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Homes For Sale in Windermere 34786 - 296 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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  • 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786

    $322,000127 Days on yellowkey   MLS ID: TB8465266

    REDUCED by $3,000 (0.9%) on 05/14/2026

    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: $2,133 (change assumption)
    Mortgage ($1,764) + Taxes in 2024 ($368)


    Taxes:$4,422

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4819 INDIAN DEER RD, WINDERMERE, FL 34786

    $669,9009 Days on yellowkey   MLS ID: O6403960

    For Sale O6403960 - 4819 INDIAN DEER RD, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3049
       Built: 2005
    Monthly Fee: $131
       Tax: $9,523 (2025)
    Community: Summerport Ph 05
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,595 (change assumption)
    Mortgage ($3,671) + Fees ($131) + Taxes in 2025 ($794)


    Taxes:$9,523

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8866 HERENCIA ALY, WINDERMERE, FL 34786

    $430,0009 Days on yellowkey   MLS ID: O6407518

    For Sale O6407518 - 8866 HERENCIA ALY, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1577
       Built: 2021
    Monthly Fee: $240
       Tax: $5,532 (2025)
    Community: Legado 95/47 Lot 100
    Townhouse


    Estimated Monthly Payment: $3,057 (change assumption)
    Mortgage ($2,356) + Fees ($240) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6462 DEACON CIR, WINDERMERE, FL 34786

    $6,950,0009 Days on yellowkey   MLS ID: O6407107

    For Sale O6407107 - 6462 DEACON CIR, WINDERMERE, FL 34786 39 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 7178
       Built: 1997
    Monthly Fee: $1,224
       Tax: $108,011 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $48,306 (change assumption)
    Mortgage ($38,081) + Fees ($1,224) + Taxes in 2025 ($9,001)


    Taxes:$108,011

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $749,99998 Days on yellowkey   MLS ID: O6381542

    0 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $39,001 (4.9%) on 04/14/2026

    For Sale O6381542 - 13609 ANCILLA BLVD, WINDERMERE, FL 34786 66 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3360
       Built: 2005
    Monthly Fee: $130
       Tax: $9,521 (2024)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,109) + Fees ($130) + Taxes in 2024 ($793)


    Taxes:$9,521

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12305 VIA DERNA PL, WINDERMERE, FL 34786

    $465,000122 Days on yellowkey   MLS ID: O6374964

    REDUCED by $5,000 (1.1%) on 04/17/2026

    For Sale O6374964 - 12305 VIA DERNA PL, WINDERMERE, FL 34786 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 2014
    Monthly Fee: $316
       Tax: $5,016 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $499,000122 Days on yellowkey   MLS ID: O6373065

    1 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $17,000 (3.3%) on 04/13/2026

    For Sale O6373065 - 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2014
    Monthly Fee: $81
       Tax: $6,733 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,376 (change assumption)
    Mortgage ($2,734) + Fees ($81) + Taxes in 2025 ($561)


    Taxes:$6,733

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,450,000115 Days on yellowkey   MLS ID: O6377244

    REDUCED by $25,000 (0.7%) on 05/07/2026

    For Sale O6377244 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5273
       Built: 1986
    Monthly Fee: $103
       Tax: $28,092 (2025)
    Community: Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,348 (change assumption)
    Mortgage ($18,904) + Fees ($103) + Taxes in 2025 ($2,341)


    Taxes:$28,092

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 606 E 6TH AVE, WINDERMERE, FL 34786

    $2,350,00065 Days on yellowkey   MLS ID: O6390327

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale O6390327 - 606 E 6TH AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4471
       Built: 2016   Tax: $25,043 (2025)
    Community: Diamondhead
    Single Family


    Estimated Monthly Payment: $14,963 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($2,087)


    Taxes:$25,043

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 7503 LAKE ALBERT DR, WINDERMERE, FL 34786

    $1,650,00014 Days on yellowkey   MLS ID: S5149564

    3 Days Off yellowkey (back on 5/11/2026)

    For Sale S5149564 - 7503 LAKE ALBERT DR, WINDERMERE, FL 34786 77 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4329
       Built: 2015
    Monthly Fee: $180
       Tax: $17,734 (2025)
    Community: Lake Burden South Phase 1
    Single Family


    Estimated Monthly Payment: $10,699 (change assumption)
    Mortgage ($9,041) + Fees ($180) + Taxes in 2025 ($1,478)


    Taxes:$17,734

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 111 MAIN ST, WINDERMERE, FL 34786

    $889,00010 Days on yellowkey   MLS ID: O6407060

    For Sale O6407060 - 111 MAIN ST, WINDERMERE, FL 34786 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 1984   Tax: $9,734 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,682 (change assumption)
    Mortgage ($4,871) + Taxes in 2025 ($811)


    Taxes:$9,734

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2931 SUNBITTERN CT, WINDERMERE, FL 34786

    $1,199,000105 Days on yellowkey   MLS ID: O6378100

    2 Days Off yellowkey (back on 2/26/2026)

    For Sale O6378100 - 2931 SUNBITTERN CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 4018
       Built: 1985
    Monthly Fee: $215
       Tax: $8,710 (2024)
    Community: Butler Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,511 (change assumption)
    Mortgage ($6,570) + Fees ($215) + Taxes in 2024 ($726)


    Taxes:$8,710

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $1,350,00015 Days on yellowkey   MLS ID: O6405903

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6405903 - 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3931
       Built: 2005
    Monthly Fee: $272
       Tax: $12,979 (2025)
    Community: Reserve At Belmere 48 23
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,751 (change assumption)
    Mortgage ($7,397) + Fees ($272) + Taxes in 2025 ($1,082)


    Taxes:$12,979

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2635 TRYON PL, WINDERMERE, FL 34786

    $1,475,00017 Days on yellowkey   MLS ID: O6402029

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6402029 - 2635 TRYON PL, WINDERMERE, FL 34786 73 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4027
       Built: 1997
    Monthly Fee: $60
       Tax: $8,425 (2026)
    Community: Manors At Butler Bay
    Single Family


    Estimated Monthly Payment: $8,844 (change assumption)
    Mortgage ($8,082) + Fees ($60) + Taxes in 2026 ($702)


    Taxes:$8,425

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2026

    Middle School: Gotha Middle


  • 6137 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $8,495,000414 Days on yellowkey   MLS ID: O6294487

    4 Days Off yellowkey (back on 5/12/2026)

    For Sale O6294487 - 6137 GROSVENOR SHORE DR, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 7.5   Gar: 5
    Liv Area Sq Ft: 9571
       Built: 2010
    Monthly Fee: $283
       Tax: $54,933 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $51,408 (change assumption)
    Mortgage ($46,547) + Fees ($283) + Taxes in 2024 ($4,578)


    Taxes:$54,933

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 8411 WOBURN CT, WINDERMERE, FL 34786

    $1,200,00057 Days on yellowkey   MLS ID: O6391980

    REDUCED by $50,000 (4.0%) on 05/12/2026

    For Sale O6391980 - 8411 WOBURN CT, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2582
       Built: 1999
    Monthly Fee: $222
       Tax: $12,964 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,575) + Fees ($222) + Taxes in 2025 ($1,080)


    Taxes:$12,964

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11617 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,450,00014 Days on yellowkey   MLS ID: O6405409

    For Sale O6405409 - 11617 CAMDEN PARK DR, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3463
       Built: 2005
    Monthly Fee: $283
       Tax: $7,189 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $8,827 (change assumption)
    Mortgage ($7,945) + Fees ($283) + Taxes in 2025 ($599)


    Taxes:$7,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6001 CAYMUS LOOP, WINDERMERE, FL 34786

    $1,599,000108 Days on yellowkey   MLS ID: O6379564

    0 Days Off yellowkey (back on 2/10/2026)

    For Sale O6379564 - 6001 CAYMUS LOOP, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3520
       Built: 2005
    Monthly Fee: $298
       Tax: $9,709 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,869 (change assumption)
    Mortgage ($8,761) + Fees ($298) + Taxes in 2024 ($809)


    Taxes:$9,709

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5603 MARLEON DR, WINDERMERE, FL 34786

    $27,000,00011 Days on yellowkey   MLS ID: O6404938

    For Sale O6404938 - 5603 MARLEON DR, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 9.0   Gar: 10
    Liv Area Sq Ft: 22108
       Built: 2008   Tax: $138,635 (2025)
    Community: Na
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $159,494 (change assumption)
    Mortgage ($147,942) + Taxes in 2025 ($11,553)


    Taxes:$138,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 33 MAIN ST, WINDERMERE, FL 34786

    $1,575,00011 Days on yellowkey   MLS ID: O6406887

    For Sale O6406887 - 33 MAIN ST, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2130
       Built: 1961   Tax: $9,485 (2025)
    Community: Davis Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,420 (change assumption)
    Mortgage ($8,630) + Taxes in 2025 ($790)


    Taxes:$9,485

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle




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.