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Winter Garden Homes For Sale & Real Estate - 951 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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  • 121 W MAPLE ST, WINTER GARDEN, FL 34787

    $1,725,0002 Days on yellowkey   MLS ID: O6417649

    For Sale O6417649 - 121 W MAPLE ST, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3243
       Built: 1999   Tax: $10,572 (2025)
    Community: G T Smith Sub 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,333 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($881)


    Taxes:$10,572

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787

    $252,90085 Days on yellowkey   MLS ID: S5144851

    REDUCED by $7,000 (2.7%) on 05/11/2026

    For Sale S5144851 - 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787 19 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 966
       Built: 2005
    Monthly Fee: $343
       Tax: $2,537 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,940 (change assumption)
    Mortgage ($1,386) + Fees ($343) + Taxes in 2024 ($211)


    Taxes:$2,537

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $592,00099 Days on yellowkey   MLS ID: O6389532

    REDUCED by $17,900 (2.9%) on 06/15/2026

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

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


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($3,244) + 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


  • 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $721,8202 Days on yellowkey   MLS ID: G5113973

    For Sale G5113973 - 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,955) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,1912 Days on yellowkey   MLS ID: G5113971

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00030 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00052 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $580,000135 Days on yellowkey   MLS ID: O6379203

    REDUCED by $19,900 (3.3%) on 06/18/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,178) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $520,00023 Days on yellowkey   MLS ID: S5150723

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale S5150723 - 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2019
    Monthly Fee: $105
       Tax: $8,301 (2025)
    Community: Oakland Trails Ph 2
    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($692)


    Taxes:$8,301

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $500,00020 Days on yellowkey   MLS ID: O6412284

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,063 (change assumption)
    Mortgage ($2,740) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,00081 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $889,99016 Days on yellowkey   MLS ID: O6413409

    REDUCED by $30,000 (3.3%) on 06/18/2026

    For Sale O6413409 - 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2026
    Monthly Fee: $96
       Tax: $13,460 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $6,094 (change assumption)
    Mortgage ($4,877) + Fees ($96) + Taxes in 2026 ($1,122)


    Taxes:$13,460

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $599,99023 Days on yellowkey   MLS ID: O6411261

    REDUCED by $24,000 (3.8%) on 06/18/2026

    For Sale O6411261 - 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($3,288) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $569,99014 Days on yellowkey   MLS ID: O6413423

    REDUCED by $38,233 (6.3%) on 06/18/2026

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,123) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 651 J W JONES RD, WINTER GARDEN, FL 34787

    $252,000252 Days on yellowkey   MLS ID: G5103151

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $8,000 (3.1%) on 04/28/2026

    For Sale G5103151 - 651 J W JONES RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1747
       Built: 1994   Tax: $3,483 (2024)
    Community: Troynelle By Lake Apopka
    Manufactured Home


    Estimated Monthly Payment: $1,671 (change assumption)
    Mortgage ($1,381) + Taxes in 2024 ($290)


    Taxes:$3,483

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $755,000164 Days on yellowkey   MLS ID: O6371378

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $4,990 (0.7%) on 06/01/2026

    For Sale O6371378 - 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 2004
    Monthly Fee: $247
       Tax: $10,614 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,268 (change assumption)
    Mortgage ($4,137) + Fees ($247) + Taxes in 2024 ($885)


    Taxes:$10,614

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 13129 FARO CT, WINTER GARDEN, FL 34787

    $845,0003 Days on yellowkey   MLS ID: O6415958

    For Sale O6415958 - 13129 FARO CT, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2025
    Monthly Fee: $139
       Tax: $2,788 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,630) + Fees ($139) + Taxes in 2025 ($232)


    Taxes:$2,788

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $974,00048 Days on yellowkey   MLS ID: O6404208

    REDUCED by $1,000 (0.1%) on 06/15/2026

    For Sale O6404208 - 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2270
       Built: 2024
    Monthly Fee: $545
       Tax: $10,412 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $6,750 (change assumption)
    Mortgage ($5,337) + Fees ($545) + Taxes in 2025 ($868)


    Taxes:$10,412

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $639,00021 Days on yellowkey   MLS ID: O6411387

    For Sale O6411387 - 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2018
    Monthly Fee: $252
       Tax: $5,852 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($3,501) + Fees ($252) + Taxes in 2025 ($488)


    Taxes:$5,852

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11 WINDTREE LN #B, WINTER GARDEN, FL 34787

    $195,00031 Days on yellowkey   MLS ID: O6409169

    1 Days Off yellowkey (back on 6/18/2026)

    For Sale O6409169 - 11 WINDTREE LN #B, WINTER GARDEN, FL 34787 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Monthly Fee: $300
       Tax: $2,664 (2025)
    Community: Windtree Gardens Condo Ph 01
    Condo


    Estimated Monthly Payment: $1,590 (change assumption)
    Mortgage ($1,068) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.