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Winter Garden Single Family Homes For Sale - 727 homes

Winter Garden Single Family Homes for Sale are located in Lake County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $735,000192 Days on yellowkey   MLS ID: S5141634

    REDUCED by $15,000 (2.0%) on 07/07/2026

    For Sale S5141634 - 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3663
       Built: 2021
    Monthly Fee: $132
       Tax: $10,508 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,035 (change assumption)
    Mortgage ($4,027) + Fees ($132) + Taxes in 2025 ($876)


    Taxes:$10,508

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9976 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,274,00025 Days on yellowkey   MLS ID: O6420960

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6420960 - 9976 BEACH PORT DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $260
       Tax: $11,868 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($6,981) + Fees ($260) + Taxes in 2025 ($989)


    Taxes:$11,868

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $575,00063 Days on yellowkey   MLS ID: O6408913

    REDUCED by $20,000 (3.4%) on 07/07/2026

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $539,99959 Days on yellowkey   MLS ID: O6410232

    4 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $10,001 (1.8%) on 06/11/2026

    For Sale O6410232 - 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 1990
    Monthly Fee: $25
       Tax: $3,703 (2026)
    Community: Crown Point Springs
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2026 ($309)


    Taxes:$3,703

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787

    $575,00018 Days on yellowkey   MLS ID: S5152652

    For Sale S5152652 - 12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 2148
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,437 (change assumption)
    Mortgage ($3,151) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $659,00087 Days on yellowkey   MLS ID: O6402689

    5 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $16,000 (2.4%) on 06/17/2026

    For Sale O6402689 - 402 EGRET PLACE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2711
       Built: 2013
    Monthly Fee: $128
       Tax: $4,659 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,127 (change assumption)
    Mortgage ($3,611) + Fees ($128) + Taxes in 2025 ($388)


    Taxes:$4,659

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00059 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $429,975129 Days on yellowkey   MLS ID: S5145650

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $15,000 (3.4%) on 07/02/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,522 (change assumption)
    Mortgage ($2,356) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90070 Days on yellowkey   MLS ID: O6408299

    0 Days Off yellowkey (back on 7/6/2026)

    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


  • 906 ALLENDALE LN, WINTER GARDEN, FL 34787

    $1,765,000173 Days on yellowkey   MLS ID: G5107489

    REDUCED by $20,000 (1.1%) on 04/01/2026

    For Sale G5107489 - 906 ALLENDALE LN, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3784
       Built: 2023
    Monthly Fee: $203
       Tax: $17,228 (2024)
    Community: Oakland Park B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,310 (change assumption)
    Mortgage ($9,671) + Fees ($203) + Taxes in 2024 ($1,436)


    Taxes:$17,228

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000315 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $729,00061 Days on yellowkey   MLS ID: O6410558

    REDUCED by $20,000 (2.7%) on 07/06/2026

    For Sale O6410558 - 15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2017
    Monthly Fee: $281
       Tax: $10,040 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,112 (change assumption)
    Mortgage ($3,994) + Fees ($281) + Taxes in 2025 ($837)


    Taxes:$10,040

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000193 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $720,000143 Days on yellowkey   MLS ID: O6377923

    For Sale O6377923 - 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3673
       Built: 2001
    Monthly Fee: $250
       Tax: $9,122 (2024)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $4,955 (change assumption)
    Mortgage ($3,945) + Fees ($250) + Taxes in 2024 ($760)


    Taxes:$9,122

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99058 Days on yellowkey   MLS ID: O6411217

    0 Days Off yellowkey (back on 7/5/2026)

    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


  • 9738 TOWER PINE DR, WINTER GARDEN, FL 34787

    $950,00035 Days on yellowkey   MLS ID: O6417627

    2 Days Off yellowkey (back on 7/5/2026)

    For Sale O6417627 - 9738 TOWER PINE DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 1993   Tax: $7,549 (2025)
    Community: Lake Avalon Rural Settlement
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($629)


    Taxes:$7,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 411 MILLWOOD PL, WINTER GARDEN, FL 34787

    $459,00044 Days on yellowkey   MLS ID: TB8518055

    For Sale TB8518055 - 411 MILLWOOD PL, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2014
    Monthly Fee: $72
       Tax: $6,471 (2025)
    Community: Covington Chase Ph 2A
    Single Family


    Estimated Monthly Payment: $3,126 (change assumption)
    Mortgage ($2,515) + Fees ($72) + Taxes in 2025 ($539)


    Taxes:$6,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $499,00042 Days on yellowkey   MLS ID: S5151845

    REDUCED by $16,000 (3.1%) on 06/24/2026

    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: $3,514 (change assumption)
    Mortgage ($2,734) + 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


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,00066 Days on yellowkey   MLS ID: S5150274

    For Sale S5150274 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $187
       Tax: $10,422 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,781 (change assumption)
    Mortgage ($3,726) + Fees ($187) + Taxes in 2025 ($869)


    Taxes:$10,422

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787

    $535,00045 Days on yellowkey   MLS ID: V4949553

    1 Days Off yellowkey (back on 7/5/2026)

    REDUCED by $15,000 (2.7%) on 06/30/2026

    For Sale V4949553 - 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1618
       Built: 2001
    Monthly Fee: $67
       Tax: $4,333 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,931) + Fees ($67) + Taxes in 2025 ($361)


    Taxes:$4,333

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Garden single family home listings.



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.