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418 Properties
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418 Properties Available

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  • Price-High To Low
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 6615 HELMSLEY CIR, Windermere, FL 34786
    5 Beds4 Baths3,390 SqFt
    1/42 42
    Open Sat 10AM-2PM

    $833,333

    6615 HELMSLEY CIR, Windermere, FL 34786

    Listed by Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

    Stellar MLS
  • 12136 CANYON SUN TRL, Windermere, FL 34786
    3 Beds3 Baths2,149 SqFt
    1/76 76
    Open Fri 5:30AM-8:30PM

    $525,000

    12136 CANYON SUN TRL, Windermere, FL 34786

    Listed by Karan Wienker COLDWELL BANKER REALTY

    Stellar MLS
  • 12530 CLIMBING VINE CT, Windermere, FL 34786
    5 Beds4 Baths3,407 SqFt
    1/9 9
    Open Sun 11AM-2PM

    $999,000

    12530 CLIMBING VINE CT, Windermere, FL 34786

    Listed by Steven Koleno BEYCOME OF FLORIDA LLC

    Stellar MLS
  • 2828 INGEBORG CT, Windermere, FL 34786
    5 Beds5 Baths3,190 SqFt
    1/42 42
    Open Sun 12PM-3PM

    $1,333,000

    2828 INGEBORG CT, Windermere, FL 34786

    Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC

    Stellar MLS
  • 8533 GREENBANK BLVD, Windermere, FL 34786
    4 Beds4 Baths2,551 SqFt
    1/22 22
    Open Sun 12PM-4PM

    $670,000

    8533 GREENBANK BLVD, Windermere, FL 34786

    Listed by Faneeza Mohamed CENTURY 21 CARIOTI

    Stellar MLS
  • 1361 WHITNEY ISLES DR, Windermere, FL 34786
    4 Beds4 Baths2,787 SqFt
    1/49 49
    Open Sat 11AM-1PM

    $1,200,000

    1361 WHITNEY ISLES DR, Windermere, FL 34786

    Listed by Renato Alves ALVES AND HOWELL REALTY

    Stellar MLS
  • 14395 CREST PALM AVE, Windermere, FL 34786
    4 Beds4 Baths3,404 SqFt
    1/4 4
    Open Sat 1PM-5PM

    $1,084,558

    14395 CREST PALM AVE, Windermere, FL 34786

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 7019 WINDY PALM WAY, Windermere, FL 34786
    4 Beds4 Baths3,404 SqFt
    1/2 2
    Open Sat 1PM-5PM

    $1,099,198

    7019 WINDY PALM WAY, Windermere, FL 34786

    Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 7007 WINDY PALM WAY, Windermere, FL 34786
    6 Beds5 Baths3,628 SqFt
    1/10 10
    Open Sat 1PM-5PM

    $1,048,337

    7007 WINDY PALM WAY, Windermere, FL 34786

    Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 8337 VIVARO ISLE WAY, Windermere, FL 34786
    5 Beds4 Baths3,294 SqFt
    1/51 51
    Open Sun 1PM-3PM

    $825,000

    8337 VIVARO ISLE WAY, Windermere, FL 34786

    Listed by Laurel Kellett CORCORAN PREMIER REALTY

    Stellar MLS
  • 12838 STRODE LN, Windermere, FL 34786
    3 Beds3 Baths1,748 SqFt
    1/35 35
    Open Sat 11AM-1:30PM

    $420,000

    12838 STRODE LN, Windermere, FL 34786

    Listed by Luis Leon Medina LA ROSA REALTY LLC

    Stellar MLS
  • 14225 CREST PALM AVE, Windermere, FL 34786
    6 Beds5 Baths4,443 SqFt
    1/3 3
    Open Sat 4PM-7PM

    $1,139,000

    14225 CREST PALM AVE, Windermere, FL 34786

    Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 6734 BRIDGEWATER VILLAGE RD, Windermere, FL 34786
    3 Beds3 Baths3,094 SqFt
    1/51 51
    Open Sat 12PM-3PM

    $675,000

    6734 BRIDGEWATER VILLAGE RD, Windermere, FL 34786

    Listed by Alexis Bress EXP REALTY LLC

    Stellar MLS
  • 14377 CREST PALM AVE, Windermere, FL 34786
    4 Beds3 Baths3,100 SqFt
    1/2 2
    Open Sat 1PM-5PM

    $939,990

    14377 CREST PALM AVE, Windermere, FL 34786

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 6315 CLEARMEADOW CT, Windermere, FL 34786
    3 Beds2 Baths2,077 SqFt
    1/42 42
    Open Sun 12AM-4PM

    $649,900

    6315 CLEARMEADOW CT, Windermere, FL 34786

    Listed by Drew Wolski CORE REAL ESTATE GROUP

    Stellar MLS
  • 7135 HORIZON CIR, Windermere, FL 34786
    4 Beds4 Baths3,359 SqFt
    1/77 77
    Open Sat 10AM-12PM

    $1,449,000

    7135 HORIZON CIR, Windermere, FL 34786

    Listed by Sarah Bosch THE BOSCH GROUP

    Stellar MLS
  • 109 E 12TH AVE, Windermere, FL 34786
    4 Beds4 Baths2,791 SqFt
    3D
    Open Fri 11AM-1PM

    $1,244,000

    109 E 12TH AVE, Windermere, FL 34786

    Listed by Robert Larkan, Jr EXECUTIVE PROPERTIES

    Stellar MLS
  • 8160 IRON MOUNTAIN TRL, Windermere, FL 34786
    3 Beds3 Baths2,009 SqFt
    1/40 40
    Open Sat 11AM-3PM

    $535,000

    8160 IRON MOUNTAIN TRL, Windermere, FL 34786

    Listed by Francine Arroyo Santowski BHHS FLORIDA REALTY

    Stellar MLS
  • 13124 FILLY CT, Windermere, FL 34786
    5 Beds3 Baths3,300 SqFt
    1/51 51
    Open Sun 12PM-4PM

    $1,649,000

    13124 FILLY CT, Windermere, FL 34786

    Listed by Marcelo Brandao HOME N OFFICES INTERNATIONAL

    Stellar MLS
  • 13125 CASABELLA DR, Windermere, FL 34786
    5 Beds6 Baths7,561 SqFt
    1/69 69
    Open Sat 4PM-6PM

    $3,590,000

    13125 CASABELLA DR, Windermere, FL 34786

    Listed by Eduardo Pavone ON ME REALTY

    Stellar MLS
  • 14371 CREST PALM AVE, Windermere, FL 34786
    4 Beds3 Baths3,100 SqFt
    1/3 3
    Open Sat 1PM-5PM

    $1,086,436

    14371 CREST PALM AVE, Windermere, FL 34786

    Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 801 W 2ND AVE, Windermere, FL 34786
    5 Beds7 Baths5,639 SqFt
    1/44 44
    Open Sat 1PM-3PM

    $4,250,000

    801 W 2ND AVE, Windermere, FL 34786

    Listed by Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 14347 CREST PALM AVE, Windermere, FL 34786
    4 Beds3 Baths3,100 SqFt
    1/3 3
    Open Sat 1PM-5PM

    $1,079,004

    14347 CREST PALM AVE, Windermere, FL 34786

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
  • 647 RIDGEWOOD DR, Windermere, FL 34786
    3 Beds3 Baths2,681 SqFt
    1/39 39
    Open Sat 12:30PM-3:30PM

    $2,150,000

    647 RIDGEWOOD DR, Windermere, FL 34786

    Listed by Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    Stellar MLS
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Orlando Listing Power Team

Brittany Zapitz License ID: BK691595

+1(321) 230-4445 orlandolistingpowerteam@gmail.com

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Orlando Listing Power Team

Brittany Zapitz License ID: BK691595

+1(321) 230-4445 orlandolistingpowerteam@gmail.com

    • Home
      Blogs
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Winter Springs
      2. Oviedo

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.