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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Beds: 4 to 4

Windermere - 117 properties found

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  • 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


  • 12533 CRAGSIDE LN, WINDERMERE, FL 34786

    $575,00032 Days on yellowkey   MLS ID: O6405628

    For Sale O6405628 - 12533 CRAGSIDE LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2004
    Monthly Fee: $82
       Tax: $8,484 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,940 (change assumption)
    Mortgage ($3,151) + Fees ($82) + Taxes in 2025 ($707)


    Taxes:$8,484

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 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


  • 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


  • 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


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $749,999116 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


  • 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


  • 8632 ABBOTSBURY DR, WINDERMERE, FL 34786

    $625,00032 Days on yellowkey   MLS ID: O6406433

    For Sale O6406433 - 8632 ABBOTSBURY DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2720
       Built: 2004
    Monthly Fee: $167
       Tax: $8,567 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $4,305 (change assumption)
    Mortgage ($3,425) + Fees ($167) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5413 WALSH POND CT, WINDERMERE, FL 34786

    $800,00077 Days on yellowkey   MLS ID: O6391919

    REDUCED by $75,000 (8.6%) on 05/09/2026

    For Sale O6391919 - 5413 WALSH POND CT, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2006
    Monthly Fee: $130
       Tax: $10,646 (2025)
    Community: Edens Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,383) + Fees ($130) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786

    $1,890,000110 Days on yellowkey   MLS ID: O6381835

    For Sale O6381835 - 6560 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2006
    Monthly Fee: $298
       Tax: $24,050 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,658 (change assumption)
    Mortgage ($10,356) + Fees ($298) + Taxes in 2025 ($2,004)


    Taxes:$24,050

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8525 BOWDEN WAY, WINDERMERE, FL 34786

    $999,00034 Days on yellowkey   MLS ID: O6405195

    For Sale O6405195 - 8525 BOWDEN WAY, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2000
    Monthly Fee: $298
       Tax: $5,825 (2025)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,257 (change assumption)
    Mortgage ($5,474) + Fees ($298) + Taxes in 2025 ($485)


    Taxes:$5,825

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

    $5,500,00045 Days on yellowkey   MLS ID: O6401757

    For Sale O6401757 - 5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4330
       Built: 1994
    Monthly Fee: $1,224
       Tax: $19,599 (2025)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,994 (change assumption)
    Mortgage ($30,136) + Fees ($1,224) + Taxes in 2025 ($1,633)


    Taxes:$19,599

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 436 E 7TH AVE, WINDERMERE, FL 34786

    $2,175,000244 Days on yellowkey   MLS ID: O6350454

    For Sale O6350454 - 436 E 7TH AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3136
       Built: 2025   Tax: $13,016 (2025)
    Community: Windermere Town Rep
    Single Family


    Estimated Monthly Payment: $13,002 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($1,085)


    Taxes:$13,016

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5151 LATROBE DR, WINDERMERE, FL 34786

    $3,900,00081 Days on yellowkey   MLS ID: O6392380

    REDUCED by $200,000 (4.9%) on 05/05/2026

    For Sale O6392380 - 5151 LATROBE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5301
       Built: 2000
    Monthly Fee: $1,224
       Tax: $23,020 (2025)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $24,512 (change assumption)
    Mortgage ($21,369) + Fees ($1,224) + Taxes in 2025 ($1,918)


    Taxes:$23,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 CHASE RD, WINDERMERE, FL 34786

    $3,200,000265 Days on yellowkey   MLS ID: O6345197

    For Sale O6345197 - 2 CHASE RD, WINDERMERE, FL 34786 3 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3889
       Built: 2026   Tax: $3,100 (2024)
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $17,792 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $554,555106 Days on yellowkey   MLS ID: O6384930

    REDUCED by $20,440 (3.6%) on 04/30/2026

    For Sale O6384930 - 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1798
       Built: 1986
    Monthly Fee: $30
       Tax: $3,384 (2024)
    Community: Silver Woods
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($3,039) + Fees ($30) + Taxes in 2024 ($282)


    Taxes:$3,384

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $590,00069 Days on yellowkey   MLS ID: O6393407

    0 Days Off yellowkey (back on 4/28/2026)

    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






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.