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Winter Garden Homes For Sale & Real Estate - 936 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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  • 304 ERON WAY #2, WINTER GARDEN, FL 34787

    $199,900186 Days on yellowkey   MLS ID: O6366946

    For Sale O6366946 - 304 ERON WAY #2, WINTER GARDEN, FL 34787 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1984   Tax: $2,151 (2025)
    Community: Townhomes Of Winter Garden Condo
    Condo


    Estimated Monthly Payment: $1,275 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($179)


    Taxes:$2,151

    Elementary School: Tildenville Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $535,000113 Days on yellowkey   MLS ID: O6384246

    REDUCED by $25,000 (4.5%) on 06/10/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,718 (change assumption)
    Mortgage ($2,931) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $555,00047 Days on yellowkey   MLS ID: O6403047

    REDUCED by $10,000 (1.8%) on 06/12/2026

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,041) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $755,000161 Days on yellowkey   MLS ID: O6371378

    REDUCED by $4,990 (0.7%) on 06/01/2026

    For Sale O6371378 - 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 2004
    Monthly Fee: $247
       Tax: $10,614 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,268 (change assumption)
    Mortgage ($4,137) + Fees ($247) + Taxes in 2024 ($885)


    Taxes:$10,614

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $610,00019 Days on yellowkey   MLS ID: O6411495

    REDUCED by $20,000 (3.2%) on 06/12/2026

    For Sale O6411495 - 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 2025
    Monthly Fee: $229
       Tax: $1,614 (2025)
    Community: Harvest/Ovation Ph 2
    Single Family


    Estimated Monthly Payment: $3,706 (change assumption)
    Mortgage ($3,342) + Fees ($229) + Taxes in 2025 ($134)


    Taxes:$1,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 OAK LAUREL DR, WINTER GARDEN, FL 34787

    $834,000151 Days on yellowkey   MLS ID: O6374501

    REDUCED by $35,000 (4.0%) on 05/01/2026

    For Sale O6374501 - 131 OAK LAUREL DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2019
    Monthly Fee: $475
       Tax: $10,586 (2025)
    Community: Park Place/Winter Garden
    Townhouse


    Estimated Monthly Payment: $5,927 (change assumption)
    Mortgage ($4,570) + Fees ($475) + Taxes in 2025 ($882)


    Taxes:$10,586

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787

    $515,00033 Days on yellowkey   MLS ID: O6407943

    REDUCED by $14,000 (2.6%) on 06/16/2026

    For Sale O6407943 - 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2011
    Monthly Fee: $72
       Tax: $3,138 (2025)
    Community: Covington Park A B D E F G & J
    Single Family


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,822) + Fees ($72) + Taxes in 2025 ($262)


    Taxes:$3,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $691,990139 Days on yellowkey   MLS ID: S5142710

    INCREASED by $2,000 (0.3%) on 06/16/2026

    For Sale S5142710 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,799 (change assumption)
    Mortgage ($3,792) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $2,799,950Listed 06/16/2026 3:02PM   MLS ID: O6417357

    For Sale O6417357 - 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787 0 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5551
       Built: 2019
    Monthly Fee: $230
       Tax: $35,838 (2025)
    Community: Overlook 2/Hamlin Ph 3 & 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,558 (change assumption)
    Mortgage ($15,342) + Fees ($230) + Taxes in 2025 ($2,987)


    Taxes:$35,838

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $650,00054 Days on yellowkey   MLS ID: O6401397

    REDUCED by $19,000 (2.8%) on 05/14/2026

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,447 (change assumption)
    Mortgage ($3,562) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,000Listed 06/16/2026 2:26PM   MLS ID: O6417449

    For Sale O6417449 - 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   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


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,000,00018 Days on yellowkey   MLS ID: O6411926

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,558 (change assumption)
    Mortgage ($5,479) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00019 Days on yellowkey   MLS ID: O6410286

    For Sale O6410286 - 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2016
    Monthly Fee: $252
       Tax: $6,665 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($2,904) + Fees ($252) + Taxes in 2025 ($555)


    Taxes:$6,665

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $639,00018 Days on yellowkey   MLS ID: O6411387

    For Sale O6411387 - 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2018
    Monthly Fee: $252
       Tax: $5,852 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($3,501) + Fees ($252) + Taxes in 2025 ($488)


    Taxes:$5,852

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787

    $300,00029 Days on yellowkey   MLS ID: S5150108

    REDUCED by $12,000 (3.8%) on 06/01/2026

    For Sale S5150108 - 330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005   Tax: $3,719 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787

    $450,00011 Days on yellowkey   MLS ID: O6414015

    For Sale O6414015 - 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1714
       Built: 2020
    Monthly Fee: $28,900
       Tax: $5,990 (2025)
    Community: Hamilton Gardens
    Townhouse


    Estimated Monthly Payment: $31,865 (change assumption)
    Mortgage ($2,466) + Fees ($28,900) + Taxes in 2025 ($499)


    Taxes:$5,990

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $589,90021 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 36 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


  • 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $595,0005 Days on yellowkey   MLS ID: O6414940

    For Sale O6414940 - 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2401
       Built: 2001
    Monthly Fee: $243
       Tax: $646 (2025)
    Community: Stoneybrook West Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,260) + Fees ($243) + Taxes in 2025 ($54)


    Taxes:$646

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $700,00016 Days on yellowkey   MLS ID: O6412179

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6412179 - 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3532
       Built: 2017
    Monthly Fee: $195
       Tax: $9,630 (2025)
    Community: Independnece
    Single Family


    Estimated Monthly Payment: $4,833 (change assumption)
    Mortgage ($3,836) + Fees ($195) + Taxes in 2025 ($803)


    Taxes:$9,630

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $579,99964 Days on yellowkey   MLS ID: O6398754

    REDUCED by $37,501 (6.1%) on 06/16/2026

    For Sale O6398754 - 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,407 (change assumption)
    Mortgage ($3,178) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    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.