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Winter Garden Homes For Sale & Real Estate - 976 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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  • 8060 BOWERY DR, WINTER GARDEN, FL 34787

    $640,00018 Days on yellowkey   MLS ID: O6421395

    REDUCED by $10,000 (1.5%) on 07/18/2026

    For Sale O6421395 - 8060 BOWERY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3013
       Built: 2017
    Monthly Fee: $190
       Tax: $7,459 (2026)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $4,318 (change assumption)
    Mortgage ($3,507) + Fees ($190) + Taxes in 2026 ($622)


    Taxes:$7,459

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90053 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $499,00096 Days on yellowkey   MLS ID: TB8500322

    REDUCED by $40,000 (7.4%) on 06/12/2026

    For Sale TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2023
    Monthly Fee: $100
       Tax: $7,928 (2025)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,495 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,900103 Days on yellowkey   MLS ID: O6396640

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $575,000333 Days on yellowkey   MLS ID: O6337436

    REDUCED by $15,000 (2.5%) on 06/20/2026

    For Sale O6337436 - 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $245
       Tax: $9,031 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $4,148 (change assumption)
    Mortgage ($3,151) + Fees ($245) + Taxes in 2024 ($753)


    Taxes:$9,031

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 706 STRIHAL LOOP, WINTER GARDEN, FL 34787

    $599,00010 Days on yellowkey   MLS ID: O6426152

    For Sale O6426152 - 706 STRIHAL LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2001
    Monthly Fee: $96
       Tax: $8,436 (2025)
    Community: Johns Landing Ph 01 44/47
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,081 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2025 ($703)


    Taxes:$8,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $1,099,0005 Days on yellowkey   MLS ID: S5154193

    INCREASED by $1,097,901 (99900.0%) on 07/23/2026

    For Sale S5154193 - 215 S HIGHLAND AVE, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2700
       Built: 2020   Tax: $12,866 (2026)
    Community: Downtown Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,094 (change assumption)
    Mortgage ($6,022) + Taxes in 2026 ($1,072)


    Taxes:$12,866

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $800,000102 Days on yellowkey   MLS ID: O6399030

    4 Days Off yellowkey (back on 7/26/2026)

    For Sale O6399030 - 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3893
       Built: 2013
    Monthly Fee: $252
       Tax: $7,628 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,383) + Fees ($252) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17167 WRITING ALY, WINTER GARDEN, FL 34787

    $535,00076 Days on yellowkey   MLS ID: O6406920

    For Sale O6406920 - 17167 WRITING ALY, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2020
    Monthly Fee: $110
       Tax: $7,916 (2025)
    Community: Storey Grove Ph 1B
    Single Family


    Estimated Monthly Payment: $3,701 (change assumption)
    Mortgage ($2,931) + Fees ($110) + Taxes in 2025 ($660)


    Taxes:$7,916

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,025,000102 Days on yellowkey   MLS ID: O6399227

    REDUCED by $25,000 (2.4%) on 07/21/2026

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,597 (change assumption)
    Mortgage ($5,616) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15741 FOUNTAIN SPRINGS RD, WINTER GARDEN, FL 34787

    $559,00017 Days on yellowkey   MLS ID: O6423527

    REDUCED by $6,000 (1.1%) on 07/26/2026

    For Sale O6423527 - 15741 FOUNTAIN SPRINGS RD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2020
    Monthly Fee: $257
       Tax: $614 (2025)
    Community: Waterleigh Phase 3Bcd
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,063) + Fees ($257) + Taxes in 2025 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15157 AQUA SOL LN, WINTER GARDEN, FL 34787

    $429,00081 Days on yellowkey   MLS ID: S5149095

    1 Days Off yellowkey (back on 7/26/2026)

    REDUCED by $10,900 (2.5%) on 07/09/2026

    For Sale S5149095 - 15157 AQUA SOL LN, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $725
       Tax: $6,503 (2025)
    Community: Del Webb Oasis
    Half Duplex


    Estimated Monthly Payment: $3,618 (change assumption)
    Mortgage ($2,351) + Fees ($725) + Taxes in 2025 ($542)


    Taxes:$6,503

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15621 SIGNATURE DR, WINTER GARDEN, FL 34787

    $545,0004 Days on yellowkey   MLS ID: O6427731

    For Sale O6427731 - 15621 SIGNATURE DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2013
    Monthly Fee: $195
       Tax: $8,266 (2025)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,870 (change assumption)
    Mortgage ($2,986) + Fees ($195) + Taxes in 2025 ($689)


    Taxes:$8,266

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $489,99050 Days on yellowkey   MLS ID: O6414707

    For Sale O6414707 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Monthly Fee: $240
       Tax: $5,321 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,685) + Fees ($240) + Taxes in 2025 ($443)


    Taxes:$5,321

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $595,000101 Days on yellowkey   MLS ID: O6400102

    REDUCED by $29,000 (4.6%) on 07/22/2026

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,289 (change assumption)
    Mortgage ($3,260) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 16197 WIND VIEW LN, WINTER GARDEN, FL 34787

    $538,000109 Days on yellowkey   MLS ID: O6397229

    INCREASED by $21,000 (4.1%) on 07/26/2026

    For Sale O6397229 - 16197 WIND VIEW LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2016
    Monthly Fee: $332
       Tax: $7,677 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($2,948) + Fees ($332) + Taxes in 2025 ($640)


    Taxes:$7,677

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $539,90053 Days on yellowkey   MLS ID: O6412974

    REDUCED by $10,100 (1.8%) on 07/03/2026

    For Sale O6412974 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $332
       Tax: $8,597 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($2,958) + Fees ($332) + Taxes in 2025 ($716)


    Taxes:$8,597

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $784,99055 Days on yellowkey   MLS ID: O6412476

    1 Days Off yellowkey (back on 7/25/2026)

    REDUCED by $5,000 (0.6%) on 07/22/2026

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2026
    Monthly Fee: $96
       Tax: $10,790 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,296 (change assumption)
    Mortgage ($4,301) + Fees ($96) + Taxes in 2026 ($899)


    Taxes:$10,790

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $850,00060 Days on yellowkey   MLS ID: G5112878

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

    For Sale G5112878 - 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2018
    Monthly Fee: $215
       Tax: $11,383 (2025)
    Community: Waterside
    Single Family


    Estimated Monthly Payment: $5,821 (change assumption)
    Mortgage ($4,657) + Fees ($215) + Taxes in 2025 ($949)


    Taxes:$11,383

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,299,00074 Days on yellowkey   MLS ID: O6405046

    REDUCED by $51,000 (3.8%) on 07/25/2026

    For Sale O6405046 - 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4345
       Built: 2018
    Monthly Fee: $363
       Tax: $10,439 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $8,351 (change assumption)
    Mortgage ($7,118) + Fees ($363) + Taxes in 2025 ($870)


    Taxes:$10,439

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.