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 407 718 3706.

56 Results

Windermere Windermere Florida Homes For Sale

Windermere For Sale $500,000

View 12749 Lake Sawyer Dr Windermere FL
View 12749 Lake Sawyer Dr Windermere FL
View 12749 Lake Sawyer Dr Windermere FL
On Market For 4 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

View 8764 Powder Ridge Trl Windermere FL
View 8764 Powder Ridge Trl Windermere FL
View 8764 Powder Ridge Trl Windermere FL
On Market For 5 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 $575,000

View 12533 Cragside Ln Windermere FL
View 12533 Cragside Ln Windermere FL
View 12533 Cragside Ln Windermere FL
On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2151

  • Year Built

    2004

  • $/SqFt

    $267

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

Windermere For Sale $629,000

View 133 Main St Windermere FL
View 133 Main St Windermere FL
View 133 Main St Windermere FL
On Market For 9 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 Pended $389,900

On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1480

  • Year Built

    2005

  • $/SqFt

    $263

Don't let this opportunity slip away. Schedule your showing today! MLS#O6215824. OAK AVENUE REAL ESTATE LLC.

Windermere For Sale $1,100,000

Reduced By $50,000

*POTENTIAL GREAT VALUE
On Market For 11 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    4253

  • Year Built

    2013

  • $/SqFt

    $259

Adding Value Garage Cabinets, 8 Mounted TV's, DVR w/Mounted LCD Screen and 5 Security Cameras will stay!! ! MLS#O6209414. KELLER WILLIAMS CLASSIC.

Windermere For Sale $519,000

Reduced By $6,000

On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1984

  • Year Built

    2012

  • $/SqFt

    $262

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

Windermere Pended $380,000

On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1429

  • Year Built

    2006

  • $/SqFt

    $266

This home is tenant occupied until November of 2025, the purchaser must honor the lease. MLS#O6206117. KELLER WILLIAMS ADVANTAGE REALTY.

Windermere For Sale $1,299,000

Reduced By $96,000

On Market For 23 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 For Sale $850,000

On Market For 23 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 24 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 $769,900

Reduced By $25,100

On Market For 32 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2745

  • Year Built

    2005

  • $/SqFt

    $280

Excellent location close to shopping, restaurants, A-rated schools and of course, Disney! Motivated seller! move in ready! MLS#G5082707. CHARLES RUTENBERG REALTY ORLANDO.

Windermere Pended $719,999

On Market For 27 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3137

  • Year Built

    2007

  • $/SqFt

    $230

Schedule your private tour today to experience all this home has to offer! MLS#O6208633. INFINITY REALTY GROUP LLC.

Windermere Pended $1,160,000

On Market For 35 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 $750,000

*POTENTIAL GREAT VALUE
On Market For 35 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3651

  • Year Built

    2015

  • $/SqFt

    $205

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

Windermere For Sale $1,050,000

Reduced By $50,000

On Market For 36 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3718

  • Year Built

    2014

  • $/SqFt

    $282

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 38 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 $485,000

Reduced By $10,000

On Market For 40 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1997

  • Year Built

    2016

  • $/SqFt

    $243

This Property has an excellent Location Location Location and the Best Schools, very close to Disney area, shopping centers, restaurants, outlets and more. Don’t miss it! ! MLS#O6204497. CHARLES RUTENBERG REALTY ORLANDO.

Windermere Pended $435,000

On Market For 43 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1617

  • Year Built

    2015

  • $/SqFt

    $269

The community offers you a pool, Club House tennis and basketball courts, and easy access to the best roads. Regenerate MLS#O6200035. AGENT TRUST REALTY CORPORATION.

Windermere For Sale $664,800

Reduced By $15,000

On Market For 44 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2599

  • Year Built

    2004

  • $/SqFt

    $256

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

Windermere Pended $375,000

On Market For 44 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2007

  • $/SqFt

    $260

Don't miss the opportunity to call this fantastic Windermere retreat home, where luxury, convenience, and community converge seamlessly. MLS#S5105085. FUTURE HOME REALTY INC.

Windermere Pended $365,000

On Market For 44 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 $579,000

On Market For 46 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1726

  • Year Built

    2004

  • $/SqFt

    $335

Schedule a tour today and let your imagination roam as you envision the endless possibilities that await you in this amazing property. MLS#O6205205. EMPIRE NETWORK REALTY.

Windermere For Sale $759,000

Reduced By $10,000

On Market For 49 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2912

  • Year Built

    2015

  • $/SqFt

    $261

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

Windermere For Sale $1,200,000

On Market For 50 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3309

  • Year Built

    2021

  • $/SqFt

    $363

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 52 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 57 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 $316,500

Reduced By $2,478

On Market For 58 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1161

  • Year Built

    2006

  • $/SqFt

    $273

Walk to Publix and various restaurants at Lakeside Village Shops. MLS#O6200890. CENTURY 21 CARIOTI.

Windermere Pended $1,099,000

Reduced By $101,000

On Market For 54 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 $1,650,000

Reduced By $175,000

On Market For 63 Days
  • Bedrooms

    4

  • Full Bath(s)

    6

  • Sq. Ft.

    3753

  • Year Built

    2006

  • $/SqFt

    $440

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 Pended $820,000

On Market For 66 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1965

  • Year Built

    1984

  • $/SqFt

    $417

This space could easily be converted back to accommodate a second vehicle. MLS#O6198860. BEYCOME OF FLORIDA LLC.

Windermere For Sale $680,000

On Market For 68 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 For Sale $1,875,000

Reduced By $325,000

On Market For 68 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $400

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 For Sale $980,000

Reduced By $15,000

*POTENTIAL GREAT VALUE
On Market For 72 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 63 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 79 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 For Sale $329,000

Reduced By $19,000

On Market For 89 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 For Sale $609,000

Reduced By $10,000

On Market For 100 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2090

  • Year Built

    2014

  • $/SqFt

    $291

Perfect for families seeking a comfortable and well-connected lifestyle in Windermere. MLS#O6189269. WEBB FLORIDA REALTY LLC.

Windermere For Sale $332,000

Reduced By $48,000

On Market For 116 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 Pended $820,000

Reduced By $60,000

On Market For 118 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3201

  • Year Built

    2022

  • $/SqFt

    $256

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

Windermere For Sale $5,125,000

Reduced By $630,000

On Market For 110 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6688

  • Year Built

    1998

  • $/SqFt

    $766

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 129 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.

Windermere For Sale $749,000

On Market For 134 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1864

  • Year Built

    2016

  • $/SqFt

    $402

Enjoy the convenient location of the newer Lakeside Village with dining and shopping, walking distance to the elementary school, A-rated schools, and proximity to Walt Disney World and other Orlando attractions. Schedule your showing today! MLS#O6179900. AUTHENTIC REAL ESTATE TEAM.

Windermere For Sale $320,000

Reduced By $49,000

*POTENTIAL GREAT VALUE
On Market For 137 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2006

  • $/SqFt

    $222

Low maintenance living in the perfect Windermere location is calling - schedule your tour today! MLS#O6176339. WEMERT GROUP REALTY LLC.

Windermere For Sale $1,249,900

On Market For 139 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3483

  • Year Built

    2015

  • $/SqFt

    $359

The kitchen is fully equipped with granite counter tops, stainless steel appliances, built-in oven, wood cabinetry, walk-in pantry, and a breakfast area with pendant lighting perfect for entertaining and gathering. MLS#O6177463. AUTHENTIC REAL ESTATE TEAM.

Windermere For Sale $1,299,000

Reduced By $381,000

On Market For 144 Days
  • Bedrooms

    8

  • Full Bath(s)

    5

  • Sq. Ft.

    4751

  • Year Built

    2012

  • $/SqFt

    $273

Seller is very motivated and will consider every single offer! MLS#O6176228. GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC.

Windermere For Sale $350,000

Reduced By $15,000

On Market For 142 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2006

  • $/SqFt

    $243

Top Rated Schools and in close proximity to all of Orlando’s World Class Theme Parks. MLS#O6176579. COLDWELL BANKER REALTY.

Windermere For Sale $1,399,000

Reduced By $331,000

On Market For 148 Days
  • Bedrooms

    8

  • Full Bath(s)

    5

  • Sq. Ft.

    4751

  • Year Built

    2012

  • $/SqFt

    $294

MLS#O6174658. COLDWELL BANKER REALTY.

Windermere For Sale $352,000

Reduced By $26,000

On Market For 152 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    2006

  • $/SqFt

    $244

Across from Lakeside there are restaurants, shopping and easy access to Hamlin, Winter Garden, I- 4, the Turnpike and 429. MLS#O6168905. IRM INVEST., REAL EST.& MGMT..

Windermere For Sale $905,000

Reduced By $45,000

On Market For 169 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3312

  • Year Built

    2022

  • $/SqFt

    $273

This feature creates a magical atmosphere and makes every evening a celebration. MLS#O6167342. FLORIDA CONNEXION PROPERTIES.

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