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Windermere Homes for Sale in Windermere - 64 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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  • 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $1,130,0002 Days on yellowkey   MLS ID: O6396835

    For Sale O6396835 - 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 3 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4830
       Built: 2012
    Monthly Fee: $133
       Tax: $14,684 (2025)
    Community: Windermere Lndgs Fd-1
    Single Family


    Estimated Monthly Payment: $7,548 (change assumption)
    Mortgage ($6,192) + Fees ($133) + Taxes in 2025 ($1,224)


    Taxes:$14,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $549,9001 Day on yellowkey   MLS ID: O6396673

    For Sale O6396673 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1726
       Built: 2004
    Monthly Fee: $170
       Tax: $6,960 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,013) + Fees ($170) + Taxes in 2025 ($580)


    Taxes:$6,960

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,380,00011 Days on yellowkey   MLS ID: S5146178

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5108
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $13,456 (change assumption)
    Mortgage ($13,041) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,190,00049 Days on yellowkey   MLS ID: O6383546

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,893 (change assumption)
    Mortgage ($6,520) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,325,00027 Days on yellowkey   MLS ID: O6389840

    REDUCED by $70,000 (5.0%) on 04/03/2026

    For Sale O6389840 - 1849 WATERMERE LN, WINDERMERE, FL 34786 31 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3934
       Built: 2005
    Monthly Fee: $267
       Tax: $8,439 (2024)
    Community: Windermere Grande
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,260) + Fees ($267) + Taxes in 2024 ($703)


    Taxes:$8,439

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,90094 Days on yellowkey   MLS ID: S5141031

    REDUCED by $9,000 (1.7%) on 04/06/2026

    For Sale S5141031 - 13312 LONGACRE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $120
       Tax: $7,533 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($2,931) + Fees ($120) + Taxes in 2024 ($628)


    Taxes:$7,533

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $800,000198 Days on yellowkey   MLS ID: O6332989

    For Sale O6332989 - 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3294
       Built: 2018
    Monthly Fee: $268
       Tax: $6,438 (2024)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,383) + Fees ($268) + Taxes in 2024 ($537)


    Taxes:$6,438

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786

    $925,0003 Days on yellowkey   MLS ID: O6396948

    For Sale O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786 42 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4202
       Built: 2019
    Monthly Fee: $256
       Tax: $8,080 (2025)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,998 (change assumption)
    Mortgage ($5,068) + Fees ($256) + Taxes in 2025 ($673)


    Taxes:$8,080

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 825 OAKDALE ST, WINDERMERE, FL 34786

    $792,5003 Days on yellowkey   MLS ID: O6396351

    For Sale O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1664
       Built: 1935   Tax: $9,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,342) + Taxes in 2025 ($817)


    Taxes:$9,799

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12405 CRUXBURY DR, WINDERMERE, FL 34786

    $415,00010 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


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,120,00053 Days on yellowkey   MLS ID: O6377789

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 36 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,184 (change assumption)
    Mortgage ($6,137) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,9894 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

    $725,00011 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

    $970,0004 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

    $295,0004 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


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,99076 Days on yellowkey   MLS ID: G5107222

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $245
       Tax: $2,489 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($6,394) + Fees ($245) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6965 TETTENHALL LN, WINDERMERE, FL 34786

    $679,000191 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

    $1,399,00016 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


  • 12863 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,00016 Days on yellowkey   MLS ID: O6393781

    For Sale O6393781 - 12863 HOLDENBURY LN, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $82
       Tax: $7,361 (2024)
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $3,649 (change assumption)
    Mortgage ($2,953) + Fees ($82) + Taxes in 2024 ($613)


    Taxes:$7,361

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11675 SNAIL KITE WAY, WINDERMERE, FL 34786

    $596,40087 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




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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.