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Winter Garden Homes For Sale & Real Estate - 951 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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  • 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787

    $223,500130 Days on yellowkey   MLS ID: S5143459

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $4,000 (1.8%) on 05/21/2026

    For Sale S5143459 - 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787 15 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 838
       Built: 2005
    Monthly Fee: $343
       Tax: $2,540 (2024)
    Community: Southern Pines
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,779 (change assumption)
    Mortgage ($1,225) + Fees ($343) + Taxes in 2024 ($212)


    Taxes:$2,540

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 279 DOE RUN DR, WINTER GARDEN, FL 34787

    $599,00020 Days on yellowkey   MLS ID: TB8513595

    For Sale TB8513595 - 279 DOE RUN DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2435
       Built: 2005
    Monthly Fee: $57
       Tax: $2,489 (2025)
    Community: Deerfield Place 57/1
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($3,282) + Fees ($57) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 705 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $1,275,00045 Days on yellowkey   MLS ID: O6403363

    REDUCED by $25,000 (1.9%) on 06/08/2026

    For Sale O6403363 - 705 GARDEN WEST TER, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2020
    Monthly Fee: $232
       Tax: $10,345 (2025)
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $8,080 (change assumption)
    Mortgage ($6,986) + Fees ($232) + Taxes in 2025 ($862)


    Taxes:$10,345

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,374,50091 Days on yellowkey   MLS ID: O6391909

    REDUCED by $24,000 (1.7%) on 05/22/2026

    For Sale O6391909 - 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3097
       Built: 2004
    Monthly Fee: $58
       Tax: $6,565 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $8,136 (change assumption)
    Mortgage ($7,531) + Fees ($58) + Taxes in 2025 ($547)


    Taxes:$6,565

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787

    $414,900119 Days on yellowkey   MLS ID: O6383994

    REDUCED by $5,000 (1.2%) on 06/11/2026

    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: $3,045 (change assumption)
    Mortgage ($2,273) + 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


  • 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787

    $615,000154 Days on yellowkey   MLS ID: O6374079

    For Sale O6374079 - 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2684
       Built: 2002
    Monthly Fee: $117
       Tax: $2,690 (2025)
    Community: Amberleigh
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($3,370) + Fees ($117) + Taxes in 2025 ($224)


    Taxes:$2,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $535,00014 Days on yellowkey   MLS ID: G5113349

    For Sale G5113349 - 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $243
       Tax: $6,801 (2025)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $3,741 (change assumption)
    Mortgage ($2,931) + Fees ($243) + Taxes in 2025 ($567)


    Taxes:$6,801

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787

    $555,00028 Days on yellowkey   MLS ID: O6408941

    REDUCED by $7,000 (1.2%) on 06/13/2026

    For Sale O6408941 - 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2004
    Monthly Fee: $46
       Tax: $7,326 (2025)
    Community: Timbercreek Pines A B C & D
    Single Family


    Estimated Monthly Payment: $3,698 (change assumption)
    Mortgage ($3,041) + Fees ($46) + Taxes in 2025 ($610)


    Taxes:$7,326

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $680,00029 Days on yellowkey   MLS ID: O6409467

    REDUCED by $10,000 (1.4%) on 06/11/2026

    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: $4,385 (change assumption)
    Mortgage ($3,726) + Fees ($115) + Taxes in 2025 ($544)


    Taxes:$6,524

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787

    $900,00048 Days on yellowkey   MLS ID: O6403758

    REDUCED by $50,000 (5.3%) on 05/11/2026

    For Sale O6403758 - 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2019
    Monthly Fee: $490
       Tax: $9,812 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,239 (change assumption)
    Mortgage ($4,931) + Fees ($490) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $585,00041 Days on yellowkey   MLS ID: O6402308

    REDUCED by $30,000 (4.9%) on 06/10/2026

    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: $4,276 (change assumption)
    Mortgage ($3,205) + 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


  • 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $639,0008 Days on yellowkey   MLS ID: O6413232

    For Sale O6413232 - 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2418
       Built: 2015   Tax: $8,787 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,234 (change assumption)
    Mortgage ($3,501) + Taxes in 2025 ($732)


    Taxes:$8,787

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12253 S BRACCO ST, WINTER GARDEN, FL 34787

    $499,00017 Days on yellowkey   MLS ID: S5150840

    For Sale S5150840 - 12253 S BRACCO ST, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2024
    Monthly Fee: $110
       Tax: $6,803 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,411 (change assumption)
    Mortgage ($2,734) + Fees ($110) + Taxes in 2025 ($567)


    Taxes:$6,803

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $599,000267 Days on yellowkey   MLS ID: O6346537

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale O6346537 - 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2743
       Built: 2025
    Monthly Fee: $96
       Tax: $1,862 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,533 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($155)


    Taxes:$1,862

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,00063 Days on yellowkey   MLS ID: O6398743

    REDUCED by $14,900 (2.6%) on 06/07/2026

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($3,096) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787

    $540,000168 Days on yellowkey   MLS ID: G5106012

    REDUCED by $10,000 (1.8%) on 06/13/2026

    For Sale G5106012 - 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $245
       Tax: $7,556 (2024)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,959) + Fees ($245) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787

    $525,00018 Days on yellowkey   MLS ID: O6411576

    For Sale O6411576 - 2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 2018
    Monthly Fee: $105
       Tax: $4,991 (2025)
    Community: Oakland Trls Ph 1
    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,877) + Fees ($105) + Taxes in 2025 ($416)


    Taxes:$4,991

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $515,0006 Days on yellowkey   MLS ID: S5151845

    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: $3,602 (change assumption)
    Mortgage ($2,822) + 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


  • 6475 BREEZE FILLED LN, WINTER GARDEN, FL 34787

    $585,0006 Days on yellowkey   MLS ID: O6416512

    For Sale O6416512 - 6475 BREEZE FILLED LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2231
       Built: 2025
    Monthly Fee: $147
       Tax: $2,107 (2025)
    Community: Silverleaf Oaks At Hamlin Phase 3A
    Single Family


    Estimated Monthly Payment: $3,528 (change assumption)
    Mortgage ($3,205) + Fees ($147) + Taxes in 2025 ($176)


    Taxes:$2,107

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1155 PRADO LN, WINTER GARDEN, FL 34787

    $2,575,0006 Days on yellowkey   MLS ID: O6415007

    For Sale O6415007 - 1155 PRADO LN, WINTER GARDEN, FL 34787 10 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4210
       Built: 2027
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove/Oakland
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,292 (change assumption)
    Mortgage ($14,109) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview 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.