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Winter Garden Homes For Sale & Real Estate - 661 homes

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

Location: Winter Garden

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  • 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787

    $515,00040 Days on yellowkey   MLS ID: O6388026

    For Sale O6388026 - 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2014
       Built: 2018
    Monthly Fee: $257
       Tax: $7,296 (2024)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,687 (change assumption)
    Mortgage ($2,822) + Fees ($257) + Taxes in 2024 ($608)


    Taxes:$7,296

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,459,90050 Days on yellowkey   MLS ID: S5144064

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,589 (change assumption)
    Mortgage ($7,999) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $589,00081 Days on yellowkey   MLS ID: O6370772

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $4,049 (change assumption)
    Mortgage ($3,227) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000100 Days on yellowkey   MLS ID: G5106141

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $609,90033 Days on yellowkey   MLS ID: O6389532

    For Sale O6389532 - 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $2,162 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,618 (change assumption)
    Mortgage ($3,342) + Fees ($96) + Taxes in 2024 ($180)


    Taxes:$2,162

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787

    $1,950,00043 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


  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,00047 Days on yellowkey   MLS ID: O6385247

    For Sale O6385247 - 2131 TALL OAK DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3282
       Built: 2000
    Monthly Fee: $92
       Tax: $8,475 (2024)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $5,675 (change assumption)
    Mortgage ($4,877) + Fees ($92) + Taxes in 2024 ($706)


    Taxes:$8,475

    Elementary School: Whispering Oak Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $650,00059 Days on yellowkey   MLS ID: O6381941

    For Sale O6381941 - 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2856
       Built: 2003
    Monthly Fee: $243
       Tax: $7,279 (2024)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $4,411 (change assumption)
    Mortgage ($3,562) + Fees ($243) + Taxes in 2024 ($607)


    Taxes:$7,279

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 344 ERON WAY #12, WINTER GARDEN, FL 34787

    $159,000187 Days on yellowkey   MLS ID: O6349452

    For Sale O6349452 - 344 ERON WAY #12, WINTER GARDEN, FL 34787 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1987
    Monthly Fee: $425
       Tax: $2,408 (2024)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($871) + Fees ($425) + Taxes in 2024 ($201)


    Taxes:$2,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $675,000198 Days on yellowkey   MLS ID: O6346538

    For Sale O6346538 - 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2557
       Built: 2016
    Monthly Fee: $290
       Tax: $10,027 (2024)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,824 (change assumption)
    Mortgage ($3,699) + Fees ($290) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13930 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $299,50042 Days on yellowkey   MLS ID: O6387127

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6387127 - 13930 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $320
       Tax: $3,901 (2024)
    Community: Daniels Landing
    Townhouse


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($1,641) + Fees ($320) + Taxes in 2024 ($325)


    Taxes:$3,901

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $572,555144 Days on yellowkey   MLS ID: O6362478

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,493 (change assumption)
    Mortgage ($3,137) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8060 BOWERY DR, WINTER GARDEN, FL 34787

    $670,000154 Days on yellowkey   MLS ID: O6359786

    For Sale O6359786 - 8060 BOWERY DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3013
       Built: 2017
    Monthly Fee: $196
       Tax: $7,459 (2023)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $4,489 (change assumption)
    Mortgage ($3,671) + Fees ($196) + Taxes in 2023 ($622)


    Taxes:$7,459

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 14735 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $719,90024 Days on yellowkey   MLS ID: O6392489

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale O6392489 - 14735 SETON CREEK BLVD, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2665
       Built: 2018
    Monthly Fee: $170
       Tax: $6,629 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $4,667 (change assumption)
    Mortgage ($3,945) + Fees ($170) + Taxes in 2025 ($552)


    Taxes:$6,629

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,00060 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $775,00068 Days on yellowkey   MLS ID: G5107793

    For Sale G5107793 - 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1924
       Built: 1959   Tax: $400 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $4,280 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10241 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $795,00041 Days on yellowkey   MLS ID: O6387182

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6387182 - 10241 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2840
       Built: 2019
    Monthly Fee: $256
       Tax: $9,877 (2024)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $5,435 (change assumption)
    Mortgage ($4,356) + Fees ($256) + Taxes in 2024 ($823)


    Taxes:$9,877

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9468 KOMIKA LN, WINTER GARDEN, FL 34787

    $450,00059 Days on yellowkey   MLS ID: O6382697

    For Sale O6382697 - 9468 KOMIKA LN, WINTER GARDEN, FL 34787 9 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1689
       Built: 2020
    Monthly Fee: $262
       Tax: $4,688 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($2,466) + Fees ($262) + Taxes in 2025 ($391)


    Taxes:$4,688

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 8066 BOWERY DR, WINTER GARDEN, FL 34787

    $589,90053 Days on yellowkey   MLS ID: O6384210

    For Sale O6384210 - 8066 BOWERY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2579
       Built: 2017
    Monthly Fee: $195
       Tax: $5,185 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,859 (change assumption)
    Mortgage ($3,232) + Fees ($195) + Taxes in 2024 ($432)


    Taxes:$5,185

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14423 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,99997 Days on yellowkey   MLS ID: O6368408

    For Sale O6368408 - 14423 WABASSO LOOP, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3630
       Built: 2023
    Monthly Fee: $217
       Tax: $12,742 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($4,931) + Fees ($217) + Taxes in 2024 ($1,062)


    Taxes:$12,742

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden 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 Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden 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 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.