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Winter Garden Homes For Sale & Real Estate - 727 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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  • 2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $570,00054 Days on yellowkey   MLS ID: O6386373

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6386373 - 2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2008
    Monthly Fee: $243
       Tax: $3,490 (2025)
    Community: Stoneybrook West D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($3,123) + Fees ($243) + Taxes in 2025 ($291)


    Taxes:$3,490

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $649,000135 Days on yellowkey   MLS ID: O6365476

    REDUCED by $31,000 (4.6%) on 04/11/2026

    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: $4,407 (change assumption)
    Mortgage ($3,556) + 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


  • 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $499,90013 Days on yellowkey   MLS ID: S5147405

    1 Days Off yellowkey (back on 4/11/2026)

    For Sale S5147405 - 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2016
    Monthly Fee: $252
       Tax: $7,351 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,739) + Fees ($252) + Taxes in 2025 ($613)


    Taxes:$7,351

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $746,650216 Days on yellowkey   MLS ID: G5102277

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5102277 - 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($4,091) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 744 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $995,00043 Days on yellowkey   MLS ID: O6388775

    For Sale O6388775 - 744 LAKE BRIM DR, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $203
       Tax: $9,275 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,428 (change assumption)
    Mortgage ($5,452) + Fees ($203) + Taxes in 2025 ($773)


    Taxes:$9,275

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $674,00070 Days on yellowkey   MLS ID: O6381746

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6381746 - 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2024
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,693) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787

    $232,00057 Days on yellowkey   MLS ID: O6384866

    REDUCED by $8,000 (3.3%) on 04/08/2026

    For Sale O6384866 - 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787 42 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $245 (2025)
    Community: Southern Pines Condominium
    Condo


    Estimated Monthly Payment: $1,601 (change assumption)
    Mortgage ($1,271) + Fees ($309) + Taxes in 2025 ($20)


    Taxes:$245

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2230 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,00041 Days on yellowkey   MLS ID: O6389947

    For Sale O6389947 - 2230 ROMANUM DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 2014
    Monthly Fee: $207
       Tax: $8,425 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $4,005 (change assumption)
    Mortgage ($3,096) + Fees ($207) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787

    $438,00062 Days on yellowkey   MLS ID: O6383994

    REDUCED by $11,500 (2.6%) on 04/09/2026

    For Sale O6383994 - 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2024
    Monthly Fee: $266
       Tax: $6,064 (2025)
    Community: Northlake At Ovation
    Townhouse


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($2,400) + Fees ($266) + Taxes in 2025 ($505)


    Taxes:$6,064

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 915 WESTCLIFFE DR, WINTER GARDEN, FL 34787

    $620,00083 Days on yellowkey   MLS ID: G5107429

    REDUCED by $10,000 (1.6%) on 04/09/2026

    For Sale G5107429 - 915 WESTCLIFFE DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2868
       Built: 2006
    Monthly Fee: $50
       Tax: $4,426 (2024)
    Community: Fullers Lndg B
    Single Family


    Estimated Monthly Payment: $3,816 (change assumption)
    Mortgage ($3,397) + Fees ($50) + Taxes in 2024 ($369)


    Taxes:$4,426

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00047 Days on yellowkey   MLS ID: O6386961

    REDUCED by $25,000 (4.5%) on 04/09/2026

    For Sale O6386961 - 1966 PANTHEON DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2015
    Monthly Fee: $211
       Tax: $5,734 (2024)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,877) + Fees ($211) + Taxes in 2024 ($478)


    Taxes:$5,734

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787

    $699,50048 Days on yellowkey   MLS ID: O6387577

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

    For Sale O6387577 - 16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2017
    Monthly Fee: $341
       Tax: $5,669 (2024)
    Community: Waterleigh Ph 1C
    Single Family


    Estimated Monthly Payment: $4,646 (change assumption)
    Mortgage ($3,833) + Fees ($341) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1224 PRIORY CIR, WINTER GARDEN, FL 34787

    $365,000247 Days on yellowkey   MLS ID: O6336777

    1 Days Off yellowkey (back on 2/23/2026)

    For Sale O6336777 - 1224 PRIORY CIR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2010
       Built: 2009
    Monthly Fee: $368
       Tax: $5,363 (2024)
    Community: Stoneybrook West I
    Townhouse


    Estimated Monthly Payment: $2,815 (change assumption)
    Mortgage ($2,000) + Fees ($368) + Taxes in 2024 ($447)


    Taxes:$5,363

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400211 Days on yellowkey   MLS ID: O6345921

    REDUCED by $2,500 (1.0%) on 04/09/2026

    For Sale O6345921 - 1125 LINCOLN TER, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $2,026 (2024)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($1,328) + Taxes in 2024 ($169)


    Taxes:$2,026

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787

    $509,00022 Days on yellowkey   MLS ID: O6395221

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

    For Sale O6395221 - 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 2007
    Monthly Fee: $115
       Tax: $2,748 (2025)
    Community: Cobblestone/Winter Garden
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,789) + Fees ($115) + Taxes in 2025 ($229)


    Taxes:$2,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,745,000171 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 04/09/2026

    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: $10,880 (change assumption)
    Mortgage ($9,561) + 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


  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00014 Days on yellowkey   MLS ID: O6397592

    For Sale O6397592 - 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,745,00054 Days on yellowkey   MLS ID: O6386104

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale O6386104 - 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 2020
    Monthly Fee: $230
       Tax: $16,822 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,193 (change assumption)
    Mortgage ($9,561) + Fees ($230) + Taxes in 2025 ($1,402)


    Taxes:$16,822

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17606 LAKE STAR RD, WINTER GARDEN, FL 34787

    $870,00063 Days on yellowkey   MLS ID: O6382909

    For Sale O6382909 - 17606 LAKE STAR RD, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2605
       Built: 2023
    Monthly Fee: $83
       Tax: $12,316 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,876 (change assumption)
    Mortgage ($4,767) + Fees ($83) + Taxes in 2024 ($1,026)


    Taxes:$12,316

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,499,99929 Days on yellowkey   MLS ID: O6392705

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6392705 - 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4283
       Built: 2018
    Monthly Fee: $298
       Tax: $10,715 (2025)
    Community: Canopy Oaks Ph I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,410 (change assumption)
    Mortgage ($8,219) + Fees ($298) + Taxes in 2025 ($893)


    Taxes:$10,715

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    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.