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

Homes For Sale in Windermere 34786 - 317 homes

34786 zip code is located in Orange County, Florida. Find homes for sale in Windermere 34786 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere 34786 homes for sale.

Location: Windermere , 34786

Sort:
  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,175,00055 Days on yellowkey   MLS ID: S5147648

    REDUCED by $75,000 (6.0%) on 04/27/2026

    For Sale S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786 44 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1999   Tax: $5,631 (2024)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,907 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786

    $3,195,000116 Days on yellowkey   MLS ID: O6380812

    1 Days Off yellowkey (back on 5/2/2026)

    For Sale O6380812 - 9940 GROSVENOR POINTE CIR, WINDERMERE, FL 34786 50 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5071
       Built: 2014
    Monthly Fee: $283
       Tax: $29,036 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,209 (change assumption)
    Mortgage ($17,506) + Fees ($283) + Taxes in 2024 ($2,420)


    Taxes:$29,036

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $6,000,000154 Days on yellowkey   MLS ID: O6370294

    REDUCED by $150,000 (2.4%) on 05/01/2026

    For Sale O6370294 - 9725 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 61 photos

    Bed: 7   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 8000
       Built: 1999
    Monthly Fee: $1,043
       Tax: $29,046 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36,339 (change assumption)
    Mortgage ($32,876) + Fees ($1,043) + Taxes in 2024 ($2,421)


    Taxes:$29,046

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 12761 HOLDENBURY LN, WINDERMERE, FL 34786

    $529,90077 Days on yellowkey   MLS ID: O6392337

    0 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $10,000 (1.9%) on 04/25/2026

    For Sale O6392337 - 12761 HOLDENBURY LN, WINDERMERE, FL 34786 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2380
       Built: 2002
    Monthly Fee: $82
       Tax: $3,561 (2025)
    Community: Lakes/Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,903) + Fees ($82) + Taxes in 2025 ($297)


    Taxes:$3,561

    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

    $850,000245 Days on yellowkey   MLS ID: S5135795

    REDUCED by $49,000 (5.5%) on 04/07/2026

    For Sale S5135795 - 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786 45 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: $5,695 (change assumption)
    Mortgage ($4,657) + 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


  • 9319 WOODBREEZE BLVD, WINDERMERE, FL 34786

    $554,555102 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


  • 12353 VIA DERNA PL, WINDERMERE, FL 34786

    $465,00067 Days on yellowkey   MLS ID: O6392401

    For Sale O6392401 - 12353 VIA DERNA PL, WINDERMERE, FL 34786 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1974
       Built: 2014
    Monthly Fee: $316
       Tax: $4,282 (2025)
    Community: Carrington
    Townhouse


    Estimated Monthly Payment: $3,221 (change assumption)
    Mortgage ($2,548) + Fees ($316) + Taxes in 2025 ($357)


    Taxes:$4,282

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5036 LATROBE DR, WINDERMERE, FL 34786

    $4,900,000245 Days on yellowkey   MLS ID: O6346003

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

    For Sale O6346003 - 5036 LATROBE DR, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5548
       Built: 1990
    Monthly Fee: $1,224
       Tax: $17,326 (2024)
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $29,516 (change assumption)
    Mortgage ($26,849) + Fees ($1,224) + Taxes in 2024 ($1,444)


    Taxes:$17,326

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 8323 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $590,00065 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


  • 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786

    $5,900,000270 Days on yellowkey   MLS ID: O6341883

    REDUCED by $495,000 (7.7%) on 04/28/2026

    For Sale O6341883 - 9639 WESTOVER ROBERTS RD, WINDERMERE, FL 34786 78 photos

    Bed: 5   Bath: 8.5   Gar: 7
    Liv Area Sq Ft: 11861
       Built: 2017   Tax: $50,738 (2024)
    Community: Gotha Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36,556 (change assumption)
    Mortgage ($32,328) + Taxes in 2024 ($4,228)


    Taxes:$50,738

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 11410 RAPALLO LN, WINDERMERE, FL 34786

    $760,000532 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


  • 17538 BLACK RAIL ST, WINDERMERE, FL 34786

    $1,390,000245 Days on yellowkey   MLS ID: O6349325

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

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4522
       Built: 2014
    Monthly Fee: $167
       Tax: $16,404 (2024)
    Community: Enclave
    Single Family


    Estimated Monthly Payment: $9,150 (change assumption)
    Mortgage ($7,616) + Fees ($167) + Taxes in 2024 ($1,367)


    Taxes:$16,404

    Elementary School: None

    High School: Windermere High School

    Tax Year: 2024

    Middle School: None


  • 9259 TIBET POINTE CIR, WINDERMERE, FL 34786

    $6,499,000374 Days on yellowkey   MLS ID: O6312645

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6312645 - 9259 TIBET POINTE CIR, WINDERMERE, FL 34786 70 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6257
       Built: 2007
    Monthly Fee: $298
       Tax: $35,727 (2024)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,885 (change assumption)
    Mortgage ($35,610) + Fees ($298) + Taxes in 2024 ($2,977)


    Taxes:$35,727

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14255 SONCO AVE, WINDERMERE, FL 34786

    $849,90076 Days on yellowkey   MLS ID: O6392262

    REDUCED by $25,000 (2.9%) on 04/25/2026

    For Sale O6392262 - 14255 SONCO AVE, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2006
    Monthly Fee: $130
       Tax: $11,194 (2025)
    Community: Summerport
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,720 (change assumption)
    Mortgage ($4,657) + Fees ($130) + Taxes in 2025 ($933)


    Taxes:$11,194

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13542 GORGONA ISLE DR, WINDERMERE, FL 34786

    $895,00084 Days on yellowkey   MLS ID: O6390582

    REDUCED by $55,000 (5.8%) on 04/25/2026

    For Sale O6390582 - 13542 GORGONA ISLE DR, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2018
    Monthly Fee: $268
       Tax: $9,762 (2024)
    Community: Windermere Isle
    Single Family


    Estimated Monthly Payment: $5,985 (change assumption)
    Mortgage ($4,904) + Fees ($268) + Taxes in 2024 ($814)


    Taxes:$9,762

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6149 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $10,900,000207 Days on yellowkey   MLS ID: O6356355

    For Sale O6356355 - 6149 GROSVENOR SHORE DR, WINDERMERE, FL 34786 75 photos

    Bed: 6   Bath: 7.0   Gar: 7
    Liv Area Sq Ft: 6783
       Built: 2013
    Monthly Fee: $298
       Tax: $57,807 (2023)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $64,840 (change assumption)
    Mortgage ($59,725) + Fees ($298) + Taxes in 2023 ($4,817)


    Taxes:$57,807

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Bridgewater Middle


  • 7137 BEEK ST, WINDERMERE, FL 34786

    $550,00050 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


  • 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $650,00044 Days on yellowkey   MLS ID: O6401639

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6401639 - 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3015
       Built: 2019
    Monthly Fee: $161
       Tax: $10,719 (2025)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,562) + Fees ($161) + Taxes in 2025 ($893)


    Taxes:$10,719

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12210 LANGSTAFF DR, WINDERMERE, FL 34786

    $385,00047 Days on yellowkey   MLS ID: O6400117

    INCREASED by $10,000 (2.7%) on 04/20/2026

    For Sale O6400117 - 12210 LANGSTAFF DR, WINDERMERE, FL 34786 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2012
    Monthly Fee: $200
       Tax: $5,725 (2025)
    Community: Lakes/Windermer Lake Reams Twnhm
    Townhouse


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,110) + Fees ($200) + Taxes in 2025 ($477)


    Taxes:$5,725

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9713 ENDICOTT CT, WINDERMERE, FL 34786

    $5,250,00049 Days on yellowkey   MLS ID: O6393891

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6393891 - 9713 ENDICOTT CT, WINDERMERE, FL 34786 100 photos

    Bed: 6   Bath: 7.0   Gar: 6
    Liv Area Sq Ft: 7818
       Built: 2007
    Monthly Fee: $313
       Tax: $66,793 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $34,646 (change assumption)
    Mortgage ($28,766) + Fees ($313) + Taxes in 2025 ($5,566)


    Taxes:$66,793

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for 34786 Homes for Sale and Other Windermere Real Estate?

34786, Windermere home, townhome, condo, villa, and other listing rental 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 houses for sale in the 34786 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34786, Windermere real estate. 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 34786, Windermere 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.