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, townhomes 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

9 Properties Found. Showing Page 1 of 1
View As: Map
Sort by:

2505 Archfeld Blvd, Kissimmee

Photo of Listing #O5742332

$439,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 07

Fantastic South Facing Vacation Rental Property With High End Furniture, Extended Pool Deck, Heated Pool With New Pump, Tile Roof, New Carpet, Nice Game Room With Newly Added Games And Ac In Garage. Excellent Rental Income History In Safe Guard Gated Community If Windsor Hills. Community Offers Fantastic Water Park With Grocery Store And Game House As Well As Huge Additional Pool Besides Own Private Heated Pool .just 12 Minutes To Disney. Home Is In Very Good Condition.

2624 Bowring St, Kissimmee

New Photo of Listing #O5784528

$438,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.23 Acres

Single Family / Villa

Windsor Hills Ph 06

Very Popular, Solid Bookings, This Is One Of The Classiest And Most Beautiful Homes In Windsor Hills. The Completely Renovated Home Is Known As "parkside Palace", The Home Features 6 Very Spacious Bedrooms, An Amazing Family Room And Breakfast Nook, A Formal Dining Room, A Great Living Room And Off Course, A Very Relaxing Pool Deck. The Pool Features A Fantastic Spa And It Is A Salt Water System. All Appliances Are Stainless Steel And Th Kitchen Features Granite Countertops. The Garage Has Been Converted Into A Game Room Featuring A Pool Tab...

7785 Basnett Cir, Kissimmee

Photo of Listing #S5013210

$398,500

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 03

Spacious 6 Bedroom With 2 Master Suites And 4 Full Bathrooms! **furnished!** Lovely Vacation Home In Windsor Hills Close To Disney And Major Theme Parks. Think About It You Can Live In The Home Full Time Or Rent Out To Vacationers. Folks Love Windsor Hills For The Location! The Community Is Guard Gated And Has Amenities Such As A Lagoon Style Pool With Hot Tub, Club House, Large Water Slides, Game Room, Movie Theater, Café, Fitness Center, Bar And Convenient Store, Tennis Courts, Volleyball Courts, Huge Playground, Putting Green And Barbecue...

7817 Beechfield St, Kissimmee

Price
Reduced
Photo of Listing #O5768274

$390,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.15 Acres

Single Family / Villa

Windsor Hills Ph 05

Live-play-work Or Vaca In This Very Safe And Easy Community Close To Disney. Very Well Maintained Vacation Community With A "feels Like Home" Neighborhood. The Community Is Complete With -waterpark, Slides, Game Room, Fitness, Walking Trails And Small Grocery Store For Snacks And More. The Property Has A Resort Feel And This Bright Beauty Has Room To Accommodate The Whole Team, Family Or Group In A Spacious 6 Bedroom Fully Furnished And Super Well-maintained Property. From Tvs, Towels, Beach Balls, And More This Turn Key Property Is A High...

2649 Daulby St, Kissimmee

New Photo of Listing #O5784596

$365,000

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.15 Acres

Single Family / Villa

Windsor Hills Ph 2

This Fully Furnished, 5-bedroom, 5 Full Bathroom, Turn-key, Pool Home Is Located In The Highly Acclaimed Community Of Windsor Hills, One Of The Finest Communities At Walt Disney World’s Backdoor. Location Is Not The Only Reason To Put This Home On The Top Of Your List. This Lovely Vacation Home Has Everything You Need Either For Your Personal Use, Or As A Fantastic Investment Into A Vacation Rental Home. The Meticulous Care Given To This Property Is Evident When You Walk Through The Front Door. The List Of Property Upgrades Includes: New Ap...

7642 Sir Kaufmann Ct, Kissimmee

Photo of Listing #S5017688

$280,000

  • 3 Beds
  • 3 Baths

  • 1,440 SqFt
  • 0.03 Acres

Townhouse

Windsor Hills Ph 04

By Far This Home Is The Loaded With The Most Upgrades And Shows Like A Model. Granite Counter Tops In The Kitchen And The Bathrooms, Hard Wood Floors, Stainless Steele Appliances, Crown Molding, And So Much More!! Don’t Believe It….see It For Yourself. Very Attention To Detail And The Number Of Upgrades Are Countless. This Immaculate Townhome Is Graced With 3 Bedrooms, 3 Baths And A Sparkling Pool. This Exquisite 2 Story Home Has Everything To Offer In The Beautiful And Popular Community Of Winsor Hills. The Spacious Living Room Area Is Abs...

7665 Fitzclarence St, Kissimmee

Photo of Listing #O5768250

$265,000

  • 3 Beds
  • 3 Baths

  • 1,440 SqFt
  • 0.03 Acres

Townhouse

Windsor Hills Ph 02

Located In The Sought-after Windsor Hills Gated Community. 2-story Townhome With Lake View And Private Pool. Beautifully Decorated 3-bedroom, 3 Bath Property With Living/dining Combo. Kitchen Has Breakfast Bar & Closet Pantry. One Bedroom Is Downstairs. Master Is Upstairs & Has Walk-in Closet. Screen Enclosed Pool With Paver Deck. This Property Is Very Close To The Clubhouse With Its Own Lagoon Style Pool And Brand New Waterpark, Gym, Tennis, Theatre And Far More!! Perfect As A Vacation Rental Or Second Home. Don’t Miss This One, All Yo...

2774 Almaton Loop #301, Kissimmee

Photo of Listing #S5016957

$209,900

  • 3 Beds
  • 2 Baths

  • 1,246 SqFt

Condo / Apartment

Ventura At Windsor Hills...

A Luxuriously Furnished And Immaculately Maintained Move-in Ready Home In Coveted Windsor Hills. This Five Star Resort Community Is Only Minutes From Central Florida's World Renowned Walt Disney World Theme Parks, Universal Studios, Sea World Water Adventure Parks, Numerous Golf Courses, A Vast Array Of Restaurants And Shopping. In 2018, A Multi-million Dollar Water Park Includes Dueling Slides, Interactive Kid's Splash Zone Complete With 2 Slides, A Water Wheel, Water Cannons And Water Sprays! Situated On The 3rd Floor With Access Via Two L...

2809 Almaton Loop #303, Kissimmee

Photo of Listing #S5014753

$192,000

  • 3 Beds
  • 2 Baths

  • 1,246 SqFt

Condo / Apartment

Ventura At Windsor Hills...

Third Floor Fully Furnished 3 Bed 2 Bath Condo Located On This Very Popular Community Windsor Hills. The Condo Is Presently In A Rental Program And Could Be A Turn Key Investment Or Second Home.

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.

^ Back to: Windsor Hills Homes

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on May 20th, 2019 at 2:29am EDT.