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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $600,000 to $699,000

Winter Garden - 103 properties found

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  • 914 TROWMAN ALY, WINTER GARDEN, FL 34787

    $649,00029 Days on yellowkey   MLS ID: O6410871

    REDUCED by $26,000 (3.9%) on 06/02/2026

    For Sale O6410871 - 914 TROWMAN ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2022
    Monthly Fee: $356
       Tax: $6,421 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,447 (change assumption)
    Mortgage ($3,556) + Fees ($356) + Taxes in 2025 ($535)


    Taxes:$6,421

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $649,00068 Days on yellowkey   MLS ID: O6399528

    REDUCED by $21,000 (3.1%) on 06/04/2026

    For Sale O6399528 - 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2927
       Built: 2024
    Monthly Fee: $229
       Tax: $9,705 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,594 (change assumption)
    Mortgage ($3,556) + Fees ($229) + Taxes in 2025 ($809)


    Taxes:$9,705

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6110 MERIWETHER CRES, WINTER GARDEN, FL 34787

    $690,00028 Days on yellowkey   MLS ID: O6411208

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

    For Sale O6411208 - 6110 MERIWETHER CRES, WINTER GARDEN, FL 34787 17 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 2011
    Monthly Fee: $16
       Tax: $6,992 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($3,781) + Fees ($16) + Taxes in 2025 ($583)


    Taxes:$6,992

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13846 FRESH IVY ST, WINTER GARDEN, FL 34787

    $649,900267 Days on yellowkey   MLS ID: O6346706

    For Sale O6346706 - 13846 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2024
    Monthly Fee: $534
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,561) + Fees ($534) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $660,00021 Days on yellowkey   MLS ID: O6409922

    For Sale O6409922 - 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2019
    Monthly Fee: $127
       Tax: $8,758 (2025)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $4,473 (change assumption)
    Mortgage ($3,616) + Fees ($127) + Taxes in 2025 ($730)


    Taxes:$8,758

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $674,475279 Days on yellowkey   MLS ID: G5102276

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale G5102276 - 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,846 (change assumption)
    Mortgage ($3,696) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00029 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + 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


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $654,900280 Days on yellowkey   MLS ID: O6344886

    REDUCED by $4,100 (0.6%) on 05/24/2026

    For Sale O6344886 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017
    Monthly Fee: $328
       Tax: $9,868 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,739 (change assumption)
    Mortgage ($3,588) + Fees ($328) + Taxes in 2025 ($822)


    Taxes:$9,868

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5443 BOWMAN DR, WINTER GARDEN, FL 34787

    $649,00037 Days on yellowkey   MLS ID: O6408812

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6408812 - 5443 BOWMAN DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 2015
    Monthly Fee: $339
       Tax: $7,564 (2025)
    Community: Overlook 2/Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,556) + Fees ($339) + Taxes in 2025 ($630)


    Taxes:$7,564

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $659,000102 Days on yellowkey   MLS ID: O6390760

    REDUCED by $5,900 (0.9%) on 05/29/2026

    For Sale O6390760 - 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2001
    Monthly Fee: $243
       Tax: $4,030 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,190 (change assumption)
    Mortgage ($3,611) + Fees ($243) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000285 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $693,23061 Days on yellowkey   MLS ID: G5111519

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

    For Sale G5111519 - 7580 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: $3,920 (change assumption)
    Mortgage ($3,798) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


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

    $684,99090 Days on yellowkey   MLS ID: O6393877

    4 Days Off yellowkey (back on 5/26/2026)

    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


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,00062 Days on yellowkey   MLS ID: O6401040

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

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $679,00048 Days on yellowkey   MLS ID: O6404599

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $10,000 (1.5%) on 05/11/2026

    For Sale O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $250
       Tax: $9,595 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $4,770 (change assumption)
    Mortgage ($3,720) + Fees ($250) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44098 Days on yellowkey   MLS ID: G5109791

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

    For Sale G5109791 - 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,323) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $630,00057 Days on yellowkey   MLS ID: O6403063

    REDUCED by $5,500 (0.9%) on 05/19/2026

    For Sale O6403063 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215
       Tax: $8,922 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,410 (change assumption)
    Mortgage ($3,452) + Fees ($215) + Taxes in 2025 ($744)


    Taxes:$8,922

    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


  • 1075 CHASE DR, WINTER GARDEN, FL 34787

    $625,000114 Days on yellowkey   MLS ID: O6386607

    For Sale O6386607 - 1075 CHASE DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 2015
    Monthly Fee: $41
       Tax: $2,734 (2024)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,425) + Fees ($41) + Taxes in 2024 ($228)


    Taxes:$2,734

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,00064 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






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.