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Winter Garden Homes For Sale & Real Estate - 946 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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  • 15149 CANOE PL, WINTER GARDEN, FL 34787

    $798,89122 Days on yellowkey   MLS ID: O6412776

    REDUCED by $1 (0.0%) on 06/23/2026

    For Sale O6412776 - 15149 CANOE PL, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3081
       Built: 2019
    Monthly Fee: $385
       Tax: $9,388 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,545 (change assumption)
    Mortgage ($4,377) + Fees ($385) + Taxes in 2025 ($782)


    Taxes:$9,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $595,00013 Days on yellowkey   MLS ID: O6414940

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale O6414940 - 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2401
       Built: 2001
    Monthly Fee: $243
       Tax: $646 (2025)
    Community: Stoneybrook West Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,260) + Fees ($243) + Taxes in 2025 ($54)


    Taxes:$646

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $520,0002 Days on yellowkey   MLS ID: O6416462

    For Sale O6416462 - 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2017
    Monthly Fee: $195
       Tax: $6,636 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($2,849) + Fees ($195) + Taxes in 2025 ($553)


    Taxes:$6,636

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,00079 Days on yellowkey   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,803) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $920,000116 Days on yellowkey   MLS ID: O6386394

    REDUCED by $7,900 (0.9%) on 05/13/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,188 (change assumption)
    Mortgage ($5,041) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $398,00096 Days on yellowkey   MLS ID: O6392207

    REDUCED by $27,000 (6.4%) on 06/23/2026

    For Sale O6392207 - 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $353
       Tax: $6,791 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Townhouse


    Estimated Monthly Payment: $3,100 (change assumption)
    Mortgage ($2,181) + Fees ($353) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7279 DUXBURY LN, WINTER GARDEN, FL 34787

    $438,10032 Days on yellowkey   MLS ID: O6405682

    For Sale O6405682 - 7279 DUXBURY LN, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1895
       Built: 2016
    Monthly Fee: $396
       Tax: $6,463 (2025)
    Community: Lakeview Pointe At Horizon West
    Townhouse


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,400) + Fees ($396) + Taxes in 2025 ($539)


    Taxes:$6,463

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,00060 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7036 BOLANZO ALY, WINTER GARDEN, FL 34787

    $475,00062 Days on yellowkey   MLS ID: O6401429

    For Sale O6401429 - 7036 BOLANZO ALY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2024
    Monthly Fee: $181
       Tax: $6,919 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,603) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,093,000139 Days on yellowkey   MLS ID: O6379346

    REDUCED by $12,000 (1.1%) on 06/08/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,146 (change assumption)
    Mortgage ($5,989) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787

    $530,00084 Days on yellowkey   MLS ID: O6395452

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $10,000 (1.9%) on 06/04/2026

    For Sale O6395452 - 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2524
       Built: 2016
    Monthly Fee: $195
       Tax: $9,031 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $3,852 (change assumption)
    Mortgage ($2,904) + Fees ($195) + Taxes in 2025 ($753)


    Taxes:$9,031

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $668,00026 Days on yellowkey   MLS ID: O6411737

    For Sale O6411737 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $22,874
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $27,350 (change assumption)
    Mortgage ($3,660) + Fees ($22,874) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $595,00016 Days on yellowkey   MLS ID: O6414996

    For Sale O6414996 - 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $8,683 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,080 (change assumption)
    Mortgage ($3,260) + Fees ($96) + Taxes in 2025 ($724)


    Taxes:$8,683

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787

    $180,00039 Days on yellowkey   MLS ID: O6408406

    For Sale O6408406 - 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $7,614 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($986) + Fees ($904) + Taxes in 2025 ($634)


    Taxes:$7,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $515,00042 Days on yellowkey   MLS ID: O6407306

    REDUCED by $20,000 (3.7%) on 05/18/2026

    For Sale O6407306 - 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2022
    Monthly Fee: $215
       Tax: $7,429 (2025)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,656 (change assumption)
    Mortgage ($2,822) + Fees ($215) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15615 HONEYBELL DR, WINTER GARDEN, FL 34787

    $389,90043 Days on yellowkey   MLS ID: O6406267

    1 Days Off yellowkey (back on 6/5/2026)

    For Sale O6406267 - 15615 HONEYBELL DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Monthly Fee: $418
       Tax: $6,085 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,062 (change assumption)
    Mortgage ($2,136) + Fees ($418) + Taxes in 2025 ($507)


    Taxes:$6,085

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 373 ERON WAY #47, WINTER GARDEN, FL 34787

    $182,000167 Days on yellowkey   MLS ID: O6371713

    INCREASED by $18,001 (11.0%) on 05/05/2026

    SHORT SALE O6371713 - 373 ERON WAY #47, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1989
    Monthly Fee: $424
       Tax: $2,015 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,589 (change assumption)
    Mortgage ($997) + Fees ($424) + Taxes in 2025 ($168)


    Taxes:$2,015

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000216 Days on yellowkey   MLS ID: O6361968

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,736 (change assumption)
    Mortgage ($6,411) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $520,000226 Days on yellowkey   MLS ID: O6358341

    REDUCED by $10,000 (1.9%) on 05/05/2026

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,397 (change assumption)
    Mortgage ($2,849) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2334, WINTER GARDEN, FL 34787

    $289,500292 Days on yellowkey   MLS ID: O6340736

    For Sale O6340736 - 14501 GROVE RESORT AVE #2334, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $889
       Tax: $5,997 (2025)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $2,975 (change assumption)
    Mortgage ($1,586) + Fees ($889) + Taxes in 2025 ($500)


    Taxes:$5,997

    Elementary School: Water Spring 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.