$649,900Price reduced by $15,100 on Oct 6, 2026
1599 Lima AvenueKissimmee, FL, 34747
- 8 beds
- 6 baths
- 4,041 sqft
West Kissimmee, Osceola County
Windsor at Westside Resort Homes for Sale
Compare townhomes and single-family pool homes in this gated community, where shared resort amenities bring recreation close to home and add to the enjoyment of owning a second home.
West Kissimmee, Osceola County
Explore Windsor at Westside Resort homes for sale in one of the Orlando area’s established vacation-home communities. Located in Kissimmee, Windsor at Westside combines private vacation homes with a resort setting and is particularly popular with buyers looking for properties capable of accommodating larger families and groups visiting Walt Disney World and Central Florida.
One of the advantages of buying in an established community like Windsor at Westside is that there can be more to evaluate than the original floor plan. Homes that may have started with similar specifications can now differ significantly in condition, renovations, furnishings, themed bedrooms, games rooms, pool areas and overall presentation. For a buyer planning to rent the property, these differences can have a direct impact on how effectively a home competes for bookings.
Explore Properties for Sale
64 listings
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64 homes for sale
Windsor at Westside Market Snapshot
Review community property totals, current homes for sale and median asking price as you compare individual listings.
- Homes in community
- 642
- For sale now
- 64
- Median list price
- $567,500
- Est. gross rental income
- $76,288
- Avg. operating yield
- 3.4%
Rental figures are modelled from comparable nightly rates and are not a guarantee of income.
Townhomes and Single-Family Pool Homes
Pulte Homes opened Windsor at Westside in 2015, creating a community of townhomes and single-family pool homes. Across the overall housing mix, homes span four to nine bedrooms, giving buyers a useful starting point for thinking about space. Look beyond the bedroom count to how each floor plan separates sleeping areas from shared living space and how the private outdoor area fits your plans. Furnishings, themed bedrooms, theaters and pool configurations belong to the individual property, rather than a standard community package. Compare listing details carefully to find the combination of layout, outdoor space and features that works for your intended use.
Shared Amenities for Time at Home
Zero-Entry Pool and Waterslide
The shared zero-entry pool and waterslide offer an on-site destination for pool days, complementing any private outdoor space at your home.
Lazy River and Hot Tub
A lazy river and hot tub give owners more ways to unwind within the community, including relaxed afternoons during time at a second home.
Children's Water Playground
The children's water playground adds a dedicated play feature to the shared recreation areas, useful when planning time at home with younger family members.
Fitness Center
An on-site fitness center makes it easier to include a workout in your routine without a separate trip outside the community.
Tennis and Basketball Courts
Shared tennis and basketball courts offer options for active recreation, whether you prefer practicing your game or spending time together outdoors.
Lake and Pier
The community's lake and pier add a waterside setting to its shared spaces and a different backdrop from the pool and sports areas.
A Clubhouse at the Heart of the Community
The approximately 10,000-square-foot clubhouse anchors Windsor at Westside's shared leisure facilities. Tu Casa Bar & Lounge offers food service, while the activity center and game room provide alternatives to spending the afternoon outdoors. A sundry shop and business center add practical conveniences, and the picnic/BBQ area gives owners another setting for a meal together. The community FAQ confirms that homeowners, as well as guests, can access the amenities. For a prospective buyer, these spaces extend the choices beyond the home itself: consider whether you would use the clubhouse for casual meals, indoor recreation or a change of setting during your time here.
West Kissimmee Location and Everyday Conveniences
Windsor at Westside sits in West Kissimmee, in Osceola County, with a lifestyle best planned around driving for errands and outings. Off-site dining within walking distance is limited, so consider your regular shopping and restaurant trips when assessing the location. Publix at Berry Town Center, on Sand Mine Road in Davenport, provides a grocery and pharmacy option in the surrounding area. For a broader outing, Promenade at Sunset Walk offers outdoor shopping, dining and entertainment just off U.S. Highway 192, adjacent to Margaritaville Resort Orlando. Walt Disney World is also within driving reach. These destinations complement the resort's on-site recreation but remain separate from its shared community amenities.
Understanding the HOA and Community Development District
Ownership here involves both a homeowners association and the separate Windsor at Westside Community Development District. The association FAQ identifies property management and common-area maintenance as services included in association fees; this should not be confused with managing rentals for an individual home. The CDD, established in 2014, publishes budgets and district documents through its public-records website. When comparing properties, review the applicable association documents alongside the district records and property-specific charges. Keeping the two organizations distinct helps you ask clearer questions about responsibilities, shared services and the costs associated with a particular home before moving forward with a purchase.
Where Windsor at Westside Resort is located
642 homes · 153 acres
Windsor at Westside Buyer FAQs
Find Your Windsor at Westside Home
Start with the features you will use most: a layout that suits your household, the right bedroom arrangement and private outdoor space that fits how you like to relax. Then weigh the shared amenities, from the clubhouse to the courts, against your plans for ownership. Explore Windsor at Westside homes for sale with those priorities in mind, and compare each property's details and applicable ownership documents as you build your shortlist.