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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 5 to 5

Winter Garden - 138 properties found

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  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,00067 Days on yellowkey   MLS ID: O6385247

    2 Days Off yellowkey (back on 4/20/2026)

    For Sale O6385247 - 2131 TALL OAK DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3282
       Built: 2000
    Monthly Fee: $92
       Tax: $8,475 (2024)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $5,675 (change assumption)
    Mortgage ($4,877) + Fees ($92) + Taxes in 2024 ($706)


    Taxes:$8,475

    Elementary School: Whispering Oak Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,00088 Days on yellowkey   MLS ID: O6376609

    For Sale O6376609 - 14345 WABASSO LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2878
       Built: 2022
    Monthly Fee: $192
       Tax: $10,615 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,104 (change assumption)
    Mortgage ($4,027) + Fees ($192) + Taxes in 2025 ($885)


    Taxes:$10,615

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $755,00063 Days on yellowkey   MLS ID: O6386488

    REDUCED by $5,000 (0.7%) on 04/20/2026

    For Sale O6386488 - 9459 JAYWOOD RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $261
       Tax: $6,669 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $4,954 (change assumption)
    Mortgage ($4,137) + Fees ($261) + Taxes in 2025 ($556)


    Taxes:$6,669

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $750,00019 Days on yellowkey   MLS ID: S5147897

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale S5147897 - 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787 85 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3412
       Built: 2003
    Monthly Fee: $115
       Tax: $5,047 (2025)
    Community: Windward Cay 48 125
    Single Family


    Estimated Monthly Payment: $4,645 (change assumption)
    Mortgage ($4,109) + Fees ($115) + Taxes in 2025 ($421)


    Taxes:$5,047

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,325,00056 Days on yellowkey   MLS ID: O6383438

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $25,000 (1.9%) on 04/08/2026

    For Sale O6383438 - 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4490
       Built: 2019
    Monthly Fee: $300
       Tax: $12,519 (2024)
    Community: Canopy Oaks Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,603 (change assumption)
    Mortgage ($7,260) + Fees ($300) + Taxes in 2024 ($1,043)


    Taxes:$12,519

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $916,00016 Days on yellowkey   MLS ID: O6400451

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,293 (change assumption)
    Mortgage ($5,019) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,00067 Days on yellowkey   MLS ID: O6386008

    For Sale O6386008 - 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2023
    Monthly Fee: $281
       Tax: $497 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,295 (change assumption)
    Mortgage ($3,973) + Fees ($281) + Taxes in 2024 ($41)


    Taxes:$497

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10472 PETRILLO WAY, WINTER GARDEN, FL 34787

    $1,065,00080 Days on yellowkey   MLS ID: O6382263

    For Sale O6382263 - 10472 PETRILLO WAY, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4025
       Built: 2022
    Monthly Fee: $102
       Tax: $12,049 (2025)
    Community: Winding Bay Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,942 (change assumption)
    Mortgage ($5,835) + Fees ($102) + Taxes in 2025 ($1,004)


    Taxes:$12,049

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 813 MARSH REED DR, WINTER GARDEN, FL 34787

    $609,000314 Days on yellowkey   MLS ID: O6321149

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6321149 - 813 MARSH REED DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3148
       Built: 2015
    Monthly Fee: $128
       Tax: $8,220 (2024)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,337) + Fees ($128) + Taxes in 2024 ($685)


    Taxes:$8,220

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787

    $1,199,90060 Days on yellowkey   MLS ID: O6385964

    INCREASED by $80,900 (7.2%) on 04/02/2026

    For Sale O6385964 - 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 2000
    Monthly Fee: $83
       Tax: $5,551 (2024)
    Community: Courtlea Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,120 (change assumption)
    Mortgage ($6,575) + Fees ($83) + Taxes in 2024 ($463)


    Taxes:$5,551

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,000101 Days on yellowkey   MLS ID: O6376353

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

    For Sale O6376353 - 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3557
       Built: 2021
    Monthly Fee: $127
       Tax: $9,898 (2024)
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $6,294 (change assumption)
    Mortgage ($5,342) + Fees ($127) + Taxes in 2024 ($825)


    Taxes:$9,898

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787

    $969,00096 Days on yellowkey   MLS ID: O6377688

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6377688 - 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2024
    Monthly Fee: $85
       Tax: $2,836 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,631 (change assumption)
    Mortgage ($5,309) + Fees ($85) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,200,00018 Days on yellowkey   MLS ID: O6399227

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,556 (change assumption)
    Mortgage ($6,575) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $849,90035 Days on yellowkey   MLS ID: G5110319

    REDUCED by $43,000 (4.8%) on 04/16/2026

    For Sale G5110319 - 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3954
       Built: 2005
    Monthly Fee: $243
       Tax: $5,889 (2025)
    Community: Stoneybrook West Un 06
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,391 (change assumption)
    Mortgage ($4,657) + Fees ($243) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1490 STONE ARROW CT, WINTER GARDEN, FL 34787

    $574,000114 Days on yellowkey   MLS ID: S5141442

    0 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $5,000 (0.9%) on 04/16/2026

    For Sale S5141442 - 1490 STONE ARROW CT, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3248
       Built: 2019
    Monthly Fee: $105
       Tax: $9,401 (2024)
    Community: Oakland Trls Ph 2
    Single Family


    Estimated Monthly Payment: $4,034 (change assumption)
    Mortgage ($3,145) + Fees ($105) + Taxes in 2024 ($783)


    Taxes:$9,401

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 815 BURLAND CIR, WINTER GARDEN, FL 34787

    $575,900138 Days on yellowkey   MLS ID: O6368127

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6368127 - 815 BURLAND CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2994
       Built: 2005
    Monthly Fee: $53
       Tax: $8,110 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,884 (change assumption)
    Mortgage ($3,156) + Fees ($53) + Taxes in 2025 ($676)


    Taxes:$8,110

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14423 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,999117 Days on yellowkey   MLS ID: O6368408

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

    For Sale O6368408 - 14423 WABASSO LOOP, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3630
       Built: 2023
    Monthly Fee: $217
       Tax: $12,742 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($4,931) + Fees ($217) + Taxes in 2024 ($1,062)


    Taxes:$12,742

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787

    $965,00073 Days on yellowkey   MLS ID: O6383910

    REDUCED by $25,000 (2.5%) on 04/06/2026

    For Sale O6383910 - 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2023
    Monthly Fee: $83
       Tax: $11,862 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,359 (change assumption)
    Mortgage ($5,288) + Fees ($83) + Taxes in 2024 ($989)


    Taxes:$11,862

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15161 CANOE PL, WINTER GARDEN, FL 34787

    $1,200,00020 Days on yellowkey   MLS ID: O6398949

    For Sale O6398949 - 15161 CANOE PL, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3816
       Built: 2019
    Monthly Fee: $385
       Tax: $13,235 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $8,063 (change assumption)
    Mortgage ($6,575) + Fees ($385) + Taxes in 2025 ($1,103)


    Taxes:$13,235

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $699,97020 Days on yellowkey   MLS ID: G5110993

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110993 - 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3122
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,835) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle






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.