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.

65 Results

Windsor Hills Kissimmee Florida Homes For Sale

Windsor Hills For Sale $364,000

View 2651 Dinville St Kissimmee FL
View 2651 Dinville St Kissimmee FL
View 2651 Dinville St Kissimmee FL
Listed For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2006

  • $/SqFt

    $199

I would urge you to come and view this wonderful home from home to see exactly what it has to offer. MLS#S5040408. La Rosa Realty, Llc. MFR

Windsor Hills For Sale $350,000

View 7782 Basnett Cir Kissimmee FL
View 7782 Basnett Cir Kissimmee FL
View 7782 Basnett Cir Kissimmee FL
Listed For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2005

  • $/SqFt

    $191

The amenities in this community include: a huge resort-style zero-entry pool; 2 new massive water slides; an interactive splash pad; multiple playgrounds; 40-seat theatre; fitness center; sand volleyball; basketball and tennis courts; video arcade and billiards; and boat and RV storage for guests! MLS#O5895075. Global Real Estate Services In. MFR

Windsor Hills For Sale $399,000

View 2605 Dinville St Kissimmee FL
View 2605 Dinville St Kissimmee FL
View 2605 Dinville St Kissimmee FL
Listed For 5 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $141

40-Seat Movie Theater, Marketplace And Grill, Tennis Courts, Basketball Court And Volleyball Sand Court, Putting Green, Picnic And Bbq Area, Castle Themed Playground, Fitness Center, 24-Hour Gated Community Security MLS#S5040258. Titan Realty Group Llc. MFR

Windsor Hills For Sale $299,000

View 7654 Comrow St # 305 Kissimmee FL
View 7654 Comrow St # 305 Kissimmee FL
View 7654 Comrow St # 305 Kissimmee FL
Listed For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $212

A fabulous home that must be seen to be appreciated. MLS#S5040309. Bellew Real Estate. MFR

Windsor Hills For Sale $240,000

Listed For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $192

The community is well kept by the HOA and their dedication shows. MLS#O5892188. La Rosa Realty, Llc. MFR

Windsor Hills For Sale $385,000

Reduced By $13,000

Listed For 22 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $164

Community has it all, Basketball Court, Volleyball, Court Mini Golf,,community pool,Water Park, Water Slides, tennis courts, fitness center, HD movie theater, ping pong table, billiard table, 24-gated, shop.... Community offers shuttle service to the parks! MLS#O5890655. Intop Realty Llc. MFR

Windsor Hills For Sale $279,900

Listed For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $194

Don't forget to click the virtual tour link to view 3D 360s and additional pictures. MLS#O5890409. Kylin Realty Llc. MFR

Windsor Hills For Sale $385,000

Listed For 27 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $136

*HOA Fees, home square footage, and lot sizes should be independently verified by buyers/buyers agent. MLS#S5039274. Remax Premier Properties. MFR

Windsor Hills For Sale $379,000

Reduced By $1,000

Listed For 27 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $134

The game room features a table, chairs, TV, Pool table, air hockey and foosball to keep the fun going long after the area attractions have closed. MLS#O5889779. Global Real Estate Services In. MFR

Windsor Hills For Sale $229,900

Listed For 32 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1246

  • Year Built

    2005

  • $/SqFt

    $184

All information recorded in MLS is intended to be accurate; however it should be independently verified. MLS#O5888464. La Rosa Realty Kissimmee. MFR

Windsor Hills For Sale $370,000

Listed For 38 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2007

  • $/SqFt

    $202

This home is being sold fully furnished, it is ready to live in or can continue to be used as an income producing short term rental property. MLS#O5886361. Century 21 Oneblue. MFR

Windsor Hills For Sale $419,950

Listed For 40 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $149

This home is perfect for your next vacation home or short-term rental. MLS#S5038340. Team Donovan. MFR

Windsor Hills Pended $235,000

Reduced By $20,000

Listed For 42 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $163

This townhouse offers the perfect carefree home that you've been dreaming about! MLS#O5885602. Market Square Realty. MFR

Windsor Hills For Sale $398,200

Listed For 45 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $141

This home is the largest floor plan offered in this fabulous resort community, Ideal for family treat or a turnkey rental investment with great income generation potential. Don’t miss this opportunity. MLS#S5038348. Empire Network Realty. MFR

Windsor Hills For Sale $409,900

Listed For 51 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $178

Do not miss this great opportunity to own in THE CLOSEST RESORT TO DISNEY! MLS#O5882776. Florida Realty Marketplace. MFR

Windsor Hills For Sale $235,000

Reduced By $5,000

Listed For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $163

Be sure to schedule your showing quickly while this terrific opportunity is still available! MLS#O5882328. Keller Williams Advantage Iii. MFR

Windsor Hills For Sale $394,900

Reduced By $15,100

Listed For 53 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $140

Click here for a 3d Walk through https://my.matterport.com/show/?m=Tb4uReX2sUG&brand=0 MLS#S5037912. Keller Williams At The Lakes. MFR

Windsor Hills Pended $219,900

Listed For 53 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    2005

  • $/SqFt

    $155

All measurements, room sizes & HOA info are approximate and not guaranteed, any information contained herein critical to buyer’s decision to purchase must be verified by buyers and/or buyer’s agent. MLS#O5852441. La Rosa Realty, Llc. MFR

Windsor Hills For Sale $440,000

Reduced By $59,999

Listed For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2006

  • $/SqFt

    $176

Every box has been ticked, so what are you waiting for?! ? MLS#S5037763. Top Villas Realty Llc. MFR

Windsor Hills For Sale $389,900

Listed For 59 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2006

  • $/SqFt

    $166

Great opportunity to buy your very own vacation home! MLS#O5881871. Bay Street Group Florida Llc. MFR

Windsor Hills For Sale $254,900

Reduced By $10,000

Listed For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $177

Great opportunity to buy your very own vacation home! MLS#O5881896. Bay Street Group Florida Llc. MFR

Windsor Hills For Sale $427,000

Listed For 60 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $151

Multipe future bookings will convey with the sale if the new owner decides to stay with the current management company. MLS#O5880757. Amerivest Realty. MFR

Windsor Hills For Sale $375,000

Listed For 60 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $163

The community offers fitness center, gated, heated community pool, hot tub, movie theater, game room, ping pong, tennis, billiard tables, basketball and volleyball courts, playground and picnic area. This a MUST SEE home MLS#S5037631. K Realty. MFR

Windsor Hills For Sale $259,900

Listed For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $180

Be sure to check out the photos - this home is a great money-maker and a DEFINITE MUST SEE! ! MLS#O5881775. Radius Realty Group Llc. MFR

Windsor Hills For Sale $374,900

Reduced By $15,000

Listed For 63 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $205

The amenities in this community include: a huge resort-style zero-entry pool; 2 new massive water slides; an interactive splash pad; multiple playgrounds; 40-seat theatre; fitness center; sand volleyball; basketball and tennis courts; video arcade and billiards; and boat and RV storage for guests! MLS#O5880876. Global Real Estate Services In. MFR

Windsor Hills For Sale $255,000

Reduced By $10,000

Listed For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $177

It’s truly a little bit of paradise and easy to fall in love with. MLS#S5037289. Watson Realty Corp. MFR

Windsor Hills For Sale $379,900

Reduced By $10,100

Listed For 68 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2480

  • Year Built

    2010

  • $/SqFt

    $153

Amenities within the community include: clubhouse, movie theater, game room, fitness center, on-site store, snack bar, community lagoon style heated pool with kid's slide and hot tub, several kid's playgrounds throughout the community, ping pong, basketball, tennis, volleyball, picnic and BBQ area, putting green, RV and boat parking, golf course next door and much more ! MLS#O5879619. Global Alliance Realty Inc. MFR

Windsor Hills Pended $371,900

Reduced By $8,100

Listed For 71 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2007

  • $/SqFt

    $158

Resort style community amenities include large water-park pool, water slides, large sized Hot tub, tennis, basketball courts, playgrounds, clubhouse, surround sound movie theater, sundry shop and a Disney shuttle service. MLS#O5878943. Orlando Regional Realty. MFR

Windsor Hills For Sale $398,500

Reduced By $11,000

Listed For 72 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $141

All Of This Plus Close By Major Roadways, Shopping, Restaurants, Several Golf Courses, And The Walmart Super Center ! MLS#O5878764. Global Real Estate Services In. MFR

Windsor Hills For Sale $389,000

Reduced By $9,000

Listed For 76 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $169

This is the perfect vacation home investment to enjoy your small piece of the Central Florida magic! MLS#S5036840. Coldwell Banker Ackley Realty. MFR

Windsor Hills Pended $349,900

Reduced By $29,000

Listed For 76 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1824

  • Year Built

    2004

  • $/SqFt

    $191

If you are looking for quality and luxury this home is it! MLS#O5877889. Central Florida Realty. MFR

Windsor Hills For Sale $384,900

Listed For 82 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2005

  • $/SqFt

    $164

Windsor Hills community have plenty of activities to enjoy without having to go anywhere else. MLS#O5876441. Florida Realty Investments. MFR

Windsor Hills For Sale $450,000

Listed For 95 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2006

  • $/SqFt

    $195

Already managed by the top producing company for vacation rentals, high end rental rates and has future bookings! MLS#S5035944. Top Villas Realty Llc. MFR

Windsor Hills For Sale $499,500

Listed For 97 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $177

Sale with furniture included and great booking for the remaining year. MLS#O5872569. Ameriteam Realty Inc. MFR

Windsor Hills Pended $379,000

Listed For 104 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2382

  • Year Built

    2007

  • $/SqFt

    $159

Experience the best of Orlando at Windsor Hills. 360 Tour https://www.tourdrop.com/dtour/350870/360-Floorplan-MLS MLS#O5871190. Exp Realty Llc. MFR

Windsor Hills For Sale $249,900

Reduced By $5,100

Listed For 106 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $173

Come and see this fully furnished turn key home today, while it lasts. MLS#O5871048. Re/Max Prime Properties. MFR

Windsor Hills For Sale $399,999

Reduced By $10,001

Listed For 108 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2007

  • $/SqFt

    $174

This home also comes with an in-unit washer and dryer for all those bathing suits and wireless internet is available throughout. MLS#O5870736. Global Real Estate Services In. MFR

Windsor Hills For Sale $399,000

Reduced By $16,000

Listed For 115 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2006

  • $/SqFt

    $141

This home is perfect for your next vacation home or short-term rental. MLS#S5035100. Team Donovan. MFR

Windsor Hills For Sale $369,900

Reduced By $13,600

*IS BANK OWNED
Listed For 117 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2494

  • Year Built

    2007

  • $/SqFt

    $148

Easy access to highways making trip to all Central Florida attractions a breeze! Great location! MLS#S5034993. Coldwell Banker Ackley Realty. MFR

Windsor Hills For Sale $399,770

Reduced By $15,230

Listed For 130 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2008

  • $/SqFt

    $142

Don't miss this opportunity to purchase a truly lovely home in a great position only 5 minutes from Disney, local shops and restaurants. A must see. MLS#O5865766. Noblegate Realty. MFR

Windsor Hills For Sale $379,000

Reduced By $21,000

Listed For 131 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2297

  • Year Built

    2005

  • $/SqFt

    $164

Community amenities include a clubhouse, outside lounge area, zero-entry pool with slides, fitness center, movie theater, game room, table tennis, convenience store, tennis and basketball courts, sand volleyball court, putting green, playground, and oversized vehicle parking lot. MLS#O5865142. Century 21 Oneblue. MFR

Windsor Hills For Sale $413,000

Reduced By $32,000

Listed For 135 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2008

  • $/SqFt

    $176

The home is also technology smart as you can control Pool thermostat, and view security cameras. Motivated seller. MLS#O5864758. (The) Viking Team Realty. MFR

Windsor Hills For Sale $409,000

Listed For 135 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $217

More photos and virtual tours up soon. MLS#S5034276. Keller Williams Legacy Realty. MFR

Windsor Hills For Sale $479,000

Listed For 137 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $170

Request for a virtual tour or virtual open house...INCOME approx $6000-6500 /month after housekeeping fees deducted. MLS#S5034216. Keller Williams Legacy Realty. MFR

Windsor Hills For Sale $255,000

Reduced By $9,000

Listed For 138 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $177

$$$ GROSS INCOME AIRBNB in 2019 WAS $46,790 - HOME RENTS WELL $$$ MLS#O5864084. Inventure Group Llc. MFR

Windsor Hills For Sale $375,000

Reduced By $24,000

Listed For 144 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2812

  • Year Built

    2005

  • $/SqFt

    $133

Golf, Restaurants, Shopping, grocery stores all withing 5 minutes. Come take a look. MLS#O5862848. Xcellence Realty Inc. MFR

Windsor Hills Pended $231,500

Reduced By $22,500

Listed For 145 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2005

  • $/SqFt

    $160

This gated community offers a resort style amenity center with a gym, pool, slides and a welcome center, tennis courts and much more. MLS#S5029773. Property Outlet International. MFR

Windsor Hills For Sale $368,780

Listed For 155 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1878

  • Year Built

    2006

  • $/SqFt

    $196

Don't let this one slip away, schedule your showing today! MLS#O5859854. Re/Max Prime Properties. MFR

Windsor Hills For Sale $385,000

Reduced By $5,000

Listed For 158 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2342

  • Year Built

    2009

  • $/SqFt

    $164

Come an tour this amazing vacation retreat today ! MLS#O5859238. Global Alliance Realty Inc. MFR

Windsor Hills Pended $255,000

Reduced By $10,000

Listed For 184 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    2004

  • $/SqFt

    $177

More information and photos of the community areas can be seen on the Windsor Hills website & this link: https://www.welcometowindsorhills.com/photo-gallery MLS#T3234401. By Owner.Com. MFR

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