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 - 259 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:
  • 14371 CREST PALM AVE, WINDERMERE, FL 34786

    $1,049,990106 Days on yellowkey   MLS ID: G5110664

    REDUCED by $64,999 (5.8%) on 06/17/2026

    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: $6,107 (change assumption)
    Mortgage ($5,753) + 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


  • 11994 MCKINNON RD, WINDERMERE, FL 34786

    $849,90039 Days on yellowkey   MLS ID: O6416526

    For Sale O6416526 - 11994 MCKINNON RD, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2450
       Built: 2004   Tax: $4,163 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($347)


    Taxes:$4,163

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13525 GORGONA ISLE DR, WINDERMERE, FL 34786

    $1,095,000155 Days on yellowkey   MLS ID: O6377789

    REDUCED by $3,000 (0.3%) on 07/11/2026

    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: $7,047 (change assumption)
    Mortgage ($6,000) + 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


  • 11051 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,825,00088 Days on yellowkey   MLS ID: O6400963

    0 Days Off yellowkey (back on 7/19/2026)

    REDUCED by $70,000 (3.7%) on 07/18/2026

    For Sale O6400963 - 11051 HAWKSHEAD CT, WINDERMERE, FL 34786 66 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3728
       Built: 2003
    Monthly Fee: $637
       Tax: $16,410 (2025)
    Community: Reserve At Lake Butler Sound
    Single Family


    Estimated Monthly Payment: $12,004 (change assumption)
    Mortgage ($10,000) + Fees ($637) + Taxes in 2025 ($1,367)


    Taxes:$16,410

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1700 LAKE ROBERTS CT, WINDERMERE, FL 34786

    $1,400,00056 Days on yellowkey   MLS ID: O6410847

    REDUCED by $50,000 (3.4%) on 07/15/2026

    For Sale O6410847 - 1700 LAKE ROBERTS CT, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3929
       Built: 2002
    Monthly Fee: $216
       Tax: $10,637 (2025)
    Community: Butler Bay,Windermere Club
    Single Family


    Estimated Monthly Payment: $8,773 (change assumption)
    Mortgage ($7,671) + Fees ($216) + Taxes in 2025 ($886)


    Taxes:$10,637

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786

    $650,00049 Days on yellowkey   MLS ID: O6412588

    REDUCED by $15,000 (2.3%) on 07/14/2026

    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: $4,082 (change assumption)
    Mortgage ($3,562) + 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


  • 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $839,500291 Days on yellowkey   MLS ID: S5135795

    REDUCED by $10,500 (1.2%) on 06/23/2026

    For Sale S5135795 - 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3315
       Built: 2015
    Monthly Fee: $216
       Tax: $9,856 (2024)
    Community: Peachtree Park
    Single Family


    Estimated Monthly Payment: $5,637 (change assumption)
    Mortgage ($4,600) + Fees ($216) + Taxes in 2024 ($821)


    Taxes:$9,856

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,100,00049 Days on yellowkey   MLS ID: O6409382

    0 Days Off yellowkey (back on 7/19/2026)

    For Sale O6409382 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3567
       Built: 2018
    Monthly Fee: $287
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $13,612 (change assumption)
    Mortgage ($11,507) + Fees ($287) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11773 BELLA MILANO CT, WINDERMERE, FL 34786

    $649,5003 Days on yellowkey   MLS ID: O6426386

    For Sale O6426386 - 11773 BELLA MILANO CT, WINDERMERE, FL 34786 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2005
    Monthly Fee: $130
       Tax: $9,373 (2025)
    Community: Belmere Village G-5
    Single Family


    Estimated Monthly Payment: $4,470 (change assumption)
    Mortgage ($3,559) + Fees ($130) + Taxes in 2025 ($781)


    Taxes:$9,373

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11027 HAWKSHEAD CT, WINDERMERE, FL 34786

    $1,569,00029 Days on yellowkey   MLS ID: O6417606

    REDUCED by $28,000 (1.8%) on 07/09/2026

    For Sale O6417606 - 11027 HAWKSHEAD CT, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3486
       Built: 2003
    Monthly Fee: $637
       Tax: $16,956 (2025)
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,647 (change assumption)
    Mortgage ($8,597) + Fees ($637) + Taxes in 2025 ($1,413)


    Taxes:$16,956

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $7,250,000188 Days on yellowkey   MLS ID: O6373191

    REDUCED by $345,000 (4.5%) on 05/21/2026

    For Sale O6373191 - 5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 7099
       Built: 1988
    Monthly Fee: $1,224
       Tax: $21,279 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $42,722 (change assumption)
    Mortgage ($39,725) + Fees ($1,224) + Taxes in 2024 ($1,773)


    Taxes:$21,279

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13403 RIGGS WAY, WINDERMERE, FL 34786

    $599,0003 Days on yellowkey   MLS ID: O6426117

    For Sale O6426117 - 13403 RIGGS WAY, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2007
    Monthly Fee: $81
       Tax: $6,494 (2025)
    Community: Lake Sawyer South Ph 01
    Single Family


    Estimated Monthly Payment: $3,904 (change assumption)
    Mortgage ($3,282) + Fees ($81) + Taxes in 2025 ($541)


    Taxes:$6,494

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6119 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $15,900,0006 Days on yellowkey   MLS ID: O6421205

    For Sale O6421205 - 6119 GROSVENOR SHORE DR, WINDERMERE, FL 34786 97 photos

    Bed: 7   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 14068
       Built: 2014
    Monthly Fee: $317
       Tax: $101,242 (2025)
    Community: Keene's Point
    Single Family


    Estimated Monthly Payment: $95,875 (change assumption)
    Mortgage ($87,121) + Fees ($317) + Taxes in 2025 ($8,437)


    Taxes:$101,242

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,00093 Days on yellowkey   MLS ID: V4948591

    For Sale V4948591 - 6820 THORNHILL CIR, WINDERMERE, FL 34786 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2009
    Monthly Fee: $82
       Tax: $7,228 (2025)
    Community: Lake Sawyer
    Single Family


    Estimated Monthly Payment: $3,534 (change assumption)
    Mortgage ($2,849) + Fees ($82) + Taxes in 2025 ($602)


    Taxes:$7,228

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 3057 PORTO LAGO CT, WINDERMERE, FL 34786

    $13,995,00038 Days on yellowkey   MLS ID: O6411245

    For Sale O6411245 - 3057 PORTO LAGO CT, WINDERMERE, FL 34786 98 photos

    Bed: 6   Bath: 8.5   Gar: 8
    Liv Area Sq Ft: 12067
       Built: 2026
    Monthly Fee: $375
       Tax: $18,356 (2025)
    Community: Lake Down Pointe 50 42
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $78,588 (change assumption)
    Mortgage ($76,683) + Fees ($375) + Taxes in 2025 ($1,530)


    Taxes:$18,356

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 1238 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $2,099,90021 Days on yellowkey   MLS ID: O6421211

    FORECLOSURE O6421211 - 1238 LAKE WHITNEY DR, WINDERMERE, FL 34786 55 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5515
       Built: 2005
    Monthly Fee: $203
       Tax: $34,190 (2025)
    Community: Reserve At Belmere Ph 02 48 144
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,558 (change assumption)
    Mortgage ($11,506) + Fees ($203) + Taxes in 2025 ($2,849)


    Taxes:$34,190

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2503 BUTLER BAY DR N, WINDERMERE, FL 34786

    $1,750,00048 Days on yellowkey   MLS ID: O6413242

    REDUCED by $49,000 (2.7%) on 07/13/2026

    For Sale O6413242 - 2503 BUTLER BAY DR N, WINDERMERE, FL 34786 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3297
       Built: 1990
    Monthly Fee: $199
       Tax: $16,376 (2025)
    Community: Windermere Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,152 (change assumption)
    Mortgage ($9,589) + Fees ($199) + Taxes in 2025 ($1,365)


    Taxes:$16,376

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17538 BLACK RAIL ST, WINDERMERE, FL 34786

    $1,380,000291 Days on yellowkey   MLS ID: O6349325

    REDUCED by $10,000 (0.7%) on 07/11/2026

    For Sale O6349325 - 17538 BLACK RAIL ST, WINDERMERE, FL 34786 32 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4999
       Built: 2014
    Monthly Fee: $167
       Tax: $16,404 (2024)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $9,095 (change assumption)
    Mortgage ($7,561) + Fees ($167) + Taxes in 2024 ($1,367)


    Taxes:$16,404

    Elementary School: None

    High School: Windermere High School

    Tax Year: 2024

    Middle School: None


  • 9433 PALM TREE DR, WINDERMERE, FL 34786

    $560,00012 Days on yellowkey   MLS ID: O6423262

    For Sale O6423262 - 9433 PALM TREE DR, WINDERMERE, FL 34786 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 1986
    Monthly Fee: $32
       Tax: $7,836 (2025)
    Community: Silver Woods Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,068) + Fees ($32) + Taxes in 2025 ($653)


    Taxes:$7,836

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 14422 CREST PALM AVE, WINDERMERE, FL 34786

    $1,100,00031 Days on yellowkey   MLS ID: O6418503

    For Sale O6418503 - 14422 CREST PALM AVE, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3140
       Built: 2025
    Monthly Fee: $245
       Tax: $2,889 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,513 (change assumption)
    Mortgage ($6,027) + Fees ($245) + Taxes in 2025 ($241)


    Taxes:$2,889

    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.