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Windermere Single Family Homes For Sale - 227 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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  • 1002 DOWN RESERVE CT, WINDERMERE, FL 34786

    $6,490,00052 Days on yellowkey   MLS ID: O6383597

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

    For Sale O6383597 - 1002 DOWN RESERVE CT, WINDERMERE, FL 34786 30 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6706
       Built: 2021
    Monthly Fee: $433
       Tax: $61,838 (2024)
    Community: Rosser Reserve Rep
    Single Family


    Estimated Monthly Payment: $41,147 (change assumption)
    Mortgage ($35,561) + Fees ($433) + Taxes in 2024 ($5,153)


    Taxes:$61,838

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786

    $1,990,00031 Days on yellowkey   MLS ID: O6390656

    For Sale O6390656 - 9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786 67 photos

    Bed: 6   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5430
       Built: 1997
    Monthly Fee: $267
       Tax: $12,735 (2025)
    Community: Balmoral
    Single Family


    Estimated Monthly Payment: $12,232 (change assumption)
    Mortgage ($10,904) + Fees ($267) + Taxes in 2025 ($1,061)


    Taxes:$12,735

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 13013 OVERSTREET RD, WINDERMERE, FL 34786

    $679,99447 Days on yellowkey   MLS ID: O6380917

    For Sale O6380917 - 13013 OVERSTREET RD, WINDERMERE, FL 34786 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 2009
    Monthly Fee: $82
       Tax: $3,146 (2024)
    Community: Lakes/Windermere
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,726) + Fees ($82) + Taxes in 2024 ($262)


    Taxes:$3,146

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 4 CHASE RD, WINDERMERE, FL 34786

    $900,00053 Days on yellowkey   MLS ID: O6384257

    For Sale O6384257 - 4 CHASE RD, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2386
       Built: 1971   Tax: $7,637 (2024)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $5,568 (change assumption)
    Mortgage ($4,931) + Taxes in 2024 ($636)


    Taxes:$7,637

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11835 GOLD CREEK TRL, WINDERMERE, FL 34786

    $900,00061 Days on yellowkey   MLS ID: O6382068

    For Sale O6382068 - 11835 GOLD CREEK TRL, WINDERMERE, FL 34786 11 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3119
       Built: 2012
    Monthly Fee: $75
       Tax: $9,395 (2024)
    Community: Windermere Trls Ph 1A
    Single Family


    Estimated Monthly Payment: $5,789 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2024 ($783)


    Taxes:$9,395

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $1,000,00081 Days on yellowkey   MLS ID: O6376318

    For Sale O6376318 - 6752 TRELLIS VINE LOOP, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3820
       Built: 2018
    Monthly Fee: $200
       Tax: $10,983 (2024)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $6,595 (change assumption)
    Mortgage ($5,479) + Fees ($200) + Taxes in 2024 ($915)


    Taxes:$10,983

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13421 BONICA WAY, WINDERMERE, FL 34786

    $1,369,99925 Days on yellowkey   MLS ID: O6392381

    For Sale O6392381 - 13421 BONICA WAY, WINDERMERE, FL 34786 48 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4869
       Built: 2005
    Monthly Fee: $317
       Tax: $19,939 (2025)
    Community: Tildens Grove Ph 02
    Single Family


    Estimated Monthly Payment: $9,485 (change assumption)
    Mortgage ($7,507) + Fees ($317) + Taxes in 2025 ($1,662)


    Taxes:$19,939

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8375 BOWDEN WAY, WINDERMERE, FL 34786

    $1,369,000169 Days on yellowkey   MLS ID: S5137385

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

    REDUCED by $1,000 (0.1%) on 03/31/2026

    For Sale S5137385 - 8375 BOWDEN WAY, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3809
       Built: 1999
    Monthly Fee: $283
       Tax: $9,709 (2025)
    Community: Keenes Pointe Unit 1
    Single Family


    Estimated Monthly Payment: $8,593 (change assumption)
    Mortgage ($7,501) + Fees ($283) + Taxes in 2025 ($809)


    Taxes:$9,709

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3138 SEIGNEURY DR, WINDERMERE, FL 34786

    $1,350,00035 Days on yellowkey   MLS ID: O6387397

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

    For Sale O6387397 - 3138 SEIGNEURY DR, WINDERMERE, FL 34786 28 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3831
       Built: 1997
    Monthly Fee: $250
       Tax: $11,794 (2024)
    Community: Harbor Isle
    Single Family


    Estimated Monthly Payment: $8,630 (change assumption)
    Mortgage ($7,397) + Fees ($250) + Taxes in 2024 ($983)


    Taxes:$11,794

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786

    $600,00011 Days on yellowkey   MLS ID: O6396155

    For Sale O6396155 - 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2419
       Built: 2006
    Monthly Fee: $131
       Tax: $8,205 (2026)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $4,102 (change assumption)
    Mortgage ($3,288) + Fees ($131) + Taxes in 2026 ($684)


    Taxes:$8,205

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 8533 GREENBANK BLVD, WINDERMERE, FL 34786

    $550,000174 Days on yellowkey   MLS ID: O6354672

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6354672 - 8533 GREENBANK BLVD, WINDERMERE, FL 34786 22 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2551
       Built: 2004
    Monthly Fee: $176
       Tax: $3,300 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,465 (change assumption)
    Mortgage ($3,014) + Fees ($176) + Taxes in 2024 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786

    $12,500,00060 Days on yellowkey   MLS ID: O6381880

    REDUCED by $1,495,000 (10.7%) on 04/03/2026

    For Sale O6381880 - 9323 GLADYS GARDEN CT, WINDERMERE, FL 34786 84 photos

    Bed: 6   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 9770
       Built: 2026
    Monthly Fee: $1,099
       Tax: $21,279 (2025)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $71,364 (change assumption)
    Mortgage ($68,491) + Fees ($1,099) + Taxes in 2025 ($1,773)


    Taxes:$21,279

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 1625 DOWN LAKE DR, WINDERMERE, FL 34786

    $1,400,00047 Days on yellowkey   MLS ID: O6385420

    For Sale O6385420 - 1625 DOWN LAKE DR, WINDERMERE, FL 34786 98 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3383
       Built: 1984
    Monthly Fee: $89
       Tax: $11,274 (2025)
    Community: The Lakes
    Single Family


    Estimated Monthly Payment: $8,700 (change assumption)
    Mortgage ($7,671) + Fees ($89) + Taxes in 2025 ($940)


    Taxes:$11,274

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5130 SUN PALM DR, WINDERMERE, FL 34786

    $525,00012 Days on yellowkey   MLS ID: O6390875

    For Sale O6390875 - 5130 SUN PALM DR, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1723
       Built: 1987
    Monthly Fee: $30
       Tax: $8,032 (2025)
    Community: Silver Woods Ph 04
    Single Family


    Estimated Monthly Payment: $3,576 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($669)


    Taxes:$8,032

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 6712 THORNHILL CIR, WINDERMERE, FL 34786

    $680,000183 Days on yellowkey   MLS ID: O6351284

    For Sale O6351284 - 6712 THORNHILL CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2976
       Built: 2002
    Monthly Fee: $80
       Tax: $4,096 (2024)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,726) + Fees ($80) + Taxes in 2024 ($341)


    Taxes:$4,096

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11450 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $749,901174 Days on yellowkey   MLS ID: O6354816

    For Sale O6354816 - 11450 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2622
       Built: 2002
    Monthly Fee: $170
       Tax: $4,856 (2024)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $4,684 (change assumption)
    Mortgage ($4,109) + Fees ($170) + Taxes in 2024 ($405)


    Taxes:$4,856

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6110 KEENES POINTE DR, WINDERMERE, FL 34786

    $1,900,00012 Days on yellowkey   MLS ID: O6393573

    For Sale O6393573 - 6110 KEENES POINTE DR, WINDERMERE, FL 34786 78 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3196
       Built: 2002
    Monthly Fee: $298
       Tax: $10,956 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $11,622 (change assumption)
    Mortgage ($10,411) + Fees ($298) + Taxes in 2025 ($913)


    Taxes:$10,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6288 BLAKEFORD DR, WINDERMERE, FL 34786

    $2,600,000146 Days on yellowkey   MLS ID: O6361679

    For Sale O6361679 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786 90 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5366
       Built: 2003
    Monthly Fee: $283
       Tax: $34,766 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $17,426 (change assumption)
    Mortgage ($14,246) + Fees ($283) + Taxes in 2025 ($2,897)


    Taxes:$34,766

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11531 VICOLO LOOP, WINDERMERE, FL 34786

    $600,00086 Days on yellowkey   MLS ID: O6374016

    REDUCED by $25,000 (4.0%) on 04/03/2026

    For Sale O6374016 - 11531 VICOLO LOOP, WINDERMERE, FL 34786 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2003
    Monthly Fee: $122
       Tax: $8,726 (2025)
    Community: Belmere Village
    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,288) + Fees ($122) + Taxes in 2025 ($727)


    Taxes:$8,726

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11333 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,250,000290 Days on yellowkey   MLS ID: O6322386

    REDUCED by $27,000 (2.1%) on 04/02/2026

    For Sale O6322386 - 11333 CAMDEN PARK DR, WINDERMERE, FL 34786 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3449
       Built: 2004
    Monthly Fee: $283
       Tax: $12,506 (2024)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $8,174 (change assumption)
    Mortgage ($6,849) + Fees ($283) + Taxes in 2024 ($1,042)


    Taxes:$12,506

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater 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.