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Winter Garden Single Family Homes For Sale - 644 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $909,00030 Days on yellowkey   MLS ID: O6399342

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale O6399342 - 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2953
       Built: 2015
    Monthly Fee: $235
       Tax: $11,413 (2025)
    Community: Hickory Hammock Ph 1D
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($4,981) + Fees ($235) + Taxes in 2025 ($951)


    Taxes:$11,413

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 634 FOSTER AVE, WINTER GARDEN, FL 34787

    $285,000172 Days on yellowkey   MLS ID: TB8451057

    For Sale TB8451057 - 634 FOSTER AVE, WINTER GARDEN, FL 34787 9 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 696
       Built: 1951   Tax: $3,778 (2024)
    Community: Westchester Place
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($315)


    Taxes:$3,778

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00077 Days on yellowkey   MLS ID: O6386961

    1 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $25,000 (4.5%) on 04/09/2026

    For Sale O6386961 - 1966 PANTHEON DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2015
    Monthly Fee: $211
       Tax: $5,734 (2024)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,877) + Fees ($211) + Taxes in 2024 ($478)


    Taxes:$5,734

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787

    $2,050,000371 Days on yellowkey   MLS ID: O6309917

    For Sale O6309917 - 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787 8 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3110
       Built: 2027   Tax: $4,423 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $11,601 (change assumption)
    Mortgage ($11,233) + Taxes in 2024 ($369)


    Taxes:$4,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $749,00029 Days on yellowkey   MLS ID: O6401941

    REDUCED by $10,000 (1.3%) on 05/13/2026

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,084 (change assumption)
    Mortgage ($4,104) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000138 Days on yellowkey   MLS ID: G5106141

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $671,41510 Days on yellowkey   MLS ID: G5112284

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112284 - 17422 SUNSET PRAIRIE 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: $3,829 (change assumption)
    Mortgage ($3,679) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $730,79110 Days on yellowkey   MLS ID: G5112279

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112279 - 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,126 (change assumption)
    Mortgage ($4,004) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7667 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $551,13010 Days on yellowkey   MLS ID: G5112278

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112278 - 7667 SILVER MEADOW ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,170 (change assumption)
    Mortgage ($3,020) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11235 CARDING MILL LN, WINTER GARDEN, FL 34787

    $700,66910 Days on yellowkey   MLS ID: O6407112

    For Sale O6407112 - 11235 CARDING MILL LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,839) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 7922 WINTER WREN ST, WINTER GARDEN, FL 34787

    $765,90010 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


  • 6357 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $730,184170 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

    $746,650246 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


  • 5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $899,000178 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


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $609,90071 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

    $1,100,000303 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


  • 6226 MANUSCRIPT ST, WINTER GARDEN, FL 34787

    $627,900195 Days on yellowkey   MLS ID: O6359078

    1 Days Off yellowkey (back on 4/15/2026)

    REDUCED by $8,000 (1.3%) on 04/02/2026

    For Sale O6359078 - 6226 MANUSCRIPT ST, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2849
       Built: 2012
    Monthly Fee: $168
       Tax: $7,134 (2024)
    Community: Signature Lakes Ph 02 A B H I J
    Single Family


    Estimated Monthly Payment: $4,203 (change assumption)
    Mortgage ($3,440) + Fees ($168) + Taxes in 2024 ($595)


    Taxes:$7,134

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787

    $1,199,90078 Days on yellowkey   MLS ID: O6385964

    1 Days Off yellowkey (back on 5/9/2026)

    INCREASED by $80,900 (7.2%) on 04/02/2026

    For Sale O6385964 - 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 2000
    Monthly Fee: $83
       Tax: $5,551 (2024)
    Community: Courtlea Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,120 (change assumption)
    Mortgage ($6,575) + Fees ($83) + Taxes in 2024 ($463)


    Taxes:$5,551

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16736 OAKBORO ST, WINTER GARDEN, FL 34787

    $563,90064 Days on yellowkey   MLS ID: O6388784

    REDUCED by $11,100 (1.9%) on 05/12/2026

    For Sale O6388784 - 16736 OAKBORO ST, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $6,967 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,927 (change assumption)
    Mortgage ($3,090) + Fees ($257) + Taxes in 2024 ($581)


    Taxes:$6,967

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12529 DALLINGTON TER, WINTER GARDEN, FL 34787

    $869,99032 Days on yellowkey   MLS ID: O6400678

    REDUCED by $15,000 (1.7%) on 05/12/2026

    For Sale O6400678 - 12529 DALLINGTON TER, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2006
    Monthly Fee: $130
       Tax: $6,735 (2025)
    Community: Foxcrest A-N & P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,458 (change assumption)
    Mortgage ($4,767) + Fees ($130) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden. You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.