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.

55 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $460,000

View 7751 Hockendale St Kissimmee FL
View 7751 Hockendale St Kissimmee FL
View 7751 Hockendale St Kissimmee FL
Listed For 4 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $163

****due To High Risk Health Issues No Live Showing Allowed**** MLS#O5916442. Remax Marketplace. MFR

Windsor Hills For Sale $359,950

View 7707 Comrow St Kissimmee FL
View 7707 Comrow St Kissimmee FL
View 7707 Comrow St Kissimmee FL
Listed For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $197

This home is perfect for your next vacation home, short-term rental or primary residence. MLS#S5045024. Team Donovan. MFR

Windsor Hills Pended $384,999

View 2621 Archfeld Blvd Kissimmee FL
View 2621 Archfeld Blvd Kissimmee FL
View 2621 Archfeld Blvd Kissimmee FL
Listed For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $167

If a full game room, movie theatre and water slide isn't enough, this clubhouse also comes with a gorgeous pool and many amenities. MLS#O5914825. Global Real Estate Services In. MFR

Windsor Hills Pended $210,000

View 2813 Almaton Loop # 404 Kissimmee FL
View 2813 Almaton Loop # 404 Kissimmee FL
View 2813 Almaton Loop # 404 Kissimmee FL
Listed For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    2005

  • $/SqFt

    $144

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#S5044654. Team Donovan. MFR

Windsor Hills For Sale $390,000

Listed For 25 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $166

All information is intended to be accurate and should be independently verified by the buyer. Contact the agent today! MLS#O5911674. Global Real Estate Services In. MFR

Windsor Hills Pended $234,000

Listed For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $162

Make this your very own Vrbo or AirBnb home today! MLS#S5044336. La Rosa Realty, Llc. MFR

Windsor Hills Pended $395,000

Listed For 31 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $140

Owner made tons of updates to name a few: brand new roof from 2019; living room converted to a bedroom for 2 extra guests; garage converted to a game room; Exterior Painted in May 2019, New pool heater from June 2019, New living room big TV from Oct 2019, Young Oven from Jan 2017, Young Dryer from July 2017, Young Pool pump and motor from June 2017, etc. Home sold as is. MLS#S5044040. Sunshine Florida Realty, Inc. MFR

Windsor Hills Pended $364,900

Listed For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $155

This home is a must see! Contact us today! MLS#O5911267. Brokers Real Estate Group Inc. MFR

Windsor Hills For Sale $220,000

Reduced By $5,500

Listed For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1390

  • Year Built

    2005

  • $/SqFt

    $158

Windsor Hills Resort is a resort-style, gated community with a 24/7 manned entrance with convenience to an abundance of restaurants, shops and just 2 miles from Disney property. MLS#S5043824. Evista Resources Realty Inc. MFR

Windsor Hills Pended $248,950

Listed For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $172

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#S5043709. Team Donovan. MFR

Windsor Hills For Sale $395,000

Listed For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2008

  • $/SqFt

    $216

Windsor hills is the closest vacation resort to Disney, the resort itself is beautiful with mature landscaping, well kept streets and an amazing clubhouse with water park, slides, swimming pool, sundry shop, movie theatre, gym, playground and basketball and tennis courts. MLS#O5909692. Talent Realty Solutions. MFR

Windsor Hills For Sale $430,000

Listed For 46 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $152

Windsor Hills resort is well located close to Disney, US 192, and restaurants, malls, and other areas of great interest to tourists. MLS#O5909451. Blue Dolphin Realty Corp. MFR

Windsor Hills For Sale $240,000

Reduced By $10,000

Listed For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $166

This home is perfect for a Primary Residence, Second Home or a Turn-Key Vacation Home. MLS#S5043293. Keller Williams At The Lakes. MFR

Windsor Hills For Sale $255,000

Reduced By $3,000

Listed For 53 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $177

Definitely a home that would be very useful to see. MLS#S5043168. Homes Of America Realty Group,. MFR

Windsor Hills For Sale $239,900

Listed For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $166

All information recorded in MLS is intended to be accurate; however it should be independently verified. MLS#O5907222. La Rosa Realty Kissimmee. MFR

Windsor Hills For Sale $219,000

Listed For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $175

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#O5907040. Lokation. MFR

Windsor Hills For Sale $218,500

Listed For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1447

  • Year Built

    2005

  • $/SqFt

    $151

All Of This, Plus Being Close By Major Roadways, Shopping, Restaurants, Numerous Golf Courses, And All Major Attractions. MLS#O5906499. Global Real Estate Services In. MFR

Windsor Hills Pended $238,980

Listed For 65 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1472

  • Year Built

    2004

  • $/SqFt

    $162

Just a few minutes to Disney, restaurants, and shopping. MLS#S5042608. Orlando Regional Realty. MFR

Windsor Hills Pended $409,000

Listed For 66 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2008

  • $/SqFt

    $178

Windsor hills is the closest vacation resort to Disney, the resort itself is beautiful with mature landscaping, well kept streets and an amazing clubhouse with water park, slides, swimming pool, sundry shop, movie theatre, gym, playground and basketball and tennis courts. MLS#S5042568. Providence Realty. MFR

Windsor Hills For Sale $374,900

Listed For 66 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2382

  • Year Built

    2005

  • $/SqFt

    $157

All Of This, Plus Being Close By Major Roadways, Shopping, Restaurants, Numerous Golf Courses, And All Major Attractions. MLS#O5905582. Global Real Estate Services In. MFR

Windsor Hills For Sale $479,000

Listed For 69 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $170

The location is also close enough to the Windsor Hills entertainment complex so that you can even keep an eye on your children from your lanai as they follow the sidewalk to it, they don't even need to cross the street! MLS#T3274560. Addvantage Real Estate Services Llc. MFR

Windsor Hills For Sale $220,000

Reduced By $10,000

Listed For 69 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1390

  • Year Built

    2005

  • $/SqFt

    $158

Windsor Hills Resort is a resort-style, gated community with a 24/7 manned entrance with convenience to an abundance of restaurants, shops and just 2 miles from Disney property. MLS#S5042412. Evista Resources Realty Inc. MFR

Windsor Hills For Sale $241,900

Reduced By $13,100

Listed For 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $167

Near major roads, restaurants, and shopping area. MLS#O5902953. Lokation. MFR

Windsor Hills Pended $375,000

Listed For 81 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2005

  • $/SqFt

    $151

Other resort amenities include a putting green, basketball court, tennis courts, a playground and walking trails. MLS#O5902135. Holiday Realty Llc. MFR

Windsor Hills For Sale $395,000

Listed For 82 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $140

2 miles to Disney, amazing resort amenities … Great for residence, vacation home or short rental, currently it is used as short rental property, which have a good rental record, thousands future booking can transfer to buyer for free. MLS#S5041801. Magicmind Realty Llc. MFR

Windsor Hills Pended $398,000

Listed For 83 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2876

  • Year Built

    2005

  • $/SqFt

    $138

2 miles to Disney, walk to Close to club house, water park, south faced pool, no carpet… Great for residence, vacation home or short rental, currently it is used as short rental property, which have a good rental record, thousands future booking can transfer to buyer for free. MLS#S5041778. Magicmind Realty Llc. MFR

Windsor Hills For Sale $385,000

Listed For 87 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2007

  • $/SqFt

    $211

Windsor hills is the closest vacation resort to Disney, the resort itself is beautiful with mature landscaping, well kept streets and an amazing clubhouse with water park, slides, swimming pool, sundry shop, movie theatre, gym, playground and basketball and tennis courts. MLS#S5041616. Providence Realty. MFR

Windsor Hills For Sale $239,900

Reduced By $10,000

Listed For 87 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $166

It will not last long ask for a showing today! MLS#S5041514. La Rosa Realty, Llc. MFR

Windsor Hills Pended $174,900

Reduced By $15,000

Listed For 107 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1081

  • Year Built

    2005

  • $/SqFt

    $161

Windsor Hills also offers top notch amenities including: Clubhouse, movie theater, lagoon style community pool, large water slides, kid's play area, movie theater, café, bar, onsite convenience store, fitness center, game room, tennis courts, putting green, beach volleyball, ping pong, volleyball, huge playground, putting green, BBQ area, RV, boat and trailer parking and much more. MLS#O5895941. Kylin Realty Llc. MFR

Windsor Hills Pended $398,500

Reduced By $500

Listed For 115 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $141

40-Seat Movie Theater, Marketplace And Grill, Tennis Courts, Basketball Court And Volleyball Sand Court, Putting Green, Picnic And Bbq Area, Castle Themed Playground, Fitness Center, 24-Hour Gated Community Security MLS#S5040258. Titan Realty Group Llc. MFR

Windsor Hills For Sale $269,900

Reduced By $29,100

Listed For 115 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $191

A fabulous home that must be seen to be appreciated. MLS#S5040309. Bellew Real Estate. MFR

Windsor Hills Pended $369,000

Reduced By $16,000

Listed For 137 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $131

*HOA Fees, home square footage, and lot sizes should be independently verified by buyers/buyers agent. MLS#S5039274. Remax Premier Properties. MFR

Windsor Hills For Sale $215,000

Reduced By $14,900

Listed For 142 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $172

All information recorded in MLS is intended to be accurate; however it should be independently verified. MLS#O5888464. La Rosa Realty Kissimmee. MFR

Windsor Hills For Sale $360,000

Reduced By $10,000

Listed For 148 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2007

  • $/SqFt

    $197

This home is being sold fully furnished, it is ready to live in or can continue to be used as an income producing short term rental property. MLS#O5886361. Century 21 Oneblue. MFR

Windsor Hills Pended $428,900

Reduced By $71,099

Listed For 166 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $171

Every box has been ticked, so what are you waiting for?! ? MLS#S5037763. Top Villas Realty Llc. MFR

Windsor Hills For Sale $389,900

Listed For 169 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2006

  • $/SqFt

    $166

Great opportunity to buy your very own vacation home! MLS#O5881871. Bay Street Group Florida Llc. MFR

Windsor Hills For Sale $254,900

Reduced By $10,000

Listed For 169 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $177

Great opportunity to buy your very own vacation home! MLS#O5881896. Bay Street Group Florida Llc. MFR

Windsor Hills For Sale $427,000

Listed For 170 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $151

Multipe future bookings will convey with the sale if the new owner decides to stay with the current management company. MLS#O5880757. Amerivest Realty. MFR

Windsor Hills For Sale $375,000

Listed For 170 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $163

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#S5037631. K Realty. MFR

Windsor Hills For Sale $239,500

Reduced By $20,400

Listed For 170 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $166

Be sure to check out the photos - this home is a great money-maker and a DEFINITE MUST SEE! ! MLS#O5881775. Radius Realty Group Llc. MFR

Windsor Hills Pended $379,900

Reduced By $10,100

Listed For 178 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2480

  • Year Built

    2010

  • $/SqFt

    $153

Amenities within the community include: clubhouse, movie theater, game room, fitness center, on-site store, snack bar, community lagoon style heated pool with kid's slide and hot tub, several kid's playgrounds throughout the community, ping pong, basketball, tennis, volleyball, picnic and BBQ area, putting green, RV and boat parking, golf course next door and much more ! MLS#O5879619. Global Alliance Realty Inc. MFR

Windsor Hills For Sale $371,499

Reduced By $8,501

Listed For 181 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $158

Resort style community amenities include large water-park pool, water slides, large sized Hot tub, tennis, basketball courts, playgrounds, clubhouse, surround sound movie theater, sundry shop and a Disney shuttle service. MLS#O5878943. Orlando Regional Realty. MFR

Windsor Hills For Sale $450,000

Listed For 205 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $195

Already managed by the top producing company for vacation rentals, high end rental rates and has future bookings! MLS#S5035944. Top Villas Realty Llc. MFR

Windsor Hills For Sale $479,500

Reduced By $20,000

Listed For 207 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $170

Sale with furniture included and great booking for the remaining year. MLS#O5872569. Ameriteam Realty Inc. MFR

Windsor Hills Pended $229,000

Reduced By $26,000

Listed For 216 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $159

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

Windsor Hills Pended $399,000

Reduced By $16,000

Listed For 225 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $141

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

Windsor Hills Pended $399,000

Reduced By $16,000

Listed For 240 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $141

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 For Sale $489,000

Listed For 247 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $173

Request for a virtual tour or virtual open house...INCOME approx $4000-5000 /month after housekeeping fees deducted. MLS#S5034216. Keller Williams Legacy Realty. MFR

Windsor Hills For Sale $385,000

Reduced By $5,000

Listed For 268 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2009

  • $/SqFt

    $164

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

Windsor Hills For Sale $417,900

Reduced By $20,000

Listed For 315 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $148

Don’t miss this good opportunity . MLS#S5031358. Golden Sun Realty Inc. MFR

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