Windsor Hills Homes for Sale

Located in the heart of Central Florida’s major tourist attraction area is a beautiful, family-oriented gated vacation resort community known as Windsor Hills. Windsor Hills homes for sale lie in a  meticulously maintained Kissimmee community is located less than 2 miles from Walt Disney World, and offers residents and visitors all the amenities of a 5-star resort! Windsor Hills features a variety of single family / villa homes, town homes and condos that are perfect for families, couples and retirees who want a vacation getaway with all the comforts of home.


Interested in one of the beautiful Windsor Hills homes for sale available below? Read on to learn more about this stunning Osceola County community, just minutes from Disney World, or contact Team Donovan online to reach a qualified Windsor Hills real estate agent!


Search Windsor Hills Resort Real Estate Listings

2579 ARCHFELD BLVD,

2579 Archfeld Blvd, Kissimmee

6428122
Location, Location, Location !! This 6 bedroom 4 bathroom pool & spa home is s …more
$650,000
2640 DINVILLE ST,

2640 Dinville St, Kissimmee

6424692
Your Florida home awaits!!! This turn key vacation home has 6 bedrooms and 3 1/2 …more
$639,000
2520 ARCHFELD BLVD,

2520 Archfeld Blvd, Kissimmee

6428122
LOCATION, LOCATION, LOCATION!! Ever popular Windsor Hills gated community, this …more
$639,000
2538 HOLTROCK ST,

2538 Holtrock St, Kissimmee

5522972
Fully furnished Star Wars/Mandalorian-themed vacation rental less than 10 minute …more
$615,000
2615 ARCHFELD BLVD,

2615 Archfeld Blvd, Kissimmee

6428122
Located In The Preferred “Reserve Neighborhood” Of Windsor Hills, With A Large C …more
$614,900
2542 ARCHFELD BLVD,

2542 Archfeld Blvd, Kissimmee

6428122
This fully furnished home is one of the last built in the popular guard-gated Wi …more
$610,000
2711 MANESTY LN,

2711 Manesty Ln, Kissimmee

6428122
This fully furnished 6/bed 4/bath home with no backyard neighbors has it all: he …more
$599,900
2631 ARCHFELD BLVD,

2631 Archfeld Blvd, Kissimmee

5523422
Welcome home to Windsor Hills, One of Orlando’s top rated Vacation and Resort Co …more
$599,900
2679 SYCAMORE R DR #E700,

2679 Sycamore R Dr #e700, Kissimmee

2212372
Under Construction. UNDER CONSTRUCTION – LOCATION, LOCATION, LOCATION, Sycamore …more
$423,547
2788 ALMATON LOOP #302,

2788 Almaton Loop #302, Kissimmee

2210812
Windsor Hills Resort is a gated community just a few miles from the theme parks …more
$220,000

The Windsor Hills Resort Community

Windsor Hills home owners and their guests can experience all the advantages resort-style living affords, including a luxurious lagoon style heated pool, 80 foot winding water slide, children’s splash area with dancing water fountains and poolside ping pong. Adults can lounge in the sun on the pool deck or relax in the steaming hot tub.

The resort clubhouse also has plenty of entertainment opportunities for young and old alike, including billiard tables, video arcade games and an Xbox Kinect. There’s also an HD movie theater and state-of-the-art fitness center with the latest workout equipment. Other amenities include picnic/BBQ areas, sundry shop, children’s playground, putting green, and tennis, basketball and volleyball courts.

Of course, there are plenty of options for dining, shopping, and first-class entertainment within a short drive of Windsor Hills real estate, including championship golf at the nearby Mystic Dunes Resort & Golf Club.

Windsor Hills Floor Plans

The Windsor Hills homes for sale offers several different floor plans for those interested in purchasing an Orlando vacation home. Buyers who prefer a vacation property that’s easy to maintain often choose a two or three bedroom condo. These beautiful condos feature spacious bedrooms, walk-in closets, appliances, balcony/sundeck and high ceilings. A few condos offer lakefront views, as well as being near the community clubhouse and pool. Some three bedroom condos also include a screened-in patio.

Another option for a vacation home is a three bedroom Windsor Hills townhome. These properties include such features as cathedral/vaulted ceilings, walk-in closets, and all kitchen appliances. Some of the townhomes come fully furnished, and include their own private screened-in swimming pool and/or hot tub for extra privacy.

If you’re looking for a luxurious single family home that can be used as a vacation home or second home, you should consider one of the amazing Windsor Hills villas. Choose between four, five or six bedroom floor plans. These thoughtfully designed homes offer plenty of space for family gatherings, as well as rental guests to enjoy. Some models include a heated pool and spa, with child safety fencing to keep little ones safe.

If you choose to rent your home to vacationers, the Windsor Hills community does allow short and long term rentals, which gives you an opportunity to recoup your investment. Or you can simply keep the property for you, your family and friends to enjoy.

Another benefit of buying a condo or home for sale in Windsor Hills is that this immaculate property is gated with 24-hour security, and features a helpful, friendly staff. As the closest vacation home community to Disney, it will appeal to buyers and renters alike, but the fabulous on-site amenities enable you to enjoy a relaxing vacation without ever leaving Windsor Hills.


If you have any questions about the properties for sale at Windsor Hills, contact a Team Donovan real estate agent online today or call 407.705.2616. We look forward to helping you find the perfect Orlando vacation home.