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Homes For Sale in Windermere 34786 - 286 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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  • 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786

    $2,499,000211 Days on yellowkey   MLS ID: O6344907

    For Sale O6344907 - 6102 S HAMPSHIRE CT, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4810
       Built: 2002
    Monthly Fee: $277
       Tax: $17,161 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,400 (change assumption)
    Mortgage ($13,693) + Fees ($277) + Taxes in 2024 ($1,430)


    Taxes:$17,161

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1329 GLENHEATHER DR, WINDERMERE, FL 34786

    $821,00012 Days on yellowkey   MLS ID: O6395704

    For Sale O6395704 - 1329 GLENHEATHER DR, WINDERMERE, FL 34786 68 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2519
       Built: 2002
    Monthly Fee: $201
       Tax: $7,240 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $5,303 (change assumption)
    Mortgage ($4,499) + Fees ($201) + Taxes in 2025 ($603)


    Taxes:$7,240

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13237 FOSSICK RD, WINDERMERE, FL 34786

    $599,00057 Days on yellowkey   MLS ID: O6382389

    For Sale O6382389 - 13237 FOSSICK RD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2004
    Monthly Fee: $110
       Tax: $7,347 (2024)
    Community: Providence Ph 01 50 03
    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,282) + Fees ($110) + Taxes in 2024 ($612)


    Taxes:$7,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 84 OAKDALE ST, WINDERMERE, FL 34786

    $1,875,00096 Days on yellowkey   MLS ID: O6372842

    For Sale O6372842 - 84 OAKDALE ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2020   Tax: $12,265 (2024)
    Community: Davis Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,296 (change assumption)
    Mortgage ($10,274) + Taxes in 2024 ($1,022)


    Taxes:$12,265

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $14,250,000334 Days on yellowkey   MLS ID: O6304800

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6304800 - 5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 5.5   Gar: 6
    Liv Area Sq Ft: 9511
       Built: 1999
    Monthly Fee: $1,224
       Tax: $37,372 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82,419 (change assumption)
    Mortgage ($78,080) + Fees ($1,224) + Taxes in 2024 ($3,114)


    Taxes:$37,372

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11866 CAMDEN PARK DR, WINDERMERE, FL 34786

    $984,90044 Days on yellowkey   MLS ID: O6381558

    For Sale O6381558 - 11866 CAMDEN PARK DR, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $298
       Tax: $13,742 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $6,840 (change assumption)
    Mortgage ($5,397) + Fees ($298) + Taxes in 2025 ($1,145)


    Taxes:$13,742

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4029 ISABELLA CIR, WINDERMERE, FL 34786

    $3,299,0001 Day on yellowkey   MLS ID: O6400064

    For Sale O6400064 - 4029 ISABELLA CIR, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7217
       Built: 2018
    Monthly Fee: $480
       Tax: $30,300 (2025)
    Community: Casabella
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,081 (change assumption)
    Mortgage ($18,076) + Fees ($480) + Taxes in 2025 ($2,525)


    Taxes:$30,300

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786

    $649,0001 Day on yellowkey   MLS ID: S5148031

    For Sale S5148031 - 9011 CHAPMAN OAK CT, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 1987
    Monthly Fee: $31
       Tax: $8,592 (2025)
    Community: Silver Woods Ph 05
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($3,556) + Fees ($31) + Taxes in 2025 ($716)


    Taxes:$8,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786

    $1,500,0002 Days on yellowkey   MLS ID: O6399697

    For Sale O6399697 - 5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4319
       Built: 2002
    Monthly Fee: $183
       Tax: $16,530 (2025)
    Community: Oxford Moor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,779 (change assumption)
    Mortgage ($8,219) + Fees ($183) + Taxes in 2025 ($1,378)


    Taxes:$16,530

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786

    $330,0002 Days on yellowkey   MLS ID: O6399551

    For Sale O6399551 - 8179 MARITIME FLAG ST #101, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,106 (2025)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($342)


    Taxes:$4,106

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9663 GOTHA RD, WINDERMERE, FL 34786

    $1,400,0002 Days on yellowkey   MLS ID: O6399130

    For Sale O6399130 - 9663 GOTHA RD, WINDERMERE, FL 34786 100 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3731
       Built: 2000   Tax: $8,425 (2025)
    Community: Gotha Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,373 (change assumption)
    Mortgage ($7,671) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1420 DINGENS AVE, WINDERMERE, FL 34786

    $1,600,00079 Days on yellowkey   MLS ID: O6376538

    For Sale O6376538 - 1420 DINGENS AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4072
       Built: 2018   Tax: $13,393 (2025)
    Community: Gotha
    Single Family


    Estimated Monthly Payment: $9,883 (change assumption)
    Mortgage ($8,767) + Taxes in 2025 ($1,116)


    Taxes:$13,393

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000172 Days on yellowkey   MLS ID: O6355868

    For Sale O6355868 - 3328 WAX BERRY CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1984
    Monthly Fee: $21
       Tax: $10,867 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $5,995 (change assumption)
    Mortgage ($5,068) + Fees ($21) + Taxes in 2024 ($906)


    Taxes:$10,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,699,000227 Days on yellowkey   MLS ID: O6339134

    For Sale O6339134 - 4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 66 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4262
       Built: 2007
    Monthly Fee: $1,146
       Tax: $45,888 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,238 (change assumption)
    Mortgage ($20,268) + Fees ($1,146) + Taxes in 2024 ($3,824)


    Taxes:$45,888

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 11434 JASPER KAY TER #1120, WINDERMERE, FL 34786

    $315,00065 Days on yellowkey   MLS ID: O6382035

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6382035 - 11434 JASPER KAY TER #1120, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1332
       Built: 2007
    Monthly Fee: $489
       Tax: $2,663 (2024)
    Community: Lakeside/Lks/Windermere
    Condo


    Estimated Monthly Payment: $2,437 (change assumption)
    Mortgage ($1,726) + Fees ($489) + Taxes in 2024 ($222)


    Taxes:$2,663

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13302 ROSKIN LN, WINDERMERE, FL 34786

    $849,90070 Days on yellowkey   MLS ID: O6380701

    For Sale O6380701 - 13302 ROSKIN LN, WINDERMERE, FL 34786 46 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3424
       Built: 2011
    Monthly Fee: $82
       Tax: $10,244 (2024)
    Community: Lake Sawyer South Ph 1
    Single Family


    Estimated Monthly Payment: $5,593 (change assumption)
    Mortgage ($4,657) + Fees ($82) + Taxes in 2024 ($854)


    Taxes:$10,244

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 17514 BLACK RAIL ST, WINDERMERE, FL 34786

    $725,00083 Days on yellowkey   MLS ID: O6376756

    For Sale O6376756 - 17514 BLACK RAIL ST, WINDERMERE, FL 34786 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2373
       Built: 2014
    Monthly Fee: $167
       Tax: $8,578 (2025)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $4,854 (change assumption)
    Mortgage ($3,973) + Fees ($167) + Taxes in 2025 ($715)


    Taxes:$8,578

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,235,000121 Days on yellowkey   MLS ID: O6368185

    For Sale O6368185 - 713 MAIN ST, WINDERMERE, FL 34786 82 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,043 (change assumption)
    Mortgage ($12,246) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 6799 HELMSLEY CIR, WINDERMERE, FL 34786

    $658,000152 Days on yellowkey   MLS ID: O6361417

    REDUCED by $12,000 (1.8%) on 04/08/2026

    For Sale O6361417 - 6799 HELMSLEY CIR, WINDERMERE, FL 34786 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2615
       Built: 2011
    Monthly Fee: $129
       Tax: $9,339 (2024)
    Community: Preston Square
    Single Family


    Estimated Monthly Payment: $4,513 (change assumption)
    Mortgage ($3,605) + Fees ($129) + Taxes in 2024 ($778)


    Taxes:$9,339

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $680,00052 Days on yellowkey   MLS ID: S5144276

    For Sale S5144276 - 8552 POWDER RIDGE TRL, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2016
    Monthly Fee: $82
       Tax: $8,150 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $4,487 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.