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Windsor Hills Kissimmee Florida Homes For Sale

Below you can view all the homes for sale in the Windsor Hills subdivision located in Kissimmee Florida. Listings in Windsor Hills are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Windsor Hills, give us a call at 407-477-6586.

Windsor Hills | For Sale

$194,999

View 7676 Otterspool St Kissimmee FL
View 7676 Otterspool St Kissimmee FL
View 7676 Otterspool St Kissimmee FL
Listed For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $135

The property is well booked and an excellent investment or second home, call us to schedule a viewing. MLS#O5499248. Evergreen Real Estate Services. MFR

Windsor Hills | For Sale

$410,000

View 2534 Holtrock St Kissimmee FL
View 2534 Holtrock St Kissimmee FL
View 2534 Holtrock St Kissimmee FL
Listed For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $145

This vacation home sells fully furnished with a complete inventory turn key and ready to rent! MLS#O5497614. Sanmo Realty, Inc. MFR

Windsor Hills | For Sale

$360,000

View 7725 Teascone Blvd Kissimmee FL
View 7725 Teascone Blvd Kissimmee FL
View 7725 Teascone Blvd Kissimmee FL
Listed For 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $156

Don?t Miss The Opportunity To Make This Home Your Very Own Piece Of Paradise MLS#S4843748. Watson Realty Corp. MFR

Windsor Hills | For Sale

$209,000

View 7680 Fitzclarence St Kissimmee FL
View 7680 Fitzclarence St Kissimmee FL
View 7680 Fitzclarence St Kissimmee FL
Listed For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $145

Come see, relax and make this your home away from home! MLS#O5497252. Jc Penny Realty Llc. MFR

Windsor Hills | For Sale

$229,900

Listed For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $159

Additionally the home comes with good quality furniture and decor, however the following items of furniture/decor do NOT convey with the sale, hallway entrance table including walled mirror and upstairs Paris picture and bench ( top of the stairs) MLS#S4843577. Bellew Real Estate. MFR

Windsor Hills | For Sale

$314,950

Listed For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2007

  • $/SqFt

    $172

Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! MLS#S4843567. Team Donovan. MFR

Windsor Hills | For Sale

$209,950

Listed For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $145

Highly rated property (4.6 stars on VRBO.) MLS#S4843234. Team Donovan. MFR

Windsor Hills | For Sale

$397,000

Listed For 23 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2008

  • $/SqFt

    $172

The resort is a guard gated community with a large clubhouse (with a movie theater, exercise room, arcade and pool tables), huge lagoon pool, sundry shop, tennis courts, volleyball court, putting green, playgrounds, and more MLS#O5492605. La Rosa Realty, Llc. MFR

Windsor Hills | For Sale

$385,000

Listed For 25 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $136

The current owner has booked the home with great success for several years and will transfer existing bookings with the sale. MLS#S4842698. Frontline Florida Realty, Inc.. MFR

Windsor Hills | For Sale

$374,900

Listed For 25 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2005

  • $/SqFt

    $151

Make This Home Your Very Own Florida Paradise. You Won'T Be Disappointed. MLS#S4843061. Watson Realty Corp. MFR

Windsor Hills | For Sale

$194,950

Listed For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $135

Windsor Hills offers may amenities to enjoy such as a heated lagoon style pool, water slide, clubhouse, fitness center, various sports courts, and 24-hour gated community security MLS#S4842906. Team Donovan. MFR

Windsor Hills | For Sale

$339,900

Listed For 31 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $120

Based on its proximity to Disney, restaurants and major roads, this property makes for a prime vacation rental or primary residence. MOVE IN READY!! ! MLS#S4842806. Bex Realty Llc. MFR

Windsor Hills | For Sale

$199,950

Listed For 33 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $138

Being just 2 miles from the Disney entrance, the Windsor Hills Resort is one of the closest communities to Walt Disney World, making this the ideal location to own a vacation home! MLS#S4842723. Team Donovan. MFR

Windsor Hills | For Sale

$399,000

Listed For 39 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $170

Call now to schedule a showing! ! MLS#S4842475. All Star Vacation Home Realty. MFR

Windsor Hills | For Sale

$207,500

Listed For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $144

Future rental bookings may be transferable, ask your Realtor for more information. MLS#O5492543. Global Real Estate Services. MFR

Windsor Hills | For Sale

$439,000

Listed For 43 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $156

Windsor Hills community is 24 hour guard gated (with an owner card entrance at the rear to avoid check-in traffic) with the area's top club house amenities - zero entry pool with water slide, game room, workout facility, small private movie theater room, volelyball, tennis courts, grilling area, gated playground, park, sidewalks throughout, putting green ... and all just a couple miles to Disney property! MLS#O5468210. Sanmo Realty, Inc. MFR

Windsor Hills | For Sale

$429,999

Listed For 43 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $152

This vacation home is turn key and ready to rent! MLS#O5491453. Sanmo Realty, Inc. MFR

Windsor Hills | For Sale

$149,950

Reduced By $3,049

Listed For 46 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1081

  • Year Built

    2005

  • $/SqFt

    $138

The community features lighted tennis courts, lighted basketball courts, a putting green, work out facility, large community lagoon style pool with splash zone and swimming pool, private movie theatre, internet café, convenient store (serves beer), game room, sidewalks throughout the neighborhood, DJs at the pool on the weekend - and all just minutes to the Walt Disney World Resort and I4! Owner bookings convey with sale! MLS#O5476345. Sanmo Realty, Inc. MFR

Windsor Hills | For Sale

$335,000

Listed For 48 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2005

  • $/SqFt

    $183

Games room in the garage Windsor Hills amenities include a 10,000 sq ft clubhouse, heated lagoon style swimming pool with water slide, Jacuzzi, theatre, arcade, ping pong, fitness, volleyball, play ground, walking/jogging trails, sundry shop. MLS#O5490660. Global Real Estate Services. MFR

Windsor Hills | For Sale

$214,000

Reduced By $5,000

Listed For 48 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $148

Windsor Hills is located within minutes from Walt Disney World's Main Gate and short distance from dozens of premier shopping, dining and entertainment options. Check it out! MLS#O5490597. Brokers Real Estate Group Inc. MFR

Windsor Hills | For Sale

$445,000

Listed For 49 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $158

Call now to schedule a showing! ! MLS#O5490124. Hometown Realty Group Inc. MFR

Windsor Hills | For Sale

$399,900

Listed For 51 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $142

The little ones and adults alike will adore the Dr. Suess themed room, and for the princess a butterfly room to relax in. Schedule your viewing today! MLS#O5489957. The Jerry Barker Group Llc. MFR

Windsor Hills | For Sale

$199,500

Listed For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $141

Please verify all HOA information and room sizes independently. MLS#O5489498. In Touch Real Estate Llc. MFR

Windsor Hills | For Sale

$396,000

Listed For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $169

Amenities include Clubhouse, lagoon style resort pool, Game room, Movie theater, tennis & basketball court with 24/7 Security. MLS#S4841732. C21 Blue Sky Realty Group. MFR

Windsor Hills | For Sale

$209,000

Listed For 55 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $145

WINDSOR HILLS is located minutes away from the Disney Parks, restaurants and shopping outlets and within easy reach of golf courses and Orlando Airport. VIEWING IS HIGHLY RECOMMENDED. MLS#S4841722. Bellew Real Estate. MFR