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Windermere Single Family Homes For Sale - 265 homes

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

Location: Windermere

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  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,495,00044 Days on yellowkey   MLS ID: O6400067

    REDUCED by $55,000 (3.5%) on 05/04/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($8,192) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $2,295,00025 Days on yellowkey   MLS ID: O6405536

    For Sale O6405536 - 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786 87 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5722
       Built: 2006
    Monthly Fee: $203
       Tax: $24,153 (2025)
    Community: Reserve At Belmere Ph 02 48 144
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,791 (change assumption)
    Mortgage ($12,575) + Fees ($203) + Taxes in 2025 ($2,013)


    Taxes:$24,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $1,680,00044 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

    $679,00017 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

    $1,875,000139 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

    $1,999,99941 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

    $2,798,00062 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

    $5,500,00066 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

    $7,950,000534 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

    $13,430,00041 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


  • 6550 CARTMEL LN, WINDERMERE, FL 34786

    $2,300,00057 Days on yellowkey   MLS ID: O6396111

    For Sale O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4257
       Built: 2004
    Monthly Fee: $520
       Tax: $23,347 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,068 (change assumption)
    Mortgage ($12,602) + Fees ($520) + Taxes in 2025 ($1,946)


    Taxes:$23,347

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2804 MARQUESAS CT, WINDERMERE, FL 34786

    $1,999,00016 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

    $3,250,00020 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

    $2,400,00046 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

    $4,500,00094 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

    $680,000141 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


  • 2068 ROBERTS POINT DR, WINDERMERE, FL 34786

    $2,350,00045 Days on yellowkey   MLS ID: O6397543

    For Sale O6397543 - 2068 ROBERTS POINT DR, WINDERMERE, FL 34786 81 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4876
       Built: 1999
    Monthly Fee: $325
       Tax: $12,356 (2025)
    Community: Waterford Pointe Ph 02 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,231 (change assumption)
    Mortgage ($12,876) + Fees ($325) + Taxes in 2025 ($1,030)


    Taxes:$12,356

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $574,90039 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

    $1,630,000367 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


  • 1009 DOWN RESERVE CT, WINDERMERE, FL 34786

    $4,650,000250 Days on yellowkey   MLS ID: O6346638

    For Sale O6346638 - 1009 DOWN RESERVE CT, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7940
       Built: 2026
    Monthly Fee: $433
       Tax: $7,458 (2025)
    Community: Lake Down Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,533 (change assumption)
    Mortgage ($25,479) + Fees ($433) + Taxes in 2025 ($622)


    Taxes:$7,458

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

Windermere home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Windermere. You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. 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 single family home 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.