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.

48 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $384,900

View 7723 Teascone Blvd Kissimmee FL
View 7723 Teascone Blvd Kissimmee FL
View 7723 Teascone Blvd Kissimmee FL
Listed Today
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $164

Windsor Hills community have plenty of activities to enjoy without having to go anywhere else. MLS#O5876441. Florida Realty Investments. MFR

Windsor Hills For Sale $229,900

View 2784 Almaton Loop # 201 Kissimmee FL
View 2784 Almaton Loop # 201 Kissimmee FL
View 2784 Almaton Loop # 201 Kissimmee FL
Listed For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $184

Strong rental history (check with your Agent for details MLS#S5036197. Profiles International Realty. MFR

Windsor Hills For Sale $499,500

View 7812 Beechfield St Kissimmee FL
View 7812 Beechfield St Kissimmee FL
View 7812 Beechfield St Kissimmee FL
Listed For 15 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $177

Historical booking rate was up to 78%. MLS#O5872569. Ameriteam Realty Inc. MFR

Windsor Hills For Sale $424,990

View 7771 Teascone Blvd Kissimmee FL
View 7771 Teascone Blvd Kissimmee FL
View 7771 Teascone Blvd Kissimmee FL
Listed For 18 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2007

  • $/SqFt

    $151

Do not miss this great opportunity to own in THE CLOSEST RESORT TO DISNEY! MLS#S5035721. Keller Williams At The Lakes. MFR

Windsor Hills For Sale $412,000

Listed For 21 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $179

Located close to Disney, Margaritaville, US 192 and only an hour from the beach, this vacation home is in a prime location and has been successfully rented by its current owners! Virtual tour:https://www.nodalview.com/BHfZBQHSSTgzCv3MdzMXFDUw?viewer=mls MLS#S5035577. Coldwell Banker Ackley Realty. MFR

Windsor Hills For Sale $379,000

Listed For 22 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2382

  • Year Built

    2007

  • $/SqFt

    $159

Experience the best of Orlando at Windsor Hills. 360 Tour https://www.tourdrop.com/dtour/350870/360-Floorplan-MLS MLS#O5871190. Exp Realty Llc. MFR

Windsor Hills For Sale $249,900

Reduced By $5,100

Listed For 24 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $173

Come and see this fully furnished turn key home today, while it lasts. MLS#O5871048. Re/Max Prime Properties. MFR

Windsor Hills For Sale $410,000

Listed For 26 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $178

This home also comes with an in-unit washer and dryer for all those bathing suits and wireless internet is available throughout. MLS#O5870736. Global Real Estate Services In. MFR

Windsor Hills For Sale $239,500

Listed For 29 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $166

It won't last long- ask your realtor for a showing today! MLS#O5868762. Exp Realty Llc. MFR

Windsor Hills For Sale $415,000

Listed For 33 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $147

This home is perfect for your next vacation home or short-term rental. MLS#S5035100. Team Donovan. MFR

Windsor Hills For Sale $383,500

*IS BANK OWNED
Listed For 35 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2007

  • $/SqFt

    $153

Easy access to highways making trip to all Central Florida attractions a breeze! Great location! MLS#S5034993. Coldwell Banker Ackley Realty. MFR

Windsor Hills For Sale $265,000

Listed For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

Make this your home today and let it pay for itself with the many guests that would rave about staying in your VACATION HOME. MLS#S5035005. Bhhs Results Realty. MFR

Windsor Hills For Sale $384,500

Listed For 39 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $136

Do not miss this great opportunity to own in THE CLOSEST RESORT TO DISNEY! MLS#S5034853. Keller Williams At The Lakes. MFR

Windsor Hills For Sale $415,000

Listed For 48 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $147

Don't miss this opportunity to purchase a truly lovely home in a great position only 5 minutes from Disney, local shops and restaurants. A must see. MLS#O5865766. Noblegate Realty. MFR

Windsor Hills Pended $379,000

Reduced By $21,000

Listed For 49 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $164

Community amenities include a clubhouse, outside lounge area, zero-entry pool with slides, fitness center, movie theater, game room, table tennis, convenience store, tennis and basketball courts, sand volleyball court, putting green, playground, and oversized vehicle parking lot. MLS#O5865142. Century 21 Oneblue. MFR

Windsor Hills For Sale $443,000

Reduced By $2,000

Listed For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2008

  • $/SqFt

    $189

The home is also technology smart as you can control Pool thermostat, and view security cameras. Motivated seller. MLS#O5864758. (The) Viking Team Realty. MFR

Windsor Hills For Sale $409,000

Listed For 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $217

More photos and virtual tours up soon. MLS#S5034276. Keller Williams Legacy Realty. MFR

Windsor Hills For Sale $479,000

Listed For 55 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $170

Request for a virtual tour or virtual open house...INCOME approx $6000-6500 /month after housekeeping fees deducted. MLS#S5034216. Keller Williams Legacy Realty. MFR

Windsor Hills For Sale $258,000

Reduced By $6,000

Listed For 56 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $179

$$$ GROSS INCOME AIRBNB in 2019 WAS $46,790 - HOME RENTS WELL $$$ MLS#O5864084. Inventure Group Llc. MFR

Windsor Hills For Sale $389,000

Reduced By $10,000

Listed For 62 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $138

Golf, Restaurants, Shopping, grocery stores all withing 5 minutes. Come take a look. MLS#O5862848. Xcellence Realty Inc. MFR

Windsor Hills For Sale $237,000

Reduced By $17,000

Listed For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $164

This gated community offers a resort style amenity center with a gym, pool, slides and a welcome center, tennis courts and much more. MLS#S5029773. Property Outlet International. MFR

Windsor Hills For Sale $419,900

Listed For 65 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $149

Feel free to take a tour using our 3D Matterport technology! MLS#O5861609. Evergreen Real Estate Services. MFR

Windsor Hills Pended $389,000

Listed For 67 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $169

Beautiful, renovated home with west facing private heated pool and spa (plenty of sun and no backyard neighbors) – Being sold fully furnished and move-in ready – Full modern kitchen with quartz countertops and stainless steel appliances – Both master bedrooms have en suite bathrooms and are located on the first floor – Ceiling fans in every room – Flat screen televisions – Located in Windsor Hills Resort (closest vacation home community to Disney World) – The guard gated resort’s amenities include a clubhouse, pool, water park, tennis courts, basketball court, volley ball court, putting green and playgrounds. MLS#O5861374. Charles Rutenberg Realty Orlando. MFR

Windsor Hills Pended $420,000

Listed For 69 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $149

It’s A Great Home And A Must See! MLS#O5861028. Charles Rutenberg Realty Orlando. MFR

Windsor Hills For Sale $368,780

Listed For 73 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $196

Don't let this one slip away, schedule your showing today! MLS#O5859854. Re/Max Prime Properties. MFR

Windsor Hills For Sale $390,000

Listed For 76 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2009

  • $/SqFt

    $166

Come an tour this amazing vacation retreat today ! MLS#O5859238. Global Alliance Realty Inc. MFR

Windsor Hills Pended $350,000

Listed For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2006

  • $/SqFt

    $191

Home is in a rental program and future bookings convey with sale if buyer wishes. MLS#O5856834. Regal R.E. Professionals Llc. MFR

Windsor Hills For Sale $265,000

Listed For 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $184

More information and photos of the community areas can be seen on the Windsor Hills website & this link: https://www.welcometowindsorhills.com/photo-gallery MLS#T3234401. By Owner.Com. MFR

Windsor Hills Pended $260,000

Listed For 104 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $180

There are also three playgrounds on the property for added enjoyment. MLS#O5854285. La Rosa Realty, Llc. MFR

Windsor Hills For Sale $435,000

Listed For 108 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $154

This home is in excellent condition and a must see! MLS#V4912808. Swann Real Estate Inc. MFR

Windsor Hills Pended $350,000

Reduced By $25,000

Listed For 111 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $191

Garage has different kinds of games for your parties. This is a great opportunity! MLS#O5852304. Wra Real Estate Solutions Llc. MFR

Windsor Hills For Sale $439,500

Listed For 120 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $156

Stunning pool area with large screen for your relaxing evenings. Must See! MLS#O5850449. Atlas Blue Realty Inc. MFR

Windsor Hills For Sale $417,900

Reduced By $20,000

Listed For 123 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $148

Community club house comes with Game room, fitness center, Heated swimming pool and water park. Don’t miss this good opportunity . MLS#S5031358. Golden Sun Realty Inc. MFR

Windsor Hills Pended $395,000

Reduced By $10,000

Listed For 124 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $140

Don't miss out on this opportunity to own an investment that pays for itself and allows you the opportunity to enjoy it as well! MLS#O5849526. Verandah Properties Inc. MFR

Windsor Hills For Sale $249,000

Reduced By $16,000

Listed For 127 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $172

Take a look at the 360* virtual tour! MLS#O5848419. Orlando Regional Realty. MFR

Windsor Hills For Sale $395,000

Listed For 129 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2006

  • $/SqFt

    $168

Come see this wonderfully situated home in one of the most sought after communities in Kissimmee. MLS#S5030770. La Rosa Realty Kissimmee. MFR

Windsor Hills For Sale $415,000

Listed For 153 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2007

  • $/SqFt

    $166

This beautiful Florida villa is being sold fully furnished. MLS#O5841926. Era Grizzard Real Estate. MFR

Windsor Hills For Sale $275,000

Listed For 153 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $190

It’s one of the top vacation communities within close distance to Walt Disney World theme parks, Attractions, Restaurants, shopping and much more! MLS#O5841857. Brokers Real Estate Group Inc. MFR

Windsor Hills For Sale $265,000

Listed For 155 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

Don't miss the opportunity to have your vacation spot pay for itself! MLS#P4909588. Century 21 Myers Realty Haines City. MFR

Windsor Hills For Sale $239,000

Reduced By $10,000

Listed For 157 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1416

  • Year Built

    2005

  • $/SqFt

    $168

Make this yours today and call for a viewing. MLS#O5840892. Crown Preferred Realty Llc. MFR

Windsor Hills For Sale $265,000

Listed For 175 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

Massive clubhouse with billiard room, video arcade, WiFi hot spot, business center, a convenience store and bar, casual dining terrace, picnic and BBQ areas, In-house movie theater, tennis, basketball and sand volleyball courts, unique castle themed playground, fitness center, 24 hour gated community security, natural wetland lake for peaceful walks....Schedule your tour today. MLS#O5837170. The Jerry Barker Group Llc. MFR

Windsor Hills For Sale $262,500

Reduced By $2,500

Listed For 175 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $182

Don’t miss this one, all you need to bring is your toothbrush. MLS#O5837124. The Jerry Barker Group Llc. MFR

Windsor Hills For Sale $258,000

Reduced By $11,000

Listed For 179 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $179

Minutes away from Disney World and Orlando attractions. MLS#O5835900. Kylin Realty Llc. MFR

Windsor Hills For Sale $389,000

Reduced By $6,000

Listed For 201 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $169

Community is a top performer on occupancy so it wont last long! Virtual tour: https://www.nodalview.com/eCPjgFeUxoRk4svhBEE3FPXH?viewer=mls MLS#O5832194. Hopkey Realty. MFR

Windsor Hills For Sale $379,900

Reduced By $29,100

Listed For 261 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $162

This home is being sold AS Is, Furnished. MLS#O5820582. Keller Williams At The Parks. MFR

Windsor Hills For Sale $392,900

Reduced By $17,000

Listed For 262 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $139

In addition to the community pool, there is a water park along with ample guest parking which is perfect for large groups to enjoy along with of course, your six bedroom home. MLS#O5820414. Evergreen Real Estate Services. MFR

Windsor Hills For Sale $479,000

Reduced By $20,000

Listed For 276 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $170

The location is also close enough to follow the the sidewalk to the Windsor Hills entertainment complex, you don't even need to cross the street! MLS#T3203218. Addvantage Real Est. Service. MFR

Windsor Hills For Sale $409,900

Listed For 520 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $145

Feel free to email or call me anytime should you have any questions. MLS#S5013210. Remax Premier Properties. MFR

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