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Winter Garden Single Family Homes For Sale - 675 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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  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00053 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 78 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


  • 17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787

    $1,825,00030 Days on yellowkey   MLS ID: O6406639

    REDUCED by $24,000 (1.3%) on 05/31/2026

    For Sale O6406639 - 17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4977
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star/Ovation Ph 1B
    Single Family


    Estimated Monthly Payment: $10,086 (change assumption)
    Mortgage ($10,000) + 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


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00012 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


  • 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $585,000133 Days on yellowkey   MLS ID: S5142297

    For Sale S5142297 - 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2022
    Monthly Fee: $642
       Tax: $7,519 (2024)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,474 (change assumption)
    Mortgage ($3,205) + Fees ($642) + Taxes in 2024 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $339,90027 Days on yellowkey   MLS ID: O6407632

    REDUCED by $10,000 (2.9%) on 06/06/2026

    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: $2,258 (change assumption)
    Mortgage ($1,862) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15025 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $599,99028 Days on yellowkey   MLS ID: O6404948

    1 Days Off yellowkey (back on 5/16/2026)

    For Sale O6404948 - 15025 PIGEON PLUM LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2016
    Monthly Fee: $252
       Tax: $6,086 (2025)
    Community: Summerlake Pd Ph 2C
    Single Family


    Estimated Monthly Payment: $4,047 (change assumption)
    Mortgage ($3,288) + Fees ($252) + Taxes in 2025 ($507)


    Taxes:$6,086

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $929,0008 Days on yellowkey   MLS ID: O6412485

    For Sale O6412485 - 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4495
       Built: 2022
    Monthly Fee: $208
       Tax: $12,674 (2025)
    Community: Lakeview Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,354 (change assumption)
    Mortgage ($5,090) + Fees ($208) + Taxes in 2025 ($1,056)


    Taxes:$12,674

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $639,00011 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


  • 8016 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $549,90018 Days on yellowkey   MLS ID: TB8511160

    For Sale TB8511160 - 8016 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 2018
    Monthly Fee: $55
       Tax: $7,636 (2025)
    Community: Summerlake Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,704 (change assumption)
    Mortgage ($3,013) + Fees ($55) + Taxes in 2025 ($636)


    Taxes:$7,636

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12103 EASTMOOR DR, WINTER GARDEN, FL 34787

    $445,00019 Days on yellowkey   MLS ID: O6409071

    REDUCED by $5,000 (1.1%) on 06/04/2026

    For Sale O6409071 - 12103 EASTMOOR DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 2024
    Monthly Fee: $225
       Tax: $6,795 (2025)
    Community: Encore/Ovation Ph 4B
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,438) + Fees ($225) + Taxes in 2025 ($566)


    Taxes:$6,795

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90025 Days on yellowkey   MLS ID: O6408299

    REDUCED by $25,000 (3.1%) on 06/03/2026

    For Sale O6408299 - 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4440
       Built: 2021
    Monthly Fee: $152
       Tax: $12,253 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,419 (change assumption)
    Mortgage ($4,246) + Fees ($152) + Taxes in 2025 ($1,021)


    Taxes:$12,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 811 CIVITAS WAY, WINTER GARDEN, FL 34787

    $2,250,00025 Days on yellowkey   MLS ID: O6403760

    For Sale O6403760 - 811 CIVITAS WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5138
       Built: 2017
    Monthly Fee: $208
       Tax: $24,126 (2025)
    Community: Oakland Park Un # 2A
    Single Family


    Estimated Monthly Payment: $14,547 (change assumption)
    Mortgage ($12,328) + Fees ($208) + Taxes in 2025 ($2,011)


    Taxes:$24,126

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $545,00033 Days on yellowkey   MLS ID: O6402423

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,668 (change assumption)
    Mortgage ($2,986) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $699,50039 Days on yellowkey   MLS ID: O6402778

    REDUCED by $15,400 (2.2%) on 05/29/2026

    For Sale O6402778 - 13332 SUBURBAN TER, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 1994   Tax: $2,841 (2024)
    Community: Citrus Cove Unit 01
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,833) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $920,000101 Days on yellowkey   MLS ID: O6386394

    REDUCED by $7,900 (0.9%) on 05/13/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,188 (change assumption)
    Mortgage ($5,041) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15149 CANOE PL, WINTER GARDEN, FL 34787

    $799,0007 Days on yellowkey   MLS ID: O6412776

    For Sale O6412776 - 15149 CANOE PL, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3081
       Built: 2019
    Monthly Fee: $385
       Tax: $9,388 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,545 (change assumption)
    Mortgage ($4,378) + Fees ($385) + Taxes in 2025 ($782)


    Taxes:$9,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9606 WOODCRANE DR, WINTER GARDEN, FL 34787

    $525,00018 Days on yellowkey   MLS ID: O6410113

    For Sale O6410113 - 9606 WOODCRANE DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2017
    Monthly Fee: $164
       Tax: $5,079 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($423)


    Taxes:$5,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3286 MAINSAIL CT, WINTER GARDEN, FL 34787

    $889,00014 Days on yellowkey   MLS ID: O6411073

    For Sale O6411073 - 3286 MAINSAIL CT, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4293
       Built: 2023
    Monthly Fee: $208
       Tax: $12,028 (2024)
    Community: Ests/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $6,081 (change assumption)
    Mortgage ($4,871) + Fees ($208) + Taxes in 2024 ($1,002)


    Taxes:$12,028

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2024

    Middle School: Windy Hill Middle


  • 914 TROWMAN ALY, WINTER GARDEN, FL 34787

    $649,00014 Days on yellowkey   MLS ID: O6410871

    REDUCED by $26,000 (3.9%) on 06/02/2026

    For Sale O6410871 - 914 TROWMAN ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2022
    Monthly Fee: $356
       Tax: $6,421 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,447 (change assumption)
    Mortgage ($3,556) + Fees ($356) + Taxes in 2025 ($535)


    Taxes:$6,421

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $615,00032 Days on yellowkey   MLS ID: O6402308

    REDUCED by $10,000 (1.6%) on 05/29/2026

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,441 (change assumption)
    Mortgage ($3,370) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater 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.