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!

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24 Properties Found. Showing Page 1 of 2
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7737 Comrow St, Kissimmee

Photo of Listing #O5705412

$420,000

  • 5 Beds
  • 5 Baths

  • 2,494 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 1

Sensational 5 Bedroom, 5 Bathroom Pool Home, Featuring A Custom Kitchen With 42-inch Cognac Color Cabinetry, Stainless Steel Appliances And Granite Counter Top. With 2,494 Square Feet Of Elegant Living Space, This Well-design Floor Plan Features Spacious Bedrooms Suites, Each Bedroom With Their Own Private Bath. The Two-story Floor Plan Will Bring A Blend Of Contemporary Design And Comfort. Professionally Decorated, This Stylish Interior Home Will Amaze You With Every Single Detail. Built On A Premium Lot, No Rear Neighbors, And Located In T...

2515 Archfeld Blvd, Kissimmee

Photo of Listing #O5554570

$420,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.23 Acres

Single Family / Villa

Windsor Hills Ph 07

Immaculate Six Bedrooms, Four-baths On Beautiful And Popular Vacation Resort Community Of Windsor Hills. Located Only Three Miles From The Entrance Of Disney. This Was Truly A Vacation Home For Its Original Owners. House Is Sitting On A Big Corner Lot, Where Your Guests Can Enjoy A Refreshing Pool And Hot Tub. Six Generous Bedrooms, Large Kitchen And An Open Floor Living Space Makes Perfect For Multi-family Vacations Rental Secure With A 24-hour Guard Gate. Clubhouse Includes A Movie Theater, Fitness Center, Game Room With Arcade Games, Ping...

2601 Archfeld Blvd, Kissimmee

Photo of Listing #O5550297

$419,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.17 Acres

Single Family / Villa

Windsor Hills Ph 06

Must See! Stunning 6br/4ba Home With An Open Floor Plan In Highly Sought-after Windsor Hills. Professionally Decorated And Top Of The Line Luxury. 55" Tv In Family Room, Granite Counter Tops, Upgraded Appliances, Dark Wood Cabinetry And A 4-person Breakfast Bar In The Expansive Kitchen. Dining Room Also Seats 8. The 2-car Garage Has Been Converted Into A Game Room With Foosball And Billiard Table. Upstairs Has 1 King Bedroom, 2 Queen Bedrooms, And 3 Bedrooms With Twin Beds. Home Can Easily Accommodate 14 Guests. You Also Have Access ...

2709 Manesty Ln, Kissimmee

Photo of Listing #O5573873

$399,999

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.24 Acres

Single Family / Villa

Windsor Hills Ph 03

This Turnkey, Guard Gated Home Is A Must See With No Rear Neighbors. If You Are Looking For A Primary Residence, Vacation/second Home Or Income Producing Property This Home Is For You. This Home Has Everything For You And Your Guests For A Perfect Vacation Or Getaway With 6 Bedrooms 4 Baths Which Include Upgraded Furnishings Throughout And A Home Theater In The Garage Conversion. The Little Ones And Adults Alike Will Love The Disney Themed Bedroom That Sleeps 4-5 Youngsters. The Home Includes A Pool Table, Game Room, Bedroom/bath On 1st Floo...

2624 Bowring St, Kissimmee

Price
Reduced
Photo of Listing #O5424177

$399,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.23 Acres

Single Family / Villa

Windsor Hills Ph 06

Price Reduction And Seller Financing Available! 25% Down, 20 Years, 6.5% Interest. This Is One Of The Classiest And Most Beautiful Homes In Windsor Hills. 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 ...

7803 Beechfield St, Kissimmee

Photo of Listing #O5545652

$389,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.15 Acres

Single Family / Villa

Windsor Hills Ph 05

Windsor Hills Reserve Home For Sale. No Rear Neighbors! Lots Of Future Bookings Are Ready To Convey! This Amazing/ Spotless, 6 Bedroom Home (3 King, 1 Queen And 4 Twin Beds) Can Accommodate 12 Guests In Absolute Comfort, 4 Bathrooms (2 En-suite). There Have Been Over 15 Five Star Reviews On Flipkey Based On Recent Guest Stays Regarding This Beautiful And Luxuriously Furnished Home. Every Bedroom Enjoys A Wall Mounted Flat Screen Lcd Tv With Built In Dvd. Fully Equipped Kitchen And Laundry Room. Large Private Heated Pool With Raised Spa. N...

2698 Manesty Ln, Kissimmee

Price
Reduced
Photo of Listing #O5504764

$389,750

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 03

Only 4.5 Miles To Disney’s Gate. This Home Offers One Of The Most Desirable Floor Plans In Windsor Hills With 5 Beds And 5 Baths, This Well- Kept Home Is Located On A Conservation Lot. It Is Walking Distance To Tennis Courts And The Clubhouse. Tastefully Decorated & Furnished With Neutral Colors Throughout And Offered As A Turn Key Property. Boasting 2 Master Suites With King Sized Beds On The First Floor, One Queen Master Suite On The First Floor And Twin Beds On The Second Floor. Fully Stocked Kitchen And Ready To Go Overlooking The Fami...

2635 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #O5490124

$389,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills

This Beautiful 6 Bedroom Vacation Home Is Located Only 3 Miles From Disney And Is Close To All Of The Attractions And Fun Orlando Has To Offer. Located Within Windsor Hills Resort Community, This Home Has Features Like No Other, A Private Newly Remodeled Aruba Twinkling Pool And Spa With Panoramic Views Over Lake Reedy And A Conservation Area, A Whole House Audio System With Ceiling Speakers, Proliphix Home Automation System Controlling The Ac And Pool Heat, New Flat Screen Tvs In All Rooms, A Fully Equipped Gourmet Kitchen With New Samsung ...

2681 Manesty Ln, Kissimmee

Photo of Listing #S4857708

$375,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 03

Short Term Rental Home, Fabulous Views At The Rear Of The Property Looking Towards Disney, Set In An Elevated Position Of Windsor Hills Resort, No Direct Rear Neighbors , Located 3 Miles From Disney. Windsor Hills Is An Amazing Choice For Families Looking For A Family Home Rather Than Staying In A Hotel. This Property Is Perfect For Investors Looking For A Turn Key Property, A Superb 6 Bedroom And 4 Bathroom Open Plan Home (brentwood Model). Fully Furnished, With Upgraded Furniture. Sympathetically Laid Out Making Full Use Of The Sq Ft Of H...

7818 Beechfield St, Kissimmee

Photo of Listing #S4858671

$359,900

  • 4 Beds
  • 4 Baths

  • 1,878 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 05

Financing Fell Through, Back On The Market! Financing Fell Through.turn Key Vacation Home In Beautiful Windsor Hills. Fully Furnished For Those Vacationing Clients! Home Has Been Completely Updated With Modern Beach Style Furnishings And Decor. Freshly Painted Exterior!! Themed Bunk Bed Room With Pull Out Trundle To Maximize The Number Of Guests! Heated Pool With All The Outdoor Seating Needed For A Great Vacation. Windsor Hills Is A Well Established Vacation Home Community And Has 24 Hour Guard Service With A Great Club House And Po...

2543 Archfeld Blvd, Kissimmee

Price
Reduced
Photo of Listing #S4856563

$359,000

  • 5 Beds
  • 5 Baths

  • 2,480 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 07

2543 Archfeld Blvd Is A Stunning 5 Bedroom 5 Bath Deluxe Villa Located In The Very Popular Windsor Hills Resort. Just 1.5 Miles From Disney This House Has A Great Rental Track Record. Upon Entering The Home You Will See Why Everyone Who Stays Raves About It. The Vaulted Ceilings And Open Floor Plan In The Main Living Area Is Bright And Inviting. All Bedrooms Have En-suite Bathrooms For The Enjoyment Of You The Future Owner And Your Guests. Home Comes Complete With Pool, And Game Room. Game Room Has Pool Table, Air Hockey, And Gaming Station....

7757 Basnett Cir, Kissimmee

Price
Reduced
Photo of Listing #S4843061

$358,900

  • 6 Beds
  • 3 Baths
  • 1 Half

  • 2,469 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 03

Don’t Miss The Opportunity To Own This Stunning 6 Bedroom 3.5 Bath 2469 Sf Home In Windsor Hills Estates. This Well Designed Family Room Boast With Stylish Furnishing, 42 Inch Projection Tv & Dvd Player. Indulge Yourself In The Beautiful And Spacious Eat In Gourmet Kitchen Which Is A Chefs Palace And Includes Exquisite Wood Cabinetry, With Kitchen Island, Breakfast Bar And The Lovely Dining Area Seats 6. There Are 3 Elegant Bedrooms Downstairs Which Includes 2 Master Suites. The Main Master Suite Offers Stunning Bedroom Decor, Glass Door Sho...

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.

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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 July 18th, 2018 at 12:30pm EDT.