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.

39 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $265,000

View 7674 Fitzclarence St Kissimmee FL
View 7674 Fitzclarence St Kissimmee FL
View 7674 Fitzclarence St Kissimmee FL
Listed For 2 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 For Sale $260,000

View 7681 Otterspool St Kissimmee FL
View 7681 Otterspool St Kissimmee FL
View 7681 Otterspool St Kissimmee FL
Listed For 4 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 $439,000

View 2536 Archfeld Blvd Kissimmee FL
View 2536 Archfeld Blvd Kissimmee FL
View 2536 Archfeld Blvd Kissimmee FL
Listed For 5 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $156

Manned 24- hour gate, Community clubhouse with its new water slide, weight room, game room, Theater, tennis courts,basketball,volley ball, putting green, playground area, fenced in dog park area, oversized parking lot to accommodate RV’s and trailers for your guest. MLS#O5854156. Xcellence Realty Inc. MFR

Windsor Hills For Sale $435,000

View 2515 Archfeld Blvd Kissimmee FL
View 2515 Archfeld Blvd Kissimmee FL
View 2515 Archfeld Blvd Kissimmee FL
Listed For 8 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 For Sale $375,000

Listed For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $205

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 20 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 $437,900

Listed For 23 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $155

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 For Sale $265,000

Listed For 27 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

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

Windsor Hills For Sale $395,000

Listed For 29 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 Pended $425,000

Listed For 35 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $151

Just a few miles to the gates of Disney! MLS#S5030778. Keller Williams At The Lakes. MFR

Windsor Hills Pended $215,999

Listed For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1390

  • Year Built

    2005

  • $/SqFt

    $155

There are a number of additional amenities at the clubhouse including state of the art fitness center, a variety of weight training and cardiovascular equipment, Games Room, Video Arcade, Cinema and Ping Pong. MLS#L4914139. Real Living Casa Fina Realty. MFR

Windsor Hills For Sale $415,000

Listed For 53 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 53 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 $259,000

Listed For 54 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $179

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 Pended $469,000

Listed For 55 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $166

Start your return on investment immediately! MLS#O5840994. The Jerry Barker Group Llc. MFR

Windsor Hills For Sale $265,000

Listed For 55 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 $249,000

Listed For 57 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1416

  • Year Built

    2005

  • $/SqFt

    $175

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

Windsor Hills For Sale $500,000

Listed For 58 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $200

Every box has been ticked, so what are you waiting for?! ? MLS#S5029616. Top Villas Realty Llc. MFR

Windsor Hills For Sale $415,000

Reduced By $10,000

Listed For 59 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $147

Don't miss the opportunity to view this spectacular home! MLS#G5025535. Morris Williams Realty. MFR

Windsor Hills For Sale $451,000

Listed For 62 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $196

It has full bookings so that makes it difficult to view in person so check out the incredible pictures provided by the management company but absolutely check the calendar for dates! MLS#S5029499. Top Villas Realty Llc. MFR

Windsor Hills Pended $224,950

Listed For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $180

Top floor 3 Bedroom 2 Bathroom condo on the very popular guard gated resort community of Windsor Hills, very nicely presented and sold FULLY FURNISHED, reservations in place so turn key opportunity, 4th floor which is serviced by elevators. MLS#S5029387. Select Estates, Llc. MFR

Windsor Hills For Sale $370,000

Listed For 69 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $161

The community offers fitness center, gated, heated community pool, hot tub, movie theater, game room, ping pong, tennis, billiard tables, basketball and volleyball courts, playground and picnic area. This a MUST SEE home! MLS#S5029113. K Realty. MFR

Windsor Hills Pended $399,000

Listed For 71 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2008

  • $/SqFt

    $173

Home Is Open To See Through 2/7. MLS#O5838013. Hometown Realty Group Inc. MFR

Windsor Hills For Sale $265,000

Listed For 75 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 $265,000

Listed For 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

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

Windsor Hills Pended $255,000

Listed For 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $177

Minutes away from shops, restaurants, supermarkets and all your vacation needs. Schedule a showing today! MLS#O5837043. Wra Real Estate Solutions Llc. MFR

Windsor Hills Pended $365,000

Listed For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2005

  • $/SqFt

    $200

The community itself offers a variety of amenities for everyone, including a movie theater, dining, tennis courts, waterslides, fitness center and much more! MLS#O5836481. Era Grizzard Real Estate. MFR

Windsor Hills For Sale $263,000

Reduced By $6,000

Listed For 79 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $182

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

Windsor Hills For Sale $395,000

Listed For 101 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $171

Community is a top performer on occupancy so it wont last long! Virtual tour available!! ! MLS#O5832194. Hometown Realty Group Inc. MFR

Windsor Hills Pended $209,500

Reduced By $7,000

Listed For 109 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $168

The community itself contains a park, playground, water park, clubhouse with various recreational facilities and is gated with 24/7 security making this a viable destination for yourself, your loved ones or your guests. Inquire within for more details. MLS#O5831409. Evergreen Real Estate Services. MFR

Windsor Hills Pended $385,000

Listed For 138 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $136

Some of the community amenities are a resort style pool with zero entry, resort clubhouse with games room, movie theater, fitness center and sundries shop. MLS#O5826065. Holiday Realty Llc. MFR

Windsor Hills For Sale $427,000

Listed For 153 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $151

Multiple future bookings will convey with the sale if the new owner decides to stay with the current management company. MLS#O5820932. Global Real Estate Services In. MFR

Windsor Hills For Sale $389,900

Reduced By $19,100

Listed For 161 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $166

This home is being sold AS Is, Furnished, and with future bookings to convey to new owner MLS#O5820582. Keller Williams At The Parks. MFR

Windsor Hills Pended $399,900

Reduced By $10,000

Listed For 162 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $142

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 $499,000

Listed For 176 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $177

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 $499,950

Listed For 180 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $177

You'll want to view this one today, it's perfect for your next vacation home or short-term rental. MLS#S5024341. Team Donovan. MFR

Windsor Hills Pended $409,000

Listed For 237 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $145

The owners are energized to have a quick sale! MLS#S5021731. Golden Sun Realty Inc. MFR

Windsor Hills Pended $349,950

*IS SHORT SALE
Listed For 350 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $141

Bring an offer and a patient buyer. MLS#S5016564. Select Estates, Llc. MFR

Windsor Hills For Sale $409,900

Listed For 420 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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