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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 262 properties found

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  • 15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787

    $695,0009 Days on yellowkey   MLS ID: O6402010

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6402010 - 15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2001
    Monthly Fee: $243
       Tax: $6,075 (2025)
    Community: Stoneybrook West 44/134
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,557 (change assumption)
    Mortgage ($3,808) + Fees ($243) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787

    $875,00061 Days on yellowkey   MLS ID: O6387674

    REDUCED by $13,800 (1.6%) on 04/30/2026

    For Sale O6387674 - 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2937
       Built: 2020
    Monthly Fee: $165
       Tax: $7,225 (2025)
    Community: Sanctuary / Twin Waters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,561 (change assumption)
    Mortgage ($4,794) + Fees ($165) + Taxes in 2025 ($602)


    Taxes:$7,225

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $594,00084 Days on yellowkey   MLS ID: O6381156

    For Sale O6381156 - 12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,526 (change assumption)
    Mortgage ($3,255) + Fees ($77) + 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


  • 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $534,90081 Days on yellowkey   MLS ID: O6381954

    REDUCED by $4,600 (0.9%) on 04/30/2026

    For Sale O6381954 - 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2023
    Monthly Fee: $148
       Tax: $8,002 (2024)
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($2,931) + Fees ($148) + Taxes in 2024 ($667)


    Taxes:$8,002

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,699,000183 Days on yellowkey   MLS ID: O6357233

    REDUCED by $46,000 (2.6%) on 04/30/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,628 (change assumption)
    Mortgage ($9,309) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1836 WINGED ELM PL, WINTER GARDEN, FL 34787

    $435,00050 Days on yellowkey   MLS ID: O6390771

    REDUCED by $4,000 (0.9%) on 04/30/2026

    For Sale O6390771 - 1836 WINGED ELM PL, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2005
    Monthly Fee: $55
       Tax: $6,075 (2025)
    Community: Winter Garden Trls 01-3
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,384) + Fees ($55) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3167 WINESAP WAY, WINTER GARDEN, FL 34787

    $575,00012 Days on yellowkey   MLS ID: O6400764

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2016
    Monthly Fee: $190
       Tax: $5,408 (2025)
    Community: Orchard Pk/Stillwater Xing
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2025 ($451)


    Taxes:$5,408

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $629,99098 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 04/30/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,452) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $550,0005 Days on yellowkey   MLS ID: S5148904

    For Sale S5148904 - 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2204
       Built: 2020
    Monthly Fee: $162
       Tax: $5,953 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $3,672 (change assumption)
    Mortgage ($3,014) + Fees ($162) + Taxes in 2024 ($496)


    Taxes:$5,953

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $787,0005 Days on yellowkey   MLS ID: G5111474

    For Sale G5111474 - 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2425
       Built: 1995
    Monthly Fee: $69
       Tax: $5,322 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,312) + Fees ($69) + Taxes in 2025 ($444)


    Taxes:$5,322

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $589,90063 Days on yellowkey   MLS ID: O6380252

    REDUCED by $25,000 (4.1%) on 04/30/2026

    For Sale O6380252 - 5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2021
    Monthly Fee: $115
       Tax: $8,949 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,093 (change assumption)
    Mortgage ($3,232) + Fees ($115) + Taxes in 2024 ($746)


    Taxes:$8,949

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000184 Days on yellowkey   MLS ID: O6356579

    REDUCED by $30,000 (3.9%) on 04/29/2026

    For Sale O6356579 - 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2016
    Monthly Fee: $166
       Tax: $5,745 (2023)
    Community: Bradford Crk Ph Ii
    Single Family


    Estimated Monthly Payment: $4,727 (change assumption)
    Mortgage ($4,082) + Fees ($166) + Taxes in 2023 ($479)


    Taxes:$5,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00028 Days on yellowkey   MLS ID: S5145002

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99039 Days on yellowkey   MLS ID: O6393877

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16331 TALIESIN ST, WINTER GARDEN, FL 34787

    $815,00064 Days on yellowkey   MLS ID: O6385168

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $14,000 (1.7%) on 04/16/2026

    For Sale O6385168 - 16331 TALIESIN ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2020
    Monthly Fee: $115
       Tax: $7,882 (2025)
    Community: Hawksmoor Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,237 (change assumption)
    Mortgage ($4,466) + Fees ($115) + Taxes in 2025 ($657)


    Taxes:$7,882

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $620,000178 Days on yellowkey   MLS ID: L4957156

    For Sale L4957156 - 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $6,145 (2024)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,024 (change assumption)
    Mortgage ($3,397) + Fees ($115) + Taxes in 2024 ($512)


    Taxes:$6,145

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $540,00070 Days on yellowkey   MLS ID: O6384745

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $19,000 (3.4%) on 04/27/2026

    For Sale O6384745 - 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $7,417 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,834 (change assumption)
    Mortgage ($2,959) + Fees ($257) + Taxes in 2025 ($618)


    Taxes:$7,417

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990266 Days on yellowkey   MLS ID: S5132434

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,261 (change assumption)
    Mortgage ($5,479) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $799,90072 Days on yellowkey   MLS ID: O6384593

    3 Days Off yellowkey (back on 3/9/2026)

    For Sale O6384593 - 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2583
       Built: 2018
    Monthly Fee: $210
       Tax: $5,772 (2024)
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $5,074 (change assumption)
    Mortgage ($4,383) + Fees ($210) + Taxes in 2024 ($481)


    Taxes:$5,772

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 615 SIGLER DR, WINTER GARDEN, FL 34787

    $899,84062 Days on yellowkey   MLS ID: O6387120

    For Sale O6387120 - 615 SIGLER DR, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2026
    Monthly Fee: $155
       Tax: $99,279 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $13,359 (change assumption)
    Mortgage ($4,931) + Fees ($155) + Taxes in 2025 ($8,273)


    Taxes:$99,279

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview 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.