Below you can view all the homes for sale in the Windermere subdivision located in Windermere Florida. Listings in Windermere 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 Windermere, give us a call at 407-278-2057.

65 Results

Windermere Windermere Florida Homes For Sale

Windermere For Sale $975,000

View 9203 Outlook Rock Trl Windermere FL
View 9203 Outlook Rock Trl Windermere FL
View 9203 Outlook Rock Trl Windermere FL
On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3653

  • Year Built

    2015

  • $/SqFt

    $267

You're minutes away from Lakeside Village and Winter Garden Village, top-rated schools, and easy access to major highways and theme parks. MLS#O6224726. PINNACLE REALTY ADVISORS.

Windermere For Sale $375,000

View 8168 Boat Hook Loop # 107 Windermere FL
View 8168 Boat Hook Loop # 107 Windermere FL
View 8168 Boat Hook Loop # 107 Windermere FL
On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1455

  • Year Built

    2006

  • $/SqFt

    $258

Located just 10 mins from Disney's Magic Kingdom this could be the ideal home away from home or investment property. MLS#O6223051. UNITED REAL ESTATE PREFERRED.

Windermere For Sale $539,990

View 10706 Reams Rd Windermere FL
View 10706 Reams Rd Windermere FL
View 10706 Reams Rd Windermere FL
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1837

  • Year Built

    2013

  • $/SqFt

    $294

Schedule your tour today and make this house your cherished home! MLS#O6224349. LPT REALTY, LLC.

Windermere For Sale $349,000

View 11564 Mizzon Dr # 910 Windermere FL
View 11564 Mizzon Dr # 910 Windermere FL
View 11564 Mizzon Dr # 910 Windermere FL
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2006

  • $/SqFt

    $242

With its proximity to Publix, shops, restaurants, Walt Disney World, Downtown Winter Garden, and major highways, this condo offers not just a home, but a lifestyle. MLS#O6223160. RE/MAX ASSURED.

Windermere For Sale $345,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2009

  • $/SqFt

    $259

Don’t miss the opportunity to call this exquisite property your new home! MLS#O6224165. SERHANT.

Windermere For Sale $1,275,000

On Market For 10 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4332

  • Year Built

    2016

  • $/SqFt

    $294

Beyond the home's impressive interior, the Windermere Trails community offers an array of amenities for residents to enjoy, including walking trails, a community pool, pavilions, a dog park, a playground, and an exercise area, all contributing to a vibrant and family-friendly lifestyle. MLS#S5108633. SIX STAR REALTY GROUP LLC.

Windermere For Sale $578,000

Reduced By $2,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1726

  • Year Built

    2004

  • $/SqFt

    $335

Contact us today to schedule a visit and discover firsthand all the advantages this property has to offer. MLS#O6221883. WRA BUSINESS & REAL ESTATE.

Windermere For Sale $3,350,000

On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2104

  • Year Built

    1976

  • $/SqFt

    $1,592

Incredible Sunsets & Disney Fireworks Every Night - Open Water View of Lake Butler & the Pristine & Quiet Side of Bird Island - White Sand Beach - Crystal Clear Water - 3 Bedroom - 2 Bath - Open Floor Plan - 2 Car Garage - Remodeled Kitchen & Baths - Wood Floors - Sea Wall - Enclosed Storage Room on Dock - Automatic Canvas Boat Cover - Concrete Block 2 Story - New Energy Efficient Windows - Massive Windows Overlooking The Lake - Golf Cart Friendly Community - Deeded 40 x 80 Vacant Lot Buffer on Main St - Natural Gas - Excellent Schools - Community Tennis & Pickle Ball Courts within Walking Distance MLS#O6223428. VINTAGE REALTY GROUP LLC.

Windermere For Sale $1,068,900

On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4202

  • Year Built

    2019

  • $/SqFt

    $254

Don't miss your chance to make this exquisite property your new home. Schedule your private tour today! MLS#O6222632. CHARLES RUTENBERG REALTY ORLANDO.

Windermere For Sale $850,000

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2219

  • Year Built

    2019

  • $/SqFt

    $383

The seller is open to leaving some items that are in the house, you need to visit the house to be sure of what will stay, if you have any questions please contact the Listing agent. MLS#O6222239. WRA BUSINESS & REAL ESTATE.

Windermere For Sale $799,000

Reduced By $38,000

On Market For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3286

  • Year Built

    2016

  • $/SqFt

    $243

A property of this caliber is sure to attract considerable interest and may not remain available for long. MLS#O6222357. YOUNG REAL ESTATE.

Windermere For Sale $1,049,000

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2968

  • Year Built

    2018

  • $/SqFt

    $353

Schedule your private tour today and discover all this incredible home has to offer! MLS#O6221638. CREEGAN GROUP.

Windermere For Sale $1,120,000

*POTENTIAL GREAT VALUE
On Market For 18 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4507

  • Year Built

    2014

  • $/SqFt

    $249

Community Amenities: Pool, Dog Park with Dog Wash Station, Playground, Outdoor Exercise Station, Pool with Splash Pad and Open Air Pavilion, Open Green Spaces with Picnic Areas. MLS#O6221178. AGENT GROUP REALTY.

Windermere For Sale $318,000

On Market For 20 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1161

  • Year Built

    2007

  • $/SqFt

    $274

Ready to make the magic yours? MLS#O6221135. CHARLES RUTENBERG REALTY ORLANDO.

Windermere For Sale $325,000

Reduced By $10,000

On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2006

  • $/SqFt

    $244

Whether you're seeking a primary residence, an investment property, or a vacation retreat, this condo is perfect for you. MLS#O6220652. URBAN-O REAL ESTATE SOLUTION.

Windermere For Sale $495,000

On Market For 24 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1480

  • Year Built

    2005

  • $/SqFt

    $334

Lovely Townhouse In The Heart Of The One State Best Locations In A Very High Demand Community Of Windermere, ** Low Hoa $200 , New Roof ** It's Known For It's Family Environment And Neighborly Appearance, This Beautiful 3 Bedroom Townhouse Has A Very Spacious And Bright Living Areas, Stainless Steel Appliances With 4 Door Refrigerator, Laminated Wood Flooring In The First Floor, Ceiling Chandeliers Lamps, Top-rated A+ Schools, Convenient Location In A Very Desired Community Conveniently Located Near Theme Parks, Shopping Center, And Restaurants. MLS#O6219600. FLORIDA REALTY INVESTMENTS.

Windermere For Sale $2,300,000

On Market For 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2868

  • Year Built

    2024

  • $/SqFt

    $802

MLS#O6220139. THE SIMON SIMAAN GROUP.

Windermere For Sale $1,665,000

On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4098

  • Year Built

    2018

  • $/SqFt

    $406

New front yard landscaping with flowering plants and trees welcomes you home. Schedule your private showing today! MLS#O6218340. YOU HAVE REALTY LLC.

Windermere Pended $550,000

On Market For 27 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1753

  • Year Built

    2013

  • $/SqFt

    $314

Embrace a lifestyle of unparalleled elegance and convenience – schedule your viewing today and experience the allure of this must-see property firsthand. MLS#O6218031. KELLER WILLIAMS ADVANTAGE III REALTY.

Windermere Pended $500,000

On Market For 30 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1926

  • Year Built

    2008

  • $/SqFt

    $260

This Windermere Gem is a place where Cherished Memories are made and Dreams come to life. Welcome Home. MLS#O6217112. CREEGAN GROUP.

Windermere For Sale $965,000

On Market For 33 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3428

  • Year Built

    2016

  • $/SqFt

    $282

Don't miss this opportunity, call now and schedule your visit, this house is ready for you to live in and enjoy with your family.! ! MLS#O6217068. NOVA REAL ESTATE SERVICES INC.

Windermere For Sale $559,990

Reduced By $15,010

On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2151

  • Year Built

    2004

  • $/SqFt

    $260

There is also a pier on Lake Sawyer for your enjoyment. MLS#O6216398. LA ROSA REALTY PREMIER LLC.

Windermere For Sale $629,000

On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1166

  • Year Built

    1963

  • $/SqFt

    $539

Don't miss out on your chance to live "Among the Lakes”! MLS#O6216299. BHHS FLORIDA REALTY.

Windermere For Sale $899,999

Reduced By $250,001

*POTENTIAL GREAT VALUE
On Market For 38 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    4253

  • Year Built

    2013

  • $/SqFt

    $212

***HIGHLIGHT: BACKYARD LEVELED OUT SO YOU CAN EASILY ADD A POOL AND OPTION TO MOVE THE FENCE 6 ft *** MLS#O6209414. KELLER WILLIAMS CLASSIC.

Windermere For Sale $515,000

Reduced By $10,000

On Market For 44 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1984

  • Year Built

    2012

  • $/SqFt

    $260

SUPERIOR SCHOOLS and Windermere Prep is just 1.5 miles. MLS#O6211922. CLOCK TOWER REALTY.

Windermere For Sale $1,299,000

Reduced By $96,000

On Market For 51 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3880

  • Year Built

    2000

  • $/SqFt

    $335

Virtual Walkthrough: http://2111ridgewind.info/Zillow-3D-MLS Property Video: http://2111ridgewind.info/Video-MLS MLS#O6210000. COMPASS FLORIDA, LLC.

Windermere Pended $850,000

On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2429

  • Year Built

    1995

  • $/SqFt

    $350

Enjoy the quintessence of exclusive Florida living with your own private oasis while being minutes from world class dining, shopping, attractions and golf courses MLS#O6212032. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Windermere For Sale $950,000

On Market For 51 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3127

  • Year Built

    2013

  • $/SqFt

    $304

This could be your perfect new home! MLS#S5106197. CENTURY 21 BE3.

Windermere Pended $1,160,000

On Market For 63 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3302

  • Year Built

    1997

  • $/SqFt

    $351

This extraordinary residence is the model of Florida living, offering amenities and convenience. MLS#O6206891. CENTURY 21 PROFESSIONAL GROUP.

Windermere For Sale $739,950

Reduced By $10,050

*POTENTIAL GREAT VALUE
On Market For 63 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3651

  • Year Built

    2015

  • $/SqFt

    $203

Community has club-house w/pool, walking/jogging lanes,3 playgrounds and 2 dog parks. MLS#O6208783. LA ROSA REALTY KISSIMMEE.

Windermere For Sale $999,900

Reduced By $100,100

On Market For 64 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3718

  • Year Built

    2014

  • $/SqFt

    $269

Don't miss out on this fantastic opportunity to own your dream home in Windermere Trails! MLS#O6208626. REALTY HUB.

Windermere For Sale $1,150,000

Reduced By $25,000

On Market For 66 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3090

  • Year Built

    2000

  • $/SqFt

    $372

The community location provides easy access to highways and main roads for convenience. MLS#O6195744. KELLER WILLIAMS CLASSIC.

Windermere For Sale $663,800

Reduced By $16,000

On Market For 71 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2599

  • Year Built

    2004

  • $/SqFt

    $255

Don't miss out, schedule to see this beautiful home today. MLS#O6205601. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Windermere Pended $365,000

On Market For 72 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2006

  • $/SqFt

    $274

Most furniture items are available for purchase, please inquire. Schedule your showing today! MLS#O6206054. ALL REAL ESTATE & INVESTMENTS.

Windermere For Sale $735,000

Reduced By $34,000

On Market For 77 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2912

  • Year Built

    2015

  • $/SqFt

    $252

Easy access to Disney, Downtown Orlando, and SR-429 Welcome Home! MLS#O6204003. OLYMPUS EXECUTIVE REALTY INC.

Windermere For Sale $1,180,000

Reduced By $20,000

On Market For 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3309

  • Year Built

    2021

  • $/SqFt

    $357

Everyday of your life is a celebration when living in a home like this! MLS#O6203594. CELEBRITY GLOBAL REALTY LLC.

Windermere For Sale $970,000

Reduced By $17,500

On Market For 80 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2412

  • Year Built

    1961

  • $/SqFt

    $402

Schedule your showing today and experience the tranquility of this home and the vast array of activities living in Windermere Among The Lakes has to offer! MLS#O6203368. THE REAL ESTATE COLLECTION LLC.

Windermere For Sale $1,150,000

Reduced By $125,000

On Market For 85 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3204

  • Year Built

    2003

  • $/SqFt

    $359

The location simply can’t be beat, just minutes for all of the area theme parks, Winter Garden Village, Sand Lake Roads restaurant row, and world class shopping, there will never be a shortage of things to do. MLS#O6201741. COMPASS FLORIDA, LLC.

Windermere Pended $1,099,000

Reduced By $101,000

On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3423

  • Year Built

    2015

  • $/SqFt

    $321

Experience endless fun right in your own backyard." MLS#O6200342. JOHN SILVA REALTY & ASSOCIATES.

Windermere For Sale $1,490,000

Reduced By $335,000

On Market For 92 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    3753

  • Year Built

    2006

  • $/SqFt

    $397

This exceptional property offers a perfect blend of timeless charm, modern amenities, and a prime location, making it an inviting place to call home for those seeking the quintessential Windermere lifestyle. MLS#O6199544. COMPASS FLORIDA LLC.

Windermere For Sale $680,000

On Market For 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2297

  • Year Built

    2017

  • $/SqFt

    $296

Don't miss this opportunity to capitalize on both Disney's financial stability and market appeal. MLS#S5103584. LPT REALTY.

Windermere Pended $1,775,000

Reduced By $425,000

On Market For 97 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $379

Don't miss this rare opportunity to own a contemporary gem in one of Windermere's most coveted locations! MLS#O6196888. UPSIDE REAL ESTATE INC.

Windermere Pended $980,000

Reduced By $15,000

*POTENTIAL GREAT VALUE
On Market For 97 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4457

  • Year Built

    2013

  • $/SqFt

    $220

Don't miss your chance to experience the epitome of Florida living – schedule your showing today! ***$15,000 Price Adjustment*** MLS#O6197285. PREFERRED REAL ESTATE BROKERS.

Windermere Pended $335,000

Reduced By $15,000

On Market For 65 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2006

  • $/SqFt

    $252

Watch the Disney Fireworks nightly from your private balcony! Must see to believe. MLS#O6196109. RED DOOR INVESTMENT GRP LLC.

Windermere For Sale $1,475,000

On Market For 107 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2441

  • Year Built

    1985

  • $/SqFt

    $604

Adjacent to the historic Town Hall, the Orange County library branch hosts a variety of events and is available for private rentals, enhancing the area's vibrant social scene. MLS#O6192176. STOCKWORTH REALTY GROUP.

Windermere Pended $329,000

Reduced By $19,000

On Market For 113 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2007

  • $/SqFt

    $247

You can see Disney fireworks right from your balcony each night. MLS#O6192143. BLUE MAGNOLIA REALY LLC.

Windermere Pended $332,000

Reduced By $48,000

On Market For 143 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2006

  • $/SqFt

    $230

Don't miss the chance to experience comfortable and luxurious living. MLS#O6184550. MARK SPAIN REAL ESTATE.

Windermere For Sale $795,000

Reduced By $85,000

On Market For 125 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3201

  • Year Built

    2022

  • $/SqFt

    $248

Plenty of space to expand for future community projects! MLS#O6182970. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Windermere For Sale $4,775,000

Reduced By $980,000

On Market For 138 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6688

  • Year Built

    1998

  • $/SqFt

    $714

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6178229. STOCKWORTH REALTY GROUP.

Windermere For Sale $699,900

Reduced By $65,100

On Market For 157 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2981

  • Year Built

    2013

  • $/SqFt

    $235

Act fast to secure your private tour as this home is priced to sell fast! ! MLS#O6179266. PREMIER REAL ESTATE INVESTMENTS, PLLC.

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