REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Windermere Single Family Homes For Sale - 279 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

Sort:
  • 9621 WINDY RIDGE RD, WINDERMERE, FL 34786

    $12,999,99958 Days on yellowkey   MLS ID: O6400740

    REDUCED by $430,001 (3.2%) on 06/15/2026

    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: $72,392 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($1,161)


    Taxes:$13,931

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,100,000117 Days on yellowkey   MLS ID: O6383546

    REDUCED by $90,000 (7.6%) on 04/15/2026

    For Sale O6383546 - 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2018
    Monthly Fee: $299
       Tax: $12,887 (2025)
    Community: Windermere Isle Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,400 (change assumption)
    Mortgage ($6,027) + Fees ($299) + Taxes in 2025 ($1,074)


    Taxes:$12,887

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00033 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


  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90042 Days on yellowkey   MLS ID: O6403789

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $12,600 (2.2%) on 05/31/2026

    For Sale O6403789 - 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1985
    Monthly Fee: $30
       Tax: $3,899 (2025)
    Community: Silver Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($3,013) + Fees ($30) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 8662 ABBOTSBURY DR, WINDERMERE, FL 34786

    $525,0005 Days on yellowkey   MLS ID: O6416099

    For Sale O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1877
       Built: 2004
    Monthly Fee: $170
       Tax: $2,511 (2025)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($2,877) + Fees ($170) + Taxes in 2025 ($209)


    Taxes:$2,511

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $665,00015 Days on yellowkey   MLS ID: O6412588

    REDUCED by $10,000 (1.5%) on 06/15/2026

    For Sale O6412588 - 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2013
    Monthly Fee: $81
       Tax: $5,273 (2025)
    Community: Lake Sawyer South Ph 5
    Single Family


    Estimated Monthly Payment: $4,164 (change assumption)
    Mortgage ($3,644) + Fees ($81) + Taxes in 2025 ($439)


    Taxes:$5,273

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13232 LONGACRE DR, WINDERMERE, FL 34786

    $650,000158 Days on yellowkey   MLS ID: O6372809

    For Sale O6372809 - 13232 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2511
       Built: 2013
    Monthly Fee: $120
       Tax: $8,318 (2024)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $4,375 (change assumption)
    Mortgage ($3,562) + Fees ($120) + Taxes in 2024 ($693)


    Taxes:$8,318

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2958 MARQUESAS CT, WINDERMERE, FL 34786

    $1,855,000226 Days on yellowkey   MLS ID: O6357302

    REDUCED by $20,000 (1.1%) on 06/15/2026

    For Sale O6357302 - 2958 MARQUESAS CT, WINDERMERE, FL 34786 32 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4716
       Built: 1984
    Monthly Fee: $215
       Tax: $15,228 (2024)
    Community: Lake Crescent Reserve
    Single Family


    Estimated Monthly Payment: $11,648 (change assumption)
    Mortgage ($10,164) + Fees ($215) + Taxes in 2024 ($1,269)


    Taxes:$15,228

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786

    $2,400,00021 Days on yellowkey   MLS ID: O6409659

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6409659 - 10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786 4 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3101
       Built: 1979   Tax: $3,341 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $13,429 (change assumption)
    Mortgage ($13,150) + Taxes in 2025 ($278)


    Taxes:$3,341

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 11410 RAPALLO LN, WINDERMERE, FL 34786

    $760,000544 Days on yellowkey   MLS ID: O6265256

    For Sale O6265256 - 11410 RAPALLO LN, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3336
       Built: 2003
    Monthly Fee: $130
       Tax: $8,434 (2023)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,997 (change assumption)
    Mortgage ($4,164) + Fees ($130) + Taxes in 2023 ($703)


    Taxes:$8,434

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 9225 MCDAVID CT, WINDERMERE, FL 34786

    $815,00095 Days on yellowkey   MLS ID: O6390371

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6390371 - 9225 MCDAVID CT, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2713
       Built: 1984
    Monthly Fee: $25
       Tax: $5,005 (2025)
    Community: Roberts Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,908 (change assumption)
    Mortgage ($4,466) + Fees ($25) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1002 OAKDALE ST, WINDERMERE, FL 34786

    $975,00064 Days on yellowkey   MLS ID: TB8495717

    For Sale TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 3516
       Built: 1973   Tax: $8,799 (2025)
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($733)


    Taxes:$8,799

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,114,98972 Days on yellowkey   MLS ID: G5110664

    For Sale G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,463 (change assumption)
    Mortgage ($6,109) + 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


  • 13324 LONGACRE DR, WINDERMERE, FL 34786

    $510,0008 Days on yellowkey   MLS ID: S5151263

    For Sale S5151263 - 13324 LONGACRE DR, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2013
    Monthly Fee: $115
       Tax: $7,924 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($2,794) + Fees ($115) + Taxes in 2025 ($660)


    Taxes:$7,924

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786

    $675,00050 Days on yellowkey   MLS ID: TB8502779

    REDUCED by $23,000 (3.3%) on 06/04/2026

    For Sale TB8502779 - 13836 BLUEBIRD POND RD, WINDERMERE, FL 34786 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2004
    Monthly Fee: $100
       Tax: $3,052 (2025)
    Community: Summerport
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($254)


    Taxes:$3,052

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,098,000121 Days on yellowkey   MLS ID: O6377789

    REDUCED by $17,000 (1.5%) on 06/10/2026

    For Sale O6377789 - 13525 GORGONA ISLE DR, WINDERMERE, FL 34786 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4625
       Built: 2018
    Monthly Fee: $268
       Tax: $9,351 (2025)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,064 (change assumption)
    Mortgage ($6,016) + Fees ($268) + Taxes in 2025 ($779)


    Taxes:$9,351

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6036 GREATWATER DR, WINDERMERE, FL 34786

    $1,999,99958 Days on yellowkey   MLS ID: O6400277

    0 Days Off yellowkey (back on 6/14/2026)

    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


  • 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786

    $825,00023 Days on yellowkey   MLS ID: O6410762

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,000 (1.8%) on 06/04/2026

    For Sale O6410762 - 8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3388
       Built: 2013
    Monthly Fee: $10
       Tax: $11,511 (2025)
    Community: Windermere Trls Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,490 (change assumption)
    Mortgage ($4,520) + Fees ($10) + Taxes in 2025 ($959)


    Taxes:$11,511

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 713 MAIN ST, WINDERMERE, FL 34786

    $2,175,000181 Days on yellowkey   MLS ID: O6368185

    REDUCED by $60,000 (2.7%) on 05/11/2026

    For Sale O6368185 - 713 MAIN ST, WINDERMERE, FL 34786 82 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5031
       Built: 2013   Tax: $9,559 (2025)
    Community: Windermere
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,714 (change assumption)
    Mortgage ($11,918) + Taxes in 2025 ($797)


    Taxes:$9,559

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $489,5006 Days on yellowkey   MLS ID: O6410344

    For Sale O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2016
    Monthly Fee: $81
       Tax: $5,441 (2025)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,217 (change assumption)
    Mortgage ($2,682) + Fees ($81) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.