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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Garden - 155 properties found

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  • 419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $874,99083 Days on yellowkey   MLS ID: O6395693

    3 Days Off yellowkey (back on 5/19/2026)

    For Sale O6395693 - 419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 2026
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,197 (change assumption)
    Mortgage ($4,794) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1692 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $760,00037 Days on yellowkey   MLS ID: O6408620

    For Sale O6408620 - 1692 HIGHBANKS CIR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2848
       Built: 2017
    Monthly Fee: $142
       Tax: $5,936 (2025)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,801 (change assumption)
    Mortgage ($4,164) + Fees ($142) + Taxes in 2025 ($495)


    Taxes:$5,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787

    $628,00038 Days on yellowkey   MLS ID: O6408574

    For Sale O6408574 - 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2573
       Built: 2017
    Monthly Fee: $195
       Tax: $9,620 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5
    Single Family


    Estimated Monthly Payment: $4,438 (change assumption)
    Mortgage ($3,441) + Fees ($195) + Taxes in 2025 ($802)


    Taxes:$9,620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $859,900152 Days on yellowkey   MLS ID: O6375411

    REDUCED by $10,000 (1.1%) on 04/08/2026

    For Sale O6375411 - 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2017
    Monthly Fee: $360
       Tax: $6,887 (2025)
    Community: Lakeshore Preserve
    Single Family


    Estimated Monthly Payment: $5,646 (change assumption)
    Mortgage ($4,712) + Fees ($360) + Taxes in 2025 ($574)


    Taxes:$6,887

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2230 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,000104 Days on yellowkey   MLS ID: O6389947

    1 Days Off yellowkey (back on 5/17/2026)

    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


  • 15130 TEA TREE DR, WINTER GARDEN, FL 34787

    $926,58244 Days on yellowkey   MLS ID: G5112226

    For Sale G5112226 - 15130 TEA TREE DR, WINTER GARDEN, FL 34787 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150
       Tax: $18,489 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $6,768 (change assumption)
    Mortgage ($5,077) + Fees ($150) + Taxes in 2025 ($1,541)


    Taxes:$18,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $909,00063 Days on yellowkey   MLS ID: O6399342

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale O6399342 - 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2953
       Built: 2015
    Monthly Fee: $235
       Tax: $11,413 (2025)
    Community: Hickory Hammock Ph 1D
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($4,981) + Fees ($235) + Taxes in 2025 ($951)


    Taxes:$11,413

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $730,79143 Days on yellowkey   MLS ID: G5112279

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112279 - 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,126 (change assumption)
    Mortgage ($4,004) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6357 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $730,184203 Days on yellowkey   MLS ID: G5105172

    0 Days Off yellowkey (back on 12/3/2025)

    For Sale G5105172 - 6357 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($4,001) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $746,650279 Days on yellowkey   MLS ID: G5102277

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5102277 - 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($4,091) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15807 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $752,000221 Days on yellowkey   MLS ID: O6361039

    For Sale O6361039 - 15807 SWEET LEMON WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2018
    Monthly Fee: $58
       Tax: $9,096 (2024)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,120) + Fees ($58) + Taxes in 2024 ($758)


    Taxes:$9,096

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $642,74549 Days on yellowkey   MLS ID: G5112006

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5112006 - 7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2705
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,662 (change assumption)
    Mortgage ($3,522) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $640,05049 Days on yellowkey   MLS ID: G5111997

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111997 - 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($3,507) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15213 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $899,360279 Days on yellowkey   MLS ID: G5102285

    0 Days Off yellowkey (back on 11/28/2025)

    For Sale G5102285 - 15213 MARITIME PINE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2879
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,078 (change assumption)
    Mortgage ($4,928) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $778,53167 Days on yellowkey   MLS ID: G5111211

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale G5111211 - 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($4,266) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $784,49099 Days on yellowkey   MLS ID: G5109744

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5109744 - 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,448 (change assumption)
    Mortgage ($4,298) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990317 Days on yellowkey   MLS ID: S5132434

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,261 (change assumption)
    Mortgage ($5,479) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $795,000161 Days on yellowkey   MLS ID: O6373845

    For Sale O6373845 - 9611 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $260
       Tax: $11,300 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,356) + Fees ($260) + Taxes in 2025 ($942)


    Taxes:$11,300

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787

    $799,00069 Days on yellowkey   MLS ID: O6399638

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6399638 - 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2808
       Built: 2026
    Monthly Fee: $544
       Tax: $545 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,967 (change assumption)
    Mortgage ($4,378) + Fees ($544) + Taxes in 2025 ($45)


    Taxes:$545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $729,38560 Days on yellowkey   MLS ID: G5111566

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5111566 - 6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($3,997) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle






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.