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Winter Garden Homes For Sale & Real Estate - 869 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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  • 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787

    $600,0001 Day on yellowkey   MLS ID: O6409666

    For Sale O6409666 - 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2488
       Built: 2014
    Monthly Fee: $252
       Tax: $5,763 (2025)
    Community: Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $4,020 (change assumption)
    Mortgage ($3,288) + Fees ($252) + Taxes in 2025 ($480)


    Taxes:$5,763

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $445,000229 Days on yellowkey   MLS ID: O6349881

    For Sale O6349881 - 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2018
    Monthly Fee: $142
       Tax: $7,556 (2024)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,438) + Fees ($142) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 120 BLUE STONE CIR, WINTER GARDEN, FL 34787

    $749,900Listed 05/21/2026 11:59AM   MLS ID: O6409811

    For Sale O6409811 - 120 BLUE STONE CIR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2529
       Built: 1998
    Monthly Fee: $68
       Tax: $4,291 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($4,109) + Fees ($68) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $560,000193 Days on yellowkey   MLS ID: O6357599

    REDUCED by $20,000 (3.4%) on 05/21/2026

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90038 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787

    $179,95065 Days on yellowkey   MLS ID: O6388585

    REDUCED by $10,000 (5.3%) on 05/21/2026

    For Sale O6388585 - 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $677
       Tax: $6,279 (2025)
    Community: Grove Resort & Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($986) + Fees ($677) + Taxes in 2025 ($523)


    Taxes:$6,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $462,50064 Days on yellowkey   MLS ID: O6391631

    REDUCED by $6,400 (1.4%) on 05/21/2026

    For Sale O6391631 - 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2023
    Monthly Fee: $181
       Tax: $6,923 (2025)
    Community: Mezzano
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,534) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,923

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $580,00085 Days on yellowkey   MLS ID: O6385377

    For Sale O6385377 - 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2700
       Built: 2016
    Monthly Fee: $196
       Tax: $4,460 (2025)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($3,178) + Fees ($196) + Taxes in 2025 ($372)


    Taxes:$4,460

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787

    $310,000103 Days on yellowkey   MLS ID: O6380808

    3 Days Off yellowkey (back on 5/21/2026)

    For Sale O6380808 - 14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $904
       Tax: $6,516 (2025)
    Community: Grove Resort And Spa Hotel Condo 1
    Spa: No

    Condo


    Estimated Monthly Payment: $3,146 (change assumption)
    Mortgage ($1,699) + Fees ($904) + Taxes in 2025 ($543)


    Taxes:$6,516

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $599,000165 Days on yellowkey   MLS ID: O6365476

    0 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $50,000 (7.7%) on 05/21/2026

    For Sale O6365476 - 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2013
    Monthly Fee: $184
       Tax: $8,004 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,133 (change assumption)
    Mortgage ($3,282) + Fees ($184) + Taxes in 2025 ($667)


    Taxes:$8,004

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,649,000201 Days on yellowkey   MLS ID: O6357233

    REDUCED by $50,000 (2.9%) on 05/21/2026

    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: $10,354 (change assumption)
    Mortgage ($9,035) + 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


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $625,00014 Days on yellowkey   MLS ID: O6402308

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,496 (change assumption)
    Mortgage ($3,425) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $539,50023 Days on yellowkey   MLS ID: G5111718

    REDUCED by $400 (0.1%) on 05/21/2026

    For Sale G5111718 - 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2019
    Monthly Fee: $215
       Tax: $7,499 (2025)
    Community: Waterside/Johns Lk-Ph 2A
    Single Family


    Estimated Monthly Payment: $3,796 (change assumption)
    Mortgage ($2,956) + Fees ($215) + Taxes in 2025 ($625)


    Taxes:$7,499

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14075 LOCHEND WAY, WINTER GARDEN, FL 34787

    $525,000102 Days on yellowkey   MLS ID: O6380897

    REDUCED by $9,999 (1.9%) on 05/21/2026

    For Sale O6380897 - 14075 LOCHEND WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2024
    Monthly Fee: $133
       Tax: $1,835 (2024)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,163 (change assumption)
    Mortgage ($2,877) + Fees ($133) + Taxes in 2024 ($153)


    Taxes:$1,835

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $545,00015 Days on yellowkey   MLS ID: O6402423

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,668 (change assumption)
    Mortgage ($2,986) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $767,00087 Days on yellowkey   MLS ID: G5108709

    REDUCED by $7,000 (0.9%) on 05/11/2026

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,247 (change assumption)
    Mortgage ($4,203) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $445,0001 Day on yellowkey   MLS ID: O6409704

    For Sale O6409704 - 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 2019
    Monthly Fee: $245
       Tax: $5,389 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $3,132 (change assumption)
    Mortgage ($2,438) + Fees ($245) + Taxes in 2024 ($449)


    Taxes:$5,389

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,0001 Day on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $565,0001 Day on yellowkey   MLS ID: O6409499

    For Sale O6409499 - 17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1984   Tax: $2,608 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,313 (change assumption)
    Mortgage ($3,096) + Taxes in 2025 ($217)


    Taxes:$2,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $690,0001 Day on yellowkey   MLS ID: O6409467

    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: $4,439 (change assumption)
    Mortgage ($3,781) + 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 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.