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 - 296 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:
  • 9011 PINNACLE CIR, WINDERMERE, FL 34786

    $2,250,00032 Days on yellowkey   MLS ID: O6400872

    For Sale O6400872 - 9011 PINNACLE CIR, WINDERMERE, FL 34786 53 photos

    Bed: 5   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 6546
       Built: 2002
    Monthly Fee: $172
       Tax: $23,090 (2025)
    Community: Lake Down Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,425 (change assumption)
    Mortgage ($12,328) + Fees ($172) + Taxes in 2025 ($1,924)


    Taxes:$23,090

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $3,195,000114 Days on yellowkey   MLS ID: O6376859

    REDUCED by $300,000 (8.6%) on 05/15/2026

    For Sale O6376859 - 5538 W LAKE BUTLER RD, WINDERMERE, FL 34786 71 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6000
       Built: 1982
    Monthly Fee: $67
       Tax: $25,546 (2025)
    Community: Kelso On Lake Butler
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,702 (change assumption)
    Mortgage ($17,506) + Fees ($67) + Taxes in 2025 ($2,129)


    Taxes:$25,546

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786

    $469,00059 Days on yellowkey   MLS ID: O6392752

    REDUCED by $10,000 (2.1%) on 04/23/2026

    For Sale O6392752 - 6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2008
    Monthly Fee: $315
       Tax: $3,248 (2025)
    Community: Preston Square
    Townhouse


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,570) + Fees ($315) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,0007 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


  • 505 JENNIFER LN, WINDERMERE, FL 34786

    $2,199,00084 Days on yellowkey   MLS ID: O6384643

    4 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $51,000 (2.3%) on 04/28/2026

    For Sale O6384643 - 505 JENNIFER LN, WINDERMERE, FL 34786 95 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3525
       Built: 1989
    Monthly Fee: $333
       Tax: $7,624 (2024)
    Community: Windermere Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,017 (change assumption)
    Mortgage ($12,049) + Fees ($333) + Taxes in 2024 ($635)


    Taxes:$7,624

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $2,380,00053 Days on yellowkey   MLS ID: S5146178

    For Sale S5146178 - 1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5448
       Built: 2019
    Monthly Fee: $250
       Tax: $1,982 (2025)
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $13,456 (change assumption)
    Mortgage ($13,041) + Fees ($250) + Taxes in 2025 ($165)


    Taxes:$1,982

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786

    $1,500,00036 Days on yellowkey   MLS ID: O6399697

    1 Days Off yellowkey (back on 5/15/2026)

    For Sale O6399697 - 5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4319
       Built: 2002
    Monthly Fee: $183
       Tax: $16,530 (2025)
    Community: Oxford Moor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,779 (change assumption)
    Mortgage ($8,219) + Fees ($183) + Taxes in 2025 ($1,378)


    Taxes:$16,530

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1554 LAKE RHEA DR, WINDERMERE, FL 34786

    $1,400,00014 Days on yellowkey   MLS ID: O6406297

    For Sale O6406297 - 1554 LAKE RHEA DR, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3427
       Built: 2004
    Monthly Fee: $241
       Tax: $9,102 (2025)
    Community: Reserve At Belmere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,671 (change assumption)
    Mortgage ($7,671) + Fees ($241) + Taxes in 2025 ($759)


    Taxes:$9,102

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2219 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,299,00033 Days on yellowkey   MLS ID: O6400508

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $50,000 (3.7%) on 05/04/2026

    For Sale O6400508 - 2219 RIDGEWIND WAY, WINDERMERE, FL 34786 45 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 1997
    Monthly Fee: $218
       Tax: $10,027 (2024)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $8,171 (change assumption)
    Mortgage ($7,118) + Fees ($218) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 212 W 1ST AVE, WINDERMERE, FL 34786

    $3,900,00025 Days on yellowkey   MLS ID: S5148430

    INCREASED by $2,300,000 (143.8%) on 05/13/2026

    For Sale S5148430 - 212 W 1ST AVE, WINDERMERE, FL 34786 11 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2026   Tax: $12,463 (2025)
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,408 (change assumption)
    Mortgage ($21,369) + Taxes in 2025 ($1,039)


    Taxes:$12,463

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 12132 MONTALCINO CIR, WINDERMERE, FL 34786

    $3,790,000198 Days on yellowkey   MLS ID: O6319854

    REDUCED by $160,000 (4.1%) on 05/13/2026

    For Sale O6319854 - 12132 MONTALCINO CIR, WINDERMERE, FL 34786 90 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 5709
       Built: 2016
    Monthly Fee: $242
       Tax: $38,798 (2024)
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $24,242 (change assumption)
    Mortgage ($20,767) + Fees ($242) + Taxes in 2024 ($3,233)


    Taxes:$38,798

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 14368 DESERT HAVEN ST #4106, WINDERMERE, FL 34786

    $360,00046 Days on yellowkey   MLS ID: O6396784

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6396784 - 14368 DESERT HAVEN ST #4106, WINDERMERE, FL 34786 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2013
    Monthly Fee: $541
       Tax: $3,885 (2025)
    Community: Oasis Cove Ii/Lakeside Village #Xi
    Spa: No

    Condo


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($1,973) + Fees ($541) + Taxes in 2025 ($324)


    Taxes:$3,885

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11866 CAMDEN PARK DR, WINDERMERE, FL 34786

    $959,90078 Days on yellowkey   MLS ID: O6381558

    REDUCED by $25,000 (2.5%) on 05/14/2026

    For Sale O6381558 - 11866 CAMDEN PARK DR, WINDERMERE, FL 34786 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $298
       Tax: $13,742 (2025)
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $6,703 (change assumption)
    Mortgage ($5,260) + Fees ($298) + Taxes in 2025 ($1,145)


    Taxes:$13,742

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $440,00016 Days on yellowkey   MLS ID: S5149402

    For Sale S5149402 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1742
       Built: 2016
    Monthly Fee: $347
       Tax: $6,515 (2025)
    Community: Windermere Sound Ph 2
    Townhouse


    Estimated Monthly Payment: $3,301 (change assumption)
    Mortgage ($2,411) + Fees ($347) + Taxes in 2025 ($543)


    Taxes:$6,515

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6820 THORNHILL CIR, WINDERMERE, FL 34786

    $520,00033 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


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $649,000105 Days on yellowkey   MLS ID: S5142930

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $40,000 (5.8%) on 05/07/2026

    For Sale S5142930 - 6840 HELMSLEY CIR, WINDERMERE, FL 34786 76 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2009
    Monthly Fee: $129
       Tax: $5,044 (2024)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,556) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2127 LILYPAD LN, WINDERMERE, FL 34786

    $1,250,00021 Days on yellowkey   MLS ID: O6403899

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6403899 - 2127 LILYPAD LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3349
       Built: 1989
    Monthly Fee: $122
       Tax: $10,870 (2025)
    Community: Willows At Lake Rhea Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,849) + Fees ($122) + Taxes in 2025 ($906)


    Taxes:$10,870

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9648 WEATHERSTONE CT, WINDERMERE, FL 34786

    $2,500,00032 Days on yellowkey   MLS ID: O6400680

    For Sale O6400680 - 9648 WEATHERSTONE CT, WINDERMERE, FL 34786 65 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4482
       Built: 2000
    Monthly Fee: $227
       Tax: $20,450 (2025)
    Community: Weatherstone On Lake Olivia
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,629 (change assumption)
    Mortgage ($13,698) + Fees ($227) + Taxes in 2025 ($1,704)


    Taxes:$20,450

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 81 OAKDALE ST, WINDERMERE, FL 34786

    $2,300,000186 Days on yellowkey   MLS ID: S5138567

    For Sale S5138567 - 81 OAKDALE ST, WINDERMERE, FL 34786 87 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4284
       Built: 2001   Tax: $24,940 (2025)
    Community: Davis Shores
    Single Family


    Estimated Monthly Payment: $14,681 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($2,078)


    Taxes:$24,940

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786

    $322,000127 Days on yellowkey   MLS ID: TB8465266

    REDUCED by $3,000 (0.9%) on 05/14/2026

    For Sale TB8465266 - 8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,422 (2024)
    Community: Lakeside/Lks/Windermere Ph 3
    Condo


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($1,764) + Taxes in 2024 ($368)


    Taxes:$4,422

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.