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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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

7664 Comrow St #301, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
SHORT WALK 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.
$373,500
3Bedroom(s)
2Bathroom(s)
1,246

7654 Comrow St #101, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
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.
$373,500
3Bedroom(s)
2Bathroom(s)
1,246

2821 Almaton Loop #303, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Immaculate 3-bedroom, 2-bathroom condo, recently updated, located on the third floor of an elevator building.
$339,000
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

2778 Almaton Loop #303, Kissimmee, Florida 34747

Residential For Sale

AGENT TRUST REALTY CORPORATION
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to your charming oasis at 2778 Almaton Loop UNIT-303 located within the BEAUTIFUL and sought after community of VENTURA AT WINDSOR HILLS CONDO IN Kissimmee FL. This charming residence offers the perfect combination of comfort, RISOR tourist style living.
$352,000
3Bedroom(s)
2Bathroom(s)
OpenParking(s)
1,246

2785 Almaton Loop #305, Kissimmee, Florida 34747

Residential For Sale

EXP REALTY LLC
Best Priced 3-Bedroom in Windsor Hills | Largest Condo Floor Plan in the Community | Fully furnished spacious 3-bedroom, 2 Bathroom, split floor plan condo with a covered balcony on the third floor. Recent upgrades include fresh paint, updated appliances, luxury vinyl Flooring (no carpet), and convenient elevator access. Located less than 2.
$325,000
3Bedroom(s)
2Bathroom(s)
OpenParking(s)
1,410

2809 Almaton Loop #304, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
Rare opportunity to own a fully 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.
$369,500
3Bedroom(s)
2Bathroom(s)
1,450

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.
$299,950
2Bedroom(s)
2Bathroom(s)
1,081

7671 Comrow St #201, Kissimmee, Florida 34747

Residential For Sale

ARMEL REAL ESTATE INC
Windsor Hills is a renowned resort in the heart 34747. Know for both it's phenomenal location and facilities this immaculately kept resort offers something for everyone. The fantastic splash park, game room and gym are just a stones throw from the condo itself. Tucked back from US 192 this self contained gated community has access to it all.
$349,000
3Bedroom(s)
2Bathroom(s)
1,246

2778 Almaton Loop #401, Kissimmee, Florida 34747

Residential For Sale

TEAM DONOVAN
Discover the ultimate blend of comfort and convenience in this exquisite 3-bedroom, 2-bathroom condo nestled within the prestigious, guard-gated Windsor Hills Resort. This fully furnished penthouse condominium on the fourth floor is a must-see. Step onto the private balcony and savour the Florida sunshine, or gather in the spacious living area, perfect for entertaining friends and family.
$328,950
3Bedroom(s)
2Bathroom(s)
1,246

7671 Comrow St #302, Kissimmee, Florida 34747

Residential For Sale

MAGICMIND REALTY LLC
Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished 2bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….
$325,000
2Bedroom(s)
2Bathroom(s)
1,081
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