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Windermere Homes for Sale in Windermere - 69 homes

Windermere homes for sale are located in Orange County, Florida. Find Windermere Homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere, Windermere homes.

Location: Windermere, Windermere

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  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00015 Days on yellowkey   MLS ID: O6394966

    For Sale O6394966 - 12405 CRUXBURY DR, WINDERMERE, FL 34786 27 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,463 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,274) + Fees ($200) + Taxes in 2025 ($455)


    Taxes:$5,463

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,9899 Days on yellowkey   MLS ID: G5110664

    For Sale G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,463 (change assumption)
    Mortgage ($6,109) + Fees ($245) + Taxes in 2025 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8737 IRON MOUNTAIN TRL, WINDERMERE, FL 34786

    $725,00016 Days on yellowkey   MLS ID: O6389224

    1 Days Off yellowkey (back on 4/7/2026)

    For Sale O6389224 - 8737 IRON MOUNTAIN TRL, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2260
       Built: 2014
    Monthly Fee: $81
       Tax: $5,709 (2025)
    Community: Windermere Trls Ph 1C
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,529 (change assumption)
    Mortgage ($3,973) + Fees ($81) + Taxes in 2025 ($476)


    Taxes:$5,709

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14377 CREST PALM AVE, WINDERMERE, FL 34786

    $970,0009 Days on yellowkey   MLS ID: G5110662

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale G5110662 - 14377 CREST PALM AVE, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3239
       Built: 2025
    Monthly Fee: $215
       Tax: $1,309 (2024)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $5,639 (change assumption)
    Mortgage ($5,315) + Fees ($215) + Taxes in 2024 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11564 MIZZON DR #202 (919), WINDERMERE, FL 34786

    $295,0009 Days on yellowkey   MLS ID: O6394852

    For Sale O6394852 - 11564 MIZZON DR #202 (919), WINDERMERE, FL 34786 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1161
       Built: 2006   Tax: $4,173 (2025)
    Community: Lakeside/Lks/Windermere Ph 9
    Condo


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($348)


    Taxes:$4,173

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $679,000196 Days on yellowkey   MLS ID: O6340538

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale O6340538 - 6965 TETTENHALL LN, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2972
       Built: 2007
    Monthly Fee: $75
       Tax: $4,946 (2024)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,720) + Fees ($75) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 106 PALM ST, WINDERMERE, FL 34786

    $1,399,00021 Days on yellowkey   MLS ID: O6391350

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale O6391350 - 106 PALM ST, WINDERMERE, FL 34786 35 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 1960   Tax: $12,903 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $8,741 (change assumption)
    Mortgage ($7,666) + Taxes in 2025 ($1,075)


    Taxes:$12,903

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11675 SNAIL KITE WAY, WINDERMERE, FL 34786

    $596,40092 Days on yellowkey   MLS ID: O6373317

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale O6373317 - 11675 SNAIL KITE WAY, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2012
    Monthly Fee: $130
       Tax: $4,433 (2025)
    Community: Windermere Landings
    Single Family


    Estimated Monthly Payment: $3,767 (change assumption)
    Mortgage ($3,268) + Fees ($130) + Taxes in 2025 ($369)


    Taxes:$4,433

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 414 E 5TH AVE, WINDERMERE, FL 34786

    $1,200,00041 Days on yellowkey   MLS ID: O6387808

    1 Days Off yellowkey (back on 4/1/2026)

    For Sale O6387808 - 414 E 5TH AVE, WINDERMERE, FL 34786 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2521
       Built: 2000   Tax: $7,227 (2024)
    Community: Windermere Rep
    Single Family


    Estimated Monthly Payment: $7,177 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($602)


    Taxes:$7,227

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6953 TETTENHALL LN, WINDERMERE, FL 34786

    $605,00011 Days on yellowkey   MLS ID: O6396363

    For Sale O6396363 - 6953 TETTENHALL LN, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2452
       Built: 2007
    Monthly Fee: $82
       Tax: $8,337 (2026)
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $4,092 (change assumption)
    Mortgage ($3,315) + Fees ($82) + Taxes in 2026 ($695)


    Taxes:$8,337

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12936 DROXFORD RD, WINDERMERE, FL 34786

    $670,00075 Days on yellowkey   MLS ID: O6376097

    INCREASED by $21,000 (3.2%) on 04/01/2026

    For Sale O6376097 - 12936 DROXFORD RD, WINDERMERE, FL 34786 29 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2006
    Monthly Fee: $82
       Tax: $9,928 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $4,580 (change assumption)
    Mortgage ($3,671) + Fees ($82) + Taxes in 2024 ($827)


    Taxes:$9,928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $679,99448 Days on yellowkey   MLS ID: O6380917

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 4 CHASE RD, WINDERMERE, FL 34786

    $900,00054 Days on yellowkey   MLS ID: O6384257

    For Sale O6384257 - 4 CHASE RD, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2386
       Built: 1971   Tax: $7,637 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,568 (change assumption)
    Mortgage ($4,931) + Taxes in 2024 ($636)


    Taxes:$7,637

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,00062 Days on yellowkey   MLS ID: O6382068

    For Sale O6382068 - 11835 GOLD CREEK TRL, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3119
       Built: 2012
    Monthly Fee: $75
       Tax: $9,395 (2024)
    Community: Windermere Trls Ph 1A
    Single Family


    Estimated Monthly Payment: $5,789 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2024 ($783)


    Taxes:$9,395

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8533 GREENBANK BLVD, WINDERMERE, FL 34786

    $550,000175 Days on yellowkey   MLS ID: O6354672

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6354672 - 8533 GREENBANK BLVD, WINDERMERE, FL 34786 22 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2551
       Built: 2004
    Monthly Fee: $176
       Tax: $3,300 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,465 (change assumption)
    Mortgage ($3,014) + Fees ($176) + Taxes in 2024 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8256 MARITIME FLAG ST #103| 1710, WINDERMERE, FL 34786

    $338,49022 Days on yellowkey   MLS ID: O6393278

    0 Days Off yellowkey (back on 4/1/2026)

    For Sale O6393278 - 8256 MARITIME FLAG ST #103| 1710, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2009   Tax: $1,540 (2024)
    Community: Lakeside/Lks/Windermere Ph 17
    Condo


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,855) + Taxes in 2024 ($128)


    Taxes:$1,540

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6712 THORNHILL CIR, WINDERMERE, FL 34786

    $680,000184 Days on yellowkey   MLS ID: O6351284

    For Sale O6351284 - 6712 THORNHILL CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2976
       Built: 2002
    Monthly Fee: $80
       Tax: $4,096 (2024)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,726) + Fees ($80) + Taxes in 2024 ($341)


    Taxes:$4,096

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786

    $325,00090 Days on yellowkey   MLS ID: TB8465266

    For Sale TB8465266 - 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,422 (2024)
    Community: Lakeside/Lks/Windermere Ph 3
    Condo


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($368)


    Taxes:$4,422

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $515,00036 Days on yellowkey   MLS ID: O6389547

    REDUCED by $15,000 (2.8%) on 04/02/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($2,822) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $599,99914 Days on yellowkey   MLS ID: O6393407

    For Sale O6393407 - 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2633
       Built: 2016
    Monthly Fee: $75
       Tax: $9,688 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,288) + Fees ($75) + Taxes in 2025 ($807)


    Taxes:$9,688

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other Windermere Real Estate?

Windermere home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Windermere. You can use our website to view Multiple Listing Service (MLS) data on Windermere Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere. Windermere listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.