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Winter Garden Homes For Sale & Real Estate - 984 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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  • 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $775,0001 Day on yellowkey   MLS ID: S5154077

    For Sale S5154077 - 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3264
       Built: 2016
    Monthly Fee: $270
       Tax: $6,080 (2025)
    Community: Lakeview Pointe At Horizon West
    Single Family


    Estimated Monthly Payment: $5,023 (change assumption)
    Mortgage ($4,246) + Fees ($270) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00032 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $645,00010 Days on yellowkey   MLS ID: O6424578

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($3,534) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10750 PETRILLO WAY, WINTER GARDEN, FL 34787

    $749,00016 Days on yellowkey   MLS ID: O6423067

    REDUCED by $1,000 (0.1%) on 07/21/2026

    For Sale O6423067 - 10750 PETRILLO WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2020
    Monthly Fee: $101
       Tax: $5,059 (2026)
    Community: Winding Bay Phase 1B
    Single Family


    Estimated Monthly Payment: $4,627 (change assumption)
    Mortgage ($4,104) + Fees ($101) + Taxes in 2026 ($422)


    Taxes:$5,059

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $495,00032 Days on yellowkey   MLS ID: O6418888

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $15,000 (2.9%) on 07/08/2026

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($2,712) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90072 Days on yellowkey   MLS ID: O6407632

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $779,00021 Days on yellowkey   MLS ID: O6422122

    REDUCED by $20,000 (2.5%) on 07/23/2026

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($4,268) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,00036 Days on yellowkey   MLS ID: O6418153

    0 Days Off yellowkey (back on 7/23/2026)

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00098 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8150 RED STOPPER LN, WINTER GARDEN, FL 34787

    $439,90017 Days on yellowkey   MLS ID: O6416867

    REDUCED by $10,100 (2.2%) on 07/16/2026

    For Sale O6416867 - 8150 RED STOPPER LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1738
       Built: 2018
    Monthly Fee: $315
       Tax: $7,091 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,316 (change assumption)
    Mortgage ($2,410) + Fees ($315) + Taxes in 2025 ($591)


    Taxes:$7,091

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $871,83179 Days on yellowkey   MLS ID: O6405351

    INCREASED by $1,500 (0.2%) on 07/15/2026

    For Sale O6405351 - 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,143 (change assumption)
    Mortgage ($4,777) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99029 Days on yellowkey   MLS ID: O6419923

    1 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $15,000 (1.6%) on 07/02/2026

    For Sale O6419923 - 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,305 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11275 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $420,0001 Day on yellowkey   MLS ID: O6427248

    For Sale O6427248 - 11275 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 13 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $429

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,730 (change assumption)
    Mortgage ($2,301) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 20 E DIVISION ST, WINTER GARDEN, FL 34787

    $1,080,00049 Days on yellowkey   MLS ID: O6413659

    REDUCED by $40,000 (3.6%) on 07/23/2026

    For Sale O6413659 - 20 E DIVISION ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2729
       Built: 1959   Tax: $7,197 (2025)
    Community: Winter Garden Shores First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,517 (change assumption)
    Mortgage ($5,918) + Taxes in 2025 ($600)


    Taxes:$7,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $525,0901 Day on yellowkey   MLS ID: O6427521

    For Sale O6427521 - 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $152

    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2025

    Middle School: Odyssey Middle


  • 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787

    $499,6901 Day on yellowkey   MLS ID: O6427512

    For Sale O6427512 - 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1652
       Built: 2026
    Monthly Fee: $286

    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,024 (change assumption)
    Mortgage ($2,738) + Fees ($286) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $537,2901 Day on yellowkey   MLS ID: O6427359

    For Sale O6427359 - 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,944) + Fees ($152) + Taxes in 2025 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6373 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787

    $488,1901 Day on yellowkey   MLS ID: O6427405

    For Sale O6427405 - 6373 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2026
    Monthly Fee: $286
       Tax: $1,758 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,107 (change assumption)
    Mortgage ($2,675) + Fees ($286) + Taxes in 2025 ($147)


    Taxes:$1,758

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787

    $936,0631 Day on yellowkey   MLS ID: O6427362

    For Sale O6427362 - 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2974
       Built: 2026
    Monthly Fee: $426

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,555 (change assumption)
    Mortgage ($5,129) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787

    $570,0001 Day on yellowkey   MLS ID: O6427350

    For Sale O6427350 - 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2025
    Monthly Fee: $210
       Tax: $2,525 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,544 (change assumption)
    Mortgage ($3,123) + Fees ($210) + Taxes in 2025 ($210)


    Taxes:$2,525

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    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.