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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Garden - 170 properties found

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  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44047 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


  • 14006 FRASIER STREET, WINTER GARDEN, FL 34787

    $659,00021 Days on yellowkey   MLS ID: O6398760

    For Sale O6398760 - 14006 FRASIER STREET, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2098
       Built: 2023
    Monthly Fee: $100
       Tax: $8,274 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $4,400 (change assumption)
    Mortgage ($3,611) + Fees ($100) + Taxes in 2025 ($689)


    Taxes:$8,274

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15442 ENCHANTED MELODY WAY, WINTER GARDEN, FL 34787

    $609,85044 Days on yellowkey   MLS ID: S5146095

    REDUCED by $3,050 (0.5%) on 04/13/2026

    For Sale S5146095 - 15442 ENCHANTED MELODY WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $95
       Tax: $8,065 (2025)
    Community: Osprey Ranch Ph I
    Single Family


    Estimated Monthly Payment: $4,109 (change assumption)
    Mortgage ($3,342) + Fees ($95) + Taxes in 2025 ($672)


    Taxes:$8,065

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7680 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787

    $658,90025 Days on yellowkey   MLS ID: O6389013

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6389013 - 7680 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2385
       Built: 2016
    Monthly Fee: $252
       Tax: $8,915 (2025)
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $4,605 (change assumption)
    Mortgage ($3,610) + Fees ($252) + Taxes in 2025 ($743)


    Taxes:$8,915

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8275 BAYVIEW CROSSING DR DR, WINTER GARDEN, FL 34787

    $565,00024 Days on yellowkey   MLS ID: TB8496196

    For Sale TB8496196 - 8275 BAYVIEW CROSSING DR DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2019
       Built: 2017
    Monthly Fee: $312
       Tax: $5,109 (2025)
    Community: Waterleigh Phase 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,834 (change assumption)
    Mortgage ($3,096) + Fees ($312) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787

    $718,79932 Days on yellowkey   MLS ID: TB8493597

    For Sale TB8493597 - 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2026
    Monthly Fee: $84
       Tax: $2,363 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,939) + Fees ($84) + Taxes in 2025 ($197)


    Taxes:$2,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $548,00089 Days on yellowkey   MLS ID: O6379918

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale O6379918 - 12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2062
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,273 (change assumption)
    Mortgage ($3,003) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787

    $1,049,00066 Days on yellowkey   MLS ID: O6385808

    REDUCED by $50,000 (4.5%) on 04/07/2026

    For Sale O6385808 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1983   Tax: $3,375 (2025)
    Community: Hickory Lake Estates
    Single Family


    Estimated Monthly Payment: $6,029 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787

    $579,00095 Days on yellowkey   MLS ID: O6376887

    For Sale O6376887 - 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2025
    Monthly Fee: $148
       Tax: $2,349 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,173) + Fees ($148) + Taxes in 2025 ($196)


    Taxes:$2,349

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 196 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $580,00023 Days on yellowkey   MLS ID: O6398349

    For Sale O6398349 - 196 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($3,178) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 195 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $641,00023 Days on yellowkey   MLS ID: O6398339

    For Sale O6398339 - 195 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,786 (change assumption)
    Mortgage ($3,512) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $649,000147 Days on yellowkey   MLS ID: O6365476

    REDUCED by $31,000 (4.6%) on 04/11/2026

    For Sale O6365476 - 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2013
    Monthly Fee: $184
       Tax: $8,004 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,407 (change assumption)
    Mortgage ($3,556) + Fees ($184) + Taxes in 2025 ($667)


    Taxes:$8,004

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $499,90025 Days on yellowkey   MLS ID: S5147405

    1 Days Off yellowkey (back on 4/11/2026)

    For Sale S5147405 - 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2016
    Monthly Fee: $252
       Tax: $7,351 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,739) + Fees ($252) + Taxes in 2025 ($613)


    Taxes:$7,351

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00059 Days on yellowkey   MLS ID: O6386961

    REDUCED by $25,000 (4.5%) on 04/09/2026

    For Sale O6386961 - 1966 PANTHEON DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2015
    Monthly Fee: $211
       Tax: $5,734 (2024)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,877) + Fees ($211) + Taxes in 2024 ($478)


    Taxes:$5,734

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $649,90053 Days on yellowkey   MLS ID: O6389469

    For Sale O6389469 - 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2021
    Monthly Fee: $117
       Tax: $7,176 (2025)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,561) + Fees ($117) + Taxes in 2025 ($598)


    Taxes:$7,176

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $540,000347 Days on yellowkey   MLS ID: O6311344

    For Sale O6311344 - 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $254
       Tax: $8,126 (2024)
    Community: Waterleigh Ph 3B & 3C
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($2,959) + Fees ($254) + Taxes in 2024 ($677)


    Taxes:$8,126

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9723 LOST CREEK DR, WINTER GARDEN, FL 34787

    $669,000175 Days on yellowkey   MLS ID: O6359309

    For Sale O6359309 - 9723 LOST CREEK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $10,499 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,802 (change assumption)
    Mortgage ($3,666) + Fees ($261) + Taxes in 2025 ($875)


    Taxes:$10,499

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00048 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + 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


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $536,000319 Days on yellowkey   MLS ID: O6318887

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $87
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,937) + Fees ($87) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000234 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






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.