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Winter Garden Homes For Sale & Real Estate - 842 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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  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $400,00043 Days on yellowkey   MLS ID: O6396151

    INCREASED by $20,000 (5.3%) on 05/15/2026

    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: $2,751 (change assumption)
    Mortgage ($2,192) + Fees ($78) + Taxes in 2025 ($482)


    Taxes:$5,780

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE 1535 #1535, WINTER GARDEN, FL 34787

    $410,990Listed 05/15/2026 12:18PM   MLS ID: S5150001

    For Sale S5150001 - 14501 GROVE RESORT AVE     1535 #1535, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $889
       Tax: $6,589 (2024)
    Community: Grove Resort And Spa Hotel Condominium 1
    Condo


    Estimated Monthly Payment: $3,690 (change assumption)
    Mortgage ($2,252) + Fees ($889) + Taxes in 2024 ($549)


    Taxes:$6,589

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,200,00072 Days on yellowkey   MLS ID: O6384801

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,428 (change assumption)
    Mortgage ($6,575) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,00025 Days on yellowkey   MLS ID: O6401039

    1 Days Off yellowkey (back on 5/15/2026)

    For Sale O6401039 - 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1983   Tax: $5,400 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,820 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($450)


    Taxes:$5,400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $535,0003 Days on yellowkey   MLS ID: O6407306

    For Sale O6407306 - 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2022
    Monthly Fee: $215
       Tax: $7,429 (2025)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,766 (change assumption)
    Mortgage ($2,931) + Fees ($215) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90032 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 4 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $849,90047 Days on yellowkey   MLS ID: G5110319

    REDUCED by $43,000 (4.8%) on 04/16/2026

    For Sale G5110319 - 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3954
       Built: 2005
    Monthly Fee: $243
       Tax: $5,889 (2025)
    Community: Stoneybrook West Un 06
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,391 (change assumption)
    Mortgage ($4,657) + Fees ($243) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 199 E CREST AVE, WINTER GARDEN, FL 34787

    $525,00023 Days on yellowkey   MLS ID: O6401923

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1659
       Built: 1984   Tax: $6,857 (2025)
    Community: Garden Heights Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($571)


    Taxes:$6,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $685,00015 Days on yellowkey   MLS ID: O6403794

    REDUCED by $25,000 (3.5%) on 05/15/2026

    For Sale O6403794 - 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $229
       Tax: $9,329 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,760 (change assumption)
    Mortgage ($3,753) + Fees ($229) + Taxes in 2025 ($777)


    Taxes:$9,329

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1335 DANIELS COVE DR, WINTER GARDEN, FL 34787

    $325,000Listed 05/15/2026 12:44PM   MLS ID: O6402285

    For Sale O6402285 - 1335 DANIELS COVE DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1371
       Built: 1998
    Monthly Fee: $54
       Tax: $1,024 (2025)
    Community: Daniels Crossing Rep
    Single Family


    Estimated Monthly Payment: $1,920 (change assumption)
    Mortgage ($1,781) + Fees ($54) + Taxes in 2025 ($85)


    Taxes:$1,024

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $749,90017 Days on yellowkey   MLS ID: O6399241

    For Sale O6399241 - 15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2574
       Built: 2013
    Monthly Fee: $114
       Tax: $7,534 (2025)
    Community: Reserve/Carriage Point Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,851 (change assumption)
    Mortgage ($4,109) + Fees ($114) + Taxes in 2025 ($628)


    Taxes:$7,534

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $560,000Listed 05/15/2026 7:56AM   MLS ID: O6408190

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,016 (change assumption)
    Mortgage ($3,068) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00050 Days on yellowkey   MLS ID: O6394209

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 811 CIVITAS WAY, WINTER GARDEN, FL 34787

    $2,250,000Listed 05/15/2026 9:46AM   MLS ID: O6403760

    For Sale O6403760 - 811 CIVITAS WAY, WINTER GARDEN, FL 34787 46 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


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,00021 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $690,000Listed 05/15/2026 11:29AM   MLS ID: O6408277

    For Sale O6408277 - 14784 FIELD DAISY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2841
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,010 (change assumption)
    Mortgage ($3,781) + 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


  • 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $459,990Listed 05/15/2026 11:12AM   MLS ID: O6408256

    For Sale O6408256 - 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $250
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,520) + Fees ($250) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,190,00012 Days on yellowkey   MLS ID: O6403198

    For Sale O6403198 - 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3693
       Built: 2021
    Monthly Fee: $225
       Tax: $12,882 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $7,819 (change assumption)
    Mortgage ($6,520) + Fees ($225) + Taxes in 2025 ($1,074)


    Taxes:$12,882

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $899,00025 Days on yellowkey   MLS ID: O6400461

    REDUCED by $30,999 (3.3%) on 04/29/2026

    For Sale O6400461 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2023
    Monthly Fee: $300
       Tax: $11,028 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $6,145 (change assumption)
    Mortgage ($4,926) + Fees ($300) + Taxes in 2025 ($919)


    Taxes:$11,028

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2154 OAKINGTON ST, WINTER GARDEN, FL 34787

    $469,90016 Days on yellowkey   MLS ID: O6402495

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale O6402495 - 2154 OAKINGTON ST, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1585
       Built: 2002
    Monthly Fee: $243
       Tax: $5,166 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $3,248 (change assumption)
    Mortgage ($2,575) + Fees ($243) + Taxes in 2025 ($431)


    Taxes:$5,166

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.