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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7654 Comrow St #104, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Live Your Disney Dream in This Windsor Hills Resort Condo! Picture yourself steps away from a resort-style pool right next to the clubhouse of the prestigious Windsor Hills Resort. This perfectly positioned 3-bedroom, 2-bath condo isn't just a home – it's your ticket to the Florida lifestyle you've always wanted. Inside, you'll find 1,410 square heated feet of thoughtfully designed living space.
$335,000
3Bedroom(s)
2Bathroom(s)
1,410

2781 Almaton Loop #203, Kissimmee, Florida 34747

Residential For Sale

MARTIN PROPERTY INVESTMENTS REALTY LLC
Cleverly renovated 3-bedroom, 2-bathroom condo with 1,246 square feet of living space located in the highly sought-after Windsor Hills community. This unit is positioned on the second floor at the corner of the building, offering extra windows and light. The condo's Marvel and Disney decorations will definitely attract guests planning to visit Orlando, FL.
$370,000
3Bedroom(s)
2Bathroom(s)
1,246

2781 Almaton Loop #304, Kissimmee, Florida 34747

Residential Lease For Rent

LOKATION
This is a beautifully 3/2 condo in the popular resort community of Windsor Hills. This highly popular.
$2,450
3Bedroom(s)
2Bathroom(s)
1,450

7675 Comrow St #204, Kissimmee, Florida 34747

Residential For Sale

HOPKEY REALTY
Step into your fully renovated dream home in the heart of the coveted Windsor Hills community. This Santa Anna floor plan, the largest in the neighborhood, offers 3 bedrooms and 2 bathrooms, combining modern design with spacious comfort. Freshly painted throughout, the condo features spa-like bathrooms with ceramic tile, floating Italian cabinets, and quartz countertops.
$399,000
3Bedroom(s)
2Bathroom(s)
1,450

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.
$399,999
3Bedroom(s)
2Bathroom(s)
1,246

2774 Almaton Loop #101, Kissimmee, Florida 34747

Residential For Sale

REAL BROKER, LLC
***TURNKEY & THEMED CONDO*** 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 cabinets & touches of Star
$359,000
3Bedroom(s)
2Bathroom(s)
1,246

2784 Almaton Loop #301, Kissimmee, Florida 34747

Residential For Sale

COMPASS FLORIDA LLC
Welcome to your new oasis at 2784 Almaton Loop, Unit 301, in the beautiful resort community of Windsor Hills! This delightful 3-bedroom, 2-bathroom fully furnished condo offers a perfect blend of comfort and style, all wrapped up in 1,246 square feet of inviting living space.
$339,000
3Bedroom(s)
2Bathroom(s)
1,246

7671 Comrow St #303, Kissimmee, Florida 34747

Residential For Sale

LIFESTYLE INTERNATIONAL REALTY
Fully Furnished 3BD/2BA Condo in Windsor Hills – Prime Location & Investment Opportunity! Welcome to Windsor Hills Resort, Amazing gated community in the heart of Kissimmee (34747) — just 5 miles from Disney! Known for its fantastic location and top-tier amenities, this immaculately maintained resort offers something for everyone.
$399,999
3Bedroom(s)
2Bathroom(s)
AssignedParking(s)
1,450

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)
1,410

7654 Comrow St #101, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Under contract-accepting backup offers. NEXT TO WINDSOR HILLS CLUBHOUSE AND POOLS! Rare opportunity to own a renovated and turnkey condo at Windsor Hills Resort, one of the most popular vacation home communities near Disney World. Pride of ownership shows in this well-maintained 3 bedroom, 2 bath home situated next to all the amazing amenities Windsor Hills has to offers.
$358,000
3Bedroom(s)
2Bathroom(s)
1,246

2821 Almaton Loop #303, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Under contract-accepting backup offers. Immaculate 3-bedroom, 2-bathroom condo, recently updated, located on the third floor of an elevator building.
$329,000
3Bedroom(s)
2Bathroom(s)
1,246

2821 Almaton Loop #101, Kissimmee, Florida 34747

Residential For Sale

KELLER WILLIAMS CLASSIC
This meticulously maintained, **FULLY FURNISHED** and interior designed 3-bedroom, 2-bathroom ground-level condo within the highly sought-after gated resort community of Windsor Hills presents a **TURNKEY VACATION RENTAL opportunity**.
$370,000
3Bedroom(s)
2Bathroom(s)
1,246
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