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Windermere Homes For Sale & Real Estate - 302 homes

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

Location: Windermere

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  • 9639 WESTOVER CLUB CIR, WINDERMERE, FL 34786

    $847,500Listed 04/24/2026 2:03PM   MLS ID: O6401787

    For Sale O6401787 - 9639 WESTOVER CLUB CIR, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3248
       Built: 2001
    Monthly Fee: $115
       Tax: $11,000 (2025)
    Community: Westover Club Ph 01 44/139
    Single Family


    Estimated Monthly Payment: $5,675 (change assumption)
    Mortgage ($4,644) + Fees ($115) + Taxes in 2025 ($917)


    Taxes:$11,000

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $590,00023 Days on yellowkey   MLS ID: O6393407

    REDUCED by $9,999 (1.7%) on 04/24/2026

    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: $4,115 (change assumption)
    Mortgage ($3,233) + 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


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,0005 Days on yellowkey   MLS ID: V4948591

    For Sale V4948591 - 6820 THORNHILL CIR, WINDERMERE, FL 34786 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2009
    Monthly Fee: $82
       Tax: $7,228 (2025)
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $3,534 (change assumption)
    Mortgage ($2,849) + Fees ($82) + Taxes in 2025 ($602)


    Taxes:$7,228

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12699 HAWKSTONE DR, WINDERMERE, FL 34786

    $2,125,000Listed 04/24/2026 12:05AM   MLS ID: O6401293

    For Sale O6401293 - 12699 HAWKSTONE DR, WINDERMERE, FL 34786 81 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3751
       Built: 2006
    Monthly Fee: $80
       Tax: $22,152 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,570 (change assumption)
    Mortgage ($11,644) + Fees ($80) + Taxes in 2025 ($1,846)


    Taxes:$22,152

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 10624 REAMS RD, WINDERMERE, FL 34786

    $487,000246 Days on yellowkey   MLS ID: O6338130

    REDUCED by $12,000 (2.4%) on 04/24/2026

    For Sale O6338130 - 10624 REAMS RD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2014
    Monthly Fee: $81
       Tax: $5,459 (2024)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,204 (change assumption)
    Mortgage ($2,668) + Fees ($81) + Taxes in 2024 ($455)


    Taxes:$5,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13237 FOSSICK RD, WINDERMERE, FL 34786

    $599,00063 Days on yellowkey   MLS ID: O6382389

    1 Days Off yellowkey (back on 4/18/2026)

    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


  • 8648 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $499,00094 Days on yellowkey   MLS ID: O6373065

    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


  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $2,475,00038 Days on yellowkey   MLS ID: O6391047

    For Sale O6391047 - 325 MAGNOLIA ST, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3975
       Built: 1954   Tax: $21,080 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $15,318 (change assumption)
    Mortgage ($13,561) + Taxes in 2025 ($1,757)


    Taxes:$21,080

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 3130 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,725,00021 Days on yellowkey   MLS ID: O6395307

    2 Days Off yellowkey (back on 4/24/2026)

    For Sale O6395307 - 3130 BUTLER BAY DR N, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 4490
       Built: 1985
    Monthly Fee: $199
       Tax: $21,502 (2025)
    Community: Butler Bay
    Single Family


    Estimated Monthly Payment: $11,443 (change assumption)
    Mortgage ($9,452) + Fees ($199) + Taxes in 2025 ($1,792)


    Taxes:$21,502

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,0008 Days on yellowkey   MLS ID: O6398814

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2013
    Monthly Fee: $120
       Tax: $7,932 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,014) + Fees ($120) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14014 EDEN ISLE BLVD, WINDERMERE, FL 34786

    $507,0003 Days on yellowkey   MLS ID: O6400224

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale O6400224 - 14014 EDEN ISLE BLVD, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 2004
    Monthly Fee: $93
       Tax: $2,957 (2025)
    Community: Eden Isle 52/9 Lot 173
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,117 (change assumption)
    Mortgage ($2,778) + Fees ($93) + Taxes in 2025 ($246)


    Taxes:$2,957

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12640 SALOMON COVE DR, WINDERMERE, FL 34786

    $1,295,00044 Days on yellowkey   MLS ID: O6388605

    REDUCED by $5,000 (0.4%) on 04/24/2026

    For Sale O6388605 - 12640 SALOMON COVE DR, WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3694
       Built: 2018
    Monthly Fee: $133
       Tax: $13,961 (2024)
    Community: Westside Village
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,392 (change assumption)
    Mortgage ($7,096) + Fees ($133) + Taxes in 2024 ($1,163)


    Taxes:$13,961

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • WINDERMERE, FL 34786

    $359,000Listed 04/23/2026 5:09PM   MLS ID: O6400745

    For Sale O6400745 - WINDERMERE, FL 34786 15 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2006
    Monthly Fee: $200
       Tax: $5,436 (2025)
    Community: Lakes/Windermere-Lk Reams Twhm
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,620 (change assumption)
    Mortgage ($1,967) + Fees ($200) + Taxes in 2025 ($453)


    Taxes:$5,436

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $629,9001 Day on yellowkey   MLS ID: O6395080

    For Sale O6395080 - 11438 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2019
       Built: 2002
    Monthly Fee: $170
       Tax: $4,648 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $4,009 (change assumption)
    Mortgage ($3,451) + Fees ($170) + Taxes in 2025 ($387)


    Taxes:$4,648

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $810,00021 Days on yellowkey   MLS ID: O6396295

    REDUCED by $15,000 (1.8%) on 04/22/2026

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,295 (change assumption)
    Mortgage ($4,438) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00055 Days on yellowkey   MLS ID: S5144606

    REDUCED by $10,000 (0.7%) on 04/12/2026

    For Sale S5144606 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $8,883 (2024)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2024 ($740)


    Taxes:$8,883

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11472 PARK AVE NE, WINDERMERE, FL 34786

    $1,125,000101 Days on yellowkey   MLS ID: G5105731

    For Sale G5105731 - 11472 PARK AVE NE, WINDERMERE, FL 34786 67 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3166
       Built: 1985
    Monthly Fee: $21
       Tax: $5,774 (2025)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $6,666 (change assumption)
    Mortgage ($6,164) + Fees ($21) + Taxes in 2025 ($481)


    Taxes:$5,774

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4 CHASE RD, WINDERMERE, FL 34786

    $875,00063 Days on yellowkey   MLS ID: O6384257

    0 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $25,000 (2.8%) on 04/20/2026

    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: $5,431 (change assumption)
    Mortgage ($4,794) + Taxes in 2024 ($636)


    Taxes:$7,637

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,380,00025 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


  • 1020 OAKDALE ST, WINDERMERE, FL 34786

    $2,200,000282 Days on yellowkey   MLS ID: O6322270

    1 Days Off yellowkey (back on 11/1/2025)

    For Sale O6322270 - 1020 OAKDALE ST, WINDERMERE, FL 34786 13 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3994
       Built: 2025   Tax: $7,202 (2024)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,655 (change assumption)
    Mortgage ($12,054) + Taxes in 2024 ($600)


    Taxes:$7,202

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle




Why Bother Searching Elsewhere for Windermere Homes for Sale and Other 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 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.