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Homes For Sale in Windermere 34786 - 325 homes

34786 zip code is located in Orange County, Florida. Find homes for sale in Windermere 34786 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere 34786 homes for sale.

Location: Windermere, 34786

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  • 2009 WOODY DR, WINDERMERE, FL 34786

    $1,200,000Listed 07/06/2026 7:49AM   MLS ID: O6422132

    For Sale O6422132 - 2009 WOODY DR, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3540
       Built: 1974
    Monthly Fee: $85
       Tax: $6,392 (2024)
    Community: Windermere Downs
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,193 (change assumption)
    Mortgage ($6,575) + Fees ($85) + Taxes in 2024 ($533)


    Taxes:$6,392

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 6241 BLAKEFORD DR, WINDERMERE, FL 34786

    $1,795,000Listed 07/06/2026 11:10AM   MLS ID: O6417788

    For Sale O6417788 - 6241 BLAKEFORD DR, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3556
       Built: 1999
    Monthly Fee: $298
       Tax: $18,784 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,699 (change assumption)
    Mortgage ($9,835) + Fees ($298) + Taxes in 2025 ($1,565)


    Taxes:$18,784

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4415 BLUE MAJOR DR, WINDERMERE, FL 34786

    $810,000238 Days on yellowkey   MLS ID: O6359496

    For Sale O6359496 - 4415 BLUE MAJOR DR, WINDERMERE, FL 34786 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3211
       Built: 2006
    Monthly Fee: $126
       Tax: $8,354 (2024)
    Community: Summerport Ph 05
    Single Family


    Estimated Monthly Payment: $5,260 (change assumption)
    Mortgage ($4,438) + Fees ($126) + Taxes in 2024 ($696)


    Taxes:$8,354

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 20 OAKDALE ST, WINDERMERE, FL 34786

    $1,499,0006 Days on yellowkey   MLS ID: O6421265

    For Sale O6421265 - 20 OAKDALE ST, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2188
       Built: 2004   Tax: $21,535 (2025)
    Community: Davis Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,008 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($1,795)


    Taxes:$21,535

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8351 BOWDEN WAY, WINDERMERE, FL 34786

    $1,149,000102 Days on yellowkey   MLS ID: O6393659

    REDUCED by $50,000 (4.2%) on 06/02/2026

    For Sale O6393659 - 8351 BOWDEN WAY, WINDERMERE, FL 34786 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2599
       Built: 2001
    Monthly Fee: $283
       Tax: $8,252 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $7,266 (change assumption)
    Mortgage ($6,296) + Fees ($283) + Taxes in 2025 ($688)


    Taxes:$8,252

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000232 Days on yellowkey   MLS ID: S5138567

    11 Days Off yellowkey (back on 6/28/2026)

    For Sale S5138567 - 81 OAKDALE ST, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4284
       Built: 2001   Tax: $24,940 (2025)
    Community: Davis Shores
    Single Family


    Estimated Monthly Payment: $14,681 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($2,078)


    Taxes:$24,940

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 7327 MILLSTONE ST, WINDERMERE, FL 34786

    $459,00091 Days on yellowkey   MLS ID: O6397203

    REDUCED by $20,000 (4.2%) on 04/21/2026

    For Sale O6397203 - 7327 MILLSTONE ST, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1531
       Built: 2007
    Monthly Fee: $240
       Tax: $5,184 (2025)
    Community: Lake Burden South Ph I
    Townhouse


    Estimated Monthly Payment: $3,187 (change assumption)
    Mortgage ($2,515) + Fees ($240) + Taxes in 2025 ($432)


    Taxes:$5,184

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13118 SUNKISS LOOP, WINDERMERE, FL 34786

    $560,000127 Days on yellowkey   MLS ID: O6385211

    REDUCED by $10,000 (1.8%) on 07/06/2026

    For Sale O6385211 - 13118 SUNKISS LOOP, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2547
       Built: 2005
    Monthly Fee: $130
       Tax: $7,821 (2024)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,850 (change assumption)
    Mortgage ($3,068) + Fees ($130) + Taxes in 2024 ($652)


    Taxes:$7,821

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13411 LEMON ORCHARD BND, WINDERMERE, FL 34786

    $561,73896 Days on yellowkey   MLS ID: TB8493546

    1 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $357 (0.1%) on 06/08/2026

    For Sale TB8493546 - 13411 LEMON ORCHARD BND, WINDERMERE, FL 34786 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1649
       Built: 2026
    Monthly Fee: $280
       Tax: $8,650 (2026)
    Community: Lake Cawood Cove
    Townhouse


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,078) + Fees ($280) + Taxes in 2026 ($721)


    Taxes:$8,650

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 11446 JASPER KAY TER #103, WINDERMERE, FL 34786

    $330,0005 Days on yellowkey   MLS ID: O6420653

    For Sale O6420653 - 11446 JASPER KAY TER #103, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2007
    Monthly Fee: $489
       Tax: $4,561 (2025)
    Community: Lakeside At Lakes Of Windermere
    Condo


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($1,808) + Fees ($489) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,175,00087 Days on yellowkey   MLS ID: S5147648

    REDUCED by $75,000 (6.0%) on 04/27/2026

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,907 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $1,150,00029 Days on yellowkey   MLS ID: O6413196

    For Sale O6413196 - 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3971
       Built: 2016
    Monthly Fee: $8
       Tax: $13,647 (2025)
    Community: Windermere Trls Ph 3B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,446 (change assumption)
    Mortgage ($6,301) + Fees ($8) + Taxes in 2025 ($1,137)


    Taxes:$13,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5413 WALSH POND CT, WINDERMERE, FL 34786

    $798,000105 Days on yellowkey   MLS ID: O6391919

    REDUCED by $2,000 (0.3%) on 07/05/2026

    For Sale O6391919 - 5413 WALSH POND CT, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2006
    Monthly Fee: $130
       Tax: $10,646 (2025)
    Community: Edens Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,390 (change assumption)
    Mortgage ($4,372) + Fees ($130) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14353 CREST PALM AVE, WINDERMERE, FL 34786

    $1,039,09173 Days on yellowkey   MLS ID: G5111542

    For Sale G5111542 - 14353 CREST PALM AVE, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,048 (change assumption)
    Mortgage ($5,694) + 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


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,049,99092 Days on yellowkey   MLS ID: G5110664

    REDUCED by $64,999 (5.8%) on 06/17/2026

    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: $6,107 (change assumption)
    Mortgage ($5,753) + 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


  • 8146 JAILENE DR, WINDERMERE, FL 34786

    $574,9006 Days on yellowkey   MLS ID: O6420838

    For Sale O6420838 - 8146 JAILENE DR, WINDERMERE, FL 34786 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2099
       Built: 2012
    Monthly Fee: $81
       Tax: $4,437 (2025)
    Community: Lake Sawyer South Phase 5
    Single Family


    Estimated Monthly Payment: $3,601 (change assumption)
    Mortgage ($3,150) + Fees ($81) + Taxes in 2025 ($370)


    Taxes:$4,437

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8662 ABBOTSBURY DR, WINDERMERE, FL 34786

    $500,00025 Days on yellowkey   MLS ID: O6416099

    REDUCED by $25,000 (4.8%) on 06/30/2026

    For Sale O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1877
       Built: 2004
    Monthly Fee: $170
       Tax: $2,511 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,740) + Fees ($170) + Taxes in 2025 ($209)


    Taxes:$2,511

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 4474 BEGONIA CT, WINDERMERE, FL 34786

    $1,120,00073 Days on yellowkey   MLS ID: O6402227

    REDUCED by $50,000 (4.3%) on 06/27/2026

    For Sale O6402227 - 4474 BEGONIA CT, WINDERMERE, FL 34786 41 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4380
       Built: 1998
    Monthly Fee: $133
       Tax: $7,670 (2025)
    Community: Magnolia Park Windermere
    Single Family


    Estimated Monthly Payment: $6,909 (change assumption)
    Mortgage ($6,137) + Fees ($133) + Taxes in 2025 ($639)


    Taxes:$7,670

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $895,000116 Days on yellowkey   MLS ID: O6390582

    REDUCED by $55,000 (5.8%) on 04/25/2026

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $268
       Tax: $9,762 (2024)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,985 (change assumption)
    Mortgage ($4,904) + Fees ($268) + Taxes in 2024 ($814)


    Taxes:$9,762

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,080,000137 Days on yellowkey   MLS ID: O6383546

    REDUCED by $20,000 (1.8%) on 06/19/2026

    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: $7,291 (change assumption)
    Mortgage ($5,918) + 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




Why Bother Searching Elsewhere for 34786 Homes for Sale and Other Windermere Real Estate?

34786, Windermere home, townhome, condo, villa, and other listing rental 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 the 34786 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34786, 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 34786, 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.