REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Homes For Sale & Real Estate - 973 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

Sort:
  • 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $524,99034 Days on yellowkey   MLS ID: O6419366

    REDUCED by $15,000 (2.8%) on 07/21/2026

    For Sale O6419366 - 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,182 (change assumption)
    Mortgage ($2,877) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787

    $340,00095 Days on yellowkey   MLS ID: O6401625

    REDUCED by $4,900 (1.4%) on 07/20/2026

    For Sale O6401625 - 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $285
       Tax: $4,779 (2025)
    Community: Tucker Oaks
    Condo


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($1,863) + Fees ($285) + Taxes in 2025 ($398)


    Taxes:$4,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $749,99032 Days on yellowkey   MLS ID: O6418908

    REDUCED by $30,000 (3.8%) on 07/21/2026

    For Sale O6418908 - 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $169
       Tax: $2,512 (2025)
    Community: Encore At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,488 (change assumption)
    Mortgage ($4,109) + Fees ($169) + Taxes in 2025 ($209)


    Taxes:$2,512

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787

    $287,00031 Days on yellowkey   MLS ID: O6420493

    REDUCED by $8,000 (2.7%) on 07/21/2026

    For Sale O6420493 - 1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005   Tax: $3,625 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,875 (change assumption)
    Mortgage ($1,573) + Taxes in 2024 ($302)


    Taxes:$3,625

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 304 ERON WAY #2, WINTER GARDEN, FL 34787

    $175,90035 Days on yellowkey   MLS ID: O6419000

    REDUCED by $2,000 (1.1%) on 07/21/2026

    For Sale O6419000 - 304 ERON WAY #2, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1984
    Monthly Fee: $450
       Tax: $2,151 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,593 (change assumption)
    Mortgage ($964) + Fees ($450) + Taxes in 2025 ($179)


    Taxes:$2,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8289 TOPSAIL PL, WINTER GARDEN, FL 34787

    $890,00054 Days on yellowkey   MLS ID: S5151179

    2 Days Off yellowkey (back on 7/21/2026)

    REDUCED by $30,000 (3.3%) on 06/16/2026

    For Sale S5151179 - 8289 TOPSAIL PL, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2755
       Built: 2020
    Monthly Fee: $350
       Tax: $11,564 (2024)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,877) + Fees ($350) + Taxes in 2024 ($964)


    Taxes:$11,564

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $975,00059 Days on yellowkey   MLS ID: O6411926

    0 Days Off yellowkey (back on 7/21/2026)

    REDUCED by $25,000 (2.5%) on 06/24/2026

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,421 (change assumption)
    Mortgage ($5,342) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $479,900332 Days on yellowkey   MLS ID: S5133690

    REDUCED by $20,000 (4.0%) on 07/14/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,196 (change assumption)
    Mortgage ($2,630) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15935 GRAFTON WAY, WINTER GARDEN, FL 34787

    $510,00099 Days on yellowkey   MLS ID: O6400426

    REDUCED by $10,000 (1.9%) on 06/09/2026

    For Sale O6400426 - 15935 GRAFTON WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 2023
    Monthly Fee: $330
       Tax: $6,255 (2025)
    Community: Encore At Ovation
    Townhouse


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,794) + Fees ($330) + Taxes in 2025 ($521)


    Taxes:$6,255

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,599,000267 Days on yellowkey   MLS ID: O6357233

    REDUCED by $46,000 (2.8%) on 07/09/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,080 (change assumption)
    Mortgage ($8,761) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $549,990144 Days on yellowkey   MLS ID: O6387508

    For Sale O6387508 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $108
       Tax: $6,865 (2024)
    Community: Storey Grove Ph 2
    Single Family


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2024 ($572)


    Taxes:$6,865

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $559,000193 Days on yellowkey   MLS ID: O6373125

    1 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $9,000 (1.6%) on 07/02/2026

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,063) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14778 PEEKSKILL DR, WINTER GARDEN, FL 34787

    $420,00014 Days on yellowkey   MLS ID: TB8526735

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale TB8526735 - 14778 PEEKSKILL DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 2006
    Monthly Fee: $272
       Tax: $3,506 (2025)
    Community: Signature Lks-Pcl 01B
    Townhouse


    Estimated Monthly Payment: $2,865 (change assumption)
    Mortgage ($2,301) + Fees ($272) + Taxes in 2025 ($292)


    Taxes:$3,506

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 688 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,470,00014 Days on yellowkey   MLS ID: R4911647

    1 Days Off yellowkey (back on 7/21/2026)

    For Sale R4911647 - 688 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4388
       Built: 2020
    Monthly Fee: $298
       Tax: $14,229 (2024)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $9,538 (change assumption)
    Mortgage ($8,055) + Fees ($298) + Taxes in 2024 ($1,186)


    Taxes:$14,229

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 427 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $1,095,00021 Days on yellowkey   MLS ID: O6422411

    For Sale O6422411 - 427 EGRET PLACE DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 6   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 4693
       Built: 2013
    Monthly Fee: $128
       Tax: $12,983 (2025)
    Community: Johns Lake Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,210 (change assumption)
    Mortgage ($6,000) + Fees ($128) + Taxes in 2025 ($1,082)


    Taxes:$12,983

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14200 AVALON RD #409, WINTER GARDEN, FL 34787

    $229,00062 Days on yellowkey   MLS ID: O6410860

    REDUCED by $3,000 (1.3%) on 07/21/2026

    For Sale O6410860 - 14200 AVALON RD #409, WINTER GARDEN, FL 34787 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1253
       Built: 2008   Tax: $2,851 (2025)
    Community: Palisades
    Condo


    Estimated Monthly Payment: $1,492 (change assumption)
    Mortgage ($1,255) + Taxes in 2025 ($238)


    Taxes:$2,851

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15161 CANOE PL, WINTER GARDEN, FL 34787

    $1,100,000104 Days on yellowkey   MLS ID: O6398949

    REDUCED by $80,000 (6.8%) on 07/21/2026

    For Sale O6398949 - 15161 CANOE PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3816
       Built: 2019
    Monthly Fee: $385
       Tax: $13,235 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $7,515 (change assumption)
    Mortgage ($6,027) + Fees ($385) + Taxes in 2025 ($1,103)


    Taxes:$13,235

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00060 Days on yellowkey   MLS ID: O6410286

    1 Days Off yellowkey (back on 7/21/2026)

    For Sale O6410286 - 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2016
    Monthly Fee: $252
       Tax: $6,665 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($2,904) + Fees ($252) + Taxes in 2025 ($555)


    Taxes:$6,665

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $653,118132 Days on yellowkey   MLS ID: O6391463

    INCREASED by $10,118 (1.6%) on 07/21/2026

    For Sale O6391463 - 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,808 (change assumption)
    Mortgage ($3,579) + 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


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $550,000111 Days on yellowkey   MLS ID: O6396757

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

    REDUCED by $20,000 (3.5%) on 04/21/2026

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,014) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    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.