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.

34 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $786,500

View 2603 Daulby St Kissimmee FL
View 2603 Daulby St Kissimmee FL
View 2603 Daulby St Kissimmee FL
On Market For 11 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $280

Owner generated income of $136,000 in 2023 with a NOI of $68,000 3D Matterport Video Walkthrough available: https://my.matterport.com/show/?m=iX6i4x4mPiL& MLS#O6195696. NEXTHOME LOCATION.

Windsor Hills For Sale $485,000

View 2547 Renshaw St Kissimmee FL
View 2547 Renshaw St Kissimmee FL
View 2547 Renshaw St Kissimmee FL
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $337

Come see this one of a kind, incoming producing property! MLS#O6194944. EXP REALTY LLC.

Windsor Hills For Sale $295,000

View 2784 Almaton Loop # 402 Kissimmee FL
View 2784 Almaton Loop # 402 Kissimmee FL
View 2784 Almaton Loop # 402 Kissimmee FL
On Market For 17 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1081

  • Year Built

    2005

  • $/SqFt

    $273

Buyer must keep current lease in place and has the option to extend. MLS#O6193116. EPIC FLORIDA REALTY LLC.

Windsor Hills Pended $699,500

View 2572 Archfeld Blvd Kissimmee FL
View 2572 Archfeld Blvd Kissimmee FL
View 2572 Archfeld Blvd Kissimmee FL
On Market For 6 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $249

Don’t wait to secure this beauty! Schedule a showing today. MLS#O6192885. VIVA ORLANDO REALTY INC..

Windsor Hills For Sale $398,000

On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $276

Did I say that the HOA fee covers cable, internet, guard-gated access. Book your private tour today. MLS#S5102293. FRONTLINE FLORIDA REALTY, INC..

Windsor Hills Pended $627,900

On Market For 3 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $268

This home is a must see and don't forget to check out the virtual tour link that includes 3D images and additional pictures. MLS#O6189249. JAY WELLS REAL ESTATE INC.

Windsor Hills For Sale $739,000

On Market For 38 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $263

3D Matterport Video Walkthrough available : https://my.matterport.com/show/?m=bv8jddYHY69&brand=0&mls=1& MLS#O6187323. NEXTHOME LOCATION.

Windsor Hills For Sale $425,000

Reduced By $15,000

On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $295

Live, work and play in your new HOME IN PARADISE MLS#O6184952. COLDWELL BANKER REALTY.

Windsor Hills For Sale $699,000

On Market For 46 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $249

Please call me today to schedule your viewing. MLS#S5100880. TOP VILLAS REALTY LLC.

Windsor Hills Pended $686,000

Reduced By $4,000

On Market For 18 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $299

Call today for an appointment, this will not last.... MLS#S5100623. CORCORAN CONNECT LLC.

Windsor Hills For Sale $399,000

Reduced By $11,000

On Market For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $277

Schedule your showing today and let the adventures begin! MLS#O6183398. KELLER WILLIAMS CLASSIC.

Windsor Hills For Sale $289,000

On Market For 62 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1081

  • Year Built

    2005

  • $/SqFt

    $267

Experience the epitome of luxury living and investment potential in this unparalleled enclave. MLS#O6178745. MARKET CONNECT REALTY LLC.

Windsor Hills Pended $425,000

On Market For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $295

Schedule your viewing today.Additional photos coming February 17th. MLS#O6175304. THE JERRY BARKER GROUP LLC.

Windsor Hills For Sale $720,000

Reduced By $10,000

On Market For 79 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $256

DON'T MISS THIS easy transition and turnkey Vacation oasis! MLS#T3501082. RE/MAX METRO.

Windsor Hills For Sale $495,000

On Market For 88 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $344

A fantastic investment opportunity you won't want to miss! MLS#O6173182. THE FLORIDA LOUNGE REALTY LLC.

Windsor Hills For Sale $435,000

On Market For 89 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $302

Plus, with nearby restaurants and easy access to major theme parks, this property is an excellent choice for short-term rentals or a permanent vacation home. MLS#S5098222. TEAM DONOVAN.

Windsor Hills For Sale $665,000

Reduced By $15,000

On Market For 94 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2848

  • Year Built

    2007

  • $/SqFt

    $233

Contact us today to schedule a viewing and make this inviting retreat yours for unforgettable family getaways and investment opportunities with bookings already in place! MLS#S5097948. HAUTE REAL ESTATE, INC..

Windsor Hills For Sale $810,000

Reduced By $40,000

On Market For 100 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $353

Video and 3D Tour Available. Don't wait! Call today! MLS#G5077225. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills Pended $629,999

Reduced By $29,901

On Market For 113 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2008

  • $/SqFt

    $274

If all this wasn't enough Windsor Hill includes wonderful grounds, clubhouse with pool and so much more....the only thing missing is you! MLS#O6162809. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $675,000

On Market For 138 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $273

Don't miss this opportunity to be one of the closest to Disney renovated properties in an amenity rich gated neighborhood you can buy! MLS#O6162037. ORLANDO PROPERTY ADVISORS.

Windsor Hills For Sale $560,000

On Market For 155 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $307

Please take time to visit the heated lagoon style community pool with water slide, tennis courts, basketball courts, playground, clubhouse with movie theater, fitness center, games room, sundry shop, and snack bar. MLS#G5075395. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills For Sale $329,000

Reduced By $20,000

On Market For 160 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $264

What an exceptional paradise to call this place home, join the exclusive circle of individuals that own in Windsor Hills and enjoy the perks and amenities. MLS#S5094692. KELLER WILLIAMS REALTY AT THE LAKES.

Windsor Hills Pended $399,999

Reduced By $35,001

On Market For 173 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $278

Don't miss out on this exceptional opportunity to grow your investment portfolio with a property that practically sells itself. MLS#S5093552. MAXIM REALTY ORLANDO.

Windsor Hills For Sale $364,900

On Market For 192 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $259

Windsor Hills is an established resort that offers clubhouse with pool, movie theater, sundries shop, tennis courts, basketball courts and sand volleyball, and more. MLS#O6149052. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $350,000

On Market For 202 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $281

Additionally, this condo is situated in a gated community with 24/7 guard service to ensure safety and peace of mind for you and your family. MLS#O6146388. FLORIDA CONNEXION PROPERTIES.

Windsor Hills For Sale $459,000

On Market For 220 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $319

Don't miss out on this exceptional opportunity! ! MLS#S5090908. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $639,800

Reduced By $115,200

On Market For 231 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2007

  • $/SqFt

    $228

Indulge in the community's extensive amenities, including a spacious clubhouse designed for you and your family ultimate enjoyment. A/C units replaced 2018/2021 MLS#S5090833. D.V REALTY CONSULTANTS.

Windsor Hills For Sale $409,000

Reduced By $60,000

On Market For 235 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $284

Contact us today to arrange a viewing and discover the possibilities that await you at 2503 Maneshaw Lane. MLS#O6138143. LUXE PROPERTIES LLC.

Windsor Hills For Sale $670,000

Reduced By $25,000

On Market For 258 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $238

new roof 2021, one new air conditioner 2021,2 master suites, private pool/spa...2 miles to Disney, amazing resort water park, amenities, … Great for residence, vacation home or short rental, currently it is used as short rental property, which have a good rental record and higher return, furniture included, all future booking shall freely inference to new the new owner... MLS#S5089378. MAGICMIND REALTY LLC.

Windsor Hills For Sale $717,770

Reduced By $4,230

On Market For 279 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $255

Gated Community With Security 365/24. Osceola County Public School District. MLS#O6126809. GRAND REALTY.

Windsor Hills For Sale $695,000

Reduced By $30,000

On Market For 288 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $247

Embrace a truly extraordinary atmosphere and elevate your lifestyle to unparalleled heights at the Exquisite Windsor Estate. MLS#O6126201. COMPASS FLORIDA, LLC.

Windsor Hills For Sale $699,000

Reduced By $16,000

On Market For 303 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $280

Community amenities include, a double olympic-size pool, spiral waterslide & hot tub, Marketplace & grill, 40-seat movie theater, tennis courts, basketball court, sand volleyball court, putting green, and castle-themed playground. MLS#O6120805. MAINFRAME REAL ESTATE.

Windsor Hills For Sale $723,900

Reduced By $15,600

On Market For 327 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $257

Video of the property https://www.youtube.com/watch?v=gzoOwQWSeRo MLS#S5085780. WEICHERT REALTORS HALLMARK PRO.

Windsor Hills Pended $600,000

Reduced By $95,000

On Market For 712 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $241

Owner got multiple offers and counter offer is firm at full listing price of $600000, sold as is. MLS#S5064471. SUNSHINE FLORIDA REALTY, INC.

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Call to Schedule a Showing

(407) 477-6586

(407) 477-6586