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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 3500+

Winter Garden - 166 properties found

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  • 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $998,00039 Days on yellowkey   MLS ID: O6408165

    REDUCED by $10,000 (1.0%) on 06/21/2026

    For Sale O6408165 - 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3881
       Built: 2015
    Monthly Fee: $188
       Tax: $13,774 (2025)
    Community: Orchard Hills Phase 1
    Single Family


    Estimated Monthly Payment: $6,804 (change assumption)
    Mortgage ($5,468) + Fees ($188) + Taxes in 2025 ($1,148)


    Taxes:$13,774

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16776 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,299,90042 Days on yellowkey   MLS ID: O6407043

    1 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $24,100 (1.8%) on 05/27/2026

    For Sale O6407043 - 16776 BROADWATER AVE, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3713
       Built: 2018
    Monthly Fee: $383
       Tax: $9,438 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,292 (change assumption)
    Mortgage ($7,123) + Fees ($383) + Taxes in 2025 ($787)


    Taxes:$9,438

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1812 LAKE ROBERTS LANDING DR, WINTER GARDEN, FL 34787

    $1,200,00013 Days on yellowkey   MLS ID: O6415935

    For Sale O6415935 - 1812 LAKE ROBERTS LANDING DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4247
       Built: 2009
    Monthly Fee: $200

    Community: Lake Roberts Lndg E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,775 (change assumption)
    Mortgage ($6,575) + Fees ($200) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787

    $1,700,000114 Days on yellowkey   MLS ID: TB8481106

    REDUCED by $250,000 (12.8%) on 05/20/2026

    For Sale TB8481106 - 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4365
       Built: 2007
    Monthly Fee: $225
       Tax: $8,970 (2024)
    Community: Bronsons Lndgs F & M
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,287 (change assumption)
    Mortgage ($9,315) + Fees ($225) + Taxes in 2024 ($748)


    Taxes:$8,970

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $1,175,00056 Days on yellowkey   MLS ID: O6403044

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale O6403044 - 14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3698
       Built: 1988
    Monthly Fee: $71
       Tax: $6,208 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $7,027 (change assumption)
    Mortgage ($6,438) + Fees ($71) + Taxes in 2025 ($517)


    Taxes:$6,208

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $899,00023 Days on yellowkey   MLS ID: O6412485

    REDUCED by $30,000 (3.2%) on 06/20/2026

    For Sale O6412485 - 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4495
       Built: 2022
    Monthly Fee: $208
       Tax: $12,674 (2025)
    Community: Lakeview Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,926) + Fees ($208) + Taxes in 2025 ($1,056)


    Taxes:$12,674

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 14102 LOCHEND WAY, WINTER GARDEN, FL 34787

    $935,00021 Days on yellowkey   MLS ID: O6411646

    REDUCED by $43,800 (4.5%) on 06/19/2026

    For Sale O6411646 - 14102 LOCHEND WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3606
       Built: 2024
    Monthly Fee: $77
       Tax: $11,605 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($5,123) + Fees ($77) + Taxes in 2025 ($967)


    Taxes:$11,605

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,00052 Days on yellowkey   MLS ID: O6403837

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $1,070,00012 Days on yellowkey   MLS ID: O6416109

    For Sale O6416109 - 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2018
    Monthly Fee: $184
       Tax: $13,571 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $7,178 (change assumption)
    Mortgage ($5,863) + Fees ($184) + Taxes in 2025 ($1,131)


    Taxes:$13,571

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90040 Days on yellowkey   MLS ID: O6408299

    REDUCED by $25,000 (3.1%) on 06/03/2026

    For Sale O6408299 - 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4440
       Built: 2021
    Monthly Fee: $152
       Tax: $12,253 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,419 (change assumption)
    Mortgage ($4,246) + Fees ($152) + Taxes in 2025 ($1,021)


    Taxes:$12,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00068 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14252 CREEKBED CIR, WINTER GARDEN, FL 34787

    $799,90014 Days on yellowkey   MLS ID: O6408908

    INCREASED by $900 (0.1%) on 06/17/2026

    For Sale O6408908 - 14252 CREEKBED CIR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3572
       Built: 2014
    Monthly Fee: $180

    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,563 (change assumption)
    Mortgage ($4,383) + Fees ($180) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787

    $1,100,0005 Days on yellowkey   MLS ID: O6418541

    For Sale O6418541 - 15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 7   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3938
       Built: 2022
    Monthly Fee: $160
       Tax: $11,662 (2025)
    Community: Lakeside/Hamlin 60
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,159 (change assumption)
    Mortgage ($6,027) + Fees ($160) + Taxes in 2025 ($972)


    Taxes:$11,662

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787

    $3,330,00056 Days on yellowkey   MLS ID: O6403188

    For Sale O6403188 - 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5290
       Built: 2001
    Monthly Fee: $300
       Tax: $32,571 (2025)
    Community: Isles Lake Hancock
    Single Family


    Estimated Monthly Payment: $21,260 (change assumption)
    Mortgage ($18,246) + Fees ($300) + Taxes in 2025 ($2,714)


    Taxes:$32,571

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,139,000104 Days on yellowkey   MLS ID: O6389100

    REDUCED by $11,000 (1.0%) on 06/01/2026

    For Sale O6389100 - 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2019
    Monthly Fee: $255
       Tax: $16,181 (2025)
    Community: Canopy Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,844 (change assumption)
    Mortgage ($6,241) + Fees ($255) + Taxes in 2025 ($1,348)


    Taxes:$16,181

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $1,200,0005 Days on yellowkey   MLS ID: O6414430

    For Sale O6414430 - 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4225
       Built: 2019
    Monthly Fee: $166
       Tax: $13,616 (2024)
    Community: Bradford Creek Ii
    Single Family


    Estimated Monthly Payment: $7,876 (change assumption)
    Mortgage ($6,575) + Fees ($166) + Taxes in 2024 ($1,135)


    Taxes:$13,616

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,250,00023 Days on yellowkey   MLS ID: O6412255

    REDUCED by $25,000 (2.0%) on 06/06/2026

    For Sale O6412255 - 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4816
       Built: 2018
    Monthly Fee: $209
       Tax: $10,516 (2025)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,934 (change assumption)
    Mortgage ($6,849) + Fees ($209) + Taxes in 2025 ($876)


    Taxes:$10,516

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9103 MORGANA CT, WINTER GARDEN, FL 34787

    $1,630,90035 Days on yellowkey   MLS ID: O6409652

    For Sale O6409652 - 9103 MORGANA CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4376
       Built: 2022
    Monthly Fee: $423
       Tax: $15,919 (2025)
    Community: Avalon Cove
    Single Family


    Estimated Monthly Payment: $10,686 (change assumption)
    Mortgage ($8,936) + Fees ($423) + Taxes in 2025 ($1,327)


    Taxes:$15,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $824,90013 Days on yellowkey   MLS ID: O6416065

    REDUCED by $50,000 (5.7%) on 06/19/2026

    For Sale O6416065 - 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 43 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4042
       Built: 2016
    Monthly Fee: $180
       Tax: $552 (2024)
    Community: Signature Lakes Ph 3B-4
    Single Family


    Estimated Monthly Payment: $4,746 (change assumption)
    Mortgage ($4,520) + Fees ($180) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,00086 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle






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