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Winter Garden Homes For Sale & Real Estate - 947 homes

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

Location: Winter Garden

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  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,000Listed 06/24/2026 3:04PM   MLS ID: O6417376

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $555,790Listed 06/24/2026 3:03PM   MLS ID: O6419693

    For Sale O6419693 - 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($3,045) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $520,0002 Days on yellowkey   MLS ID: O6416462

    For Sale O6416462 - 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2017
    Monthly Fee: $195
       Tax: $6,636 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($2,849) + Fees ($195) + Taxes in 2025 ($553)


    Taxes:$6,636

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 110 WINDTREE LN #202, WINTER GARDEN, FL 34787

    $219,90015 Days on yellowkey   MLS ID: O6414527

    For Sale O6414527 - 110 WINDTREE LN #202, WINTER GARDEN, FL 34787 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984   Tax: $203 (2025)
    Community: Windtree Gardens Condo Ph 4
    Condo


    Estimated Monthly Payment: $1,222 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($17)


    Taxes:$203

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 434 SAND LIME RD, WINTER GARDEN, FL 34787

    $249,900Listed 06/24/2026 4:07PM   MLS ID: O6416074

    For Sale O6416074 - 434 SAND LIME RD, WINTER GARDEN, FL 34787 0 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1302
       Built: 1984
    Monthly Fee: $63
       Tax: $401 (2025)
    Community: Village Grove Ph 01
    Townhouse


    Estimated Monthly Payment: $1,466 (change assumption)
    Mortgage ($1,369) + Fees ($63) + Taxes in 2025 ($33)


    Taxes:$401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,00097 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5863 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $390,000Listed 06/24/2026 2:24PM   MLS ID: TB8522840

    For Sale TB8522840 - 5863 CYPRESS HILL RD, WINTER GARDEN, FL 34787 11 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 2018
    Monthly Fee: $339
       Tax: $2,633 (2025)
    Community: Orchard Hills Ph 4
    Townhouse


    Estimated Monthly Payment: $2,695 (change assumption)
    Mortgage ($2,137) + Fees ($339) + Taxes in 2025 ($219)


    Taxes:$2,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $398,00096 Days on yellowkey   MLS ID: O6392207

    REDUCED by $27,000 (6.4%) on 06/23/2026

    For Sale O6392207 - 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $353
       Tax: $6,791 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Townhouse


    Estimated Monthly Payment: $3,100 (change assumption)
    Mortgage ($2,181) + Fees ($353) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $699,99011 Days 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


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,99012 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $439,99047 Days on yellowkey   MLS ID: G5112136

    For Sale G5112136 - 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,627 (change assumption)
    Mortgage ($2,411) + Fees ($216) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $499,00012 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


  • 14903 DRIFTWATER DR, WINTER GARDEN, FL 34787

    $380,00016 Days on yellowkey   MLS ID: S5151359

    REDUCED by $10,000 (2.6%) on 06/24/2026

    For Sale S5151359 - 14903 DRIFTWATER DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1745
       Built: 2015
    Monthly Fee: $402
       Tax: $6,152 (2025)
    Community: Signature Lakes Ph 3B-6
    Townhouse


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,082) + Fees ($402) + Taxes in 2025 ($513)


    Taxes:$6,152

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,11011 Days 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


  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $807,00027 Days on yellowkey   MLS ID: O6409173

    REDUCED by $28,000 (3.4%) on 06/17/2026

    For Sale O6409173 - 17798 ADRIFT RD, WINTER GARDEN, FL 34787 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 2023
    Monthly Fee: $214
       Tax: $11,089 (2025)
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,560 (change assumption)
    Mortgage ($4,422) + Fees ($214) + Taxes in 2025 ($924)


    Taxes:$11,089

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $589,90029 Days on yellowkey   MLS ID: O6410574

    REDUCED by $10,100 (1.7%) on 06/16/2026

    For Sale O6410574 - 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 2008
    Monthly Fee: $184
       Tax: $5,498 (2025)
    Community: Signature Lks-Pcl 01D Ph 01
    Single Family


    Estimated Monthly Payment: $3,874 (change assumption)
    Mortgage ($3,232) + Fees ($184) + Taxes in 2025 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $679,00052 Days on yellowkey   MLS ID: G5111855

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $16,000 (2.3%) on 06/08/2026

    For Sale G5111855 - 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2842
       Built: 2015
    Monthly Fee: $342
       Tax: $8,082 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,736 (change assumption)
    Mortgage ($3,720) + Fees ($342) + Taxes in 2025 ($673)


    Taxes:$8,082

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $800,00069 Days on yellowkey   MLS ID: O6399030

    For Sale O6399030 - 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3893
       Built: 2013
    Monthly Fee: $252
       Tax: $7,628 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,383) + Fees ($252) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $510,0002 Days on yellowkey   MLS ID: O6418888

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,321 (change assumption)
    Mortgage ($2,794) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9110 MORGANA CT, WINTER GARDEN, FL 34787

    $2,099,00034 Days on yellowkey   MLS ID: O6409413

    REDUCED by $100,000 (4.5%) on 06/24/2026

    For Sale O6409413 - 9110 MORGANA CT, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4661
       Built: 2021
    Monthly Fee: $423
       Tax: $20,524 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,634 (change assumption)
    Mortgage ($11,501) + Fees ($423) + Taxes in 2025 ($1,710)


    Taxes:$20,524

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.