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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2579 Archfeld Boulevard, KISSIMMEE

New Photo of Listing #G5045788

$650,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.17 Acres

Single Family Residence

Windsor Hills Ph 07

Location, Location, Location !! This 6 Bedroom 4 Bathroom Pool & Spa Home Is Somewhere You Can Relax And Unwind From Busy Days Out At The Parks Or Shopping Sprees At The Outlets. Take A Swim In The South East Facing Pool, Spend Some Time In The Spa Or Enjoy Lovely Conversation Under The Private Lanai. The Kitchen Is Welcoming, Allowing The Entire Family To Gather For Delicious Home Cooked Meals. Stainless Steel Appliances. The Game Room Is Supplied With A Pool Table And Air Hockey Table So Everyone Can Join In On The Fun! There Are 5 Bedr...

2520 Archfeld Boulevard, KISSIMMEE

New Photo of Listing #G5044516

$639,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.22 Acres

Single Family Residence

Windsor Hills Ph 07

Location, Location, Location!! Ever Popular Windsor Hills Gated Community, This 2800 Sq Ft 6 Bedroom 4 Bathroom Pool/spa Home Is Offered Furnished. As You Enter The Home You Have The Formal Living And Dining Area With An Open Arch Looking Into The Kitchen And Pool Area. Downstairs The High Ceilings And Open Floor Plan Make This Home Feel Bright And Spacious, The Kitchen Comes With Granite Counter Tops, Stainless Steel Appliances. There Is Eating Space In The Kitchen At The Breakfast Bar And A Large Table In The Nook Area Also Which Leads O...

2640 Dinville St, KISSIMMEE

New Photo of Listing #O5965120

$639,000

  • 6 Beds
  • 3 Baths
  • 1 Half

  • 2,469 SqFt
  • 0.16 Acres

Single Family Residence

Windsor Hills Ph 03

Your Florida Home Awaits!!! This Turn Key Vacation Home Has 6 Bedrooms And 3 1/2 Baths And Is Located In The Popular Resort Community Of Windsor Hills. On The First Floor In This Wonderful Home You Will Find 3 Bedrooms And 2 1/2 Baths Including The Master Suite And Living Room Which Both Have Access To The Covered Lanai And Pool With Spa. There Is Also The Convenience Of A Half Pool Bath Off Of The Kitchen/dining Room. The Master Bath Features Double Sinks A Soaker Tub And Walk In Shower. Upstairs You Will Find 3 More Well Appointed Bedrooms...

2538 Holtrock Street, KISSIMMEE

New Photo of Listing #O5984351

$615,000

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.20 Acres

Single Family Residence

Windsor Hills Ph 07

Fully Furnished Star Wars/mandalorian-themed Vacation Rental Less Than 10 Minutes From The Front Gates Of Disney World! This Beautiful 5 Bedroom/5 Bath Home Is Located In The Popular Gated Vacation Community Of Windsor Hills. The Minute You Enter The Home You Will Immediately Feel Vacation Mode Set In! This Home Is Set Up For The Ultimate Relaxing Experience! Whether You're Utilizing The Open Floor Plan So Everyone Can Gather Together Inside, Lounging By The Amazing, Lagoon-shaped Private Pool That's Perfect For Those Sunny Florida Days, Coo...

2615 Archfeld Boulevard, KISSIMMEE

New Photo of Listing #O5983197

$614,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.21 Acres

Single Family Residence

Windsor Hills

Located In The Preferred "reserve Neighborhood" Of Windsor Hills, With A Large Corner Lot Facing A "vista View" ! This Well Maintained Home Is Offered Fully Furnished, Offers Two Master Suites With 4 Other Bedrooms, With One Of The Bedrooms And Adjacent Bathroom Located On The First Floor. Eat In Kitchen, Ceramic Tile In All Living Area's, Kitchen, And Bathrooms, Granite Kitchen Countertops, Upgraded Kitchen Cabinets, Inside Laundry Room, Screened In Heated Pool & Spa Along With A Spacious Covered Lanai, And Much More ! During The Seller's O...

2542 Archfeld Boulevard, KISSIMMEE

New Photo of Listing #O5984191

$610,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.15 Acres

Single Family Residence

Windsor Hills Ph 07

This Fully Furnished Home Is One Of The Last Built In The Popular Guard-gated Windsor Hills Resort, Which Is Only 3 Miles From Disney World! The Backyard Is Private With No Homes Behind It, And The Screened-in, South-facing Heated Pool/spa (plenty Of Sun Year-round!), Lanai, And Deck Are The Perfect Places To Enjoy Meals, Lounge In The Spa, And Play In The Pool. Inside This Welcoming, Open Floor Plan Home, There Is Plenty Of Room For Everyone To Relax And Congregate Too With Two Living And Dining Areas. The Stocked Kitchen Features Beautiful...

2711 Manesty Lane, KISSIMMEE

New Photo of Listing #S5059451

$599,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.24 Acres

Single Family Residence

Windsor Hills Ph 5a

This Fully Furnished 6/bed 4/bath Home With No Backyard Neighbors Has It All: Heated Private Pool And Spa, Covvered Lanai, Amazing, Vaulted Ceilings, Billiards And Living Area Have 42" Tv And Stereo Systems! Tvs In Every Bedroom, Home Theatre Has Leather Seating And Bose Surround Sound.windsor Hills Is A 24-hr., Guard Gated Resort Community With All The Amenities Including: Multi-million Dollar Clubhouse, Huge Lagoon-style Resort Pool With Water Slide And Tub, Large Castle Playground, Toddler Pool Area, On-site Store, Game Room With Video Ar...

2631 Archfeld Boulevard, KISSIMMEE

New Photo of Listing #S5054628

$599,900

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.14 Acres

Single Family Residence

Windsor Hills Ph 05

Welcome Home To Windsor Hills, One Of Orlando's Top Rated Vacation And Resort Communities. This 5 Bed 5 Bath Pool Home Will Make The Perfect Investment Property, Or Primary Residence For You And Your Family. Being Sold Furnished, This Home Is Truly Move In Ready, Complete With A Tile Roof And Private Back Yard, And A Fully Screened In Pool And Spa. This Home Has 2 Master Suites With Walk In Closets Located On The First Floor, And 3 More Suites So There Is Plenty Of Room For All Your Guests. In The Kitchen You Will Find Granite Countertops An...

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 DBA Stellar MLS.

Listing information last updated on December 5th, 2021 at 11:21pm EST.