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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2785 Almaton Loop #103, Kissimmee, Florida 34747

Residential For Sale

WEMERT GROUP REALTY LLC
**Seller may consider buyer concessions if made in an offer**Welcome to Ventura at Windsor Hills, where RESORT-STYLE LIVING and unbeatable convenience come together! This first-floor, 3-bedroom, 2-bath condo is in excellent condition and comes FULLY FURNISHED, making it truly turnkey for use as a vacation rental, investment property, or personal retreat.
$329,000
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2821 Almaton Loop #301, Kissimmee, Florida 34747

Residential For Sale

HOLIDAY REALTY LLC
Beautifully renovated 3 bedroom, 2 bath condo located in the highly desirable Windsor Hills Resort, just 2.5 miles from Walt Disney World. This spacious vacation home is ideally situated only steps from the clubhouse, fitness center, movie theater, resort pool, splash pad, and water slides.
$385,000
3Bedroom(s)
2Bathroom(s)
OpenParking(s)
1,246Sqft

2778 Almaton Loop #104, Kissimmee, Florida 34747

Residential For Sale

BETTER HOMES & GARDENS LIFESTYLES REALTY
**Beautiful 3 Bedroom, 2 Bathroom Condo in Windsor Hills – Main Floor Convenience!** Welcome to this spacious **3 bedroom, 2 bathroom condo** located in the highly sought-after **Windsor Hills Resort** in Kissimmee, Florida. Perfect as a vacation retreat, investment property, or full-time residence, this home offers both comfort and convenience.
$328,000
3Bedroom(s)
2Bathroom(s)
1,390Sqft

2817 Almaton Loop #202, Kissimmee, Florida 34747

Residential For Sale

COMPASS FLORIDA LLC
Located in the desirable Kissimmee area at 2817 Almaton Loop #202, this well-maintained condo presents excellent value and investment potential. Situated in FL 34747, you'll enjoy easy access to shopping centers, world-famous theme parks, major highways, and the airport. This comfortable 2-bedroom, 2-bathroom unit offers 1081 square feet of thoughtfully designed living space.
$295,000
2Bedroom(s)
2Bathroom(s)
1,081Sqft

2821 Almaton Loop #104, Kissimmee, Florida 34747

Residential For Sale

FLORIDA REALTY INVESTMENTS
Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals.
$330,000
3Bedroom(s)
2Bathroom(s)
1,390Sqft

2784 Almaton Loop #402, Kissimmee, Florida 34747

Residential For Sale

KELLER WILLIAMS REALTY AT THE LAKES
Welcome to your stunning 2-bedroom, 2-bathroom condo in the highly sought-after Windsor Hills Resort, a premier destination just minutes from Walt Disney World and other major Central Florida attractions. This home offers a turnkey investment opportunity in a proven, high-demand location.
$280,000
2Bedroom(s)
2Bathroom(s)
OpenParking(s)
1,081Sqft

2809 Almaton Loop #401, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Enjoy this turnkey 4th-floor corner Disney Condo with views of Disney fireworks from the screened-in balcony. Feast your eyes on this THEMED 3 bedroom 2 bathroom condo in the popular short-term rental community of Windsor Hills Resort.
$327,000
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2788 Almaton Loop #202, Kissimmee, Florida 34747

Residential For Sale

EXP REALTY LLC
Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after guard-gated Windsor Hills Resort, just 2.5 miles from Walt Disney World! Located on the second floor with convenient elevator access, this fully furnished, turn-key home is ready for immediate enjoyment as a vacation getaway, primary residence, or income-producing short-term rental.
$275,000
2Bedroom(s)
2Bathroom(s)
1,081Sqft

7664 Comrow St #103, Kissimmee, Florida 34747

Residential For Sale

MARKET CONNECT REALTY LLC
Nestled in the highly sought-after Ventura at Windsor Hills Resort Unit 103 is an inviting, single-story condo offering approximately 1,246 sq ft of turnkey living space with 3 bedrooms and 2 full baths. Built in 2005, the condominium sits on a 0.34-acre lot within a gated community just steps from the clubhouse and lagoon-style pool.
$335,900
3Bedroom(s)
2Bathroom(s)
1,246Sqft

2778 Almaton Loop #203, Kissimmee, Florida 34747

Residential For Sale

YELLOW ROCK REALTY CORP
Welcome to 2778 Almaton Loop #203 – a beautifully updated 3-bedroom, 2-bathroom condo located in the sought-after gated community of Windsor Hills in Kissimmee. This turnkey property is an ideal investment opportunity with a strong rental history across major booking platforms.
$349,000
3Bedroom(s)
2Bathroom(s)
1,246Sqft

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.
$339,000
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.
$292,000
2Bedroom(s)
2Bathroom(s)
1,081Sqft
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