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


Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 262 properties found

Sort:
  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00055 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99034 Days on yellowkey   MLS ID: G5110387

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale G5110387 - 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

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

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($3,145) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,100,00090 Days on yellowkey   MLS ID: G5107680

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,712 (change assumption)
    Mortgage ($6,027) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $875,00051 Days on yellowkey   MLS ID: O6390742

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale O6390742 - 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3032
       Built: 2015
    Monthly Fee: $184
       Tax: $6,702 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($4,794) + Fees ($184) + Taxes in 2025 ($559)


    Taxes:$6,702

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3439 CURRENT AVE, WINTER GARDEN, FL 34787

    $729,90055 Days on yellowkey   MLS ID: S5145475

    2 Days Off yellowkey (back on 3/30/2026)

    For Sale S5145475 - 3439 CURRENT AVE, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2920
       Built: 2020
    Monthly Fee: $152
       Tax: $9,431 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,937 (change assumption)
    Mortgage ($3,999) + Fees ($152) + Taxes in 2025 ($786)


    Taxes:$9,431

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 16136 WIND VIEW LN, WINTER GARDEN, FL 34787

    $609,000116 Days on yellowkey   MLS ID: O6372050

    For Sale O6372050 - 16136 WIND VIEW LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2291
       Built: 2016
    Monthly Fee: $341
       Tax: $92,223 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $11,363 (change assumption)
    Mortgage ($3,337) + Fees ($341) + Taxes in 2025 ($7,685)


    Taxes:$92,223

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $544,000125 Days on yellowkey   MLS ID: O6369515

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($2,981) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $599,000222 Days on yellowkey   MLS ID: O6346537

    For Sale O6346537 - 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2743
       Built: 2025
    Monthly Fee: $96
       Tax: $1,862 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,533 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($155)


    Taxes:$1,862

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $700,00048 Days on yellowkey   MLS ID: O6391463

    For Sale O6391463 - 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,836) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11400 LOVERS LN, WINTER GARDEN, FL 34787

    $1,250,000397 Days on yellowkey   MLS ID: O6295587

    1 Days Off yellowkey (back on 3/28/2026)

    For Sale O6295587 - 11400 LOVERS LN, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2517
       Built: 1999   Tax: $6,673 (2024)
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $7,405 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2024

    Middle School: Windy Hill Middle


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $609,90053 Days on yellowkey   MLS ID: O6389532

    For Sale O6389532 - 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0
    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


  • 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $675,000218 Days on yellowkey   MLS ID: O6346538

    For Sale O6346538 - 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2557
       Built: 2016
    Monthly Fee: $290
       Tax: $10,027 (2024)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,824 (change assumption)
    Mortgage ($3,699) + Fees ($290) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,00080 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $775,00088 Days on yellowkey   MLS ID: G5107793

    For Sale G5107793 - 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1924
       Built: 1959   Tax: $400 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $4,280 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8066 BOWERY DR, WINTER GARDEN, FL 34787

    $589,90073 Days on yellowkey   MLS ID: O6384210

    For Sale O6384210 - 8066 BOWERY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2579
       Built: 2017
    Monthly Fee: $195
       Tax: $5,185 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,859 (change assumption)
    Mortgage ($3,232) + Fees ($195) + Taxes in 2024 ($432)


    Taxes:$5,185

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,00098 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00061 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,000101 Days on yellowkey   MLS ID: O6376356

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376356 - 707 GRASSY STONE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2398
       Built: 2014
    Community: Covington Chase
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787

    $575,00049 Days on yellowkey   MLS ID: O6388237

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388237 - 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2141
       Built: 1995
    Community: Tuscany
    Single Family


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17936 ADRIFT RD, WINTER GARDEN, FL 34787

    $725,00055 Days on yellowkey   MLS ID: TB8483039

    For Sale TB8483039 - 17936 ADRIFT RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2113
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,973 (change assumption)
    Mortgage ($3,973)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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.