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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Price: $1,000,000+

Windermere - 178 properties found

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  • 3026 PORTO LAGO CT, WINDERMERE, FL 34786

    $4,500,000103 Days on yellowkey   MLS ID: O6381606

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale O6381606 - 3026 PORTO LAGO CT, WINDERMERE, FL 34786 89 photos

    Bed: 5   Bath: 8.0   Gar: 3
    Liv Area Sq Ft: 8714
       Built: 2003
    Monthly Fee: $375
       Tax: $42,672 (2024)
    Community: Lake Down Pointe 50 42
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $28,588 (change assumption)
    Mortgage ($24,657) + Fees ($375) + Taxes in 2024 ($3,556)


    Taxes:$42,672

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,630,000376 Days on yellowkey   MLS ID: O6311003

    For Sale O6311003 - 11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 1985   Tax: $12,907 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $10,007 (change assumption)
    Mortgage ($8,931) + Taxes in 2024 ($1,076)


    Taxes:$12,907

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 12720 JACOB GRACE CT, WINDERMERE, FL 34786

    $2,845,00096 Days on yellowkey   MLS ID: TB8476930

    REDUCED by $50,000 (1.7%) on 05/18/2026

    For Sale TB8476930 - 12720 JACOB GRACE CT, WINDERMERE, FL 34786 88 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5882
       Built: 2005
    Monthly Fee: $300
       Tax: $13,298 (2024)
    Community: Tildens Grove Ph 01 47/65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,997 (change assumption)
    Mortgage ($15,589) + Fees ($300) + Taxes in 2024 ($1,108)


    Taxes:$13,298

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2806 WINDSOR HILL DR, WINDERMERE, FL 34786

    $1,099,00061 Days on yellowkey   MLS ID: O6385977

    1 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $51,000 (4.4%) on 05/02/2026

    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: $7,221 (change assumption)
    Mortgage ($6,022) + 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


  • 5145 LATROBE DR, WINDERMERE, FL 34786

    $3,299,000114 Days on yellowkey   MLS ID: O6382287

    REDUCED by $150,000 (4.3%) on 05/17/2026

    For Sale O6382287 - 5145 LATROBE DR, WINDERMERE, FL 34786 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4512
       Built: 1991
    Monthly Fee: $1,224
       Tax: $27,776 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $21,615 (change assumption)
    Mortgage ($18,076) + Fees ($1,224) + Taxes in 2025 ($2,315)


    Taxes:$27,776

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 14341 CREST PALM AVE, WINDERMERE, FL 34786

    $1,130,64324 Days on yellowkey   MLS ID: G5112469

    For Sale G5112469 - 14341 CREST PALM AVE, WINDERMERE, FL 34786 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3153
       Built: 2026
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,549 (change assumption)
    Mortgage ($6,195) + 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


  • 9011 PINNACLE CIR, WINDERMERE, FL 34786

    $2,250,00050 Days on yellowkey   MLS ID: O6400872

    For Sale O6400872 - 9011 PINNACLE CIR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 6546
       Built: 2002
    Monthly Fee: $172
       Tax: $23,090 (2025)
    Community: Lake Down Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,425 (change assumption)
    Mortgage ($12,328) + Fees ($172) + Taxes in 2025 ($1,924)


    Taxes:$23,090

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00025 Days on yellowkey   MLS ID: O6407352

    For Sale O6407352 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $9,227 (2025)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,822 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2025 ($769)


    Taxes:$9,227

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 505 JENNIFER LN, WINDERMERE, FL 34786

    $2,199,000102 Days on yellowkey   MLS ID: O6384643

    4 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $51,000 (2.3%) on 04/28/2026

    For Sale O6384643 - 505 JENNIFER LN, WINDERMERE, FL 34786 95 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3525
       Built: 1989
    Monthly Fee: $333
       Tax: $7,624 (2024)
    Community: Windermere Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,017 (change assumption)
    Mortgage ($12,049) + Fees ($333) + Taxes in 2024 ($635)


    Taxes:$7,624

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786

    $1,500,00054 Days on yellowkey   MLS ID: O6399697

    1 Days Off yellowkey (back on 5/15/2026)

    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


  • 2219 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,299,00051 Days on yellowkey   MLS ID: O6400508

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $50,000 (3.7%) on 05/04/2026

    For Sale O6400508 - 2219 RIDGEWIND WAY, WINDERMERE, FL 34786 45 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 1997
    Monthly Fee: $218
       Tax: $10,027 (2024)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $8,171 (change assumption)
    Mortgage ($7,118) + Fees ($218) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 212 W 1ST AVE, WINDERMERE, FL 34786

    $3,900,00043 Days on yellowkey   MLS ID: S5148430

    INCREASED by $2,300,000 (143.8%) on 05/13/2026

    For Sale S5148430 - 212 W 1ST AVE, WINDERMERE, FL 34786 11 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2026   Tax: $12,463 (2025)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,408 (change assumption)
    Mortgage ($21,369) + Taxes in 2025 ($1,039)


    Taxes:$12,463

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 2127 LILYPAD LN, WINDERMERE, FL 34786

    $1,250,00039 Days on yellowkey   MLS ID: O6403899

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6403899 - 2127 LILYPAD LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3349
       Built: 1989
    Monthly Fee: $122
       Tax: $10,870 (2025)
    Community: Willows At Lake Rhea Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,849) + Fees ($122) + Taxes in 2025 ($906)


    Taxes:$10,870

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000204 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


  • 606 E 6TH AVE, WINDERMERE, FL 34786

    $2,350,00083 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

    $1,650,00032 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


  • 2635 TRYON PL, WINDERMERE, FL 34786

    $1,475,00035 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


  • 5603 MARLEON DR, WINDERMERE, FL 34786

    $27,000,00029 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


  • 5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786

    $1,999,90039 Days on yellowkey   MLS ID: O6402594

    For Sale O6402594 - 5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5922
       Built: 2005
    Monthly Fee: $317
       Tax: $17,783 (2025)
    Community: Tildens Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,757 (change assumption)
    Mortgage ($10,958) + Fees ($317) + Taxes in 2025 ($1,482)


    Taxes:$17,783

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000173 Days on yellowkey   MLS ID: O6368185

    REDUCED by $60,000 (2.7%) on 05/11/2026

    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: $12,714 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle






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.