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Hamlin Homes for Sale in Winter Garden - 72 homes

Hamlin homes for sale are located in Orange County, Florida. Find Hamlin Homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Hamlin, Winter Garden homes.

Location: Hamlin, Winter Garden

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  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,8801 Day 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


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $554,990119 Days on yellowkey   MLS ID: O6370363

    For Sale O6370363 - 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,041) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15381 HONEYBELL DR, WINTER GARDEN, FL 34787

    $419,00039 Days on yellowkey   MLS ID: O6391881

    REDUCED by $7,000 (1.6%) on 04/19/2026

    For Sale O6391881 - 15381 HONEYBELL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2016
    Monthly Fee: $418
       Tax: $4,853 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($2,296) + Fees ($418) + Taxes in 2025 ($404)


    Taxes:$4,853

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $580,68250 Days on yellowkey   MLS ID: G5109480

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

    For Sale G5109480 - 17055 HAGGERTY HOLLOW DR, 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: $3,332 (change assumption)
    Mortgage ($3,182) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15196 NEWTONIA ST, WINTER GARDEN, FL 34787

    $615,00058 Days on yellowkey   MLS ID: O6387201

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

    For Sale O6387201 - 15196 NEWTONIA ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2018
    Monthly Fee: $328
       Tax: $8,216 (2024)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,382 (change assumption)
    Mortgage ($3,370) + Fees ($328) + Taxes in 2024 ($685)


    Taxes:$8,216

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5340 BOWMAN DR, WINTER GARDEN, FL 34787

    $2,195,00017 Days on yellowkey   MLS ID: O6398618

    For Sale O6398618 - 5340 BOWMAN DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5749
       Built: 2017
    Monthly Fee: $230
       Tax: $16,854 (2026)
    Community: The Cove At Hamlin
    Single Family


    Estimated Monthly Payment: $13,662 (change assumption)
    Mortgage ($12,027) + Fees ($230) + Taxes in 2026 ($1,405)


    Taxes:$16,854

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 15524 AVIATION ALY, WINTER GARDEN, FL 34787

    $560,00020 Days on yellowkey   MLS ID: O6398331

    REDUCED by $10,000 (1.8%) on 04/29/2026

    For Sale O6398331 - 15524 AVIATION ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 2015
    Monthly Fee: $328
       Tax: $8,711 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,068) + Fees ($328) + Taxes in 2025 ($726)


    Taxes:$8,711

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $569,9003 Days on yellowkey   MLS ID: O6402204

    For Sale O6402204 - 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2228
       Built: 2018
    Monthly Fee: $339
       Tax: $8,067 (2025)
    Community: Hamlin Ph 2 & 5 Overlook 2
    Single Family


    Estimated Monthly Payment: $4,134 (change assumption)
    Mortgage ($3,123) + Fees ($339) + Taxes in 2025 ($672)


    Taxes:$8,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15232 GROVESIDE RD, WINTER GARDEN, FL 34787

    $471,340118 Days on yellowkey   MLS ID: O6369879

    0 Days Off yellowkey (back on 1/19/2026)

    For Sale O6369879 - 15232 GROVESIDE RD, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2025
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $2,944 (change assumption)
    Mortgage ($2,583) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $580,00060 Days on yellowkey   MLS ID: S5144794

    REDUCED by $5,000 (0.9%) on 04/29/2026

    For Sale S5144794 - 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2021
    Monthly Fee: $281
       Tax: $6,500 (2024)
    Community: Enclave At Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,178) + Fees ($281) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15518 SUNQUAT DR, WINTER GARDEN, FL 34787

    $620,0007 Days on yellowkey   MLS ID: O6402110

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

    For Sale O6402110 - 15518 SUNQUAT DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $134
       Tax: $770 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($3,397) + Fees ($134) + Taxes in 2025 ($64)


    Taxes:$770

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $540,00057 Days on yellowkey   MLS ID: O6387459

    REDUCED by $10,000 (1.8%) on 04/24/2026

    For Sale O6387459 - 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Monthly Fee: $200
       Tax: $8,210 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($2,959) + Fees ($200) + Taxes in 2025 ($684)


    Taxes:$8,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15231 HONEYBELL DR, WINTER GARDEN, FL 34787

    $539,900604 Days on yellowkey   MLS ID: S5111714

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

    For Sale S5111714 - 15231 HONEYBELL DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2018
    Monthly Fee: $134
       Tax: $6,971 (2023)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($2,958) + Fees ($134) + Taxes in 2023 ($581)


    Taxes:$6,971

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,0004 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


  • 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $614,90053 Days on yellowkey   MLS ID: S5145370

    REDUCED by $5,000 (0.8%) on 04/28/2026

    For Sale S5145370 - 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,329 (change assumption)
    Mortgage ($3,369) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787

    $410,000541 Days on yellowkey   MLS ID: S5115131

    REDUCED by $20,000 (4.7%) on 04/27/2026

    For Sale S5115131 - 6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2018
    Monthly Fee: $400
       Tax: $5,843 (2023)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,247) + Fees ($400) + Taxes in 2023 ($487)


    Taxes:$5,843

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00035 Days on yellowkey   MLS ID: O6394209

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

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $765,37745 Days on yellowkey   MLS ID: G5109739

    For Sale G5109739 - 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($4,194) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $819,39145 Days on yellowkey   MLS ID: G5109737

    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


  • 17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $688,32450 Days on yellowkey   MLS ID: G5109477

    For Sale G5109477 - 17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,922 (change assumption)
    Mortgage ($3,772) + 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 Hamlin Homes for Sale and Other Winter Garden Real Estate?

Hamlin home, townhome, condo, villa, and other listing sales 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 houses for sale in Hamlin. You can use our website to view Multiple Listing Service (MLS) data on Hamlin Real Estate. 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 Hamlin. Winter Garden 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.