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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22 Properties Found. Showing Page 1 of 2
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2576 Archfeld Blvd, Kissimmee

Photo of Listing #O5806365

$459,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 07

One Of The Top Homes In Windsor Hills Resort At The Top Of The Resort! No Backyard Neighbors. Beautiful Sunsets. Garage Has Been Converted Into An Incredible Air-conditioned Movie Theater. Built During Phase Ii With Tile Roof, Granite Countertops And Upgraded Cabinets. In Short Term Rental Program. Good Rental History. It’s A Must See.

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.

2595 Archfeld Blvd, Kissimmee

Price
Reduced
Photo of Listing #O5796780

$414,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.19 Acres

Single Family / Villa

Windsor Hills

Located In "the Reserve" Of Windsor Hills, Backing Onto An Open Landscaped/treed Area Offering Pool/spa Privacy. This Well Maintained Home Has Not Been Rented During The Current Ownership. This Fully Furnished Vacation Home Offers Two Master Suites With 4 Other Bedrooms, With One Of The Bedrooms And Adjacent Bathroom Located On The First Floor, Colorful Key West Decor Painting Throughout, Upgraded Furnishings, Ceramic Tile In All Living Area's, Kitchen, And Bathrooms, Granite Kitchen Countertops, Upgraded Kitchen Cabinets, Ceiling Fans Throu...

7775 Teascone Blvd, Kissimmee

Photo of Listing #O5810219

$414,000

  • 5 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.17 Acres

Single Family / Villa

Windsor Hills Ph 06

Fully Furnished, Spacious 6 Bedroom, 4 Bath Pool & Spa Vacation Home In One Of Orlando's Most Demanded Vacation Rental Communities. New Carpet On Second Floor And New Flooring On First Floors Well As A Brand New Pool Heater Installed Aug 2019. The First Floor Consist Of Formal Living And Dining Rooms, Spacious Kitchen With Granite Counter Tops, Breakfast Bar, Impressive Great Room And Games Room In The Garage. The Convenience Of A First Level Bedroom With Adjacent Bathroom Completes The Layout Downstairs. Upstairs You Will Find A Large Mast...

2550 Archfeld Blvd, Kissimmee

Photo of Listing #S5021731

$409,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.15 Acres

Single Family / Villa

Windsor Hills Ph 07

This Beautiful And Immaculate Property Sits On Windsor Hills, Close To The 192, I4 And Theme Parks. The Sub-division Has A Club House With Many Amenities For Guests And Homeowners . This Home Is In Beautiful And Very Popular Windsor Hills And Is Finished With A Tile Roof. As You Enter The Home, You Will Be Greeted By Gorgeous Furnishings, Spacious Floor Plan And Fabulous Kitchen. Enjoy Preparing Feasts In The Modern Kitchen, Featuring Modern Stainless Steel Appliances And Granite Worktops. The Pool And Hot Tub Are Great For Enjoying The Perf...

7785 Basnett Cir, Kissimmee

Photo of Listing #S5013210

$399,900

  • 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!** New Roof!** Is In Process Of Being Installed!** 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 Cou...

7723 Teascone Blvd, Kissimmee

Photo of Listing #O5800640

$399,000

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 03

This Spectacular 5 Bedroom, 5 Bathroom Home, Is Fully Upgraded With New Stainless Steel Appliances And Furnishings. Located In One Of The Finest Vacation Rental Communities Near Disney World, This Home Comes Fully Furnished And Move-in Ready. Windsor Hills Community Is Located Just Minutes To Disney. Enjoy The Security Of 24-hour Guard-gated Community. Windsor Hills Offers Top Notch Amenities Including Clubhouse, Lagoon Style Community Pool With Hot Tub, Fountains, Large Water Slides, Movie Theater With High Definition Surround Sound Showing...

2714 Manesty, Kissimmee

Price
Reduced
Photo of Listing #S5020564

$397,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 2,398.00 Acres

Single Family / Villa

Windsor Hills Ph 1-4 & 5...

This Is The One This Gorgeous Two Story Home With Its 6 Bedroom 4 Bath Is Waiting For You. With Its Private Pool You're Going To Enjoy The Florida Lifestyle Sit Back And Relax With All The Amenities That Come With This Gorgeous House A Definite Must-see To Appreciate. Centrally Located To All The Shopping Entertainment Restaurants And Of Course Disney All This House Needs Is A Family To Enjoy It .

2698 Manesty Ln, Kissimmee

Price
Reduced
Photo of Listing #O5800026

$388,000

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 03

New Roof July 2019, New Exterior Paint July 2019, New Ac. West Facing Pool. Neutral Colors Throughout This Well-maintained Home. 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. Walking Distance To Tennis Courts And The Clubhouse. Tastefully Decorated & Furnished With Neutral Colors Throughout And Offered As A Turnkey 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 ...

7754 Tosteth St, Kissimmee

Photo of Listing #O5810242

$387,000

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 03

Come Vacation And Play In The Resort Style, Gated Community Of Windsor Hills. Now Available - South Facing Pool And Spa Home, Sold Fully Furnished, Offering 5 Bedrooms, 5 Bathrooms And Over 2300 Square Feet Of Grand Living Space. This Home Has Been Well Maintained With Updates To Include, Granite Kitchen Counters, Exterior Paint, Upgraded Garage Games Room With Added Air Conditioning And Arcade Games!! The Pool Pump And Heater Have Been Replaced Within The Last 3 Years As Well As New Roof 2018. Carpet And Mattresses Have Also Been Replaced ...

2700 Manesty Ln, Kissimmee

Photo of Listing #S5021778

$385,000

  • 6 Beds
  • 3 Baths
  • 1 Half

  • 2,469 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 3

Fabulous Home Located In The Private Windsor Hills Community Less Than 3 Miles To Disney World Resort. Meticulously Maintained Home That Is Professionally Decorated With Luxurious Upscale Furnishings Included. This Unique Model Is The Only Available In The Community Offering Amazing Vaulted Ceilings, An Open Floor Plan To Rival Any, Two Master Suites, And A Refreshing Pool With Jacuzzi And Brick Laid Deck. Currently Used As A Second/vacation Home. This Home Sits In One Of The Most Sought After Resort Communities In Central Florida With 24 Ho...

2696 Manesty Ln, Kissimmee

New Photo of Listing #O5812133

$375,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 3

Windsor Hills Is A Complete With -waterpark, Slides, Game Room, Fitness, Walking Trails And Small Grocery Store For Snacks And More. 3 Miles To Disney! Turn-key Vacation House. Excellent Income And Bookings Pending With Proven Track Record. All Future Bookings Convey To Buyer.all Information Deemed Reliable But Not Guaranteed. Added Bonus-no Houses Are Behind This Home So You Have Privacy And Enjoy A Completely Unblocked View Of The Beautiful Florida Sunsets!! Includes Professional Quality Decor That Is Beyond Perfect. 1st Floor Features Ti...

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 September 18th, 2019 at 1:00am EDT.