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Winter Garden Single Family Homes For Sale - 695 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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  • 405 LONE HERON WAY, WINTER GARDEN, FL 34787

    $875,0003 Days on yellowkey   MLS ID: O6416551

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale O6416551 - 405 LONE HERON WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3848
       Built: 2013
    Monthly Fee: $94
       Tax: $5,763 (2025)
    Community: Lake Cove Pointe
    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,794) + Fees ($94) + Taxes in 2025 ($480)


    Taxes:$5,763

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $1,008,00030 Days on yellowkey   MLS ID: O6408165

    REDUCED by $10,000 (1.0%) on 06/04/2026

    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: $6,859 (change assumption)
    Mortgage ($5,523) + 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


  • 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787

    $659,9503 Days on yellowkey   MLS ID: O6416590

    For Sale O6416590 - 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2821
       Built: 2015
    Monthly Fee: $188
       Tax: $9,739 (2025)
    Community: Orchard Hills Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,616) + Fees ($188) + Taxes in 2025 ($812)


    Taxes:$9,739

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $550,00011 Days on yellowkey   MLS ID: O6412974

    For Sale O6412974 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $332
       Tax: $8,597 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,014) + Fees ($332) + Taxes in 2025 ($716)


    Taxes:$8,597

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787

    $3,330,00047 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


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $900,000113 Days on yellowkey   MLS ID: O6384645

    REDUCED by $49,999 (5.3%) on 06/04/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,736 (change assumption)
    Mortgage ($4,931) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $730,00012 Days on yellowkey   MLS ID: O6413079

    REDUCED by $15,000 (2.0%) on 06/14/2026

    For Sale O6413079 - 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2013
    Monthly Fee: $252
       Tax: $4,898 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $4,660 (change assumption)
    Mortgage ($4,000) + Fees ($252) + Taxes in 2025 ($408)


    Taxes:$4,898

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,699,000101 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


  • 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $450,000Listed 06/14/2026 12:04PM   MLS ID: O6416732

    For Sale O6416732 - 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1219
       Built: 1997
    Monthly Fee: $25
       Tax: $3,719 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,466) + Fees ($25) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 913 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $530,0004 Days on yellowkey   MLS ID: O6409986

    1 Days Off yellowkey (back on 6/14/2026)

    For Sale O6409986 - 913 BENDING OAK TRL, WINTER GARDEN, FL 34787 28 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2212
       Built: 2012
    Monthly Fee: $125
       Tax: $3,860 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,904) + Fees ($125) + Taxes in 2025 ($322)


    Taxes:$3,860

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000252 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


  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,1101 Day on yellowkey   MLS ID: G5113741

    For Sale G5113741 - 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($4,039) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15160 TEA TREE DR, WINTER GARDEN, FL 34787

    $879,8061 Day on yellowkey   MLS ID: G5113740

    For Sale G5113740 - 15160 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,971 (change assumption)
    Mortgage ($4,821) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $764,9901 Day on yellowkey   MLS ID: G5113739

    For Sale G5113739 - 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,352 (change assumption)
    Mortgage ($4,192) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $699,9901 Day on yellowkey   MLS ID: G5113738

    For Sale G5113738 - 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,835) + 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


  • 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $769,9901 Day 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


  • 6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787

    $619,0001 Day on yellowkey   MLS ID: O6409661

    For Sale O6409661 - 6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 2011
    Monthly Fee: $195
       Tax: $8,654 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Single Family


    Estimated Monthly Payment: $4,308 (change assumption)
    Mortgage ($3,392) + Fees ($195) + Taxes in 2025 ($721)


    Taxes:$8,654

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,084,99980 Days on yellowkey   MLS ID: O6392997

    REDUCED by $1 (0.0%) on 05/01/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $675,00075 Days on yellowkey   MLS ID: O6395287

    REDUCED by $14,999 (2.2%) on 06/13/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,090 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $850,00018 Days on yellowkey   MLS ID: G5112878

    For Sale G5112878 - 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2018
    Monthly Fee: $215
       Tax: $11,383 (2025)
    Community: Waterside
    Single Family


    Estimated Monthly Payment: $5,821 (change assumption)
    Mortgage ($4,657) + Fees ($215) + Taxes in 2025 ($949)


    Taxes:$11,383

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle




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.