Windsor Hills Condos for Sale

Windsor Hills Resort Condos: Your Perfect Orlando Investment Property

Experience the best of Orlando vacation rental investing with Windsor Hills Resort’s luxurious condos, located just 2.5 miles from Walt Disney World. These well-appointed 2-bedroom, 2-bathroom units offer investors an excellent entry point into the lucrative Orlando vacation rental market, combining prime location with strong rental potential.

Windsor Hills condos typically range from 1,000 to 1,200 square feet and feature open-concept floor plans that maximize space and comfort. Each unit comes complete with a fully equipped kitchen, washer/dryer, and screened balcony or patio. Modern furnishing packages are available, making it easy to get your investment property ready for immediate rental.

These condos are particularly attractive to budget-conscious families and couples who want luxury accommodation near Disney without the premium price tag. The units’ efficient layouts and resort amenities, including the spectacular lagoon-style pool, tennis courts, and fitness center, make them highly competitive in the rental market.

Investors appreciate Windsor Hills condos for their lower initial investment compared to single-family homes and minimal maintenance requirements. The professional on-site management options ensure hassle-free ownership, while the resort’s guard-gated security helps maintain premium nightly rates.

With Orlando’s year-round tourist demand, condo owners often enjoy high occupancy rates averaging over 70%. The resort’s prime location near major attractions, combined with comprehensive amenities, helps maintain strong rental income throughout the year. Recent sales data shows these units have demonstrated solid appreciation potential, making them an excellent choice for both first-time investors and experienced property owners looking to expand their portfolio in the Orlando vacation rental market.

For those seeking a proven investment in Central Florida’s vacation rental market, Windsor Hills condos offer an attractive combination of location, amenities, and rental potential, all wrapped in an easier-to-manage package compared to larger vacation homes. Contact WindsorHillsProperty.com and Holiday Realty LLC today for investment opportunities.

Search all Condos Currently for Sale in Windsor Hills

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2784 Almaton Loop #204, Kissimmee, Florida 34747

Residential For Sale

LUXE PROPERTIES LLC
This charming 3-bedroom, 2-bathroom condo at 204-2784 Almaton Loop offers an excellent investment opportunity in the heart of Kissimmee. Located in the popular Windsor Hills community, this property features updated themed rooms that create a fun and memorable experience for guests.
$324,000
3Bedroom(s)
2Bathroom(s)
1,450Sqft

2778 Almaton Loop #402, Kissimmee, Florida 34747

Residential For Sale

LUXE PROPERTIES LLC
BACK ON MARKET. No fault of condo the buyer could not fund. Discover this updated 2-bedroom, 2-bathroom condo located on the 4th floor in Windsor Hills. This unit features luxury vinyl flooring throughout and offers great views with no units above, ensuring a quieter living experience. The property is situated in the desirable Windsor Hills community, known for its excellent rental potential.
$285,000
2Bedroom(s)
2Bathroom(s)
1,081Sqft

7664 Comrow St #105, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Stunning Lake View Condo – Steps from Clubhouse & Pool! Discover this beautifully remodeled 3-bedroom, 2-bathroom first-floor condo in the highly sought-after Ventura at Windsor Hills Resort—just minutes from Disney! Perfectly positioned, this unit is less than a 5-minute walk to the clubhouse and resort-style pool, with a serene lake view right from your living room.
$359,000
3Bedroom(s)
2Bathroom(s)
1,410Sqft

7671 Comrow St #304, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Welcome to this beautifully decorated and fully furnished 3-bedroom condo, ideally located on the 3rd floor with convenient elevator access in the highly sought-after Windsor Hills Resort community. Just minutes from Walt Disney World, Universal Studios, and other world-class Orlando attractions, this spacious home offers the perfect retreat after a fun-filled day.
$324,900
3Bedroom(s)
2Bathroom(s)
1,450Sqft

2778 Almaton Loop #403, Kissimmee, Florida 34747

Residential For Sale

IMAGINATION REALTY, INC
Welcome to this NEWLY RENOVATED charming fully furnished 3 bedrooms, 2 bath condo that could be yours! The condo is located on the 4th floor of an elevator building. Freshly painted, with new luxury flooring, as well as new quartz countertops, sinks and faucets in kitchen and bathrooms.
$349,000
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2781 Almaton Loop #404, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Don’t miss your chance to own a turnkey condo in Windsor Hills Resort—one of the most sought-after vacation home communities just minutes from Disney World! This is the largest floor plan available in the resort, offering a more spacious hall bathroom and two primary suites for maximum comfort and flexibility.
$329,000
3Bedroom(s)
2Bathroom(s)
1,450Sqft

2774 Almaton Loop #403, Kissimmee, Florida 34747

Residential For Sale

GLOBAL FLORIDA REALTY
Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in the community! Recently transformed by its discerning owner, this unit features brand-new flooring, state-of-the-art appliances, and elegant quartz finishes—sparing no expense to elevate its allure.
$365,000
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2774 Almaton Loop #101, Kissimmee, Florida 34747

Residential For Sale

REAL BROKER, LLC
***TURNKEY & THEMED CONDO*** AC UNIT REPLACED IN 2024! Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit has had upgrades such as newer c
$324,500
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2774 Almaton Loop #305, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2-bathroom condo located on the 3rd floor of the highly sought-after Windsor Hills Resort. Just steps from the pool and top-tier community amenities, this unit offers an open and airy layout with a desirable split-bedroom floor plan.
$365,000
3Bedroom(s)
2Bathroom(s)
OpenParking(s)
1,410Sqft

7671 Comrow St #202, Kissimmee, Florida 34747

Residential For Sale

TEAM DONOVAN
Step into a world of luxury and convenience with this beautifully fully furnished 2nd-floor condo at 7671 Comrow Street Unit 202 in the highly desirable Windsor Hills Resort. Every detail has been thoughtfully upgraded to offer your guests a worry-free, comfortable stay.
$289,950
2Bedroom(s)
2Bathroom(s)
1,081Sqft
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