Windsor Hills Resort · Kissimmee
Windsor Hills Resort Homes for Sale
Find your place at Windsor Hills. Explore Condos, Townhomes and Single-Family Homes, then open the homes that catch your eye.
Windsor Hills Resort
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Buying at Windsor Hills Resort
Windsor Hills Resort brings three ways to own a vacation home together in Kissimmee: detached Single-Family Homes, Townhomes and Condos. Spend the day at the parks, return to the resort pool and water park, or make the most of your own outdoor space. The right choice depends on how your family will use the home and which features matter most.
Find the home that fits your stay
Single-Family Homes in the Enclave
Detached homes are the spacious choice for larger groups. Windsor Hills' established home layouts include four, five and six bedrooms. Each detached home has a screened private pool. Compare the pool setting, bedroom placement, furnishings and updates in each home.
Explore Single-Family HomesTownhomes in the Vistas
The established three-bedroom townhome layout offers room to gather across two levels. Each townhome has its own private splash pool. Look at the bedroom arrangement and outdoor space when comparing homes.
Explore TownhomesCondos in the Ventura
Choose from two and three-bedroom condos with single-level living. Compare floor level, balcony or patio, views and the walk to the clubhouse and resort pool.
Explore CondosResort days, your way
The clubhouse, resort pool, water park, fitness center, games room, movie theater and sports courts give owners and guests plenty to enjoy between park visits. The detached homes have screened private pools, while townhomes have private splash pools. Condo buyers can enjoy the shared resort facilities. Windsor Hills is guard-gated, and each property is individually owned, so interiors and included features differ.
Location near Walt Disney World
Windsor Hills Resort is in Kissimmee, Florida, close to Walt Disney World and the dining and shopping around the US 192 corridor. The community is an option for buyers who want a Central Florida holiday home or vacation home near Orlando's attractions. Travel time depends on the destination and traffic.
Understand what you own
Every purchase involves the Windsor Hills master association and the association for its section: the Enclave for Single-Family Homes, the Vistas for Townhomes, or the Ventura for Condos. Fees and services differ between them. Ask us for the current fee schedule for the home you like. Short-term rental use is permitted in the community; compare each home's layout and ownership details with the way you plan to enjoy it.
Why one Windsor Hills home can be worth more than another
Two homes with the same bedroom count can offer very different value. Property type and floor plan, position within the resort, pool outlook, view, condition, fixtures, finishes, furnishings, themed rooms and future bookings can all change how a home feels to a buyer. Team Donovan helps you compare like with like, so you understand what makes one property stand apart before you make an offer.
Want a closer look at the market? Explore the Windsor Hills Resort Community Report.
Windsor Hills questions buyers ask
What types of homes can I buy at Windsor Hills Resort?
Single-Family Homes, Townhomes and Condos. The established layouts span two and three-bedroom condos, three-bedroom townhomes, and four to six-bedroom detached homes. Explore the styles above and use the bedroom choices to narrow your search.
Can I buy a Windsor Hills home with a private pool?
Yes. Every established detached home has a screened private pool, and each townhome has a private splash pool. Condo owners can enjoy the resort pool and water park. Compare the exact pool setting in the home you choose.
Is Windsor Hills Resort in Orlando?
Its address is in Kissimmee, near the Orlando area attractions and Walt Disney World.
Where can I see homes for sale?
Browse Windsor Hills homes for sale, or start with a specific property style above.
Windsor Hills owners
Selling a Windsor Hills Resort home?
A condo, townhome and Single-Family Pool Home attract different buyers. Team Donovan considers the floor plan, resort position, view, pool setting, fixtures, finishes, furnishings, condition and future bookings when pricing and presenting your property.
Want help narrowing it down?
Tell us how you plan to use your Orlando home and what matters most. We'll help you compare the homes that fit.
Fees, rules and rental permissions vary by property and can change. Team Donovan will confirm the details for any home you're considering.