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.

21 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $689,000

View 2532 Holtrock St Kissimmee FL
View 2532 Holtrock St Kissimmee FL
View 2532 Holtrock St Kissimmee FL
On Market For 4 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $245

Don't miss this opportunity to purchase this fully furnished home on this oversized lot. MLS#A4559659. COASTAL LUXURY PARTNERS, INC..

Windsor Hills For Sale $435,000

Reduced By $15,000

View 2547 Renshaw St Kissimmee FL
View 2547 Renshaw St Kissimmee FL
View 2547 Renshaw St Kissimmee FL
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $302

Pool Pump Replaced 2017. Hvac Replaced 2020. MLS#S5079899. HOMES OF AMERICA REALTY GROUP,.

Windsor Hills For Sale $450,000

View 7670 Sir Kaufmann Ct Kissimmee FL
View 7670 Sir Kaufmann Ct Kissimmee FL
View 7670 Sir Kaufmann Ct Kissimmee FL
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $313

The resort also has several playgrounds, tennis courts, a basketball court, a putting green, a BBQ area, and an oversized vehicle parking area. MLS#O6085214. CENTURY 21 EDGE.

Windsor Hills For Sale $435,000

View 2558 Renshaw St Kissimmee FL
View 2558 Renshaw St Kissimmee FL
View 2558 Renshaw St Kissimmee FL
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $302

With restaurants nearby and minutes away from all major theme parks, this is the perfect location to own a short-term rental or vacation home! MLS#S5079795. TEAM DONOVAN.

Windsor Hills For Sale $649,100

On Market For 22 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2007

  • $/SqFt

    $356

Windsor Hills is one of the most popular and well sought after gated community throughout the Disney Area. A must see! MLS#O6083921. DOUBLE M GROUP COMPANY.

Windsor Hills For Sale $585,000

On Market For 22 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $312

Don'T Wait To Schedule Your Showing! ! MLS#O6083914. TALENT REALTY SOLUTIONS.

Windsor Hills Pended $674,900

On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $240

All Of This Plus Close By Major Roadways, Shopping, Restaurants, Several Golf Courses. MLS#O6082222. GLOBAL REAL ESTATE SERVICES IN.

Windsor Hills Pended $685,000

On Market For 11 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $244

Come see all that this special property has to offer! MLS#O6078931. KELLER WILLIAMS CLASSIC.

Windsor Hills For Sale $459,000

On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $319

See highlight reel:https://player.lightcast.com/1AjN3ETO *All information and property details are deemed reliable but not guaranteed and should be independently verified by the buyer/buyer's agent* MLS#O6078871. IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Windsor Hills For Sale $647,000

Reduced By $2,000

On Market For 79 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $282

New Roof was installed in 2018, a Pool pump in 2016, a pool heater in 2016, a Refrigerator in 2018 was completely freshly painted in 2020 and new wood water-resistant vinyl flooring was installed. Garage flooring installed 2022. MLS#P4923552. ZUCCARO REALTY GROUP INC.

Windsor Hills Pended $339,000

Reduced By $19,900

On Market For 80 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $272

Check out this great investment property before it's gone! MLS#O6071733. LA ROSA REALTY, LLC.

Windsor Hills For Sale $735,000

On Market For 112 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2007

  • $/SqFt

    $261

The idyllic Florida lifestyle is calling - schedule your private tour! MLS#O6068508. WEMERT GROUP REALTY LLC.

Windsor Hills For Sale $445,000

Reduced By $14,000

On Market For 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $309

Live, work and play in your new HOME IN PARADISE MLS#O6069148. COLDWELL BANKER REALTY.

Windsor Hills For Sale $459,000

Reduced By $9,600

On Market For 105 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $319

There’s so much to do and enjoy and with restaurants nearby, and just minutes away from all major theme parks, this is the perfect location to own a short-term rental or vacation home! MLS#O6068297. GLOBAL REAL ESTATE SERVICES IN.

Windsor Hills For Sale $365,000

On Market For 113 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $293

The Windsor community features 24 hours security, resort style pool with splash pad, Movie Theater, Fitness Center, Game room, Basketball Court, Tennis Court and much more. MLS#O6066202. LOKATION.

Windsor Hills For Sale $445,000

On Market For 124 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $309

There’s so much to do and enjoy and with restaurants nearby, and just minutes away from all major theme parks, this is the perfect location to own a short-term rental or vacation home! MLS#U8178349. HAMPTON REAL ESTATE ADVISORS LLC.

Windsor Hills Pended $535,000

Reduced By $15,000

On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2006

  • $/SqFt

    $293

This property is professionally managed and has future bookings in place. MLS#O6054098. COGGAN REALTY LLC.

Windsor Hills For Sale $699,000

Reduced By $26,000

On Market For 206 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $249

Don't miss this opportunity to purchase a truly lovely home in a great location only minutes from Disney, local shops, and restaurants. A must-see! MLS#O6043685. LA ROSA REALTY, LLC.

Windsor Hills For Sale $360,000

Reduced By $20,000

On Market For 223 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $289

For the active adult or child there are Tennis & Basketball Courts, a Putting Green, Playgrounds, billiards, ping pong, a Video game area and a State-of-the-art fitness room. MLS#O6039128. FLORIDA CONNEXION PROPERTIES.

Windsor Hills For Sale $479,900

On Market For 231 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $333

All Of This Plus Close By Major Roadways, Shopping, Restaurants, Several Golf Courses, And The Walmart Super Center ! MLS#O6035129. GLOBAL REAL ESTATE SERVICES IN.

Windsor Hills For Sale $599,995

Reduced By $95,005

On Market For 327 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $241

Windsor Hills amenities offer a spacious 10,000 square foot clubhouse with Meeting Rooms, Arcade, Surround Sound Movie Theater, Fitness Center and lagoon-style pool with two water slides and splash "play area. ", lighted Basketball, Volleyball, Tennis Courts. MLS#S5064471. SUNSHINE FLORIDA REALTY, INC.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-477-6586 and speak with one of our real estate consultants.

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