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Windermere Single Family Homes For Sale - 256 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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  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $599,99921 Days on yellowkey   MLS ID: O6393407

    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: $4,170 (change assumption)
    Mortgage ($3,288) + 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


  • 11658 HAMPSTEAD ST, WINDERMERE, FL 34786

    $1,349,90089 Days on yellowkey   MLS ID: O6376140

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

    For Sale O6376140 - 11658 HAMPSTEAD ST, WINDERMERE, FL 34786 74 photos

    Bed: 7   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4563
       Built: 2015
    Monthly Fee: $167
       Tax: $11,115 (2025)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $8,490 (change assumption)
    Mortgage ($7,397) + Fees ($167) + Taxes in 2025 ($926)


    Taxes:$11,115

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 3026 PORTO LAGO CT, WINDERMERE, FL 34786

    $4,500,00055 Days on yellowkey   MLS ID: O6381606

    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
    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


  • 1826 WINDERMEREDOWN PL, WINDERMERE, FL 34786

    $1,295,00034 Days on yellowkey   MLS ID: O6391963

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

    For Sale O6391963 - 1826 WINDERMEREDOWN PL, WINDERMERE, FL 34786 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3856
       Built: 1995
    Monthly Fee: $83
       Tax: $11,183 (2025)
    Community: Windermere Downs Ph 03
    Single Family


    Estimated Monthly Payment: $8,111 (change assumption)
    Mortgage ($7,096) + Fees ($83) + Taxes in 2025 ($932)


    Taxes:$11,183

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 10624 REAMS RD, WINDERMERE, FL 34786

    $499,000244 Days on yellowkey   MLS ID: O6338130

    For Sale O6338130 - 10624 REAMS RD, WINDERMERE, FL 34786 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2014
    Monthly Fee: $81
       Tax: $5,459 (2024)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $3,270 (change assumption)
    Mortgage ($2,734) + Fees ($81) + Taxes in 2024 ($455)


    Taxes:$5,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,200,000240 Days on yellowkey   MLS ID: TB8421056

    For Sale TB8421056 - 13161 LAKE BUTLER BLVD, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4500
       Built: 2001   Tax: $16,201 (2024)
    Community: Lake Roper Pointe
    Single Family


    Estimated Monthly Payment: $18,884 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($1,350)


    Taxes:$16,201

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1369 GLENWICK DR, WINDERMERE, FL 34786

    $657,000163 Days on yellowkey   MLS ID: O6359212

    1 Days Off yellowkey (back on 1/22/2026)

    For Sale O6359212 - 1369 GLENWICK DR, WINDERMERE, FL 34786 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2400
       Built: 2002
    Monthly Fee: $175
       Tax: $8,586 (2024)
    Community: Reserve At Belmere Ph 02 48 144
    Single Family


    Estimated Monthly Payment: $4,490 (change assumption)
    Mortgage ($3,600) + Fees ($175) + Taxes in 2024 ($716)


    Taxes:$8,586

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 6507 ROSELLA CT, WINDERMERE, FL 34786

    $7,400,000170 Days on yellowkey   MLS ID: O6353035

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale O6353035 - 6507 ROSELLA CT, WINDERMERE, FL 34786 92 photos

    Bed: 7   Bath: 7.5   Gar: 4
    Liv Area Sq Ft: 10485
       Built: 2007
    Monthly Fee: $283
       Tax: $82,440 (2024)
    Community: Keenes Pointe 46/104
    Single Family


    Estimated Monthly Payment: $47,700 (change assumption)
    Mortgage ($40,547) + Fees ($283) + Taxes in 2024 ($6,870)


    Taxes:$82,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8415 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $839,90024 Days on yellowkey   MLS ID: O6391460

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6391460 - 8415 VIVARO ISLE WAY, WINDERMERE, FL 34786 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2019
    Monthly Fee: $268
       Tax: $11,897 (2025)
    Community: Windermere Isle Ph 2
    Single Family


    Estimated Monthly Payment: $5,861 (change assumption)
    Mortgage ($4,602) + Fees ($268) + Taxes in 2025 ($991)


    Taxes:$11,897

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9343 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,950,000495 Days on yellowkey   MLS ID: O6264629

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

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


  • 2702 CARTER GROVE CIR, WINDERMERE, FL 34786

    $945,00025 Days on yellowkey   MLS ID: O6394535

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6394535 - 2702 CARTER GROVE CIR, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2292
       Built: 1988
    Monthly Fee: $58
       Tax: $10,989 (2025)
    Community: The Manors
    Single Family


    Estimated Monthly Payment: $6,152 (change assumption)
    Mortgage ($5,178) + Fees ($58) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 7180 BEEK ST, WINDERMERE, FL 34786

    $780,00029 Days on yellowkey   MLS ID: O6393213

    For Sale O6393213 - 7180 BEEK ST, WINDERMERE, FL 34786 26 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3648
       Built: 2013
    Monthly Fee: $124
       Tax: $11,023 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($4,274) + Fees ($124) + Taxes in 2025 ($919)


    Taxes:$11,023

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11821 WATERSTONE LOOP DR, WINDERMERE, FL 34786

    $1,548,90034 Days on yellowkey   MLS ID: O6390961

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale O6390961 - 11821 WATERSTONE LOOP DR, WINDERMERE, FL 34786 71 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3447
       Built: 2012
    Monthly Fee: $442
       Tax: $21,545 (2025)
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $10,724 (change assumption)
    Mortgage ($8,487) + Fees ($442) + Taxes in 2025 ($1,795)


    Taxes:$21,545

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1330 LAKE OLIVIA, WINDERMERE, FL 34786

    $5,500,00027 Days on yellowkey   MLS ID: S5144942

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

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


  • 12676 SALOMON COVE DR, WINDERMERE, FL 34786

    $800,000162 Days on yellowkey   MLS ID: O6357657

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6357657 - 12676 SALOMON COVE DR, WINDERMERE, FL 34786 34 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3667
       Built: 2018
    Monthly Fee: $122
       Tax: $10,355 (2024)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($4,383) + Fees ($122) + Taxes in 2024 ($863)


    Taxes:$10,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786

    $1,200,00027 Days on yellowkey   MLS ID: O6393392

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6393392 - 6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786 57 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4758
       Built: 2013
    Monthly Fee: $133
       Tax: $10,007 (2025)
    Community: Windermere Lndgs
    Single Family


    Estimated Monthly Payment: $7,542 (change assumption)
    Mortgage ($6,575) + Fees ($133) + Taxes in 2025 ($834)


    Taxes:$10,007

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11903 CAVE RUN AVE, WINDERMERE, FL 34786

    $750,00030 Days on yellowkey   MLS ID: O6392757

    For Sale O6392757 - 11903 CAVE RUN AVE, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3413
       Built: 2014
    Monthly Fee: $81
       Tax: $10,874 (2025)
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,109) + Fees ($81) + Taxes in 2025 ($906)


    Taxes:$10,874

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6718 ROMNEY LN, WINDERMERE, FL 34786

    $540,000105 Days on yellowkey   MLS ID: O6371234

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6371234 - 6718 ROMNEY LN, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2005
    Monthly Fee: $80
       Tax: $4,904 (2024)
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,959) + Fees ($80) + Taxes in 2024 ($409)


    Taxes:$4,904

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786

    $675,00028 Days on yellowkey   MLS ID: O6392619

    1 Days Off yellowkey (back on 3/28/2026)

    For Sale O6392619 - 7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2280
       Built: 2015
    Monthly Fee: $107
       Tax: $7,200 (2025)
    Community: Ashlin Park Ph 1
    Single Family


    Estimated Monthly Payment: $4,406 (change assumption)
    Mortgage ($3,699) + Fees ($107) + Taxes in 2025 ($600)


    Taxes:$7,200

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $574,99558 Days on yellowkey   MLS ID: O6384930

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

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


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,151) + Fees ($30) + Taxes in 2024 ($282)


    Taxes:$3,384

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.