REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Single Family Homes For Sale - 730 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

Sort:
  • 15124 CANOE PL, WINTER GARDEN, FL 34787

    $1,119,00024 Days on yellowkey   MLS ID: O6419984

    3 Days Off yellowkey (back on 7/13/2026)

    For Sale O6419984 - 15124 CANOE PL, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3953
       Built: 2019
    Monthly Fee: $360
       Tax: $15,463 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $7,780 (change assumption)
    Mortgage ($6,131) + Fees ($360) + Taxes in 2025 ($1,289)


    Taxes:$15,463

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $823,30935 Days on yellowkey   MLS ID: G5113974

    For Sale G5113974 - 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,661 (change assumption)
    Mortgage ($4,511) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $721,82035 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


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,024,999117 Days on yellowkey   MLS ID: O6392997

    2 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $60,000 (5.5%) on 07/02/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $6,919 (change assumption)
    Mortgage ($5,616) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,295139 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2022
    Monthly Fee: $534
       Tax: $12,617 (2025)
    Community: Del Webb Oasis
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,033 (change assumption)
    Mortgage ($5,448) + Fees ($534) + Taxes in 2025 ($1,051)


    Taxes:$12,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787

    $634,99054 Days on yellowkey   MLS ID: O6410350

    REDUCED by $15,000 (2.3%) on 07/13/2026

    For Sale O6410350 - 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2021
    Monthly Fee: $221
       Tax: $8,394 (2025)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,400 (change assumption)
    Mortgage ($3,479) + Fees ($221) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16707 SANCTUARY DR, WINTER GARDEN, FL 34787

    $712,00027 Days on yellowkey   MLS ID: O6419784

    REDUCED by $5,000 (0.7%) on 07/13/2026

    For Sale O6419784 - 16707 SANCTUARY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2020
    Monthly Fee: $165

    Community: Sanctuary/Twin Waters
    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,901) + Fees ($165) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000384 Days on yellowkey   MLS ID: O6320739

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $520,00030 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


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $830,000307 Days on yellowkey   MLS ID: O6345400

    0 Days Off yellowkey (back on 7/3/2026)

    REDUCED by $10,000 (1.2%) on 06/16/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,420 (change assumption)
    Mortgage ($4,548) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $630,00054 Days on yellowkey   MLS ID: O6411387

    1 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $9,000 (1.4%) on 06/28/2026

    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: $4,192 (change assumption)
    Mortgage ($3,452) + 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


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $499,99047 Days on yellowkey   MLS ID: O6413423

    2 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $80,000 (13.8%) on 07/07/2026

    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: $3,596 (change assumption)
    Mortgage ($2,740) + 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


  • 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $899,00048 Days on yellowkey   MLS ID: O6412120

    REDUCED by $25,999 (2.8%) on 07/01/2026

    For Sale O6412120 - 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3657
       Built: 2024
    Monthly Fee: $99
       Tax: $12,004 (2025)
    Community: Osprey Ranch-Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,025 (change assumption)
    Mortgage ($4,926) + Fees ($99) + Taxes in 2025 ($1,000)


    Taxes:$12,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,000131 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11043 JACKSON CV, WINTER GARDEN, FL 34787

    $689,99926 Days on yellowkey   MLS ID: O6420371

    REDUCED by $10,000 (1.4%) on 07/13/2026

    For Sale O6420371 - 11043 JACKSON CV, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2095
       Built: 2023
    Monthly Fee: $300
       Tax: $8,763 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,811 (change assumption)
    Mortgage ($3,781) + Fees ($300) + Taxes in 2025 ($730)


    Taxes:$8,763

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16448 PARABLE WAY, WINTER GARDEN, FL 34787

    $698,00010 Days on yellowkey   MLS ID: O6424455

    For Sale O6424455 - 16448 PARABLE WAY, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2718
       Built: 2023
    Monthly Fee: $221
       Tax: $10,096 (2025)
    Community: Storey Grove Ph 5
    Single Family


    Estimated Monthly Payment: $4,887 (change assumption)
    Mortgage ($3,825) + Fees ($221) + Taxes in 2025 ($841)


    Taxes:$10,096

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2281 OAKINGTON ST, WINTER GARDEN, FL 34787

    $465,00090 Days on yellowkey   MLS ID: S5148475

    REDUCED by $10,000 (2.1%) on 07/12/2026

    For Sale S5148475 - 2281 OAKINGTON ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2003
    Monthly Fee: $240
       Tax: $5,033 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,548) + Fees ($240) + Taxes in 2025 ($419)


    Taxes:$5,033

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $999,99040 Days on yellowkey   MLS ID: O6416109

    0 Days Off yellowkey (back on 7/12/2026)

    REDUCED by $70,010 (6.5%) on 07/02/2026

    For Sale O6416109 - 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2018
    Monthly Fee: $184
       Tax: $13,571 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,794 (change assumption)
    Mortgage ($5,479) + Fees ($184) + Taxes in 2025 ($1,131)


    Taxes:$13,571

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $789,99041 Days on yellowkey   MLS ID: O6414779

    For Sale O6414779 - 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2569
       Built: 2023
    Monthly Fee: $99
       Tax: $9,756 (2025)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,241 (change assumption)
    Mortgage ($4,329) + Fees ($99) + Taxes in 2025 ($813)


    Taxes:$9,756

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $899,000115 Days on yellowkey   MLS ID: O6394506

    REDUCED by $10,000 (1.1%) on 07/08/2026

    For Sale O6394506 - 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3841
       Built: 2017
    Monthly Fee: $184
       Tax: $12,543 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,155 (change assumption)
    Mortgage ($4,926) + Fees ($184) + Taxes in 2025 ($1,045)


    Taxes:$12,543

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin 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.