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Winter Garden Homes For Sale & Real Estate - 843 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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  • 7922 WINTER WREN ST, WINTER GARDEN, FL 34787

    $765,9003 Days on yellowkey   MLS ID: O6406681

    For Sale O6406681 - 7922 WINTER WREN ST, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2015
    Monthly Fee: $252
       Tax: $10,441 (2025)
    Community: Block Q Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $5,319 (change assumption)
    Mortgage ($4,197) + Fees ($252) + Taxes in 2025 ($870)


    Taxes:$10,441

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15615 HONEYBELL DR, WINTER GARDEN, FL 34787

    $389,9003 Days on yellowkey   MLS ID: O6406267

    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


  • 6357 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $730,184163 Days on yellowkey   MLS ID: G5105172

    0 Days Off yellowkey (back on 12/3/2025)

    For Sale G5105172 - 6357 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($4,001) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $746,650239 Days on yellowkey   MLS ID: G5102277

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5102277 - 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($4,091) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $590,000260 Days on yellowkey   MLS ID: O6337436

    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: $4,230 (change assumption)
    Mortgage ($3,233) + 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


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $575,000288 Days on yellowkey   MLS ID: A4660262

    REDUCED by $25,000 (4.2%) on 05/08/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,978 (change assumption)
    Mortgage ($3,151) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8801 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $899,0004 Days on yellowkey   MLS ID: O6406952

    For Sale O6406952 - 8801 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2671
       Built: 2018
    Monthly Fee: $600
       Tax: $7,107 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $6,118 (change assumption)
    Mortgage ($4,926) + Fees ($600) + Taxes in 2025 ($592)


    Taxes:$7,107

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $445,00029 Days on yellowkey   MLS ID: TB8497081

    REDUCED by $5,000 (1.1%) on 05/08/2026

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,968 (change assumption)
    Mortgage ($2,438) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 721 FOSTER AVE, WINTER GARDEN, FL 34787

    $719,00070 Days on yellowkey   MLS ID: O6388329

    REDUCED by $31,000 (4.1%) on 05/12/2026

    For Sale O6388329 - 721 FOSTER AVE, WINTER GARDEN, FL 34787 15 photos

    Bed: 7   Bath: 0.0
    Liv Area Sq Ft: 2293
       Built: 1960   Tax: $6,763 (2024)
    Community: Burchshire
    Apartment


    Estimated Monthly Payment: $4,503 (change assumption)
    Mortgage ($3,940) + Taxes in 2024 ($564)


    Taxes:$6,763

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,025,000102 Days on yellowkey   MLS ID: O6378658

    For Sale O6378658 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $271
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($5,616) + Fees ($271) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $659,00030 Days on yellowkey   MLS ID: O6399594

    REDUCED by $10,000 (1.5%) on 05/02/2026

    For Sale O6399594 - 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2015
    Monthly Fee: $82
       Tax: $8,090 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,367 (change assumption)
    Mortgage ($3,611) + Fees ($82) + Taxes in 2025 ($674)


    Taxes:$8,090

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $899,000171 Days on yellowkey   MLS ID: O6363382

    For Sale O6363382 - 5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3144
       Built: 2023
    Monthly Fee: $168
       Tax: $11,569 (2024)
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $6,058 (change assumption)
    Mortgage ($4,926) + Fees ($168) + Taxes in 2024 ($964)


    Taxes:$11,569

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000162 Days on yellowkey   MLS ID: O6365057

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,068) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $489,00050 Days on yellowkey   MLS ID: O6394075

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6394075 - 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $90
       Tax: $4,516 (2025)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $3,146 (change assumption)
    Mortgage ($2,679) + Fees ($90) + Taxes in 2025 ($376)


    Taxes:$4,516

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $540,00071 Days on yellowkey   MLS ID: O6387459

    REDUCED by $10,000 (1.8%) on 04/24/2026

    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: $3,843 (change assumption)
    Mortgage ($2,959) + 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


  • 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787

    $750,00018 Days on yellowkey   MLS ID: O6402463

    For Sale O6402463 - 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2620
       Built: 2003
    Monthly Fee: $64
       Tax: $5,153 (2025)
    Community: Westfield 03 Ph-B A-M
    Single Family


    Estimated Monthly Payment: $4,603 (change assumption)
    Mortgage ($4,109) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $745,0004 Days on yellowkey   MLS ID: G5112211

    For Sale G5112211 - 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2019
    Monthly Fee: $280
       Tax: $8,412 (2025)
    Community: Heritage/Plant Street
    Single Family


    Estimated Monthly Payment: $5,063 (change assumption)
    Mortgage ($4,082) + Fees ($280) + Taxes in 2025 ($701)


    Taxes:$8,412

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $609,90064 Days on yellowkey   MLS ID: O6389532

    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: $3,618 (change assumption)
    Mortgage ($3,342) + 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


  • 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787

    $1,100,000296 Days on yellowkey   MLS ID: O6329696

    REDUCED by $146,000 (11.7%) on 05/12/2026

    For Sale O6329696 - 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3347
       Built: 2014
    Monthly Fee: $195
       Tax: $552 (2024)
    Community: Signature Lakes Parcel 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,268 (change assumption)
    Mortgage ($6,027) + Fees ($195) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,9008 Days on yellowkey   MLS ID: O6404386

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin 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.