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Winter Garden Single Family Homes For Sale - 730 homes

Winter Garden Single Family Homes for Sale are located in Orange 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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  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $549,90083 Days on yellowkey   MLS ID: O6403047

    REDUCED by $5,100 (0.9%) on 07/11/2026

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,750 (change assumption)
    Mortgage ($3,013) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $474,000204 Days on yellowkey   MLS ID: O6369515

    1 Days Off yellowkey (back on 7/11/2026)

    REDUCED by $25,000 (5.0%) on 07/07/2026

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,160 (change assumption)
    Mortgage ($2,597) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 769 HOME GROVE DR, WINTER GARDEN, FL 34787

    $530,00013 Days on yellowkey   MLS ID: O6420766

    For Sale O6420766 - 769 HOME GROVE DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2305
       Built: 2005
    Monthly Fee: $99
       Tax: $4,372 (2025)
    Community: Regency Oaks Ph 02 A-C
    Single Family


    Estimated Monthly Payment: $3,367 (change assumption)
    Mortgage ($2,904) + Fees ($99) + Taxes in 2025 ($364)


    Taxes:$4,372

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • WINTER GARDEN, FL 34787

    $537,76512 Days on yellowkey   MLS ID: G5114932

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale G5114932 - WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,097 (change assumption)
    Mortgage ($2,947) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7637 SPRING MEADOW ST, WINTER GARDEN, FL 34787

    $581,49012 Days on yellowkey   MLS ID: G5114931

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale G5114931 - 7637 SPRING MEADOW ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,308 (change assumption)
    Mortgage ($3,186) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7556 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $615,06512 Days on yellowkey   MLS ID: G5114928

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale G5114928 - 7556 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,492 (change assumption)
    Mortgage ($3,370) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14268 BRAEMAR ST, WINTER GARDEN, FL 34787

    $485,00012 Days on yellowkey   MLS ID: S5153509

    For Sale S5153509 - 14268 BRAEMAR ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2023
    Monthly Fee: $105
       Tax: $7,457 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,657) + Fees ($105) + Taxes in 2025 ($621)


    Taxes:$7,457

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15741 FOUNTAIN SPRINGS RD, WINTER GARDEN, FL 34787

    $565,00012 Days on yellowkey   MLS ID: O6423527

    For Sale O6423527 - 15741 FOUNTAIN SPRINGS RD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2020
    Monthly Fee: $257
       Tax: $614 (2025)
    Community: Waterleigh Phase 3Bcd
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,404 (change assumption)
    Mortgage ($3,096) + Fees ($257) + Taxes in 2025 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17133 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $787,77313 Days on yellowkey   MLS ID: G5114884

    0 Days Off yellowkey (back on 7/9/2026)

    For Sale G5114884 - 17133 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,466 (change assumption)
    Mortgage ($4,316) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12014 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $554,99013 Days on yellowkey   MLS ID: O6423746

    For Sale O6423746 - 12014 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($3,041) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16625 POINT ROCK DR, WINTER GARDEN, FL 34787

    $569,90014 Days on yellowkey   MLS ID: O6423042

    For Sale O6423042 - 16625 POINT ROCK DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,740 (2025)
    Community: Waterleigh
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,123) + Fees ($291) + Taxes in 2025 ($645)


    Taxes:$7,740

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16645 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $573,09020 Days on yellowkey   MLS ID: O6420565

    1 Days Off yellowkey (back on 7/10/2026)

    For Sale O6420565 - 16645 SILVER BROOK WAY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($3,140) + Fees ($152) + Taxes in 2025 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


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

    $1,200,00041 Days on yellowkey   MLS ID: O6415935

    1 Days Off yellowkey (back on 7/10/2026)

    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


  • 9166 CUT SHOT DR, WINTER GARDEN, FL 34787

    $568,00023 Days on yellowkey   MLS ID: O6417611

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale O6417611 - 9166 CUT SHOT DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2019
    Monthly Fee: $147
       Tax: $6,070 (2025)
    Community: Panther View
    Single Family


    Estimated Monthly Payment: $3,765 (change assumption)
    Mortgage ($3,112) + Fees ($147) + Taxes in 2025 ($506)


    Taxes:$6,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14591 BLACK QUILL DR, WINTER GARDEN, FL 34787

    $1,335,00023 Days on yellowkey   MLS ID: O6420836

    For Sale O6420836 - 14591 BLACK QUILL DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4057
       Built: 2016
    Monthly Fee: $215
       Tax: $8,212 (2025)
    Community: West Lake Hancock Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,214 (change assumption)
    Mortgage ($7,315) + Fees ($215) + Taxes in 2025 ($684)


    Taxes:$8,212

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 552 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $719,00032 Days on yellowkey   MLS ID: O6416734

    REDUCED by $10,000 (1.4%) on 07/10/2026

    For Sale O6416734 - 552 EGRET PLACE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3395
       Built: 2014
    Monthly Fee: $128
       Tax: $5,491 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,940) + Fees ($128) + Taxes in 2025 ($458)


    Taxes:$5,491

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $865,000236 Days on yellowkey   MLS ID: S5139203

    1 Days Off yellowkey (back on 7/10/2026)

    REDUCED by $15,000 (1.7%) on 06/23/2026

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $640
       Tax: $10,358 (2025)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,740) + Fees ($640) + Taxes in 2025 ($863)


    Taxes:$10,358

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,200,000110 Days on yellowkey   MLS ID: O6395612

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $100,000 (7.7%) on 06/11/2026

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $7,746 (change assumption)
    Mortgage ($6,575) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $840,00049 Days on yellowkey   MLS ID: O6413647

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,309 (change assumption)
    Mortgage ($4,603) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $670,00063 Days on yellowkey   MLS ID: O6409467

    1 Days Off yellowkey (back on 7/10/2026)

    REDUCED by $10,000 (1.5%) on 06/27/2026

    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: $4,330 (change assumption)
    Mortgage ($3,671) + Fees ($115) + Taxes in 2025 ($544)


    Taxes:$6,524

    Elementary School: None

    High School: Horizon High School

    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.