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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Windermere - 279 properties found

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  • 13633 ANCILLA BLVD, WINDERMERE, FL 34786

    $849,00038 Days on yellowkey   MLS ID: O6403031

    5 Days Off yellowkey (back on 5/19/2026)

    For Sale O6403031 - 13633 ANCILLA BLVD, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3588
       Built: 2005
    Monthly Fee: $129
       Tax: $5,951 (2025)
    Community: Summerport Ph 3
    Single Family


    Estimated Monthly Payment: $5,277 (change assumption)
    Mortgage ($4,652) + Fees ($129) + Taxes in 2025 ($496)


    Taxes:$5,951

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 105 PINE STREET, WINDERMERE, FL 34786

    $2,500,00033 Days on yellowkey   MLS ID: O6405163

    3 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405163 - 105 PINE STREET, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5696
       Built: 2015   Tax: $16,804 (2025)
    Community: Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,099 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($1,400)


    Taxes:$16,804

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,680,00053 Days on yellowkey   MLS ID: O6399319

    REDUCED by $50,000 (2.9%) on 05/19/2026

    For Sale O6399319 - 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4648
       Built: 1995   Tax: $19,423 (2025)
    Community: Lake Butler Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,824 (change assumption)
    Mortgage ($9,205) + Taxes in 2025 ($1,619)


    Taxes:$19,423

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 4948 WISE BIRD DR, WINDERMERE, FL 34786

    $679,00026 Days on yellowkey   MLS ID: O6405511

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405511 - 4948 WISE BIRD DR, WINDERMERE, FL 34786 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2003
    Monthly Fee: $130
       Tax: $8,593 (2025)
    Community: Summerport
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($3,720) + Fees ($130) + Taxes in 2025 ($716)


    Taxes:$8,593

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 84 OAKDALE ST, WINDERMERE, FL 34786

    $1,875,000148 Days on yellowkey   MLS ID: O6372842

    1 Days Off yellowkey (back on 5/19/2026)

    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


  • 6036 GREATWATER DR, WINDERMERE, FL 34786

    $1,999,99950 Days on yellowkey   MLS ID: O6400277

    For Sale O6400277 - 6036 GREATWATER DR, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4013
       Built: 2001
    Monthly Fee: $298
       Tax: $15,493 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,548 (change assumption)
    Mortgage ($10,959) + Fees ($298) + Taxes in 2024 ($1,291)


    Taxes:$15,493

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13304 BELLARIA CIR, WINDERMERE, FL 34786

    $2,798,00071 Days on yellowkey   MLS ID: O6391558

    REDUCED by $70,000 (2.4%) on 05/19/2026

    For Sale O6391558 - 13304 BELLARIA CIR, WINDERMERE, FL 34786 69 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4920
       Built: 2013
    Monthly Fee: $483
       Tax: $30,699 (2025)
    Community: Bellaria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,372 (change assumption)
    Mortgage ($15,331) + Fees ($483) + Taxes in 2025 ($2,558)


    Taxes:$30,699

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1330 LAKE OLIVIA, WINDERMERE, FL 34786

    $5,500,00075 Days on yellowkey   MLS ID: S5144942

    For Sale S5144942 - 1330 LAKE OLIVIA, WINDERMERE, FL 34786 13 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 6442
       Built: 2026
    Monthly Fee: $400
       Tax: $9,870 (2024)
    Community: Lake Olivia Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,359 (change assumption)
    Mortgage ($30,136) + Fees ($400) + Taxes in 2024 ($823)


    Taxes:$9,870

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9343 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,950,000543 Days on yellowkey   MLS ID: O6264629

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6264629 - 9343 TIBET POINTE CIR, WINDERMERE, FL 34786 100 photos

    Bed: 7   Bath: 9.0   Gar: 4
    Liv Area Sq Ft: 8362
       Built: 2004
    Monthly Fee: $283
       Tax: $65,265 (2024)
    Community: Keenes Pointe Unit 03 46/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $49,282 (change assumption)
    Mortgage ($43,561) + Fees ($283) + Taxes in 2024 ($5,439)


    Taxes:$65,265

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9621 WINDY RIDGE RD, WINDERMERE, FL 34786

    $13,430,00050 Days on yellowkey   MLS ID: O6400740

    REDUCED by $100,000 (0.7%) on 05/19/2026

    For Sale O6400740 - 9621 WINDY RIDGE RD, WINDERMERE, FL 34786 28 photos

    Bed: 9   Bath: 13.0   Gar: 8
    Liv Area Sq Ft: 20445
       Built: 2025   Tax: $13,931 (2025)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $74,748 (change assumption)
    Mortgage ($73,587) + Taxes in 2025 ($1,161)


    Taxes:$13,931

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2804 MARQUESAS CT, WINDERMERE, FL 34786

    $1,999,00025 Days on yellowkey   MLS ID: O6405937

    1 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405937 - 2804 MARQUESAS CT, WINDERMERE, FL 34786 76 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3649
       Built: 1983
    Monthly Fee: $429
       Tax: $13,604 (2025)
    Community: Lake Crescent Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,516 (change assumption)
    Mortgage ($10,953) + Fees ($429) + Taxes in 2025 ($1,134)


    Taxes:$13,604

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8340 LAKE BURDEN CIR, WINDERMERE, FL 34786

    $3,250,00029 Days on yellowkey   MLS ID: O6406513

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

    For Sale O6406513 - 8340 LAKE BURDEN CIR, WINDERMERE, FL 34786 71 photos

    Bed: 6   Bath: 6.0   Gar: 4
    Liv Area Sq Ft: 6848
       Built: 2008
    Monthly Fee: $298
       Tax: $28,798 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,506 (change assumption)
    Mortgage ($17,808) + Fees ($298) + Taxes in 2025 ($2,400)


    Taxes:$28,798

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9620 MAYWOOD DR, WINDERMERE, FL 34786

    $2,400,00055 Days on yellowkey   MLS ID: O6399315

    For Sale O6399315 - 9620 MAYWOOD DR, WINDERMERE, FL 34786 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3004
       Built: 1979   Tax: $20,433 (2025)
    Community: Lake Down Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,853 (change assumption)
    Mortgage ($13,150) + Taxes in 2025 ($1,703)


    Taxes:$20,433

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 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


  • 13339 ROSKIN LN, WINDERMERE, FL 34786

    $680,000150 Days on yellowkey   MLS ID: S5141148

    For Sale S5141148 - 13339 ROSKIN LN, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2947
       Built: 2012
    Monthly Fee: $82
       Tax: $8,674 (2024)
    Community: Lake Sawyer South Ph 01
    Single Family


    Estimated Monthly Payment: $4,531 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($723)


    Taxes:$8,674

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $574,90048 Days on yellowkey   MLS ID: O6400673

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

    REDUCED by $5,000 (0.9%) on 05/13/2026

    For Sale O6400673 - 6897 NORTHWICH DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2229
       Built: 2003
    Monthly Fee: $82
       Tax: $7,925 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,892 (change assumption)
    Mortgage ($3,150) + Fees ($82) + Taxes in 2025 ($660)


    Taxes:$7,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 11486 MISTY OAK ALY, WINDERMERE, FL 34786

    $549,00049 Days on yellowkey   MLS ID: S5148331

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

    For Sale S5148331 - 11486 MISTY OAK ALY, WINDERMERE, FL 34786 47 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


  • 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






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.