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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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  • 17100 BEACHGRASS, WINTER GARDEN, FL 34787

    $834,99068 Days on yellowkey   MLS ID: O6407707

    3 Days Off yellowkey (back on 6/15/2026)

    For Sale O6407707 - 17100 BEACHGRASS, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2025
    Monthly Fee: $172
       Tax: $10,646 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,634 (change assumption)
    Mortgage ($4,575) + Fees ($172) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,562147 Days on yellowkey   MLS ID: O6385596

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $50,000 (6.0%) on 05/09/2026

    For Sale O6385596 - 12971 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: $4,455 (change assumption)
    Mortgage ($4,315) + 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


  • 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787

    $647,17255 Days on yellowkey   MLS ID: O6411681

    For Sale O6411681 - 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,708 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,451 (change assumption)
    Mortgage ($3,546) + Fees ($96) + Taxes in 2026 ($809)


    Taxes:$9,708

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787

    $607,67947 Days on yellowkey   MLS ID: O6414276

    For Sale O6414276 - 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,115 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,185 (change assumption)
    Mortgage ($3,330) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,115

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000289 Days on yellowkey   MLS ID: O6348822

    REDUCED by $20,000 (3.9%) on 04/16/2026

    For Sale O6348822 - 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $103
       Tax: $4,770 (2024)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,734) + Fees ($103) + Taxes in 2024 ($397)


    Taxes:$4,770

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $546,49054 Days on yellowkey   MLS ID: O6412141

    2 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,500 (2.8%) on 06/06/2026

    For Sale O6412141 - 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,994) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $437,99075 Days on yellowkey   MLS ID: G5112135

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale G5112135 - 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,400) + Fees ($216) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16545 BROADWATER AVE, WINTER GARDEN, FL 34787

    $849,900134 Days on yellowkey   MLS ID: O6389243

    REDUCED by $5,000 (0.6%) on 06/08/2026

    For Sale O6389243 - 16545 BROADWATER AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3036
       Built: 2017
    Monthly Fee: $184
       Tax: $3,668 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,657) + Fees ($184) + Taxes in 2024 ($306)


    Taxes:$3,668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $900,000150 Days on yellowkey   MLS ID: O6384645

    REDUCED by $49,999 (5.3%) on 06/04/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,736 (change assumption)
    Mortgage ($4,931) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $769,99039 Days on yellowkey   MLS ID: G5113736

    For Sale G5113736 - 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($4,219) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $794,99077 Days on yellowkey   MLS ID: G5112004

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

    For Sale G5112004 - 13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,516 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $555,000103 Days on yellowkey   MLS ID: TB8496196

    REDUCED by $10,000 (1.8%) on 06/09/2026

    For Sale TB8496196 - 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2019
       Built: 2017
    Monthly Fee: $312
       Tax: $5,109 (2025)
    Community: Waterleigh Ph 1B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,779 (change assumption)
    Mortgage ($3,041) + Fees ($312) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12253 S BRACCO ST, WINTER GARDEN, FL 34787

    $499,00051 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


  • 6475 BREEZE FILLED LN, WINTER GARDEN, FL 34787

    $585,00040 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

    $2,575,00040 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


  • 15280 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $988,539307 Days on yellowkey   MLS ID: G5102291

    For Sale G5102291 - 15280 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3550
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,567 (change assumption)
    Mortgage ($5,417) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $635,00069 Days on yellowkey   MLS ID: O6407746

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale O6407746 - 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2741
       Built: 2021
    Monthly Fee: $152
       Tax: $7,521 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $4,258 (change assumption)
    Mortgage ($3,479) + Fees ($152) + Taxes in 2025 ($627)


    Taxes:$7,521

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 642 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,137,15043 Days on yellowkey   MLS ID: O6413483

    For Sale O6413483 - 642 MEDORA WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,469 (change assumption)
    Mortgage ($6,231) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 650 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,157,19043 Days on yellowkey   MLS ID: O6413464

    For Sale O6413464 - 650 MEDORA WAY, WINTER GARDEN, FL 34787 12 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,578 (change assumption)
    Mortgage ($6,341) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17125 STILLNESS ALY, WINTER GARDEN, FL 34787

    $580,93341 Days on yellowkey   MLS ID: G5113666

    For Sale G5113666 - 17125 STILLNESS ALY, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,304 (change assumption)
    Mortgage ($3,183) + Fees ($121) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    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.