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 $659,000

View 2683 Manesty Ln Kissimmee FL
View 2683 Manesty Ln Kissimmee FL
View 2683 Manesty Ln Kissimmee FL
On Market For 20 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $287

Don't wait any longer and book your showing today! MLS#O6218427. GLOBAL FLORIDA REALTY.

Windsor Hills For Sale $450,000

View 2546 Renshaw St Kissimmee FL
View 2546 Renshaw St Kissimmee FL
View 2546 Renshaw St Kissimmee FL
On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $313

Experience luxury, comfort, and convenience in this stunning Windsor Hills townhome. MLS#G5083834. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Windsor Hills For Sale $427,500

View 2575 Maneshaw Ln Kissimmee FL
View 2575 Maneshaw Ln Kissimmee FL
View 2575 Maneshaw Ln Kissimmee FL
On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $297

Schedule you’re showing today before it's too late! MLS#O6216133. REAL BROKER, LLC.

Windsor Hills For Sale $344,900

View 2821 Almaton Loop # 401 Kissimmee FL
View 2821 Almaton Loop # 401 Kissimmee FL
View 2821 Almaton Loop # 401 Kissimmee FL
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $277

You don't want to miss this incredible property, perfect for your next vacation home or as a lucrative short-term rental investment. Schedule your viewing today! MLS#S5106674. TEAM DONOVAN.

Windsor Hills For Sale $659,000

On Market For 41 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2006

  • $/SqFt

    $281

With golf, restaurants, and grocery stores just a stone's throw away, experience the epitome of Florida living in this remarkable abode. MLS#O6211011. REDFIN CORPORATION.

Windsor Hills For Sale $589,000

Reduced By $10,950

On Market For 42 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $251

There is a wonderful waterpark, play parks, community clubhouse and secure gated entry. MLS#O6210111. ORANGE REALTY PROFESSIONALS LLC.

Windsor Hills For Sale $620,000

Reduced By $48,000

On Market For 48 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $220

We welcome you to schedule a private showing and to check it out! PROPERTY VIDEO: https://hm-media-orlando.aryeo.com/videos/018f9949-f9cd-71d7-98f8-126e21efc982 MLS#S5105682. KELLER WILLIAMS REALTY AT THE LAKES.

Windsor Hills For Sale $649,000

On Market For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $277

Don't miss this incredible opportunity! MLS#O6207367. RATIO REAL ESTATE, LLC.

Windsor Hills For Sale $450,000

On Market For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $313

Schedule your viewing today to see all of the magic 2530 Maneshaw has to offer! MLS#S5105184. PROPERTY OUTLET INTERNATIONAL.

Windsor Hills For Sale $699,000

*POTENTIAL GREAT VALUE
On Market For 60 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2382

  • Year Built

    2006

  • $/SqFt

    $293

New saltwater pool system and pool equipment. Turnkey business. Furnishings optional. MLS#T3527492. FLAT FEE MLS REALTY.

Windsor Hills For Sale $629,000

Reduced By $10,000

On Market For 71 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $255

Windsor Hills has everything you’re looking for in a resort with a superb location and world-class amenities, including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. MLS#O6203159. LA ROSA REALTY, LLC.

Windsor Hills For Sale $399,999

On Market For 72 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $278

Ideally situated just one mile south of the US 192 and a quick 10-minute drive from the I-4, providing easy access to all of Orlando's main travel routes. MLS#A4609594. U-HOME REALTY LLC.

Windsor Hills For Sale $659,000

Reduced By $10,000

On Market For 75 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $234

Don't miss the chance to own a piece of paradise in the heart of Kissimmee. Schedule your private showing today! MLS#O6202082. KELLER WILLIAMS REALTY AT THE PARKS.

Windsor Hills For Sale $644,900

Reduced By $40,100

On Market For 81 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $229

Don't forget to ask about the reservations that convey, getting your investment off to a great start! MLS#O6199565. RE/MAX PRIME PROPERTIES.

Windsor Hills Pended $634,900

Reduced By $20,000

On Market For 82 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $276

This home comes packed with future reservations making this the perfect addition to any portfolio. MLS#O6199564. RE/MAX PRIME PROPERTIES.

Windsor Hills For Sale $615,000

On Market For 85 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $263

Don't miss your chance to own a piece of paradise in Windsor Hills! MLS#O6198866. GLOBAL REAL ESTATE SERVICES IN.

Windsor Hills For Sale $485,000

On Market For 98 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 Pended $689,700

Reduced By $9,800

On Market For 84 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $245

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

Windsor Hills For Sale $734,000

Reduced By $5,000

On Market For 124 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $261

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 124 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 $399,000

Reduced By $11,000

On Market For 87 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 $699,000

Reduced By $31,000

On Market For 166 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $249

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

Windsor Hills For Sale $435,000

On Market For 167 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 $638,000

Reduced By $42,000

On Market For 180 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2848

  • Year Built

    2007

  • $/SqFt

    $224

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 $760,000

Reduced By $90,000

On Market For 187 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $331

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

Windsor Hills Pended $560,000

On Market For 204 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 238 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 $359,900

Reduced By $5,000

On Market For 216 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $255

NOTE: This home enjoys a high occupancy rate so we blocked June 23rd to June 30th so potential future owners may view the property in person! MLS#O6149052. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $419,000

Reduced By $40,000

On Market For 306 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $291

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

Windsor Hills Pended $399,000

Reduced By $70,000

On Market For 298 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $277

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 $630,000

Reduced By $65,000

On Market For 345 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $224

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 $660,000

Reduced By $65,000

On Market For 369 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $235

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 $649,000

Reduced By $66,000

On Market For 390 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $260

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 Pended $600,000

Reduced By $95,000

On Market For 517 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