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Winter Garden Single Family Homes For Sale - 707 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $689,0007 Days on yellowkey   MLS ID: O6415990

    For Sale O6415990 - 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,775) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13706 WERRINGTON DR, WINTER GARDEN, FL 34787

    $715,000230 Days on yellowkey   MLS ID: S5138020

    For Sale S5138020 - 13706 WERRINGTON DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2022
    Monthly Fee: $192
       Tax: $8,345 (2023)
    Community: Encore At Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,805 (change assumption)
    Mortgage ($3,918) + Fees ($192) + Taxes in 2023 ($695)


    Taxes:$8,345

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $695,000152 Days on yellowkey   MLS ID: O6376219

    For Sale O6376219 - 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2839
       Built: 2017
    Monthly Fee: $195
       Tax: $9,648 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184
    Single Family


    Estimated Monthly Payment: $4,807 (change assumption)
    Mortgage ($3,808) + Fees ($195) + Taxes in 2025 ($804)


    Taxes:$9,648

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15231 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $885,385278 Days on yellowkey   MLS ID: G5102315

    0 Days Off yellowkey (back on 10/6/2025)

    For Sale G5102315 - 15231 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3675
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,851) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16175 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $920,308230 Days on yellowkey   MLS ID: G5104189

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104189 - 16175 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,193 (change assumption)
    Mortgage ($5,043) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6529 SHORE JUNIPER ST, WINTER GARDEN, FL 34787

    $970,460230 Days on yellowkey   MLS ID: G5104187

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104187 - 6529 SHORE JUNIPER ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($5,317) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15166 TEA TREE DR, WINTER GARDEN, FL 34787

    $943,160230 Days on yellowkey   MLS ID: G5104190

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104190 - 15166 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,318 (change assumption)
    Mortgage ($5,168) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $764,99011 Days on yellowkey   MLS ID: G5113739

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale G5113739 - 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,352 (change assumption)
    Mortgage ($4,192) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $765,37799 Days on yellowkey   MLS ID: G5109739

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale G5109739 - 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($4,194) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16012 MICELLI DR, WINTER GARDEN, FL 34787

    $684,000135 Days on yellowkey   MLS ID: TB8472370

    REDUCED by $15,000 (2.1%) on 06/17/2026

    For Sale TB8472370 - 16012 MICELLI DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2021
    Monthly Fee: $101
       Tax: $7,755 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,495 (change assumption)
    Mortgage ($3,748) + Fees ($101) + Taxes in 2024 ($646)


    Taxes:$7,755

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000356 Days on yellowkey   MLS ID: O6320739

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,90048 Days on yellowkey   MLS ID: O6404386

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,00071 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 66 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


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000194 Days on yellowkey   MLS ID: O6366636

    For Sale O6366636 - 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2015
    Monthly Fee: $164
       Tax: $11,197 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $6,576 (change assumption)
    Mortgage ($5,479) + Fees ($164) + Taxes in 2024 ($933)


    Taxes:$11,197

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,200,00082 Days on yellowkey   MLS ID: O6395612

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

    REDUCED by $100,000 (7.7%) on 06/11/2026

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $7,746 (change assumption)
    Mortgage ($6,575) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $390,00082 Days on yellowkey   MLS ID: O6396151

    REDUCED by $10,000 (2.5%) on 06/17/2026

    For Sale O6396151 - 632 DHARMA CIR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1315
       Built: 2000
    Monthly Fee: $78
       Tax: $5,780 (2025)
    Community: Daniels Crossing Ph 03
    Single Family


    Estimated Monthly Payment: $2,697 (change assumption)
    Mortgage ($2,137) + Fees ($78) + Taxes in 2025 ($482)


    Taxes:$5,780

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $534,99019 Days on yellowkey   MLS ID: O6414240

    REDUCED by $45,000 (7.8%) on 06/17/2026

    For Sale O6414240 - 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,237 (change assumption)
    Mortgage ($2,931) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $507,00041 Days on yellowkey   MLS ID: O6407552

    REDUCED by $13,000 (2.5%) on 06/17/2026

    For Sale O6407552 - 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2022
    Monthly Fee: $291
       Tax: $6,722 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($2,778) + Fees ($291) + Taxes in 2025 ($560)


    Taxes:$6,722

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $650,000447 Days on yellowkey   MLS ID: O6280496

    REDUCED by $98,000 (13.1%) on 06/10/2026

    SHORT SALE O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,626 (change assumption)
    Mortgage ($3,562) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787

    $885,000137 Days on yellowkey   MLS ID: G5107891

    REDUCED by $30,000 (3.3%) on 06/17/2026

    For Sale G5107891 - 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787 96 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4267
       Built: 2012
    Monthly Fee: $128
       Tax: $11,470 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $5,933 (change assumption)
    Mortgage ($4,849) + Fees ($128) + Taxes in 2025 ($956)


    Taxes:$11,470

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.