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.

35 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $675,000

View 2700 Manesty Ln Kissimmee FL
View 2700 Manesty Ln Kissimmee FL
View 2700 Manesty Ln Kissimmee FL
On Market For 3 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

View 7741 Comrow St Kissimmee FL
View 7741 Comrow St Kissimmee FL
View 7741 Comrow St Kissimmee FL
On Market For 20 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 Pended $735,000

View 2541 Archfeld Blvd Kissimmee FL
View 2541 Archfeld Blvd Kissimmee FL
View 2541 Archfeld Blvd Kissimmee FL
On Market For 17 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $261

Your HOA includes Cable, High speed internet, landscaping and events year round. MLS#O6157575. EXP REALTY LLC.

Windsor Hills For Sale $349,000

View 2788 Almaton Loop # 101 Kissimmee FL
View 2788 Almaton Loop # 101 Kissimmee FL
View 2788 Almaton Loop # 101 Kissimmee FL
On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $280

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 $400,000

On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $278

Onsite community facilities at Windsor Hills include a clubhouse with social area, gym/fitness room, recreational facilities including community pool and tennis courts plus lake and park. MLS#S5093377. HOMES OF AMERICA REALTY GROUP,.

Windsor Hills For Sale $410,000

Reduced By $25,000

On Market For 48 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $285

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 $699,500

Reduced By $15,500

On Market For 54 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $249

Don't miss this opportunity to own an income producing vacation home 5 miles from Disney! Schedule a showing now! MLS#O6150144. HOLIDAY REALTY LLC.

Windsor Hills For Sale $364,900

On Market For 57 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 $688,888

Reduced By $20,000

On Market For 59 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $245

Don't miss the chance to own a piece of paradise in the heart of Kissimmee. Schedule your private showing today! MLS#O6148431. KELLER WILLIAMS REALTY AT THE PARKS.

Windsor Hills Pended $407,777

Reduced By $41,223

On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1584

  • Year Built

    2005

  • $/SqFt

    $257

Don't miss out on the chance to call this slice of paradise in Windsor Hills your new home! MLS#O6147880. ORLANDO REGIONAL REALTY.

Windsor Hills For Sale $350,000

On Market For 67 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 $738,000

On Market For 67 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2007

  • $/SqFt

    $262

Schedule your private tour and make it your home in paradise! MLS#O6146234. FLAGSHIP REAL ESTATE GROUP, LL.

Windsor Hills For Sale $699,000

On Market For 74 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $304

Seize this golden opportunity to own a piece of paradise in one of Earth's most sought-after vacation destinations. Book your viewing today! MLS#O6145164. GLOBAL FLORIDA REALTY.

Windsor Hills For Sale $459,000

On Market For 85 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 $575,000

On Market For 91 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $315

Don't miss your chance to check out this amazing home and make it yours, make your appointment today! MLS#O6140414. KAZA REAL ESTATE LLC.

Windsor Hills For Sale $459,000

Reduced By $6,000

On Market For 90 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $319

Walk Through Virtual Tour Link https://www.youtube.com/watch?v=AytXV-XsxdU&t MLS#O6140700. EXP REALTY LLC.

Windsor Hills Pended $420,000

Reduced By $25,000

On Market For 74 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $292

The resort also features tennis courts, basketball court, volleyball court, putting green, and playgrounds. MLS#O6140466. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $425,000

Reduced By $25,000

On Market For 92 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $295

The resort also features tennis courts, basketball court, volleyball court, putting green, and playgrounds. MLS#O6140339. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $485,000

On Market For 93 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#O6139351. EXP REALTY LLC.

Windsor Hills For Sale $699,800

Reduced By $55,200

On Market For 96 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2007

  • $/SqFt

    $249

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

Windsor Hills For Sale $450,000

Reduced By $19,000

On Market For 100 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $313

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 $319,950

Reduced By $26,050

On Market For 101 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $257

Don't miss the chance to explore this exceptional property, perfectly suited as either your next vacation home or a sought-after short-term rental investment. Secure your viewing today! MLS#S5090589. TEAM DONOVAN.

Windsor Hills Pended $699,000

Reduced By $20,000

On Market For 87 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $249

All room sizes are approximate and if important please measure. MLS#S5090446. IM GLOBAL REALTY LLC.

Windsor Hills Pended $559,000

Reduced By $130,000

*POTENTIAL GREAT VALUE
On Market For 72 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $199

Newly updated vinyl flooring… 3 miles to Disney, amazing resort amenities … Great for residence, vacation home or short rental, currently it is used as short rental property… all future booking shall freely inference to the new owner. MLS#S5089744. MAGICMIND REALTY LLC.

Windsor Hills For Sale $670,000

Reduced By $25,000

On Market For 123 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 $465,000

On Market For 130 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $323

The HOA fees include cable, internet and exterior maintenance, and this property has great occupancy and bookings which convey with the sale if you stay with the existing management company. MLS#O6130520. EPIC FLORIDA REALTY LLC.

Windsor Hills Pended $685,000

Reduced By $50,000

On Market For 98 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $244

Don't miss your chance to check out this amazing home and make it yours, call for an appointment today! MLS#T3457520. BHHS FLORIDA PROPERTIES GROUP.

Windsor Hills For Sale $710,000

Reduced By $20,000

On Market For 141 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $252

One of the AC units was replace in 2023. MLS#O6118720. REDFIN CORPORATION.

Windsor Hills For Sale $717,770

Reduced By $4,230

On Market For 144 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 $725,000

On Market For 153 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $258

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 $420,000

Reduced By $40,000

On Market For 161 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $292

Don't miss the opportunity to schedule your appointment and explore all that this community has to offer today! MLS#O6121029. COLDWELL BANKER REALTY.

Windsor Hills For Sale $728,888

Reduced By $11,012

On Market For 168 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2005

  • $/SqFt

    $295

Please take time to visit these amazing amenities! ! MLS#G5070307. OLYMPUS EXECUTIVE REALTY INC.

Windsor Hills For Sale $709,000

Reduced By $6,000

On Market For 168 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $284

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 $470,000

Reduced By $29,999

On Market For 190 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $326

Completely ready for you to relax and enjoy! MLS#O6115473. THE KEYES COMPANY.

Windsor Hills For Sale $728,900

Reduced By $10,600

On Market For 192 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $259

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

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Call to Schedule a Showing

(407) 477-6586

(407) 477-6586