REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Homes For Sale & Real Estate - 915 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

Sort:
  • 16271 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $680,000420 Days on yellowkey   MLS ID: O6299810

    For Sale O6299810 - 16271 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2023
    Monthly Fee: $148
       Tax: $1,854 (2023)
    Community: Silverleaf Reserve At Hamlin
    Single Family


    Estimated Monthly Payment: $4,028 (change assumption)
    Mortgage ($3,726) + Fees ($148) + Taxes in 2023 ($154)


    Taxes:$1,854

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $875,595135 Days on yellowkey   MLS ID: G5107301

    0 Days Off yellowkey (back on 1/26/2026)

    For Sale G5107301 - 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,948 (change assumption)
    Mortgage ($4,798) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $625,58062 Days on yellowkey   MLS ID: G5110835

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

    For Sale G5110835 - 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,578 (change assumption)
    Mortgage ($3,428) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $999,914134 Days on yellowkey   MLS ID: G5107315

    0 Days Off yellowkey (back on 1/27/2026)

    For Sale G5107315 - 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,479) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5618 WATER ROSE RD, WINTER GARDEN, FL 34787

    $395,00051 Days on yellowkey   MLS ID: O6400788

    For Sale O6400788 - 5618 WATER ROSE RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2016
    Monthly Fee: $402
       Tax: $6,527 (2025)
    Community: Signature Lakes Ph 3B-6
    Townhouse


    Estimated Monthly Payment: $3,110 (change assumption)
    Mortgage ($2,164) + Fees ($402) + Taxes in 2025 ($544)


    Taxes:$6,527

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787

    $349,90051 Days on yellowkey   MLS ID: S5148274

    For Sale S5148274 - 14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787 10 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $608
       Tax: $6,218 (2025)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $3,043 (change assumption)
    Mortgage ($1,917) + Fees ($608) + Taxes in 2025 ($518)


    Taxes:$6,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787

    $215,000132 Days on yellowkey   MLS ID: O6371816

    For Sale O6371816 - 14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $904
       Tax: $6,487 (2024)
    Community: The Grove Resort And Spa
    Spa: No

    Condo


    Estimated Monthly Payment: $2,623 (change assumption)
    Mortgage ($1,178) + Fees ($904) + Taxes in 2024 ($541)


    Taxes:$6,487

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $535,000126 Days on yellowkey   MLS ID: S5142809

    REDUCED by $10,000 (1.8%) on 04/19/2026

    For Sale S5142809 - 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2303
       Built: 2018
    Monthly Fee: $245
       Tax: $7,328 (2024)
    Community: Watermark
    Townhouse


    Estimated Monthly Payment: $3,787 (change assumption)
    Mortgage ($2,931) + Fees ($245) + Taxes in 2024 ($611)


    Taxes:$7,328

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 8216 TOPSAIL PL, WINTER GARDEN, FL 34787

    $974,90085 Days on yellowkey   MLS ID: O6391155

    REDUCED by $14,100 (1.4%) on 04/13/2026

    For Sale O6391155 - 8216 TOPSAIL PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3055
       Built: 2022
    Monthly Fee: $360
       Tax: $12,728 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($5,342) + Fees ($360) + Taxes in 2025 ($1,061)


    Taxes:$12,728

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787

    $969,000133 Days on yellowkey   MLS ID: O6377688

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6377688 - 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2024
    Monthly Fee: $85
       Tax: $2,836 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,631 (change assumption)
    Mortgage ($5,309) + Fees ($85) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7036 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $524,900219 Days on yellowkey   MLS ID: S5137842

    For Sale S5137842 - 7036 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2023
    Monthly Fee: $180
       Tax: $750 (2023)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,876) + Fees ($180) + Taxes in 2023 ($63)


    Taxes:$750

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Horizon West Middle School


  • 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787

    $1,600,00096 Days on yellowkey   MLS ID: O6388174

    For Sale O6388174 - 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4733
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star At Ovation Phase 1B
    Single Family


    Estimated Monthly Payment: $8,853 (change assumption)
    Mortgage ($8,767) + Fees ($86) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1742, WINTER GARDEN, FL 34787

    $209,900259 Days on yellowkey   MLS ID: O6346817

    For Sale O6346817 - 14501 GROVE RESORT AVE #1742, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $997
       Tax: $6,945 (2024)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $2,726 (change assumption)
    Mortgage ($1,150) + Fees ($997) + Taxes in 2024 ($579)


    Taxes:$6,945

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $600,00085 Days on yellowkey   MLS ID: O6391410

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391410 - 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($3,288) + 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


  • 16669 VARONE COVE CT, WINTER GARDEN, FL 34787

    $1,399,900128 Days on yellowkey   MLS ID: O6375749

    For Sale O6375749 - 16669 VARONE COVE CT, WINTER GARDEN, FL 34787 81 photos

    Bed: 7   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5613
       Built: 2016
    Monthly Fee: $185
       Tax: $15,548 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,151 (change assumption)
    Mortgage ($7,670) + Fees ($185) + Taxes in 2024 ($1,296)


    Taxes:$15,548

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $582,49056 Days on yellowkey   MLS ID: G5111052

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111052 - 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,332 (change assumption)
    Mortgage ($3,192) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2423, WINTER GARDEN, FL 34787

    $250,00055 Days on yellowkey   MLS ID: O6399916

    For Sale O6399916 - 14501 GROVE RESORT AVE #2423, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $5,644 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($1,370) + Fees ($904) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT #1409, WINTER GARDEN, FL 34787

    $389,900394 Days on yellowkey   MLS ID: O6307387

    For Sale O6307387 - 14501 GROVE RESORT #1409, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016   Tax: $6,500 (2024)
    Community: Grove Resort Hotel And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,136) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,00057 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2023
    Monthly Fee: $85
       Tax: $9,030 (2025)
    Community: Northlake At Ovation Phase 1
    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,652) + Fees ($85) + Taxes in 2025 ($753)


    Taxes:$9,030

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $2,550,000544 Days on yellowkey   MLS ID: O6260561

    For Sale O6260561 - 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4633
       Built: 1982   Tax: $1,591 (2023)
    Community: Lake Avalon Groves Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,105 (change assumption)
    Mortgage ($13,972) + Taxes in 2023 ($133)


    Taxes:$1,591

    Elementary School: Hamlin Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Hamlin 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.