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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 3500+

Winter Garden - 114 properties found

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  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $795,00039 Days on yellowkey   MLS ID: O6393987

    For Sale O6393987 - 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4307
       Built: 2014
    Monthly Fee: $114
       Tax: $5,670 (2025)
    Community: Reserve/Carriage Pointe Ph 1
    Single Family


    Estimated Monthly Payment: $4,943 (change assumption)
    Mortgage ($4,356) + Fees ($114) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9014 MORGANA CT, WINTER GARDEN, FL 34787

    $2,190,000117 Days on yellowkey   MLS ID: O6371050

    REDUCED by $35,000 (1.6%) on 04/12/2026

    For Sale O6371050 - 9014 MORGANA CT, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4436
       Built: 2022
    Monthly Fee: $424
       Tax: $24,481 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,464 (change assumption)
    Mortgage ($12,000) + Fees ($424) + Taxes in 2025 ($2,040)


    Taxes:$24,481

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,499,99941 Days on yellowkey   MLS ID: O6392705

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6392705 - 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4283
       Built: 2018
    Monthly Fee: $298
       Tax: $10,715 (2025)
    Community: Canopy Oaks Ph I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,410 (change assumption)
    Mortgage ($8,219) + Fees ($298) + Taxes in 2025 ($893)


    Taxes:$10,715

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,00028 Days on yellowkey   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,803) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $819,00080 Days on yellowkey   MLS ID: O6380281

    REDUCED by $30,000 (3.5%) on 04/06/2026

    For Sale O6380281 - 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2000
    Monthly Fee: $90
       Tax: $10,152 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,424 (change assumption)
    Mortgage ($4,488) + Fees ($90) + Taxes in 2025 ($846)


    Taxes:$10,152

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787

    $869,90031 Days on yellowkey   MLS ID: O6396204

    For Sale O6396204 - 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3640
       Built: 2018
    Monthly Fee: $113
       Tax: $11,489 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,837 (change assumption)
    Mortgage ($4,766) + Fees ($113) + Taxes in 2025 ($957)


    Taxes:$11,489

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1073 VINSETTA CIR, WINTER GARDEN, FL 34787

    $725,000288 Days on yellowkey   MLS ID: O6328215

    INCREASED by $10,000 (1.4%) on 04/02/2026

    For Sale O6328215 - 1073 VINSETTA CIR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3568
       Built: 2014
    Monthly Fee: $95
       Tax: $5,710 (2024)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $4,543 (change assumption)
    Mortgage ($3,973) + Fees ($95) + Taxes in 2024 ($476)


    Taxes:$5,710

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,200,00045 Days on yellowkey   MLS ID: O6391901

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $12,995 (change assumption)
    Mortgage ($12,054) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16826 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,540,00061 Days on yellowkey   MLS ID: O6387379

    REDUCED by $50,000 (3.1%) on 04/02/2026

    For Sale O6387379 - 16826 BROADWATER AVE, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2019
    Monthly Fee: $218
       Tax: $9,892 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $9,480 (change assumption)
    Mortgage ($8,438) + Fees ($218) + Taxes in 2025 ($824)


    Taxes:$9,892

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $955,89333 Days on yellowkey   MLS ID: G5110454

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

    For Sale G5110454 - WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,388 (change assumption)
    Mortgage ($5,238) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17362 WILD DAISY DR, WINTER GARDEN, FL 34787

    $829,95333 Days on yellowkey   MLS ID: G5110442

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

    For Sale G5110442 - 17362 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,673 (change assumption)
    Mortgage ($4,548) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $849,35833 Days on yellowkey   MLS ID: G5110441

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

    For Sale G5110441 - 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,779 (change assumption)
    Mortgage ($4,654) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17368 WILD DAISY DR, WINTER GARDEN, FL 34787

    $909,77833 Days on yellowkey   MLS ID: G5110440

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

    For Sale G5110440 - 17368 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,110 (change assumption)
    Mortgage ($4,985) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,115,00088 Days on yellowkey   MLS ID: O6379346

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,267 (change assumption)
    Mortgage ($6,109) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $1,150,00037 Days on yellowkey   MLS ID: TB8489171

    For Sale TB8489171 - 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $75
       Tax: $11,716 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,301) + Fees ($75) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787

    $1,950,00063 Days on yellowkey   MLS ID: TB8481106

    For Sale TB8481106 - 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4365
       Built: 2007
    Monthly Fee: $225
       Tax: $8,970 (2024)
    Community: Bronsons Lndgs F & M
    Single Family


    Estimated Monthly Payment: $11,657 (change assumption)
    Mortgage ($10,685) + Fees ($225) + Taxes in 2024 ($748)


    Taxes:$8,970

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,00098 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,90040 Days on yellowkey   MLS ID: O6393373

    For Sale O6393373 - 14187 JOMATT LOOP, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 4181
       Built: 2019
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00061 Days on yellowkey   MLS ID: O6386648

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

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787

    $1,999,000186 Days on yellowkey   MLS ID: O6354268

    15 Days Off yellowkey (back on 3/26/2026)

    For Sale O6354268 - 17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 6400
       Built: 2002
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $10,953 (change assumption)
    Mortgage ($10,953)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.