  • 620 SqFt
Active
  • Located in VEGA ALTA
  • Built in 2004
  • MLS® #: PR9120423
  • 4 Bedrooms
  • 2 Full baths
  • 2,246 SqFt
Active
  • Located in PALM BAY
  • Built in 2023
  • MLS® #: O6396468
  • 3 Bedrooms
  • 2 Full baths
  • 1,500 SqFt
Active
  • Located in SUMMERFIELD
  • Built in 2020
  • MLS® #: G5110607
  • 3 Bedrooms
  • 2 Full baths
  • 1,416 SqFt
Active
  • Located in TAVARES
  • Built in 1985
  • MLS® #: G5110606
  • 2 Bedrooms
  • 1 Full bath
  • 644 SqFt
Active
  • Located in LADY LAKE
  • Built in 1996
  • MLS® #: G5110605
  • 3 Bedrooms
  • 2 Full baths
  • 1,642 SqFt
Active
  • Located in BEVERLY HILLS
  • Built in 1973
  • MLS® #: OM722206
  • 2 Bedrooms
  • 2 Full baths
  • 1,446 SqFt
Active
  • Located in WESLEY CHAPEL
  • Built in 2002
  • MLS® #: TB8494196
  • 3 Bedrooms
  • 2 Full baths
  • 1,492 SqFt
Active
  • Located in TRENTON
  • Built in 1940
  • MLS® #: GC539177
  • 2 Bedrooms
  • 1 Full bath
  • 1,299 SqFt
Active
  • Located in TAMPA
  • Built in 2005
  • MLS® #: TB8494213
  • 3 Bedrooms
  • 2 Full baths
  • 1,344 SqFt

Last Updated: 2026-04-06T09:13:09.388629Z