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Hamlin Homes for Sale in Winter Garden - 66 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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  • 14626 BLACK QUILL DR, WINTER GARDEN, FL 34787

    $799,900Listed 04/16/2026 5:33PM   MLS ID: O6399975

    For Sale O6399975 - 14626 BLACK QUILL DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2907
       Built: 2016
    Monthly Fee: $215
       Tax: $6,816 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,166 (change assumption)
    Mortgage ($4,383) + Fees ($215) + Taxes in 2025 ($568)


    Taxes:$6,816

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5340 BOWMAN DR, WINTER GARDEN, FL 34787

    $2,195,0003 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


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $550,00043 Days on yellowkey   MLS ID: O6387459

    REDUCED by $15,000 (2.7%) on 03/31/2026

    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: $3,898 (change assumption)
    Mortgage ($3,014) + 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


  • 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $582,4901 Day on yellowkey   MLS ID: G5111052

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111052 - 7562 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: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,332 (change assumption)
    Mortgage ($3,192) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $625,5808 Days on yellowkey   MLS ID: G5110835

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110835 - 17458 SUNSET PRAIRIE 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: $3,578 (change assumption)
    Mortgage ($3,428) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $675,0003 Days on yellowkey   MLS ID: O6399123

    For Sale O6399123 - 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2818
       Built: 2018
    Monthly Fee: $142
       Tax: $6,366 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($3,699) + Fees ($142) + Taxes in 2025 ($531)


    Taxes:$6,366

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $699,9703 Days on yellowkey   MLS ID: G5110993

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110993 - 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3122
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,835) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7550 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $701,3403 Days on yellowkey   MLS ID: G5110990

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110990 - 7550 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: $3,965 (change assumption)
    Mortgage ($3,843) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5401 BOWMAN DR, WINTER GARDEN, FL 34787

    $1,250,0006 Days on yellowkey   MLS ID: O6390128

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6390128 - 5401 BOWMAN DR, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4044
       Built: 2015
    Monthly Fee: $214
       Tax: $9,108 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,822 (change assumption)
    Mortgage ($6,849) + Fees ($214) + Taxes in 2025 ($759)


    Taxes:$9,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15050 GROVESIDE RD, WINTER GARDEN, FL 34787

    $492,67056 Days on yellowkey   MLS ID: O6384403

    For Sale O6384403 - 15050 GROVESIDE RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2026)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,061 (change assumption)
    Mortgage ($2,699) + Fees ($247) + Taxes in 2026 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Hamlin Middle


  • 4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $585,00046 Days on yellowkey   MLS ID: S5144794

    REDUCED by $6,000 (1.0%) on 04/14/2026

    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: $4,028 (change assumption)
    Mortgage ($3,205) + Fees ($281) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44030 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


  • 15524 AVIATION ALY, WINTER GARDEN, FL 34787

    $569,9006 Days on yellowkey   MLS ID: O6398331

    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: $4,177 (change assumption)
    Mortgage ($3,123) + 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


  • 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787

    $618,00046 Days on yellowkey   MLS ID: O6386791

    For Sale O6386791 - 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2015
    Monthly Fee: $324
       Tax: $8,569 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($3,386) + Fees ($324) + Taxes in 2025 ($714)


    Taxes:$8,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15381 HONEYBELL DR, WINTER GARDEN, FL 34787

    $426,00025 Days on yellowkey   MLS ID: O6391881

    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: $3,157 (change assumption)
    Mortgage ($2,334) + 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


  • 17031 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $646,0905 Days on yellowkey   MLS ID: G5110934

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale G5110934 - 17031 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2680
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,680 (change assumption)
    Mortgage ($3,540) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17428 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $740,2055 Days on yellowkey   MLS ID: G5110933

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale G5110933 - 17428 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: $4,196 (change assumption)
    Mortgage ($4,056) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5637 TIGER WAY, WINTER GARDEN, FL 34787

    $765,0005 Days on yellowkey   MLS ID: O6398378

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6398378 - 5637 TIGER WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2917
       Built: 2018
    Monthly Fee: $214
       Tax: $12,077 (2025)
    Community: Overlook 2/Hamlin Ph 3
    Single Family


    Estimated Monthly Payment: $5,412 (change assumption)
    Mortgage ($4,192) + Fees ($214) + Taxes in 2025 ($1,006)


    Taxes:$12,077

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $765,37731 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

    $819,39131 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




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.