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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 316 properties found

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  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000201 Days on yellowkey   MLS ID: O6365057

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,068) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99027 Days on yellowkey   MLS ID: O6411217

    For Sale O6411217 - 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,534) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787

    $607,67918 Days on yellowkey   MLS ID: O6414276

    For Sale O6414276 - 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,115 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,185 (change assumption)
    Mortgage ($3,330) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,115

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000260 Days on yellowkey   MLS ID: O6348822

    REDUCED by $20,000 (3.9%) on 04/16/2026

    For Sale O6348822 - 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $103
       Tax: $4,770 (2024)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,734) + Fees ($103) + Taxes in 2024 ($397)


    Taxes:$4,770

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $729,90052 Days on yellowkey   MLS ID: O6400896

    REDUCED by $20,000 (2.7%) on 06/14/2026

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,688 (change assumption)
    Mortgage ($3,999) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16545 BROADWATER AVE, WINTER GARDEN, FL 34787

    $849,900105 Days on yellowkey   MLS ID: O6389243

    REDUCED by $5,000 (0.6%) on 06/08/2026

    For Sale O6389243 - 16545 BROADWATER AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3036
       Built: 2017
    Monthly Fee: $184
       Tax: $3,668 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,657) + Fees ($184) + Taxes in 2024 ($306)


    Taxes:$3,668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $549,90046 Days on yellowkey   MLS ID: O6405328

    REDUCED by $20,000 (3.5%) on 06/11/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2517
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($3,013) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,699,000109 Days on yellowkey   MLS ID: O6387519

    REDUCED by $26,000 (1.5%) on 06/14/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $208
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,753 (change assumption)
    Mortgage ($9,309) + Fees ($208) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $769,99010 Days on yellowkey   MLS ID: G5113736

    For Sale G5113736 - 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($4,219) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,000183 Days on yellowkey   MLS ID: S5140531

    REDUCED by $20,000 (2.7%) on 06/13/2026

    SHORT SALE S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,415 (change assumption)
    Mortgage ($3,973) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,00021 Days on yellowkey   MLS ID: S5151079

    For Sale S5151079 - 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2002
    Monthly Fee: $46
       Tax: $2,815 (2025)
    Community: Stone Creek 44/131
    Single Family


    Estimated Monthly Payment: $2,894 (change assumption)
    Mortgage ($2,614) + Fees ($46) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787

    $469,90022 Days on yellowkey   MLS ID: O6407815

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6407815 - 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2348
       Built: 2005
    Monthly Fee: $55
       Tax: $7,220 (2025)
    Community: Winter Garden Trls 01-3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,575) + Fees ($55) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: William Frangus Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787

    $649,99025 Days on yellowkey   MLS ID: O6410350

    For Sale O6410350 - 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2021
    Monthly Fee: $221
       Tax: $8,394 (2025)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,482 (change assumption)
    Mortgage ($3,562) + Fees ($221) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $545,00047 Days on yellowkey   MLS ID: O6402423

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,668 (change assumption)
    Mortgage ($2,986) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 705 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $1,275,00050 Days on yellowkey   MLS ID: O6403363

    REDUCED by $25,000 (1.9%) on 06/08/2026

    For Sale O6403363 - 705 GARDEN WEST TER, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2020
    Monthly Fee: $232
       Tax: $10,345 (2025)
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $8,080 (change assumption)
    Mortgage ($6,986) + Fees ($232) + Taxes in 2025 ($862)


    Taxes:$10,345

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $535,00019 Days on yellowkey   MLS ID: G5113349

    For Sale G5113349 - 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $243
       Tax: $6,801 (2025)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $3,741 (change assumption)
    Mortgage ($2,931) + Fees ($243) + Taxes in 2025 ($567)


    Taxes:$6,801

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $680,00034 Days on yellowkey   MLS ID: O6409467

    REDUCED by $10,000 (1.4%) on 06/11/2026

    For Sale O6409467 - 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 2020
    Monthly Fee: $115
       Tax: $6,524 (2025)
    Community: Wincey Grvs Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,385 (change assumption)
    Mortgage ($3,726) + Fees ($115) + Taxes in 2025 ($544)


    Taxes:$6,524

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $599,000272 Days on yellowkey   MLS ID: O6346537

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale O6346537 - 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2743
       Built: 2025
    Monthly Fee: $96
       Tax: $1,862 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,533 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($155)


    Taxes:$1,862

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $515,00011 Days on yellowkey   MLS ID: S5151845

    For Sale S5151845 - 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2021
    Monthly Fee: $91
       Tax: $8,266 (2025)
    Community: Hamilton Gardens Ph 2A 2B
    Single Family


    Estimated Monthly Payment: $3,602 (change assumption)
    Mortgage ($2,822) + Fees ($91) + Taxes in 2025 ($689)


    Taxes:$8,266

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $635,00040 Days on yellowkey   MLS ID: O6407746

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale O6407746 - 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2741
       Built: 2021
    Monthly Fee: $152
       Tax: $7,521 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $4,258 (change assumption)
    Mortgage ($3,479) + Fees ($152) + Taxes in 2025 ($627)


    Taxes:$7,521

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill 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.