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


Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Price: $500,000 to $599,000

Windermere - 22 properties found

Sort:
  • 9072 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $549,90034 Days on yellowkey   MLS ID: O6403789

    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


  • 4627 BLUE MAJOR DR, WINDERMERE, FL 34786

    $570,00061 Days on yellowkey   MLS ID: O6397778

    For Sale O6397778 - 4627 BLUE MAJOR DR, WINDERMERE, FL 34786 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2411
       Built: 2006
    Monthly Fee: $130
       Tax: $8,479 (2025)
    Community: Summerport Ph 5
    Single Family


    Estimated Monthly Payment: $3,960 (change assumption)
    Mortgage ($3,123) + Fees ($130) + Taxes in 2025 ($707)


    Taxes:$8,479

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7011 NOBLETON DR, WINDERMERE, FL 34786

    $580,0009 Days on yellowkey   MLS ID: O6412101

    For Sale O6412101 - 7011 NOBLETON DR, WINDERMERE, FL 34786 20 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2003
    Monthly Fee: $82
       Tax: $9,209 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $4,027 (change assumption)
    Mortgage ($3,178) + Fees ($82) + Taxes in 2025 ($767)


    Taxes:$9,209

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $509,00091 Days on yellowkey   MLS ID: O6389547

    REDUCED by $6,000 (1.2%) on 05/07/2026

    For Sale O6389547 - 8272 BRYCE CANYON AVE, WINDERMERE, FL 34786 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2016
    Monthly Fee: $71
       Tax: $7,459 (2024)
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,789) + Fees ($71) + Taxes in 2024 ($622)


    Taxes:$7,459

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 4718 BLUE MAJOR DR, WINDERMERE, FL 34786

    $520,0006 Days on yellowkey   MLS ID: O6410820

    For Sale O6410820 - 4718 BLUE MAJOR DR, WINDERMERE, FL 34786 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1911
       Built: 2005
    Monthly Fee: $143
       Tax: $7,296 (2025)
    Community: Summerport Ph 05
    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($2,849) + Fees ($143) + Taxes in 2025 ($608)


    Taxes:$7,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786

    $539,00018 Days on yellowkey   MLS ID: S5149947

    For Sale S5149947 - 7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2017
    Monthly Fee: $133
       Tax: $7,755 (2025)
    Community: Westside Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($2,953) + Fees ($133) + Taxes in 2025 ($646)


    Taxes:$7,755

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,00051 Days on yellowkey   MLS ID: V4948591

    For Sale V4948591 - 6820 THORNHILL CIR, WINDERMERE, FL 34786 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2009
    Monthly Fee: $82
       Tax: $7,228 (2025)
    Community: Lakes Of Windermere
    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


  • 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $550,00010 Days on yellowkey   MLS ID: O6412095

    For Sale O6412095 - 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1984
       Built: 2012
    Monthly Fee: $130
       Tax: $6,210 (2025)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($3,014) + Fees ($130) + Taxes in 2025 ($517)


    Taxes:$6,210

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13450 SUNKISS LOOP, WINDERMERE, FL 34786

    $574,90013 Days on yellowkey   MLS ID: O6407409

    For Sale O6407409 - 13450 SUNKISS LOOP, WINDERMERE, FL 34786 16 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2005
    Monthly Fee: $131
       Tax: $8,219 (2025)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,966 (change assumption)
    Mortgage ($3,150) + Fees ($131) + Taxes in 2025 ($685)


    Taxes:$8,219

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6673 DUNCASTER ST, WINDERMERE, FL 34786

    $530,000121 Days on yellowkey   MLS ID: O6378820

    REDUCED by $9,000 (1.7%) on 05/27/2026

    For Sale O6378820 - 6673 DUNCASTER ST, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005   Tax: $3,351 (2024)
    Community: Lakes/Windermere Ph 02A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,183 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($279)


    Taxes:$3,351

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 13118 SUNKISS LOOP, WINDERMERE, FL 34786

    $570,00099 Days on yellowkey   MLS ID: O6385211

    REDUCED by $9,000 (1.6%) on 05/21/2026

    For Sale O6385211 - 13118 SUNKISS LOOP, WINDERMERE, FL 34786 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2547
       Built: 2005
    Monthly Fee: $130
       Tax: $7,821 (2024)
    Community: Summerport Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,905 (change assumption)
    Mortgage ($3,123) + Fees ($130) + Taxes in 2024 ($652)


    Taxes:$7,821

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786

    $575,000150 Days on yellowkey   MLS ID: G5106279

    REDUCED by $10,000 (1.7%) on 05/20/2026

    SHORT SALE G5106279 - 6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2012
    Monthly Fee: $125
       Tax: $7,649 (2024)
    Community: Windermere Lndgs Ph 02
    Single Family


    Estimated Monthly Payment: $3,913 (change assumption)
    Mortgage ($3,151) + Fees ($125) + Taxes in 2024 ($637)


    Taxes:$7,649

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $574,90048 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


  • 11486 MISTY OAK ALY, WINDERMERE, FL 34786

    $549,00049 Days on yellowkey   MLS ID: S5148331

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale S5148331 - 11486 MISTY OAK ALY, WINDERMERE, FL 34786 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2016
    Monthly Fee: $107
       Tax: $7,492 (2025)
    Community: Ashlin Park Ph 1
    Single Family


    Estimated Monthly Payment: $3,739 (change assumption)
    Mortgage ($3,008) + Fees ($107) + Taxes in 2025 ($624)


    Taxes:$7,492

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12533 CRAGSIDE LN, WINDERMERE, FL 34786

    $575,00032 Days on yellowkey   MLS ID: O6405628

    For Sale O6405628 - 12533 CRAGSIDE LN, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2004
    Monthly Fee: $82
       Tax: $8,484 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,940 (change assumption)
    Mortgage ($3,151) + Fees ($82) + Taxes in 2025 ($707)


    Taxes:$8,484

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12863 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,00076 Days on yellowkey   MLS ID: O6393781

    For Sale O6393781 - 12863 HOLDENBURY LN, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $82
       Tax: $7,361 (2024)
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $3,649 (change assumption)
    Mortgage ($2,953) + Fees ($82) + Taxes in 2024 ($613)


    Taxes:$7,361

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13430 HOPKINTON CT, WINDERMERE, FL 34786

    $585,000256 Days on yellowkey   MLS ID: O6346406

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale O6346406 - 13430 HOPKINTON CT, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2005
    Monthly Fee: $167
       Tax: $7,277 (2024)
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,205) + Fees ($167) + Taxes in 2024 ($606)


    Taxes:$7,277

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $554,555106 Days on yellowkey   MLS ID: O6384930

    REDUCED by $20,440 (3.6%) on 04/30/2026

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

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1798
       Built: 1986
    Monthly Fee: $30
       Tax: $3,384 (2024)
    Community: Silver Woods
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($3,039) + Fees ($30) + Taxes in 2024 ($282)


    Taxes:$3,384

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $590,00069 Days on yellowkey   MLS ID: O6393407

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $9,999 (1.7%) on 04/24/2026

    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: $4,115 (change assumption)
    Mortgage ($3,233) + 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


  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,00054 Days on yellowkey   MLS ID: O6398814

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6398814 - 7137 BEEK ST, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2013
    Monthly Fee: $120
       Tax: $7,932 (2025)
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $3,795 (change assumption)
    Mortgage ($3,014) + Fees ($120) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


12




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.