Below you can view all the homes for sale in the Windsor At Westside subdivision located in Kissimmee Florida. Listings in Windsor At Westside 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 At Westside, give us a call at 407-477-6586.

51 Results

Windsor At Westside Kissimmee Florida Homes For Sale

Windsor At Westside For Sale $510,000

View 1995 Majorca Dr Kissimmee FL
View 1995 Majorca Dr Kissimmee FL
View 1995 Majorca Dr Kissimmee FL
On Market Today
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2016

  • $/SqFt

    $225

Schedule your showing today and embrace the resort lifestyle at its finest! MLS#O6214890. EXP REALTY LLC.

Windsor At Westside For Sale $614,999

View 8921 Rhodes St Kissimmee FL
View 8921 Rhodes St Kissimmee FL
View 8921 Rhodes St Kissimmee FL
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2622

  • Year Built

    2017

  • $/SqFt

    $235

This opportunity won't last long! Schedule your showing today. MLS#S5106896. CHARLES RUTENBERG REALTY ORLANDO.

Windsor At Westside For Sale $579,950

View 8937 Rhodes St Kissimmee FL
View 8937 Rhodes St Kissimmee FL
View 8937 Rhodes St Kissimmee FL
On Market For 6 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2622

  • Year Built

    2017

  • $/SqFt

    $221

Act now, this home is priced to sell quickly!!! ! MLS#S5106825. TEAM DONOVAN.

Windsor At Westside For Sale $508,000

View 8940 Sydney Ave Kissimmee FL
View 8940 Sydney Ave Kissimmee FL
View 8940 Sydney Ave Kissimmee FL
On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2019

  • $/SqFt

    $224

Don't miss out on this great opportunity! ! MLS#O6214266. KYLIN REALTY LLC.

Windsor At Westside For Sale $650,000

On Market For 9 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2017

  • $/SqFt

    $196

The Community includes a clubhouse, zero-entry pool, splash pad, lazy river, sports courts, restaurant, bar, gym. MLS#O6213732. LEGENDS REALTY.

Windsor At Westside For Sale $720,000

*POTENTIAL GREAT VALUE
On Market For 14 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2019

  • $/SqFt

    $178

Don't miss the opportunity to see this stunning vacation home. Schedule a showing today! MLS#O6210246. BAY STREET GROUP FLORIDA LLC.

Windsor At Westside For Sale $485,000

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2102

  • Year Built

    2015

  • $/SqFt

    $231

This Resort style gated community is near Walt Disney World. Must see. MLS#S5104616. CHARLES RUTENBERG REALTY ORLANDO.

Windsor At Westside For Sale $710,000

*POTENTIAL GREAT VALUE
On Market For 17 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2015

  • $/SqFt

    $176

Or click the Virtual Tour link to view a video Tour. MLS#S5104927. MULTI CHOICE REALTY LLC.

Windsor At Westside For Sale $515,000

On Market For 24 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2018

  • $/SqFt

    $228

No rear neighbors as the back of the house faces a conservation area. MLS#O6209001. LA ROSA REALTY, LLC.

Windsor At Westside For Sale $548,000

Reduced By $17,000

On Market For 30 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2492

  • Year Built

    2019

  • $/SqFt

    $220

Schedule a tour today and make your dream of resort-style living a reality! MLS#O6207226. GLOBAL SAPPHIRE REALTY LLC.

Windsor At Westside For Sale $525,000

On Market For 31 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2020

  • $/SqFt

    $232

This gorgeous home is just waiting to become your next vacation nest! MLS#O6206939. DOUBLE M GROUP COMPANY.

Windsor At Westside For Sale $680,000

On Market For 36 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2587

  • Year Built

    2019

  • $/SqFt

    $263

Only a 20-25 minute drive from Disney's Magic Kingdom, this home provides the perfect blend of comfort and convenience, offering private rooms for all guests and ample living spaces for entertainment—a true home away from home with all the benefits of a hotel. MLS#O6204538. NEXTHOME ALLIANCE REALTY.

Windsor At Westside For Sale $535,000

On Market For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2019

  • $/SqFt

    $236

(Fish ornament in the living room is not included in the sale) MLS#O6205108. WRA BUSINESS & REAL ESTATE.

Windsor At Westside For Sale $564,900

On Market For 40 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2492

  • Year Built

    2019

  • $/SqFt

    $227

Enjoy easy access to shopping and dining at the Prime Outlets or along I-Drive. MLS#U8242464. FUTURE HOME REALTY INC.

Windsor At Westside For Sale $529,000

Reduced By $40,000

On Market For 42 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2492

  • Year Built

    2020

  • $/SqFt

    $212

Call to schedule a showing today before it gone. MLS#O6203775. U KEY REALTY.

Windsor At Westside For Sale $505,000

On Market For 43 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2020

  • $/SqFt

    $223

This exceptional community offers an array of amenities, including an on-site restaurant, zero-entry pool, fitness center, sports courts, playgrounds, and more, just minutes from Orlando's famed attractions. MLS#O6203663. LA ROSA REALTY, LLC.

Windsor At Westside For Sale $685,000

Reduced By $50,000

On Market For 49 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2020

  • $/SqFt

    $207

Your HOA includes Cable, High speed internet, landscaping and events year round. MLS#O6201885. EXP REALTY LLC.

Windsor At Westside For Sale $520,000

On Market For 52 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2017

  • $/SqFt

    $230

Contact today for your next appointment. MLS#O6200433. LIFESTYLE INTERNATIONAL REALTY.

Windsor At Westside For Sale $560,000

On Market For 57 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2020

  • $/SqFt

    $247

24-hour manned Gated security. Shows beautifully. MLS#O6199004. AMERICAN HORIZONS REALTY.

Windsor At Westside For Sale $539,000

On Market For 57 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2020

  • $/SqFt

    $238

With its prime location and luxurious amenities, this property presents an exceptional opportunity for investors seeking the ultimate vacation rental experience in the magical Orlando area or new homeowners to call this new house your home! MLS#O6198800. WRA BUSINESS & REAL ESTATE.

Windsor At Westside For Sale $720,000

On Market For 59 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2017

  • $/SqFt

    $217

HOA covers cable, internet, trash pick-up, lawn care, and grounds maintenance. MLS#S5103599. RENTAS REALTY GROUP LLC.

Windsor At Westside For Sale $489,900

Reduced By $10,000

On Market For 61 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2102

  • Year Built

    2015

  • $/SqFt

    $233

The perfect location of this unit, 20K in upgrades and awesome summer kitchen makes this unit stand out above all other units!! ! MLS#O6198047. RAZZANI INTERNATIONAL REALTY.

Windsor At Westside For Sale $935,000

On Market For 63 Days
  • Bedrooms

    9

  • Full Bath(s)

    6

  • Sq. Ft.

    4391

  • Year Built

    2018

  • $/SqFt

    $213

Ask the listing agent for a projected revenue from professional property management company. MLS#S5103359. KELLER WILLIAMS CLASSIC.

Windsor At Westside For Sale $714,900

Reduced By $5,100

*POTENTIAL GREAT VALUE
On Market For 64 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2018

  • $/SqFt

    $177

Book your showing today and create your own memories that will last a lifetime! MLS#O6196270. RE/MAX PRIME PROPERTIES.

Windsor At Westside For Sale $499,000

Reduced By $10,000

On Market For 65 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2016

  • $/SqFt

    $221

This home has very beautiful booking history and financial income in the past a few years. MLS#O6196578. ORLANDO REGIONAL PROPERTY MANAGEMENT.

Windsor At Westside For Sale $694,990

On Market For 69 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2019

  • $/SqFt

    $210

Don't miss the chance to own a piece of luxury living close to all the area has to offer! **3D VIDEO TOUR AVAILABLE. MLS#S5102599. KELLER WILLIAMS REALTY AT THE LAKES.

Windsor At Westside For Sale $758,000

On Market For 69 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2015

  • $/SqFt

    $188

This is also the lowest priced home of this size in Windsor at Westside. MLS#O6194686. FLORIDA REALTY INVESTMENTS.

Windsor At Westside For Sale $680,000

Reduced By $49,950

*POTENTIAL GREAT VALUE
On Market For 70 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2016

  • $/SqFt

    $168

Welcome to comfortable living, where fun and relaxation come together! MLS#S5102453. TEAM DONOVAN.

Windsor At Westside For Sale $484,999

Reduced By $1

On Market For 74 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2016

  • $/SqFt

    $214

Easy To Show, Contact Us For A Showing Today! MLS#O6193789. KELLER WILLIAMS CLASSIC.

Windsor At Westside For Sale $620,000

On Market For 77 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3142

  • Year Built

    2019

  • $/SqFt

    $197

This is a great vacation home, very close to other area attractions. Schedule your visit NOW. MLS#S5102362. FLORIDA SPIRIT REAL ESTATE SER.

Windsor At Westside For Sale $665,000

Reduced By $25,000

On Market For 84 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2018

  • $/SqFt

    $201

Seize this incredible opportunity to own a slice of luxury living at the esteemed Windsor at Westside Resort! MLS#O6191043. ROBERT SLACK LLC.

Windsor At Westside For Sale $475,000

Reduced By $25,000

On Market For 86 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2016

  • $/SqFt

    $210

This home has very beautiful booking history and financial income in the past a few years. MLS#O6190416. ORLANDO REGIONAL PROPERTY MANAGEMENT.

Windsor At Westside For Sale $685,000

Reduced By $45,000

On Market For 87 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2017

  • $/SqFt

    $207

Don't miss out; book your showing today! MLS#O6189714. REAL BROKER, LLC.

Windsor At Westside For Sale $845,000

Reduced By $50,000

On Market For 91 Days
  • Bedrooms

    9

  • Full Bath(s)

    6

  • Sq. Ft.

    4391

  • Year Built

    2019

  • $/SqFt

    $192

Experience resort-style living with all the comforts of home at Windsor Island Resort! MLS#S5101651. COMPASS FLORIDA, LLC.

Windsor At Westside For Sale $679,000

On Market For 93 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3142

  • Year Built

    2019

  • $/SqFt

    $216

Buyer is responsible to verify all measurments/information MLS#O6188526. FLORIDA CAPITAL REALTY.

Windsor At Westside For Sale $639,000

On Market For 98 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3142

  • Year Built

    2019

  • $/SqFt

    $203

This is a great vacation home or second home, very close to other area attractions. Schedule your visit now. MLS#S5101282. FLORIDA SPIRIT REAL ESTATE SER.

Windsor At Westside For Sale $829,000

Reduced By $20,900

On Market For 99 Days
  • Bedrooms

    9

  • Full Bath(s)

    6

  • Sq. Ft.

    4391

  • Year Built

    2018

  • $/SqFt

    $189

This home truly has it all – luxury, privacy, and endless entertainment options within a vibrant community. Discover your dream lifestyle. MLS#O6186400. EXP REALTY LLC.

Windsor At Westside For Sale $699,900

Reduced By $49,100

*POTENTIAL GREAT VALUE
On Market For 107 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2018

  • $/SqFt

    $173

The community of Windsor at Westside has amazing amenities that are close by including a resort style pool, huge club house, lazy river, fitness centers, poolside cabana, sand volleyball and tennis courts! MLS#O6184369. RE/MAX DOWNTOWN.

Windsor At Westside For Sale $609,000

On Market For 108 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2492

  • Year Built

    2019

  • $/SqFt

    $244

Don't miss out on this turn-key dream home! MLS#O6183582. FLAGSHIP REAL ESTATE GROUP, LL.

Windsor At Westside For Sale $625,000

On Market For 114 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2622

  • Year Built

    2017

  • $/SqFt

    $238

Schedule your viewing today and start living the Florida vacation lifestyle! MLS#O6182539. KN PREMIER REALTY, INC.

Windsor At Westside For Sale $644,900

Reduced By $15,000

On Market For 115 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3142

  • Year Built

    2018

  • $/SqFt

    $205

**3D video: https://my.matterport.com/show/?m=BvTXJQnftkY&brand=0&mls=1& MLS#S5100019. KELLER WILLIAMS REALTY AT THE LAKES.

Windsor At Westside For Sale $622,250

Reduced By $36,750

On Market For 129 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3117

  • Year Built

    2018

  • $/SqFt

    $200

Conveniently located just minutes away from Walt Disney World, this property is a prime choice for those seeking passive rental income. MLS#O6177772. ORLANDO REGIONAL REALTY.

Windsor At Westside For Sale $824,900

Reduced By $85,100

*POTENTIAL GREAT VALUE
On Market For 147 Days
  • Bedrooms

    9

  • Full Bath(s)

    6

  • Sq. Ft.

    4391

  • Year Built

    2017

  • $/SqFt

    $188

Essential services such as Internet, Cable, Lawn Care, and valet are covered by the HOA fee. MLS#S5098188. KELLER WILLIAMS REALTY AT THE LAKES.

Windsor At Westside For Sale $465,000

Reduced By $34,950

*POTENTIAL GREAT VALUE
On Market For 160 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2263

  • Year Built

    2018

  • $/SqFt

    $205

Experience the ultimate blend of comfort and accessibility in the heart of Orlando's entertainment hub at Windsor at Westside. MLS#S5097326. TEAM DONOVAN.

Windsor At Westside For Sale $845,000

Reduced By $4,000

On Market For 197 Days
  • Bedrooms

    8

  • Full Bath(s)

    6

  • Sq. Ft.

    4041

  • Year Built

    2018

  • $/SqFt

    $209

Seize the opportunity to enjoy the best of both worlds! MLS#L4941174. LA ROSA REALTY PRESTIGE.

Windsor At Westside For Sale $585,000

Reduced By $45,000

On Market For 229 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2492

  • Year Built

    2019

  • $/SqFt

    $235

Windsor at Westside is located just off state road 192 and near highways I-4, US 27, just a few miles from Disney World, Animal Kingdom, and Orlando’s world famous attractions. MLS#O6154011. FLORIDA CONNEXION PROPERTIES.

Windsor At Westside For Sale $715,000

On Market For 277 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    3314

  • Year Built

    2019

  • $/SqFt

    $216

All homes include fully maintained landscaping, basic internet & cable and daily valet garbage service. MLS#O6142300. FLORIDA CONNEXION PROPERTIES.

Windsor At Westside For Sale $585,000

Reduced By $75,000

On Market For 280 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    2622

  • Year Built

    2017

  • $/SqFt

    $223

This is an opportunity you do not want to miss! MLS#O6140031. POINTON REALTY INC.

Windsor At Westside For Sale $635,000

Reduced By $65,000

On Market For 288 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3142

  • Year Built

    2020

  • $/SqFt

    $202

Don't miss out; contact us today to schedule your visit and unlock the incredible potential of this exceptional property. Your investment dreams await! MLS#O6139880. DOUGLAS ELLIMAN.

Windsor At Westside For Sale $565,900

Reduced By $13,100

On Market For 307 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2265

  • Year Built

    2019

  • $/SqFt

    $250

Just minutes away from world-famous Disney World. MLS#O6133760. SELECTA REALTY LLC.

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