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Windermere Homes For Sale & Real Estate - 265 homes

Windermere homes for sale are located in Orange County, Florida. Find homes in Windermere for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere houses.

Location: Windermere

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  • 8236 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $1,190,00052 Days on yellowkey   MLS ID: O6383546

    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: $7,893 (change assumption)
    Mortgage ($6,520) + 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


  • 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786

    $445,00011 Days on yellowkey   MLS ID: O6395582

    For Sale O6395582 - 7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2015
    Monthly Fee: $240
       Tax: $6,847 (2025)
    Community: Lake Burden South Ph 2 #35 36
    Townhouse


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,438) + Fees ($240) + Taxes in 2025 ($571)


    Taxes:$6,847

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6343 MERRICK LANDING BLVD, WINDERMERE, FL 34786

    $325,000114 Days on yellowkey   MLS ID: O6368529

    For Sale O6368529 - 6343 MERRICK LANDING BLVD, WINDERMERE, FL 34786 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1068
       Built: 2003
    Monthly Fee: $300
       Tax: $4,465 (2024)
    Community: Merrick Landing
    Townhouse


    Estimated Monthly Payment: $2,453 (change assumption)
    Mortgage ($1,781) + Fees ($300) + Taxes in 2024 ($372)


    Taxes:$4,465

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786

    $1,700,0005 Days on yellowkey   MLS ID: O6397273

    For Sale O6397273 - 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786 57 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4572
       Built: 2006
    Monthly Fee: $317
       Tax: $12,584 (2025)
    Community: Tildens Grove Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,680 (change assumption)
    Mortgage ($9,315) + Fees ($317) + Taxes in 2025 ($1,049)


    Taxes:$12,584

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11564 MIZZON DR #903, WINDERMERE, FL 34786

    $339,0001 Day on yellowkey   MLS ID: O6398388

    For Sale O6398388 - 11564 MIZZON DR #903, WINDERMERE, FL 34786 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2006   Tax: $4,561 (2025)
    Community: Lakeside/Lks/Windermere Ph 9
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Sunshine Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 715 MAGNOLIA ST, WINDERMERE, FL 34786

    $1,250,0001 Day on yellowkey   MLS ID: S5147648

    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: $7,318 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($469)


    Taxes:$5,631

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 1703 ROBERTS LANDING RD, WINDERMERE, FL 34786

    $1,520,000205 Days on yellowkey   MLS ID: O6346120

    For Sale O6346120 - 1703 ROBERTS LANDING RD, WINDERMERE, FL 34786 63 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3288
       Built: 1996   Tax: $17,269 (2024)
    Community: Roberts Landing
    Single Family


    Estimated Monthly Payment: $9,768 (change assumption)
    Mortgage ($8,329) + Taxes in 2024 ($1,439)


    Taxes:$17,269

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 4301 DOWN POINT LN, WINDERMERE, FL 34786

    $2,950,0001 Day on yellowkey   MLS ID: O6398366

    For Sale O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786 61 photos

    Bed: 5   Bath: 4.0   Gar: 6
    Liv Area Sq Ft: 7153
       Built: 1983   Tax: $19,012 (2025)
    Community: Down Point Sub
    Single Family


    Estimated Monthly Payment: $17,748 (change assumption)
    Mortgage ($16,164) + Taxes in 2025 ($1,584)


    Taxes:$19,012

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Chain of Lakes Middle


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $719,99966 Days on yellowkey   MLS ID: S5142930

    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: $4,494 (change assumption)
    Mortgage ($3,945) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786

    $825,00010 Days on yellowkey   MLS ID: O6396295

    For Sale O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3697
       Built: 2015
    Monthly Fee: $130
       Tax: $8,724 (2025)
    Community: Stillwater Xings Prcl Sc-13 Ph
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,520) + Fees ($130) + Taxes in 2025 ($727)


    Taxes:$8,724

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13304 BELLARIA CIR, WINDERMERE, FL 34786

    $2,868,00014 Days on yellowkey   MLS ID: O6391558

    For Sale O6391558 - 13304 BELLARIA CIR, WINDERMERE, FL 34786 69 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4920
       Built: 2013
    Monthly Fee: $483
       Tax: $30,699 (2025)
    Community: Bellaria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,756 (change assumption)
    Mortgage ($15,715) + Fees ($483) + Taxes in 2025 ($2,558)


    Taxes:$30,699

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14383 CREST PALM AVE, WINDERMERE, FL 34786

    $1,166,99079 Days on yellowkey   MLS ID: G5107222

    For Sale G5107222 - 14383 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $245
       Tax: $2,489 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($6,394) + Fees ($245) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14354 CREST PALM AVE, WINDERMERE, FL 34786

    $1,119,99097 Days on yellowkey   MLS ID: G5106241

    For Sale G5106241 - 14354 CREST PALM AVE, WINDERMERE, FL 34786 51 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3542
       Built: 2025
    Monthly Fee: $245
       Tax: $1,309 (2025)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,491 (change assumption)
    Mortgage ($6,137) + 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


  • 8724 PEACHTREE PARK CT, WINDERMERE, FL 34786

    $850,000192 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


  • 13124 FILLY CT, WINDERMERE, FL 34786

    $1,575,000353 Days on yellowkey   MLS ID: O6303140

    For Sale O6303140 - 13124 FILLY CT, WINDERMERE, FL 34786 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3300
       Built: 1989
    Monthly Fee: $46
       Tax: $15,459 (2024)
    Community: Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,964 (change assumption)
    Mortgage ($8,630) + Fees ($46) + Taxes in 2024 ($1,288)


    Taxes:$15,459

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14347 CREST PALM AVE, WINDERMERE, FL 34786

    $1,108,990390 Days on yellowkey   MLS ID: G5094526

    For Sale G5094526 - 14347 CREST PALM AVE, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2025
    Monthly Fee: $275
       Tax: $1,309 (2023)
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $6,461 (change assumption)
    Mortgage ($6,077) + Fees ($275) + Taxes in 2023 ($109)


    Taxes:$1,309

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Horizon West Middle School


  • 14236 OASIS COVE BLVD, WINDERMERE, FL 34786

    $379,90013 Days on yellowkey   MLS ID: O6395058

    REDUCED by $4,400 (1.1%) on 04/12/2026

    For Sale O6395058 - 14236 OASIS COVE BLVD, WINDERMERE, FL 34786 70 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1512
       Built: 2011
    Monthly Fee: $541
       Tax: $3,995 (2025)
    Community: Oasis Cove At Lakeside Village
    Townhouse


    Estimated Monthly Payment: $2,956 (change assumption)
    Mortgage ($2,082) + Fees ($541) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 3328 WAX BERRY CT, WINDERMERE, FL 34786

    $925,000167 Days on yellowkey   MLS ID: O6355868

    For Sale O6355868 - 3328 WAX BERRY CT, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1984
    Monthly Fee: $21
       Tax: $10,867 (2024)
    Community: Lake Butler Estates
    Single Family


    Estimated Monthly Payment: $5,995 (change assumption)
    Mortgage ($5,068) + Fees ($21) + Taxes in 2024 ($906)


    Taxes:$10,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $800,000201 Days on yellowkey   MLS ID: O6332989

    For Sale O6332989 - 8337 VIVARO ISLE WAY, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3294
       Built: 2018
    Monthly Fee: $268
       Tax: $6,438 (2024)
    Community: Windermere Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,383) + Fees ($268) + Taxes in 2024 ($537)


    Taxes:$6,438

    Elementary School: Castleview Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 9548 CROWN PRINCE LN, WINDERMERE, FL 34786

    $1,450,00044 Days on yellowkey   MLS ID: S5144606

    REDUCED by $10,000 (0.7%) on 04/12/2026

    For Sale S5144606 - 9548 CROWN PRINCE LN, WINDERMERE, FL 34786 22 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3997
       Built: 1999
    Monthly Fee: $108
       Tax: $8,883 (2024)
    Community: Windsor Hill
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,945) + Fees ($108) + Taxes in 2024 ($740)


    Taxes:$8,883

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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

Windermere home, townhome, condo, villa, and other listing sales 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 Windermere . You can use our website to view Multiple Listing Service (MLS) data on 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 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.