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Winter Garden Homes For Sale & Real Estate - 938 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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  • 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $880,0002 Days on yellowkey   MLS ID: O6416354

    For Sale O6416354 - 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2876
       Built: 2017
    Monthly Fee: $187
       Tax: $11,232 (2025)
    Community: Orchard Hills Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,945 (change assumption)
    Mortgage ($4,822) + Fees ($187) + Taxes in 2025 ($936)


    Taxes:$11,232

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15648 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $729,0005 Days on yellowkey   MLS ID: G5113473

    For Sale G5113473 - 15648 SHOREBIRD LN, WINTER GARDEN, FL 34787 93 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $360
       Tax: $7,052 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $4,942 (change assumption)
    Mortgage ($3,994) + Fees ($360) + Taxes in 2025 ($588)


    Taxes:$7,052

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 925 EASLEY AVE, WINTER GARDEN, FL 34787

    $1,175,0002 Days on yellowkey   MLS ID: O6412977

    For Sale O6412977 - 925 EASLEY AVE, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $208
       Tax: $12,692 (2025)
    Community: Oakland Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,704 (change assumption)
    Mortgage ($6,438) + Fees ($208) + Taxes in 2025 ($1,058)


    Taxes:$12,692

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787

    $299,00072 Days on yellowkey   MLS ID: O6394100

    For Sale O6394100 - 14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,709 (2025)
    Community: Grove Residence & Spa Hotel Condo
    Condo


    Estimated Monthly Payment: $3,195 (change assumption)
    Mortgage ($1,638) + Fees ($998) + Taxes in 2025 ($559)


    Taxes:$6,709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15160 TEA TREE DR, WINTER GARDEN, FL 34787

    $879,8064 Days on yellowkey   MLS ID: G5113740

    For Sale G5113740 - 15160 TEA TREE DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,971 (change assumption)
    Mortgage ($4,821) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $749,8005 Days on yellowkey   MLS ID: O6416383

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6416383 - 14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2952
       Built: 2019
    Monthly Fee: $75
       Tax: $4,240 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $4,537 (change assumption)
    Mortgage ($4,108) + Fees ($75) + Taxes in 2025 ($353)


    Taxes:$4,240

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,395,00039 Days on yellowkey   MLS ID: S5149527

    REDUCED by $55,000 (3.8%) on 06/15/2026

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $8,140 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $849,0009 Days on yellowkey   MLS ID: O6414749

    For Sale O6414749 - 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2017
    Monthly Fee: $165
       Tax: $10,816 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,718 (change assumption)
    Mortgage ($4,652) + Fees ($165) + Taxes in 2025 ($901)


    Taxes:$10,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $525,000104 Days on yellowkey   MLS ID: O6387459

    REDUCED by $15,000 (2.8%) on 05/17/2026

    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: $3,761 (change assumption)
    Mortgage ($2,877) + 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


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,200,00075 Days on yellowkey   MLS ID: O6395612

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $100,000 (7.7%) on 06/11/2026

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $7,746 (change assumption)
    Mortgage ($6,575) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787

    $659,9505 Days on yellowkey   MLS ID: O6416590

    For Sale O6416590 - 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2821
       Built: 2015
    Monthly Fee: $188
       Tax: $9,739 (2025)
    Community: Orchard Hills Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,616) + Fees ($188) + Taxes in 2025 ($812)


    Taxes:$9,739

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,1104 Days on yellowkey   MLS ID: G5113741

    For Sale G5113741 - 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

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

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($4,039) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 902 JOHNS POINT DR, WINTER GARDEN, FL 34787

    $1,799,00012 Days on yellowkey   MLS ID: O6412933

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6412933 - 902 JOHNS POINT DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4085
       Built: 2002
    Monthly Fee: $173
       Tax: $20,547 (2025)
    Community: Johns Cove 43/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,743 (change assumption)
    Mortgage ($9,857) + Fees ($173) + Taxes in 2025 ($1,712)


    Taxes:$20,547

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 WINDTREE LN #202, WINTER GARDEN, FL 34787

    $219,9008 Days on yellowkey   MLS ID: O6414527

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6414527 - 110 WINDTREE LN #202, WINTER GARDEN, FL 34787 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984   Tax: $203 (2025)
    Community: Windtree Gardens Condo Ph 4
    Condo


    Estimated Monthly Payment: $1,222 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($17)


    Taxes:$203

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $929,00060 Days on yellowkey   MLS ID: O6400451

    REDUCED by $103,000 (10.0%) on 06/15/2026

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,364 (change assumption)
    Mortgage ($5,090) + 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


  • 14252 CREEKBED CIR, WINTER GARDEN, FL 34787

    $799,0007 Days on yellowkey   MLS ID: O6408908

    For Sale O6408908 - 14252 CREEKBED CIR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3572
       Built: 2014
    Monthly Fee: $180

    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,558 (change assumption)
    Mortgage ($4,378) + Fees ($180) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90033 Days on yellowkey   MLS ID: O6408299

    REDUCED by $25,000 (3.1%) on 06/03/2026

    For Sale O6408299 - 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4440
       Built: 2021
    Monthly Fee: $152
       Tax: $12,253 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,419 (change assumption)
    Mortgage ($4,246) + Fees ($152) + Taxes in 2025 ($1,021)


    Taxes:$12,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15537 MANGO ISLE ST, WINTER GARDEN, FL 34787

    $711,00021 Days on yellowkey   MLS ID: S5150619

    REDUCED by $11,000 (1.5%) on 06/15/2026

    For Sale S5150619 - 15537 MANGO ISLE ST, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $267
       Tax: $10,430 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,032 (change assumption)
    Mortgage ($3,896) + Fees ($267) + Taxes in 2025 ($869)


    Taxes:$10,430

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $610,00020 Days on yellowkey   MLS ID: O6411397

    For Sale O6411397 - 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2018
    Monthly Fee: $157
       Tax: $7,469 (2025)
    Community: Panther View 40
    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,342) + Fees ($157) + Taxes in 2025 ($622)


    Taxes:$7,469

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17806 SEDONA ST, WINTER GARDEN, FL 34787

    $672,5097 Days on yellowkey   MLS ID: O6415594

    INCREASED by $34,300 (5.4%) on 06/15/2026

    For Sale O6415594 - 17806 SEDONA ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $3,825 (change assumption)
    Mortgage ($3,685) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill 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.