Windsor Hills Homes for Sale

Discover Windsor Hills Resort: Your Premier Investment Opportunity in Kissimmee, Florida

Windsor Hills Resort stands as one of the most sought-after communities for vacation rental properties, located just 2.5 miles from Walt Disney World. This guard-gated resort community offers investors a range of properties designed to maximize rental potential while providing guests with an exceptional Orlando vacation experience.

Property Options:

From cozy 2-bedroom condos to spacious 6-bedroom homes, Windsor Hills caters to various guest group sizes and investment budgets. The condos, typically ranging from 1,000 to 1,200 square feet, offer excellent entry points for investors, appealing to smaller families and couples seeking affordable luxury near Disney. Townhomes feature 3 bedrooms across 1,500 square feet, providing a perfect middle ground with private garage parking and multiple bathrooms.

The resort’s crown jewels are its single-family homes, available in 4, 5, and 6-bedroom configurations. These properties, ranging from 2,000 to 3,500 square feet, feature private pools, game rooms, and themed children’s bedrooms – amenities that command premium nightly rates and maintain high occupancy levels throughout the year.

Investment Appeal:

Windsor Hills properties consistently rank among the top-performing vacation rentals in Central Florida for several reasons:
– Prime location minutes from Disney World, Universal Studios, and other major attractions
– Resort-style amenities including a lagoon-style pool with water slide, movie theater, fitness center, and sports facilities
– Guard-gated security providing peace of mind for both owners and guests
– Professional on-site management options
– Strong year-round rental demand due to Orlando’s constant tourist flow
– Potential for significant rental income with occupancy rates often exceeding 70%

Guest Experience:

Vacation rentals in Windsor Hills offer visitors substantial savings compared to Disney resort hotels while providing more space and home-like amenities. Families particularly appreciate the fully equipped kitchens, private pools, and multiple bedrooms that allow everyone to spread out comfortably. The resort’s location enables guests to quickly return for mid-day breaks from the parks, making it especially attractive for families with young children.

For investors, Windsor Hills represents a proven vacation rental market with established rental histories and strong appreciation potential. The variety of property sizes allows investors to match their investment goals with the right property type, while the resort’s reputation and amenities help maintain consistent bookings throughout the year. Contact Holiday Realty LLC for purchase opportunities and detailed property analysis.

Search all Windsor Hills Homes Currently for Sale

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7763 Tosteth St, Kissimmee, Florida 34747

Residential For Sale

CINDEE T LAVY
Beautiful 6-Bedroom Home Just 5 Minutes from Walt Disney World! Discover this spacious, beautifully maintained home in the sought-after Windsor Hills Resort, a premier 24-hour guard-gated community just minutes from Disney. Perfect as a vacation retreat, rental investment, or full-time residence, this property offers exceptional value and an unbeatable location.
$629,000
6Bedroom(s)
4Bathroom(s)
2,812Sqft

7790 Teascone Blvd, Kissimmee, Florida 34747

Residential For Sale

OLYMPUS EXECUTIVE REALTY INC
Welcome to 7790 Teascone Blvd!Discover the charm of this beautifully maintained home in the desirable Windsor Hills community. With 5 spacious bedrooms and 5 bathrooms, this residence offers ample space for relaxation and entertainment.
$740,000
5Bedroom(s)
5Bathroom(s)
2,297Sqft

2615 Pawnall St, Kissimmee, Florida 34747

Residential For Sale

THE PROPERTY FIRM
Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms.
$623,000
5Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
2,494Sqft

2673 Manesty Lane, Kissimmee, Florida 34747

Residential For Sale

CHAMPION HOMES
If you are looking for resort style living then look no further than this beautiful 6 bedrooms/3.5 bathrooms 2-story Turn-Key home located in the gated community of Windsor Hills Resort, Kissimmee. Although it is currently a very popular short term rental vacation home, it would also make an ideal family home.
$649,999
6Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
2,469Sqft
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