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Winter Garden Homes For Sale & Real Estate - 979 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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  • 12830 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $471,00043 Days on yellowkey   MLS ID: O6415339

    For Sale O6415339 - 12830 SUNSET WALK DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 2026
    Monthly Fee: $150
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $2,764 (change assumption)
    Mortgage ($2,581) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12808 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $495,00049 Days on yellowkey   MLS ID: O6413517

    For Sale O6413517 - 12808 SUNSET WALK DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1897
       Built: 2026
    Monthly Fee: $150
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $2,896 (change assumption)
    Mortgage ($2,712) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $469,00072 Days on yellowkey   MLS ID: B4902258

    REDUCED by $10,000 (2.1%) on 06/10/2026

    For Sale B4902258 - 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1858
       Built: 1990
    Monthly Fee: $25
       Tax: $2,403 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,570) + Fees ($25) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1300 EASTERN PECAN PL #102, WINTER GARDEN, FL 34787

    $275,00043 Days on yellowkey   MLS ID: S5151632

    For Sale S5151632 - 1300 EASTERN PECAN PL #102, WINTER GARDEN, FL 34787 26 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1152
       Built: 2005   Tax: $3,619 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($302)


    Taxes:$3,619

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13861 EASDALE ALY, WINTER GARDEN, FL 34787

    $539,00049 Days on yellowkey   MLS ID: O6413534

    REDUCED by $20,000 (3.6%) on 06/10/2026

    For Sale O6413534 - 13861 EASDALE ALY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2026
    Monthly Fee: $150
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,137 (change assumption)
    Mortgage ($2,953) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $435,000290 Days on yellowkey   MLS ID: O6349881

    REDUCED by $10,000 (2.2%) on 06/10/2026

    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: $3,155 (change assumption)
    Mortgage ($2,384) + Fees ($142) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $999,96178 Days on yellowkey   MLS ID: O6405130

    For Sale O6405130 - 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 2024
    Monthly Fee: $240
       Tax: $9,118 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,479 (change assumption)
    Mortgage ($5,479) + Fees ($240) + Taxes in 2025 ($760)


    Taxes:$9,118

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16826 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,449,000140 Days on yellowkey   MLS ID: O6387379

    0 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $50,000 (3.3%) on 05/29/2026

    For Sale O6387379 - 16826 BROADWATER AVE, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2019
    Monthly Fee: $218
       Tax: $9,892 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $8,982 (change assumption)
    Mortgage ($7,940) + Fees ($218) + Taxes in 2025 ($824)


    Taxes:$9,892

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #1637, WINTER GARDEN, FL 34787

    $240,100976 Days on yellowkey   MLS ID: S5095151

    REDUCED by $8,000 (3.2%) on 06/09/2026

    For Sale S5095151 - 14501 GROVE RESORT AVE #1637, WINTER GARDEN, FL 34787 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $983
       Tax: $6,784 (2024)
    Community: Grove Resort And Spa Hotel Condominium 1
    Condo


    Estimated Monthly Payment: $2,864 (change assumption)
    Mortgage ($1,316) + Fees ($983) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787

    $764,90047 Days on yellowkey   MLS ID: O6414181

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6414181 - 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3167
       Built: 2015
    Monthly Fee: $140
       Tax: $6,855 (2025)
    Community: Black Lake Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,902 (change assumption)
    Mortgage ($4,191) + Fees ($140) + Taxes in 2025 ($571)


    Taxes:$6,855

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $745,00072 Days on yellowkey   MLS ID: G5112211

    3 Days Off yellowkey (back on 6/9/2026)

    For Sale G5112211 - 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2019
    Monthly Fee: $280
       Tax: $8,412 (2025)
    Community: Heritage/Plant Street
    Single Family


    Estimated Monthly Payment: $5,063 (change assumption)
    Mortgage ($4,082) + Fees ($280) + Taxes in 2025 ($701)


    Taxes:$8,412

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $489,99045 Days on yellowkey   MLS ID: O6414707

    For Sale O6414707 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Monthly Fee: $240
       Tax: $5,321 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,685) + Fees ($240) + Taxes in 2025 ($443)


    Taxes:$5,321

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000364 Days on yellowkey   MLS ID: O6329586

    For Sale O6329586 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $277
       Tax: $9,155 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,322 (change assumption)
    Mortgage ($3,282) + Fees ($277) + Taxes in 2024 ($763)


    Taxes:$9,155

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15907 MARINA BAY DR, WINTER GARDEN, FL 34787

    $443,500101 Days on yellowkey   MLS ID: O6398406

    4 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $6,500 (1.4%) on 05/06/2026

    For Sale O6398406 - 15907 MARINA BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2020
    Monthly Fee: $286
       Tax: $7,110 (2025)
    Community: Hawksmoor-Ph 1
    Townhouse


    Estimated Monthly Payment: $3,309 (change assumption)
    Mortgage ($2,430) + Fees ($286) + Taxes in 2025 ($593)


    Taxes:$7,110

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3425, WINTER GARDEN, FL 34787

    $480,00044 Days on yellowkey   MLS ID: O6414956

    For Sale O6414956 - 14501 GROVE RESORT AVE #3425, WINTER GARDEN, FL 34787 21 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2018   Tax: $7,044 (2025)
    Community: Grova Residence & Spa Hotel Condo 3
    Condo


    Estimated Monthly Payment: $3,217 (change assumption)
    Mortgage ($2,630) + Taxes in 2025 ($587)


    Taxes:$7,044

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,675,00069 Days on yellowkey   MLS ID: O6408014

    For Sale O6408014 - 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4473
       Built: 2003
    Monthly Fee: $67
       Tax: $8,609 (2025)
    Community: Lakeview Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,962 (change assumption)
    Mortgage ($9,178) + Fees ($67) + Taxes in 2025 ($717)


    Taxes:$8,609

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $799,000191 Days on yellowkey   MLS ID: O6373067

    REDUCED by $20,000 (2.4%) on 05/16/2026

    For Sale O6373067 - 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2023
    Monthly Fee: $165
       Tax: $9,990 (2024)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $5,375 (change assumption)
    Mortgage ($4,378) + Fees ($165) + Taxes in 2024 ($833)


    Taxes:$9,990

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787

    $299,000275 Days on yellowkey   MLS ID: S5136940

    For Sale S5136940 - 14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787 76 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $875
       Tax: $6,828 (2024)
    Community: Grove Resort And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($1,638) + Fees ($875) + Taxes in 2024 ($569)


    Taxes:$6,828

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $580,000146 Days on yellowkey   MLS ID: O6385377

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

    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


  • 330 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787

    $298,000278 Days on yellowkey   MLS ID: S5136841

    For Sale S5136841 - 330 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005
    Monthly Fee: $520
       Tax: $3,625 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,633) + Fees ($520) + Taxes in 2024 ($302)


    Taxes:$3,625

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge 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.