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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 3000 to 3499

Winter Garden - 81 properties found

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  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,8805 Days on yellowkey   MLS ID: G5111738

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5111738 - 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3409
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($5,150) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000184 Days on yellowkey   MLS ID: O6356579

    REDUCED by $30,000 (3.9%) on 04/29/2026

    For Sale O6356579 - 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2016
    Monthly Fee: $166
       Tax: $5,745 (2023)
    Community: Bradford Crk Ph Ii
    Single Family


    Estimated Monthly Payment: $4,727 (change assumption)
    Mortgage ($4,082) + Fees ($166) + Taxes in 2023 ($479)


    Taxes:$5,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


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

    $684,99039 Days on yellowkey   MLS ID: O6393877

    0 Days Off yellowkey (back on 4/29/2026)

    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


  • 16331 TALIESIN ST, WINTER GARDEN, FL 34787

    $815,00064 Days on yellowkey   MLS ID: O6385168

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $14,000 (1.7%) on 04/16/2026

    For Sale O6385168 - 16331 TALIESIN ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2020
    Monthly Fee: $115
       Tax: $7,882 (2025)
    Community: Hawksmoor Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,237 (change assumption)
    Mortgage ($4,466) + Fees ($115) + Taxes in 2025 ($657)


    Taxes:$7,882

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787

    $879,99039 Days on yellowkey   MLS ID: O6393961

    REDUCED by $15,000 (1.7%) on 04/29/2026

    For Sale O6393961 - 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3338
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,918 (change assumption)
    Mortgage ($4,822) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,025,00091 Days on yellowkey   MLS ID: O6378658

    For Sale O6378658 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $271
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($5,616) + Fees ($271) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $799,00022 Days on yellowkey   MLS ID: S5147252

    For Sale S5147252 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Monthly Fee: $230
       Tax: $7,456 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $5,229 (change assumption)
    Mortgage ($4,378) + Fees ($230) + Taxes in 2025 ($621)


    Taxes:$7,456

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,0007 Days on yellowkey   MLS ID: O6402421

    For Sale O6402421 - 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2022
    Monthly Fee: $160
       Tax: $7,294 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $5,124 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($608)


    Taxes:$7,294

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9751 QUIET LN, WINTER GARDEN, FL 34787

    $2,799,00036 Days on yellowkey   MLS ID: O6389101

    For Sale O6389101 - 9751 QUIET LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 3.5   Gar: 6
    Liv Area Sq Ft: 3041
       Built: 1999
    Monthly Fee: $17
       Tax: $5,519 (2025)
    Community: Acreage & Unrec
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,814 (change assumption)
    Mortgage ($15,337) + Fees ($17) + Taxes in 2025 ($460)


    Taxes:$5,519

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $847,49081 Days on yellowkey   MLS ID: O6382203

    2 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($4,644) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13993 TITLE WAY, WINTER GARDEN, FL 34787

    $825,000311 Days on yellowkey   MLS ID: O6322118

    For Sale O6322118 - 13993 TITLE WAY, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2023
    Monthly Fee: $209
       Tax: $9,194 (2024)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,496 (change assumption)
    Mortgage ($4,520) + Fees ($209) + Taxes in 2024 ($766)


    Taxes:$9,194

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $1,025,000207 Days on yellowkey   MLS ID: O6350825

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

    REDUCED by $25,000 (2.4%) on 04/20/2026

    For Sale O6350825 - 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3144
       Built: 1997
    Monthly Fee: $207
       Tax: $6,334 (2024)
    Community: Deer Island Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,351 (change assumption)
    Mortgage ($5,616) + Fees ($207) + Taxes in 2024 ($528)


    Taxes:$6,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $769,00039 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


  • 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $882,93242 Days on yellowkey   MLS ID: O6392975

    1 Days Off yellowkey (back on 4/26/2026)

    For Sale O6392975 - 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3101
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($4,838) + Fees ($140) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 15391 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $949,000104 Days on yellowkey   MLS ID: O6375228

    1 Days Off yellowkey (back on 4/26/2026)

    For Sale O6375228 - 15391 LEBEAU LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3042
       Built: 2022
    Monthly Fee: $101
       Tax: $10,724 (2025)
    Community: Winding Bay Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,195 (change assumption)
    Mortgage ($5,200) + Fees ($101) + Taxes in 2025 ($894)


    Taxes:$10,724

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787

    $786,86866 Days on yellowkey   MLS ID: O6382140

    REDUCED by $7,132 (0.9%) on 04/21/2026

    For Sale O6382140 - 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3324
       Built: 2022
    Monthly Fee: $70
       Tax: $7,567 (2025)
    Community: Lake Apopka Sound
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,311) + Fees ($70) + Taxes in 2025 ($631)


    Taxes:$7,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $774,00069 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


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $949,99971 Days on yellowkey   MLS ID: O6384645

    REDUCED by $25,001 (2.6%) on 04/20/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $6,010 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15306 GILLIGAN CT, WINTER GARDEN, FL 34787

    $925,00017 Days on yellowkey   MLS ID: O6399653

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

    For Sale O6399653 - 15306 GILLIGAN CT, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3127
       Built: 2020
    Monthly Fee: $102
       Tax: $8,308 (2025)
    Community: Winding Bay Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,863 (change assumption)
    Mortgage ($5,068) + Fees ($102) + Taxes in 2025 ($692)


    Taxes:$8,308

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787

    $645,900563 Days on yellowkey   MLS ID: O6250356

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

    REDUCED by $3,900 (0.6%) on 04/17/2026

    For Sale O6250356 - 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3359
       Built: 2001
    Monthly Fee: $233
       Tax: $8,538 (2023)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,484 (change assumption)
    Mortgage ($3,539) + Fees ($233) + Taxes in 2023 ($712)


    Taxes:$8,538

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge 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.