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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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  • 3208 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $1,049,9009 Days on yellowkey   MLS ID: O6402332

    For Sale O6402332 - 3208 SAILING PIER AVE, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3998
       Built: 2023
    Monthly Fee: $208
       Tax: $12,135 (2024)
    Community: Ests/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $6,972 (change assumption)
    Mortgage ($5,753) + Fees ($208) + Taxes in 2024 ($1,011)


    Taxes:$12,135

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $882,93242 Days on yellowkey   MLS ID: O6392975

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

    For Sale O6392975 - 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3101
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($4,838) + Fees ($140) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,00053 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,000324 Days on yellowkey   MLS ID: S5129072

    For Sale S5129072 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $172
       Tax: $10,554 (2024)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,777 (change assumption)
    Mortgage ($3,726) + Fees ($172) + Taxes in 2024 ($880)


    Taxes:$10,554

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,00027 Days on yellowkey   MLS ID: O6392351

    For Sale O6392351 - 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3793
       Built: 2018
    Monthly Fee: $190
       Tax: $7,249 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($4,657) + Fees ($190) + Taxes in 2025 ($604)


    Taxes:$7,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787

    $786,86866 Days on yellowkey   MLS ID: O6382140

    REDUCED by $7,132 (0.9%) on 04/21/2026

    For Sale O6382140 - 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3324
       Built: 2022
    Monthly Fee: $70
       Tax: $7,567 (2025)
    Community: Lake Apopka Sound
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,311) + Fees ($70) + Taxes in 2025 ($631)


    Taxes:$7,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $774,00069 Days on yellowkey   MLS ID: G5108709

    REDUCED by $10,000 (1.3%) on 04/24/2026

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,286 (change assumption)
    Mortgage ($4,241) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $949,99971 Days on yellowkey   MLS ID: O6384645

    REDUCED by $25,001 (2.6%) on 04/20/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $6,010 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787

    $1,100,00046 Days on yellowkey   MLS ID: O6390971

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

    REDUCED by $50,000 (4.3%) on 03/31/2026

    For Sale O6390971 - 15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3556
       Built: 2023
    Monthly Fee: $128
       Tax: $10,299 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $7,013 (change assumption)
    Mortgage ($6,027) + Fees ($128) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8807 SONOMA COAST, WINTER GARDEN, FL 34787

    $799,90053 Days on yellowkey   MLS ID: O6388886

    REDUCED by $19,100 (2.3%) on 04/24/2026

    For Sale O6388886 - 8807 SONOMA COAST, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2022
    Monthly Fee: $261
       Tax: $9,520 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,437 (change assumption)
    Mortgage ($4,383) + Fees ($261) + Taxes in 2025 ($793)


    Taxes:$9,520

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $676,24511 Days on yellowkey   MLS ID: G5111448

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale G5111448 - 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2680
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,705) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $1,099,00049 Days on yellowkey   MLS ID: O6390518

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale O6390518 - 14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4661
       Built: 2018
    Monthly Fee: $210
       Tax: $14,115 (2025)
    Community: Oxford Chase
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,408 (change assumption)
    Mortgage ($6,022) + Fees ($210) + Taxes in 2025 ($1,176)


    Taxes:$14,115

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $799,99066 Days on yellowkey   MLS ID: S5144786

    5 Days Off yellowkey (back on 4/23/2026)

    For Sale S5144786 - 13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2026
    Monthly Fee: $125
       Tax: $500 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,550 (change assumption)
    Mortgage ($4,383) + Fees ($125) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $558,000125 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,989 (change assumption)
    Mortgage ($3,057) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 650 SETTING SUN DR, WINTER GARDEN, FL 34787

    $740,00047 Days on yellowkey   MLS ID: O6390644

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

    For Sale O6390644 - 650 SETTING SUN DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3605
       Built: 2006
    Monthly Fee: $123
       Tax: $9,067 (2025)
    Community: Black Lake Park Ph 01
    Single Family


    Estimated Monthly Payment: $4,933 (change assumption)
    Mortgage ($4,055) + Fees ($123) + Taxes in 2025 ($756)


    Taxes:$9,067

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $875,00072 Days on yellowkey   MLS ID: O6384565

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,194 (change assumption)
    Mortgage ($4,794) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14014 LANYARD WAY, WINTER GARDEN, FL 34787

    $778,20613 Days on yellowkey   MLS ID: G5111358

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

    For Sale G5111358 - 14014 LANYARD WAY, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($4,264) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 11223 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $819,99080 Days on yellowkey   MLS ID: O6382359

    REDUCED by $9,746 (1.2%) on 04/22/2026

    For Sale O6382359 - 11223 HOLLOW BAY DR, WINTER GARDEN, FL 34787 10 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,909 (change assumption)
    Mortgage ($4,493) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787

    $1,246,000285 Days on yellowkey   MLS ID: O6329696

    For Sale O6329696 - 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3347
       Built: 2014
    Monthly Fee: $195
       Tax: $552 (2024)
    Community: Signature Lakes Parcel 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,068 (change assumption)
    Mortgage ($6,827) + Fees ($195) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12529 DALLINGTON TER, WINTER GARDEN, FL 34787

    $884,99014 Days on yellowkey   MLS ID: O6400678

    For Sale O6400678 - 12529 DALLINGTON TER, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2006
    Monthly Fee: $130
       Tax: $6,735 (2025)
    Community: Foxcrest A-N & P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,540 (change assumption)
    Mortgage ($4,849) + Fees ($130) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.