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Winter Garden Homes For Sale & Real Estate - 758 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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  • 2230 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,00043 Days on yellowkey   MLS ID: O6389947

    For Sale O6389947 - 2230 ROMANUM DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 2014
    Monthly Fee: $207
       Tax: $8,425 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $4,005 (change assumption)
    Mortgage ($3,096) + Fees ($207) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9062 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $785,000191 Days on yellowkey   MLS ID: O6352763

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6352763 - 9062 SONOMA COAST DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $261
       Tax: $10,736 (2024)
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,457 (change assumption)
    Mortgage ($4,301) + Fees ($261) + Taxes in 2024 ($895)


    Taxes:$10,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $840,000218 Days on yellowkey   MLS ID: O6345400

    REDUCED by $10,000 (1.2%) on 04/21/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,475 (change assumption)
    Mortgage ($4,603) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $610,00085 Days on yellowkey   MLS ID: O6378167

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale O6378167 - 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2016
    Monthly Fee: $188
       Tax: $8,644 (2025)
    Community: Orchard Hills Ph 2 Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,251 (change assumption)
    Mortgage ($3,342) + Fees ($188) + Taxes in 2025 ($720)


    Taxes:$8,644

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $470,00030 Days on yellowkey   MLS ID: O6393056

    REDUCED by $4,900 (1.0%) on 04/15/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $488,00023 Days on yellowkey   MLS ID: S5146601

    For Sale S5146601 - 5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2131
       Built: 2012
    Monthly Fee: $264
       Tax: $5,449 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Townhouse


    Estimated Monthly Payment: $3,392 (change assumption)
    Mortgage ($2,674) + Fees ($264) + Taxes in 2025 ($454)


    Taxes:$5,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $769,00029 Days on yellowkey   MLS ID: O6393857

    REDUCED by $5,000 (0.6%) on 04/24/2026

    For Sale O6393857 - 17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3196
       Built: 2018
    Monthly Fee: $215
       Tax: $11,210 (2025)
    Community: Waterside/Johns Lk-Ph 2B
    Single Family


    Estimated Monthly Payment: $5,363 (change assumption)
    Mortgage ($4,214) + Fees ($215) + Taxes in 2025 ($934)


    Taxes:$11,210

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $669,0001 Day on yellowkey   MLS ID: O6401397

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,551 (change assumption)
    Mortgage ($3,666) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $745,000Listed 04/24/2026 11:15AM   MLS ID: O6401856

    For Sale O6401856 - 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2468
       Built: 2023
    Monthly Fee: $165
       Tax: $9,407 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($4,082) + Fees ($165) + Taxes in 2025 ($784)


    Taxes:$9,407

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2217 RICKOVER PL, WINTER GARDEN, FL 34787

    $1,059,00045 Days on yellowkey   MLS ID: O6388647

    REDUCED by $16,000 (1.5%) on 04/20/2026

    For Sale O6388647 - 2217 RICKOVER PL, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4324
       Built: 2008
    Monthly Fee: $260
       Tax: $8,547 (2025)
    Community: Bronsons Lndgs F & M
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,775 (change assumption)
    Mortgage ($5,803) + Fees ($260) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $310,000105 Days on yellowkey   MLS ID: O6371413

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale O6371413 - 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1999
    Monthly Fee: $78
       Tax: $4,120 (2024)
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,699) + Fees ($78) + Taxes in 2024 ($343)


    Taxes:$4,120

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,000,00095 Days on yellowkey   MLS ID: O6371664

    REDUCED by $45,000 (2.2%) on 04/21/2026

    For Sale O6371664 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016   Tax: $16,503 (2024)
    Community: Independence
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,334 (change assumption)
    Mortgage ($10,959) + Taxes in 2024 ($1,375)


    Taxes:$16,503

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $664,90010 Days on yellowkey   MLS ID: O6399123

    REDUCED by $10,100 (1.5%) on 04/20/2026

    For Sale O6399123 - 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2818
       Built: 2018
    Monthly Fee: $142
       Tax: $6,366 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($3,643) + Fees ($142) + Taxes in 2025 ($531)


    Taxes:$6,366

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $774,00059 Days on yellowkey   MLS ID: G5108709

    REDUCED by $10,000 (1.3%) on 04/24/2026

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,286 (change assumption)
    Mortgage ($4,241) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787

    $365,00050 Days on yellowkey   MLS ID: O6386823

    For Sale O6386823 - 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 2024
    Monthly Fee: $200
       Tax: $5,492 (2025)
    Community: Osprey Ranch - Phase 1
    Townhouse


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,000) + Fees ($200) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99029 Days on yellowkey   MLS ID: O6393877

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $780,000Listed 04/23/2026 10:57PM   MLS ID: O6401941

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $287
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,320 (change assumption)
    Mortgage ($4,274) + Fees ($287) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 236 DONALD DR, WINTER GARDEN, FL 34787

    $465,000Listed 04/24/2026 12:47AM   MLS ID: O6401940

    For Sale O6401940 - 236 DONALD DR, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1930   Tax: $410 (2025)
    Community: Showalter Park
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($34)


    Taxes:$410

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $676,2451 Day on yellowkey   MLS ID: G5111448

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale G5111448 - 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2680
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,705) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787

    $360,0001 Day on yellowkey   MLS ID: O6401625

    For Sale O6401625 - 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $285
       Tax: $4,779 (2025)
    Community: Tucker Oaks
    Condo


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($1,973) + Fees ($285) + Taxes in 2025 ($398)


    Taxes:$4,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.