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.

26 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $549,900

View 2603 Pawnall St Kissimmee FL
View 2603 Pawnall St Kissimmee FL
View 2603 Pawnall St Kissimmee FL
Listed For 1 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $239

DON’T MISS THIS easy transition and turnkey Vacation oasis! MLS#O5980978. HOMETOWN REALTY GROUP INC.

Windsor Hills Pended $595,000

View 2644 Daulby St Kissimmee FL
View 2644 Daulby St Kissimmee FL
View 2644 Daulby St Kissimmee FL
Listed For 9 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $212

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#O5979349. LA ROSA REALTY, LLC.

Windsor Hills Pended $499,000

View 7748 Teascone Blvd Kissimmee FL
View 7748 Teascone Blvd Kissimmee FL
View 7748 Teascone Blvd Kissimmee FL
Listed For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $217

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#S5057750. PROVIDENCE REALTY.

Windsor Hills Pended $354,950

View 7662 Sir Kaufmann Ct Kissimmee FL
View 7662 Sir Kaufmann Ct Kissimmee FL
View 7662 Sir Kaufmann Ct Kissimmee FL
Listed For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $246

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#S5057728. TEAM DONOVAN.

Windsor Hills Pended $349,000

Listed For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $242

Be sure to check out the photos - this home is a great money-maker and a DEFINITE MUST SEE! ! MLS#O5977653. LOKATION.

Windsor Hills Pended $489,000

Listed For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2006

  • $/SqFt

    $268

Make sure to come see this truly unique vacation home! MLS#O5978047. LA ROSA REALTY, LLC.

Windsor Hills For Sale $590,000

Listed For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2700

  • Year Built

    2006

  • $/SqFt

    $219

*Some of the decorative items, pillows, towels, accents belong to Realtor and do not convey MLS#O5977202. FLORIDA GOLF AND BEACHES LLC.

Windsor Hills Pended $329,900

Listed For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $229

* MULTIPLE OFFERS * Please send your best and higher by Saturday Oct 9 at 7 p.m. MLS#S5057253. HOMESTEAD REALTY INC.

Windsor Hills For Sale $325,000

Listed For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $230

Any future bookings in place may convey to buyer. MLS#O5976852. LA ROSA REALTY, LLC.

Windsor Hills For Sale $689,000

Listed For 28 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $245

Sale with furniture included and great booking for the remaining year. MLS#O5975508. AMERITEAM REALTY INC.

Windsor Hills For Sale $280,000

Listed For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $225

Close to restaurants and shopping, it is the perfect vacation getaway! MLS#O5973115. EXP REALTY LLC.

Windsor Hills Pended $622,715

Listed For 37 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $221

You must independently verify the Property Information prior to purchasing the Property. MLS#T3329726. LISTINGLY.COM.

Windsor Hills Pended $328,000

Listed For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $228

Also you can Grill to Picnic and More Fun to do... Own your Vacation property and enjoy Magic moments with Family & Friends and get return your investment by renting it while not using it. MLS#O5973307. FLORIDA HOMES REALTY & MTG.

Windsor Hills For Sale $590,000

Listed For 38 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2005

  • $/SqFt

    $239

Don't miss out on this rare opportunity to own a piece of the magic! Schedule your showing today! MLS#O5972724. RE/MAX PRIME PROPERTIES.

Windsor Hills Pended $309,000

Listed For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    2005

  • $/SqFt

    $213

Future bookings in place are all owner direct bookings and may be transferrable to the buyer if desired. MLS#O5972814. LA ROSA REALTY, LLC.

Windsor Hills Pended $329,900

Listed For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $229

Whether it's a relaxing day around your private splash pool or a fun filled day on the new resort waterslides and splashpad, the magic awaits you at Windsor Hills. New A/C installed recently. MLS#O5971804. HOLIDAY REALTY LLC.

Windsor Hills Pended $499,900

*IS BANK OWNED
Listed For 52 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $178

The additional warm and inviting bedrooms and two more full bathrooms round out this splendid home. Enjoy! MLS#S5055759. PROFESSIONAL REAL ESTATE TEAM.

Windsor Hills For Sale $650,000

Listed For 60 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $231

In addition to these wonderful amenities, a fantastic new splash pad zone and dueling water slides. MLS#G5045788. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills For Sale $550,000

Listed For 62 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $235

Please make your appointment as viewings are currently open. MLS#S5055305. WINTER GARDEN REAL ESTATE.

Windsor Hills Pended $579,900

Reduced By $50,000

Listed For 67 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $206

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. A MUST SEE! MLS#O5955322. TALENT REALTY SOLUTIONS.

Windsor Hills For Sale $650,000

Listed For 71 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $283

2020 Complete Interior Repaint, 2019 New Pool Heater & Exterior Paint, 2018 New Roof & Arcade AC System MLS#O5965488. CENTURY 21 CARIOTI.

Windsor Hills For Sale $639,000

Reduced By $900

Listed For 71 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $259

Recently updated to include new appliances, pool heater, furniture, interior paint, and game room. MLS#O5965120. HOLIDAY REALTY LLC.

Windsor Hills For Sale $560,000

Listed For 74 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $239

Windsor Hills Resort Community features include: lagoon style pool, hot tub, splash zone, clubhouse and sundries shop along with themed playgrounds, huge choice of outdoor activities, fully equipped fitness centre and surround sound movie theatre. MLS#G5045245. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills For Sale $579,990

Reduced By $40,000

Listed For 93 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $206

Stunning 6-bedroom Windsor Hills Resort vacation home with 2 suites, 3 themed custom designed bedrooms, game room and luxury screened private pool (southwest facing) & spa with safety fence, furnished patio with extra large lanai, fine furniture throughout the house, ceiling fan in every room, central air conditioning, fully equipped eat-in kitchen, laundry area with washer and dryer, iron and board, baby crib, playpen, highchair and strollers, TV/DVD combo in living room and every bedroom...Other special features are: extra large pool deck with cover lanai with no rear neighbors; new upstairs A/C: Sept 2020 (10-year warranty from factory), Replaced pool heater, Feb 2019 (5-year warranty), Microwave: Aug 2017; new high-efficiency Samsung washer and dryer 2017, split air conditioner in the garage converted game room with pool table and foosball table, uniquely attractive themed bedrooms for kids (much liked by family vacationers), An additional room made by the dinning room area for extra 2 guests.... Home sold as is. MLS#S5053551. SUNSHINE FLORIDA REALTY, INC.

Windsor Hills For Sale $590,000

Listed For 96 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $210

Resort amenities include a Large heated lagoon style pool with water slide, Tennis courts, basketball courts, playground, clubhouse with movie theater, fitness center, gameroom, sundry shop and snack bar. MLS#G5044516. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills Pended $659,000

Reduced By $36,000

Listed For 112 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2007

  • $/SqFt

    $264

On average $5000-6000 per month in bookings. MLS#S5052945. KELLER WILLIAMS LEGACY REALTY.

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Call to Schedule a Showing

(407) 477-6586

(407) 477-6586