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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Winter Garden - 581 properties found

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  • 15707 SIGNATURE DR., WINTER GARDEN, FL 34787

    $575,000398 Days on yellowkey   MLS ID: O6295079

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale O6295079 - 15707 SIGNATURE DR., WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2714
       Built: 2013
    Monthly Fee: $184
       Tax: $8,595 (2024)
    Community: Independence Community
    Single Family


    Estimated Monthly Payment: $4,051 (change assumption)
    Mortgage ($3,151) + Fees ($184) + Taxes in 2024 ($716)


    Taxes:$8,595

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $571,90068 Days on yellowkey   MLS ID: O6385721

    REDUCED by $8,100 (1.4%) on 04/06/2026

    For Sale O6385721 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Monthly Fee: $160
       Tax: $7,532 (2024)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $3,921 (change assumption)
    Mortgage ($3,134) + Fees ($160) + Taxes in 2024 ($628)


    Taxes:$7,532

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $580,000176 Days on yellowkey   MLS ID: O6357599

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,216 (change assumption)
    Mortgage ($3,178) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00053 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787

    $460,000179 Days on yellowkey   MLS ID: O6358731

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale O6358731 - 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2013
    Monthly Fee: $180
       Tax: $6,404 (2024)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,520) + Fees ($180) + Taxes in 2024 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $829,965229 Days on yellowkey   MLS ID: G5102265

    0 Days Off yellowkey (back on 9/18/2025)

    For Sale G5102265 - 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 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: $4,698 (change assumption)
    Mortgage ($4,548) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 730 RIVER GRASS LN, WINTER GARDEN, FL 34787

    $649,900100 Days on yellowkey   MLS ID: G5107248

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

    For Sale G5107248 - 730 RIVER GRASS LN, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2647
       Built: 2014
    Monthly Fee: $72
       Tax: $3,572 (2024)
    Community: Covington Chase Ph 2C
    Single Family


    Estimated Monthly Payment: $3,931 (change assumption)
    Mortgage ($3,561) + Fees ($72) + Taxes in 2024 ($298)


    Taxes:$3,572

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $650,000117 Days on yellowkey   MLS ID: O6371639

    For Sale O6371639 - 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2024
    Monthly Fee: $229
       Tax: $1,433 (2024)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($229) + Taxes in 2024 ($119)


    Taxes:$1,433

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787

    $869,90032 Days on yellowkey   MLS ID: O6396204

    For Sale O6396204 - 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3640
       Built: 2018
    Monthly Fee: $113
       Tax: $11,489 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,837 (change assumption)
    Mortgage ($4,766) + Fees ($113) + Taxes in 2025 ($957)


    Taxes:$11,489

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4004 REX DR, WINTER GARDEN, FL 34787

    $2,900,00032 Days on yellowkey   MLS ID: O6395737

    For Sale O6395737 - 4004 REX DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1971   Tax: $3,688 (2025)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $16,197 (change assumption)
    Mortgage ($15,890) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $595,00078 Days on yellowkey   MLS ID: O6383015

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6383015 - 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2016
    Monthly Fee: $188
       Tax: $5,339 (2025)
    Community: Orchard Hills Phase 2
    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,260) + Fees ($188) + Taxes in 2025 ($445)


    Taxes:$5,339

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5526 TINY RD, WINTER GARDEN, FL 34787

    $1,675,000271 Days on yellowkey   MLS ID: O6334009

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6334009 - 5526 TINY RD, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2007   Tax: $10,165 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $10,025 (change assumption)
    Mortgage ($9,178) + Taxes in 2024 ($847)


    Taxes:$10,165

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1073 VINSETTA CIR, WINTER GARDEN, FL 34787

    $725,000289 Days on yellowkey   MLS ID: O6328215

    INCREASED by $10,000 (1.4%) on 04/02/2026

    For Sale O6328215 - 1073 VINSETTA CIR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3568
       Built: 2014
    Monthly Fee: $95
       Tax: $5,710 (2024)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $4,543 (change assumption)
    Mortgage ($3,973) + Fees ($95) + Taxes in 2024 ($476)


    Taxes:$5,710

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 514 DUNBAR AVE, WINTER GARDEN, FL 34787

    $295,00034 Days on yellowkey   MLS ID: O6394414

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6394414 - 514 DUNBAR AVE, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1162
       Built: 2006   Tax: $2,616 (2025)
    Community: Joe Louis Park
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($218)


    Taxes:$2,616

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $489,00040 Days on yellowkey   MLS ID: O6394075

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6394075 - 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $90
       Tax: $4,516 (2025)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $3,146 (change assumption)
    Mortgage ($2,679) + Fees ($90) + Taxes in 2025 ($376)


    Taxes:$4,516

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $874,99033 Days on yellowkey   MLS ID: O6395693

    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
    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


  • WINTER GARDEN, FL 34787

    $688,78934 Days on yellowkey   MLS ID: G5110452

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

    For Sale G5110452 - WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,774) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $565,99034 Days on yellowkey   MLS ID: G5110436

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

    For Sale G5110436 - 17061 HAGGERTY HOLLOW DR, 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: $3,223 (change assumption)
    Mortgage ($3,101) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8197 LAKEVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $434,900134 Days on yellowkey   MLS ID: TB8458488

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

    For Sale TB8458488 - 8197 LAKEVIEW CROSSING DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2016
    Monthly Fee: $265
       Tax: $6,511 (2024)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $3,191 (change assumption)
    Mortgage ($2,383) + Fees ($265) + Taxes in 2024 ($543)


    Taxes:$6,511

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,200,00046 Days on yellowkey   MLS ID: O6391901

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $12,995 (change assumption)
    Mortgage ($12,054) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    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.