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Windsor Hills Kissimmee Florida Homes For Sale

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.

Windsor Hills | For Sale

$349,950

View 2640 Dinville St Kissimmee FL
View 2640 Dinville St Kissimmee FL
View 2640 Dinville St Kissimmee FL
*IS SHORT SALE
Listed For 4 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2469

  • Year Built

    2006

  • $/SqFt

    $141

This home needs a little TLC but rents out really well. MLS#S5016564. Select Estates, Llc. MFR

Windsor Hills | Pended

$239,000

View 2554 Maneshaw Ln Kissimmee FL
View 2554 Maneshaw Ln Kissimmee FL
View 2554 Maneshaw Ln Kissimmee FL
Listed For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $165

Call today to schedule your time to view. MLS#O5776297. Jc Penny Realty Llc. MFR

Windsor Hills | Pended

$339,900

View 7774 Basnett Cir Kissimmee FL
View 7774 Basnett Cir Kissimmee FL
View 7774 Basnett Cir Kissimmee FL
Listed For 29 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $147

This home is a completely turnkey, with rental bookings in place! MLS#O5771562. Brokers Real Estate Group Inc. MFR

Windsor Hills | Pended

$235,000

View 2575 Maneshaw Ln Kissimmee FL
View 2575 Maneshaw Ln Kissimmee FL
View 2575 Maneshaw Ln Kissimmee FL
Listed For 29 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $163

It is move in ready, just bring your toothbrush! MLS#O5771723. Jc Penny Realty Llc. MFR

Windsor Hills | For Sale

$399,900

Listed For 30 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $142

Property is a BUSY VACATION PARADISE with SOLID BOOKINGS INTO 2020 and a 4.8 SUPERHOST STATUS on AIRBNB-CALL TODAY! MLS#O5771467. Jc Penny Realty Llc. MFR

Windsor Hills | Pended

$374,000

Listed For 38 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2004

  • $/SqFt

    $159

It has full bookings so that makes it difficult to view in person so check out the incredible pictures provided by Magical Vacation Homes but absolutely check the calendar for open dates! MLS#S5014947. Top Villas Realty Llc. MFR

Windsor Hills | Pended

$399,950

Reduced By $15,050

Listed For 43 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $142

Check the 360* Video! Seller is motivated! MLS#O5768750. Orlando Regional Realty. MFR

Windsor Hills | For Sale

$265,000

Listed For 44 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $184

Don’t miss this one, all you need to bring is your toothbrush. MLS#O5768250. The Jerry Barker Group Llc. MFR

Windsor Hills | For Sale

$390,000

Reduced By $9,000

Listed For 45 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $138

All sixes and information is approximate MLS#O5768274. The Landmark Group. MFR

Windsor Hills | Pended

$329,950

Listed For 46 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2005

  • $/SqFt

    $180

Don’t RENT Your Next Vacation… OWN IT! MLS#O5766290. Global Real Estate Services In. MFR

Windsor Hills | Pended

$210,000

Listed For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $145

Amenities include: Manned guard gate, Clubhouse, Welcome Center, Windsor Hills Market, Guest Relations, Games Room, Fitness Center, Movie Theater, Internet Cafe & Business Center, Lagoon Pool, Water Slide, Spa, Playgrounds, Outdoor Sports & Recreation, Trash Collection, Security and much more all located MLS#S5014318. Tutas Towne Realty. MFR

Windsor Hills | Pended

$379,000

Listed For 59 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $134

Click virtual tour link for a virtual walk through of this home. MLS#S5013827. Keller Williams Advantage Iii Realty. MFR

Windsor Hills | For Sale

$234,900

Listed For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $163

Due to bookings, unit is open to show for a very short window, call for your appointment today! MLS#O5765095. Charles Rutenberg Realty Orlando. MFR

Windsor Hills | Pended

$342,000

Listed For 64 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2005

  • $/SqFt

    $187

Perfect to claim as your own vacation getaway, or convert it into a rental income generator. MLS#S5013251. Contempo Real Estate, Inc.. MFR

Windsor Hills | Pended

$184,900

Listed For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $131

Windsor Hills Is A 24 Hour Man Gated Resort Style Community 5 Minutes From Disney That Offers Fabulous Resort Amenities Including: Lagoon Style Heated Community Pool With Water Slide And Hot Tub, Fitness Center, Movie Theater, Billiards/Game Room, Table Tennis, Convenience Store, Tennis Courts, Sand Volleyball Court, Basketball, Putting Green, Kiddie Park/Playground, Bbq/Picnic Area, Parking For Rv/Boats And Much More, Plus Several Golf Courses In The Immediate Area!! ! MLS#S5013270. Contempo Real Estate, Inc.. MFR

Windsor Hills | Pended

$339,000

Listed For 65 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $147

This home has an excellent vacation rental history with future bookings in place which will convey should the new owner wish to honor them. MLS#S5013667. Frontline Florida Realty, Inc.. MFR

Windsor Hills | For Sale

$398,500

Listed For 74 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $141

Feel free to email or call me anytime should you have any questions. MLS#S5013210. Remax Premier Properties. MFR

Windsor Hills | Pended

$379,000

Listed For 76 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $134

Click virtual tour link for a virtual walk through of this home. MLS#S5012729. Keller Williams Advantage Iii Realty. MFR

Windsor Hills | For Sale

$258,900

Listed For 77 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $179

Windsor Hill Resort amenities has everything you need, a clubhouse, pool, waterslide, fitness center, game room, movie theater, tennis courts, basketball and much more...! 24 Hours Guard Gated. MLS#S5012974. Contempo Real Estate, Inc.. MFR

Windsor Hills | For Sale

$385,950

Listed For 80 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $137

Hurry because this home will not last long!!!! ! MLS#S5012816. Team Donovan. MFR

Windsor Hills | Pended

$384,900

Reduced By $10,000

Listed For 87 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $164

All Of This Plus Close By Major Roadways, Shopping, Restaurants, Several Golf Courses, And The New Walmart Super Center ! MLS#O5758823. Global Real Estate Services In. MFR

Windsor Hills | Pended

$239,900

Listed For 89 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $166

The community amenites are many, the location is ideal, and the price is right! MLS#O5758400. Century 21 Carioti. MFR

Windsor Hills | Pended

$199,900

Listed For 103 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $141

Call TODAY for your private showing. MLS#O5755182. Mvp Realty Associates Llc. MFR

Windsor Hills | For Sale

$334,900

Reduced By $15,000

Listed For 124 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $178

There is truly something for everyone in the resort and in this home! MLS#S5008974. Global Real Estate Services In. MFR

Windsor Hills | Pended

$374,900

Reduced By $5,000

Listed For 126 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $133

There are rentals in place should you want to hit the ground running with this investment. MLS#O5752295. Evergreen Real Estate Services. MFR