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 407-967-1435.

30 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $609,500

View 2619 Archfeld Blvd Kissimmee FL
View 2619 Archfeld Blvd Kissimmee FL
View 2619 Archfeld Blvd Kissimmee FL
On Market Today
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $265

Don't miss out on this chance to own your slice of paradise! MLS#S5114610. TEAM DONOVAN.

Windsor Hills For Sale $779,000

View 2616 Daulby St Kissimmee FL
View 2616 Daulby St Kissimmee FL
View 2616 Daulby St Kissimmee FL
On Market For 6 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $277

3D Matterport Video available https://my.matterport.com/show/?m=Ck37ovKqtUR&mls=1 MLS#O6252096. NEXTHOME LOCATION.

Windsor Hills For Sale $660,000

View 2615 Archfeld Blvd Kissimmee FL
View 2615 Archfeld Blvd Kissimmee FL
View 2615 Archfeld Blvd Kissimmee FL
On Market For 7 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $235

This home is perfect for those seeking a blend of style, comfort, and relaxation in a highly desirable neighborhood—ready to enjoy from day one, as it comes fully furnished. MLS#O6250874. EXP REALTY LLC.

Windsor Hills For Sale $399,900

View 2570 Maneshaw Ln Kissimmee FL
View 2570 Maneshaw Ln Kissimmee FL
View 2570 Maneshaw Ln Kissimmee FL
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $278

Currently, it is operating as a short-term rental. MLS#S5114073. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $409,999

On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $285

Currently in a short-term rental program, this home is turn-key for whatever you're looking to do! Schedule your showing today! MLS#O6247258. EXP REALTY LLC.

Windsor Hills For Sale $639,500

On Market For 29 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $273

Future bookings can convey to new owner if desired. MLS#O6246543. NEXTHOME LOCATION.

Windsor Hills For Sale $675,000

On Market For 47 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2010

  • $/SqFt

    $240

Don't miss your chance to own a turnkey vacation rental in one of the most desirable areas in Central Florida! MLS#O6241313. REAL BROKER, LLC.

Windsor Hills For Sale $699,000

Reduced By $11,000

On Market For 55 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2009

  • $/SqFt

    $249

3D Matterport Video Walkthrough available : https://my.matterport.com/show/?m=bv8jddYHY69&brand=0&mls=1& MLS#O6239242. NEXTHOME LOCATION.

Windsor Hills Pended $599,000

On Market For 63 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $213

Windsor Hills is a beautiful resort with world-class amenities that offers: 24-Hour gated community security, water slides with splash pad and lagoon pool, gym, basketball and tennis courts, putting golf, community clubhouse, and on-site entertainment are just some of the reasons to choose this wonderful resort. MLS#O6236983. LA ROSA REALTY LLC.

Windsor Hills For Sale $339,900

Reduced By $20,100

On Market For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1390

  • Year Built

    2005

  • $/SqFt

    $245

- Buyer will provide all vendors currently successfully serving the unit. MLS#T3552407. HOMECOIN.COM.

Windsor Hills For Sale $409,000

On Market For 54 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $284

This property is currently used for short-term rentals. MLS#S5111181. EMPIRE NETWORK REALTY.

Windsor Hills For Sale $579,950

Reduced By $20,000

On Market For 58 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $248

Your dream vacation home awaits at 7755 Teascone Boulevard! MLS#S5111057. TEAM DONOVAN.

Windsor Hills Pended $529,950

Reduced By $10,000

On Market For 69 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $282

Take advantage of this golden opportunity to own a piece of the magic! MLS#S5111048. TEAM DONOVAN.

Windsor Hills For Sale $415,000

Reduced By $20,000

On Market For 77 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $288

Schedule a tour today and take the first step toward making your vacation dreams a reality! MLS#O6232921. CREEGAN GROUP.

Windsor Hills Pended $639,000

Reduced By $36,000

On Market For 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2004

  • $/SqFt

    $273

Additional Perks: This property also offers a laundry room with a washer and dryer, central air conditioning, and ample parking space.Whether you're planning a magical Disney vacation, reunion, or a relaxing retreat, this Kissimmee rental home provides everything you need for an unforgettable stay. MLS#T3548200. HOMECOIN.COM.

Windsor Hills For Sale $390,000

On Market For 96 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $271

Don’t miss this opportunity to own a piece of Central Florida’s vacation lifestyle. MLS#T3544796. HOMECOIN.COM.

Windsor Hills For Sale $759,900

Reduced By $10,000

On Market For 102 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $270

Schedule you’re showing today before it's too late! MLS#O6223610. REAL BROKER, LLC.

Windsor Hills Pended $679,900

On Market For 101 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2832

  • Year Built

    2005

  • $/SqFt

    $240

Schedule your private showing today and experience the epitome of Windsor Hills living. MLS#O6223371. COMPASS FLORIDA, LLC.

Windsor Hills Pended $599,400

Reduced By $15,500

On Market For 104 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $329

Schedule you’re showing today before it's too late! MLS#O6223607. REAL BROKER, LLC.

Windsor Hills Pended $339,000

Reduced By $5,900

On Market For 141 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $272

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 $649,000

Reduced By $10,000

On Market For 146 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2006

  • $/SqFt

    $277

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 148 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $251

Whilst we have given the most accurate data available to us, all measurements & HOA info are approximate/not guaranteed, any information MUST be verified by buyers /or buyer’s agent. MLS#O6210111. ORANGE REALTY PROFESSIONALS LLC.

Windsor Hills For Sale $634,000

Reduced By $15,000

On Market For 161 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $271

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

Windsor Hills For Sale $649,000

Reduced By $50,000

*POTENTIAL GREAT VALUE
On Market For 166 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2382

  • Year Built

    2006

  • $/SqFt

    $272

2 AC systems are only 2 and 5 years old respectively. MLS#T3527492. FLAT FEE MLS REALTY.

Windsor Hills Pended $644,900

Reduced By $40,100

On Market For 188 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 For Sale $599,900

Reduced By $15,100

On Market For 191 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $256

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 $464,000

Reduced By $21,000

On Market For 204 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $322

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

Windsor Hills Pended $329,000

Reduced By $20,000

On Market For 342 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 $660,000

Reduced By $65,000

On Market For 475 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 $829,000

On Market For 399 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $332

• New HVAC units (2 for house, plus mini split) • New fully stocked kitchen cupboards, granite, faucet and stainless steel appliances • New LVT flooring on main and bathrooms & carpet in bedrooms and stairway • New bathroom vanities, granite, faucets, and toilets • New showers with barn doors in both master bathrooms • New basketball and iceball in arcade, with refurbished pool table, buck hunter & driving games • New wall mounted smart televisions in living room and all bedrooms (1-75", 2-65", 3-55") • New ceiling fans in all bedrooms • New furniture inside and out with protective glass furniture tops and new décor throughout • New pool alarms and new screens on entire enclosure • New linens and towels, ready for rent! MLS#S5064471. SUNSHINE FLORIDA REALTY, INC.

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Call to Schedule a Showing

(407) 967-1435

(407) 967-1435