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Windermere Homes For Sale & Real Estate - 301 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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  • 11486 MISTY OAK ALY, WINDERMERE, FL 34786

    $549,0001 Day on yellowkey   MLS ID: S5148331

    For Sale S5148331 - 11486 MISTY OAK ALY, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2016
    Monthly Fee: $107
       Tax: $7,492 (2025)
    Community: Ashlin Park Ph 1
    Single Family


    Estimated Monthly Payment: $3,739 (change assumption)
    Mortgage ($3,008) + Fees ($107) + Taxes in 2025 ($624)


    Taxes:$7,492

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 1028 LASCALA DR, WINDERMERE, FL 34786

    $749,0001 Day on yellowkey   MLS ID: O6400649

    For Sale O6400649 - 1028 LASCALA DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2208
       Built: 2002
    Monthly Fee: $140
       Tax: $8,185 (2025)
    Community: Belmere Village G2 48 65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,926 (change assumption)
    Mortgage ($4,104) + Fees ($140) + Taxes in 2025 ($682)


    Taxes:$8,185

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2806 WINDSOR HILL DR, WINDERMERE, FL 34786

    $1,150,00014 Days on yellowkey   MLS ID: O6385977

    For Sale O6385977 - 2806 WINDSOR HILL DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3181
       Built: 1989
    Monthly Fee: $111
       Tax: $13,057 (2024)
    Community: Windsor Hill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,500 (change assumption)
    Mortgage ($6,301) + Fees ($111) + Taxes in 2024 ($1,088)


    Taxes:$13,057

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 910 LASCALA DR, WINDERMERE, FL 34786

    $770,00013 Days on yellowkey   MLS ID: O6397847

    For Sale O6397847 - 910 LASCALA DR, WINDERMERE, FL 34786 54 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2003
    Monthly Fee: $140
       Tax: $6,213 (2025)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,219) + Fees ($140) + Taxes in 2025 ($518)


    Taxes:$6,213

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7327 MILLSTONE ST, WINDERMERE, FL 34786

    $459,00016 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 42 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


  • 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786

    $445,00021 Days on yellowkey   MLS ID: O6395582

    For Sale O6395582 - 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2015
    Monthly Fee: $240
       Tax: $6,847 (2025)
    Community: Lake Burden South Ph 2 #35 36
    Townhouse


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,438) + Fees ($240) + Taxes in 2025 ($571)


    Taxes:$6,847

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,120,00066 Days on yellowkey   MLS ID: O6377789

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 38 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


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000157 Days on yellowkey   MLS ID: S5138567

    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


  • 17514 BLACK RAIL ST, WINDERMERE, FL 34786

    $725,00088 Days on yellowkey   MLS ID: O6376756

    0 Days Off yellowkey (back on 4/21/2026)

    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


  • 13243 CHARFIELD ST, WINDERMERE, FL 34786

    $699,00056 Days on yellowkey   MLS ID: O6385405

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6385405 - 13243 CHARFIELD ST, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2794
       Built: 2010
    Monthly Fee: $81
       Tax: $6,403 (2024)
    Community: Lake Sawyer South Ph 02
    Single Family


    Estimated Monthly Payment: $4,445 (change assumption)
    Mortgage ($3,830) + Fees ($81) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $669,99456 Days on yellowkey   MLS ID: O6380917

    REDUCED by $10,000 (1.5%) on 04/21/2026

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,015 (change assumption)
    Mortgage ($3,671) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9648 WEATHERSTONE CT, WINDERMERE, FL 34786

    $2,500,0003 Days on yellowkey   MLS ID: O6400680

    For Sale O6400680 - 9648 WEATHERSTONE CT, WINDERMERE, FL 34786 65 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4482
       Built: 2000
    Monthly Fee: $227
       Tax: $20,450 (2025)
    Community: Weatherstone On Lake Olivia
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,629 (change assumption)
    Mortgage ($13,698) + Fees ($227) + Taxes in 2025 ($1,704)


    Taxes:$20,450

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13312 LONGACRE DR, WINDERMERE, FL 34786

    $534,900107 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


  • 12761 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,90034 Days on yellowkey   MLS ID: O6392337

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6392337 - 12761 HOLDENBURY LN, WINDERMERE, FL 34786 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2380
       Built: 2002
    Monthly Fee: $82
       Tax: $3,561 (2025)
    Community: Lakes/Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,958) + Fees ($82) + Taxes in 2025 ($297)


    Taxes:$3,561

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11922 ANGLE POND AVE, WINDERMERE, FL 34786

    $760,000279 Days on yellowkey   MLS ID: O6328443

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6328443 - 11922 ANGLE POND AVE, WINDERMERE, FL 34786 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2013
    Monthly Fee: $81
       Tax: $8,155 (2024)
    Community: Windermere Trls Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,925 (change assumption)
    Mortgage ($4,164) + Fees ($81) + Taxes in 2024 ($680)


    Taxes:$8,155

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 5186 VARDON DR, WINDERMERE, FL 34786

    $6,980,00068 Days on yellowkey   MLS ID: O6382040

    For Sale O6382040 - 5186 VARDON DR, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4739
       Built: 1990
    Monthly Fee: $985
       Tax: $32,002 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $41,897 (change assumption)
    Mortgage ($38,246) + Fees ($985) + Taxes in 2025 ($2,667)


    Taxes:$32,002

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 11401 EVESHAM DR, WINDERMERE, FL 34786

    $455,00050 Days on yellowkey   MLS ID: O6386678

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6386678 - 11401 EVESHAM DR, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2008
    Monthly Fee: $315
       Tax: $3,077 (2024)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,493) + Fees ($315) + Taxes in 2024 ($256)


    Taxes:$3,077

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9713 ENDICOTT CT, WINDERMERE, FL 34786

    $5,250,0006 Days on yellowkey   MLS ID: O6393891

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6393891 - 9713 ENDICOTT CT, WINDERMERE, FL 34786 100 photos

    Bed: 6   Bath: 7.0   Gar: 6
    Liv Area Sq Ft: 7818
       Built: 2007
    Monthly Fee: $313
       Tax: $66,793 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $34,646 (change assumption)
    Mortgage ($28,766) + Fees ($313) + Taxes in 2025 ($5,566)


    Taxes:$66,793

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4 CHASE RD, WINDERMERE, FL 34786

    $875,00062 Days on yellowkey   MLS ID: O6384257

    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


  • 6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786

    $664,90094 Days on yellowkey   MLS ID: O6374429

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6374429 - 6638 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2013
    Monthly Fee: $223
       Tax: $8,467 (2024)
    Community: Vineyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $4,572 (change assumption)
    Mortgage ($3,643) + Fees ($223) + Taxes in 2024 ($706)


    Taxes:$8,467

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.