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.

36 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $400,000

View 2571 Maneshaw Ln Kissimmee FL
View 2571 Maneshaw Ln Kissimmee FL
View 2571 Maneshaw Ln Kissimmee FL
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $278

This townhome is sold fully furnished with plenty of future bookings in place. Come see it now! MLS#O6202948. HOLIDAY REALTY LLC.

Windsor Hills For Sale $639,000

View 2708 Manesty Ln Kissimmee FL
View 2708 Manesty Ln Kissimmee FL
View 2708 Manesty Ln Kissimmee FL
On Market For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $259

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

View 7679 Otterspool St Kissimmee FL
View 7679 Otterspool St Kissimmee FL
View 7679 Otterspool St Kissimmee FL
On Market For 13 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 $669,000

View 2615 Archfeld Blvd Kissimmee FL
View 2615 Archfeld Blvd Kissimmee FL
View 2615 Archfeld Blvd Kissimmee FL
On Market For 15 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $238

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 $664,900

Reduced By $20,100

On Market For 22 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $236

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 For Sale $634,900

Reduced By $20,000

On Market For 22 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 24 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 Pended $786,500

On Market For 23 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

On Market For 39 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 $274,000

Reduced By $21,000

On Market For 37 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1081

  • Year Built

    2005

  • $/SqFt

    $253

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

Windsor Hills For Sale $699,500

On Market For 44 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 46 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 $734,000

Reduced By $5,000

On Market For 64 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 64 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 $649,900

Reduced By $49,100

On Market For 72 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $231

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

Windsor Hills Pended $399,000

Reduced By $11,000

On Market For 63 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 88 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 For Sale $720,000

Reduced By $10,000

On Market For 105 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 114 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 115 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 $660,000

Reduced By $20,000

On Market For 120 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2848

  • Year Built

    2007

  • $/SqFt

    $232

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 126 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 $675,000

On Market For 136 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 181 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 186 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 For Sale $359,900

Reduced By $5,000

On Market For 218 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 April 22nd to May 4th so potential future owners may view the property in person! MLS#O6149052. CHARLES RUTENBERG REALTY ORLANDO.

Windsor Hills For Sale $459,000

On Market For 246 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 Pended $639,800

Reduced By $115,200

On Market For 233 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 $399,000

Reduced By $70,000

On Market For 261 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 $670,000

Reduced By $25,000

On Market For 284 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 305 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 $670,000

Reduced By $55,000

On Market For 314 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $238

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 329 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 $721,900

Reduced By $17,600

On Market For 353 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.

  • 1
EasyStreet

Call to Schedule a Showing

(407) 477-6586

(407) 477-6586