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Winter Garden Single Family Homes For Sale - 730 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $640,05077 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


  • 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $554,41577 Days on yellowkey   MLS ID: G5111993

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

    For Sale G5111993 - 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,188 (change assumption)
    Mortgage ($3,038) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8325 TOPSAIL PL, WINTER GARDEN, FL 34787

    $780,00079 Days on yellowkey   MLS ID: O6404553

    For Sale O6404553 - 8325 TOPSAIL PL, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2019
    Monthly Fee: $360
       Tax: $8,441 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,337 (change assumption)
    Mortgage ($4,274) + Fees ($360) + Taxes in 2025 ($703)


    Taxes:$8,441

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $819,391127 Days on yellowkey   MLS ID: G5109737

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

    For Sale G5109737 - 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($4,490) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990299 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15213 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $899,360307 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


  • 16933 OAKBORO ST, WINTER GARDEN, FL 34787

    $560,000122 Days on yellowkey   MLS ID: R4910916

    For Sale R4910916 - 16933 OAKBORO ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2020
    Monthly Fee: $257
       Tax: $3,651 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($304)


    Taxes:$3,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12790 BRODLOVE LN, WINTER GARDEN, FL 34787

    $574,90083 Days on yellowkey   MLS ID: O6403539

    For Sale O6403539 - 12790 BRODLOVE LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,775 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,150) + Fees ($225) + Taxes in 2025 ($731)


    Taxes:$8,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $745,13088 Days on yellowkey   MLS ID: G5111538

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

    For Sale G5111538 - 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($4,083) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $749,36089 Days on yellowkey   MLS ID: G5111523

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

    For Sale G5111523 - 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,106) + Fees ($140) + 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

    $778,53195 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

    $784,490127 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


  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,88084 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


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990345 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


  • 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,850,00086 Days on yellowkey   MLS ID: O6402632

    For Sale O6402632 - 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 6400
       Built: 2020
    Monthly Fee: $431
       Tax: $34,427 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,916 (change assumption)
    Mortgage ($15,616) + Fees ($431) + Taxes in 2025 ($2,869)


    Taxes:$34,427

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $882,932121 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


  • 6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $729,38588 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


  • 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $676,24590 Days 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


  • 14014 LANYARD WAY, WINTER GARDEN, FL 34787

    $778,20692 Days on yellowkey   MLS ID: G5111358

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale G5111358 - 14014 LANYARD WAY, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($4,264) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $875,595177 Days on yellowkey   MLS ID: G5107301

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

    For Sale G5107301 - 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,948 (change assumption)
    Mortgage ($4,798) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.