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

Living Area Square Feet: 2000 to 2499

Winter Garden - 200 properties found

Sort:
  • 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $539,99928 Days on yellowkey   MLS ID: O6410232

    REDUCED by $10,001 (1.8%) on 06/11/2026

    For Sale O6410232 - 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 1990
    Monthly Fee: $25
       Tax: $3,703 (2026)
    Community: Crown Point Springs
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2026 ($309)


    Taxes:$3,703

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $590,71514 Days on yellowkey   MLS ID: G5113551

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale G5113551 - 7573 SPRING VALLEY 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: $3,387 (change assumption)
    Mortgage ($3,237) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787

    $558,00016 Days on yellowkey   MLS ID: O6414660

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6414660 - 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2006
    Monthly Fee: $195
       Tax: $8,356 (2025)
    Community: Signature Lakes Prcl 01C
    Single Family


    Estimated Monthly Payment: $3,949 (change assumption)
    Mortgage ($3,057) + Fees ($195) + Taxes in 2025 ($696)


    Taxes:$8,356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER GARDEN, FL 34787

    $663,64513 Days on yellowkey   MLS ID: G5113600

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale G5113600 - 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: $3,786 (change assumption)
    Mortgage ($3,636) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1520 MISTFLOWER LN, WINTER GARDEN, FL 34787

    $489,00014 Days on yellowkey   MLS ID: O6414664

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6414664 - 1520 MISTFLOWER LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2348
       Built: 2007
    Monthly Fee: $55
       Tax: $2,382 (2025)
    Community: Winter Garden Trls 01-3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,933 (change assumption)
    Mortgage ($2,679) + Fees ($55) + Taxes in 2025 ($198)


    Taxes:$2,382

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14246 CREEKBED CIR, WINTER GARDEN, FL 34787

    $640,00035 Days on yellowkey   MLS ID: O6409378

    REDUCED by $35,000 (5.2%) on 06/10/2026

    For Sale O6409378 - 14246 CREEKBED CIR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2418
       Built: 2015
    Monthly Fee: $197
       Tax: $8,567 (2025)
    Community: Bradford Crk Ph I
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,418 (change assumption)
    Mortgage ($3,507) + Fees ($197) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $584,00073 Days on yellowkey   MLS ID: O6398349

    REDUCED by $3,000 (0.5%) on 06/01/2026

    For Sale O6398349 - 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($3,200) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $644,00073 Days on yellowkey   MLS ID: O6398339

    INCREASED by $3,000 (0.5%) on 05/06/2026

    For Sale O6398339 - 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,803 (change assumption)
    Mortgage ($3,529) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90019 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $571,900117 Days on yellowkey   MLS ID: O6385721

    REDUCED by $8,100 (1.4%) on 04/06/2026

    For Sale O6385721 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Monthly Fee: $160
       Tax: $7,532 (2024)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $3,921 (change assumption)
    Mortgage ($3,134) + Fees ($160) + Taxes in 2024 ($628)


    Taxes:$7,532

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12308 BRACCO ST, WINTER GARDEN, FL 34787

    $514,90043 Days on yellowkey   MLS ID: O6406923

    REDUCED by $10,100 (1.9%) on 06/10/2026

    For Sale O6406923 - 12308 BRACCO ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2024
    Monthly Fee: $105
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,606 (change assumption)
    Mortgage ($2,821) + Fees ($105) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $565,00034 Days on yellowkey   MLS ID: O6409499

    4 Days Off yellowkey (back on 5/27/2026)

    For Sale O6409499 - 17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1984   Tax: $2,608 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,313 (change assumption)
    Mortgage ($3,096) + Taxes in 2025 ($217)


    Taxes:$2,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $523,000369 Days on yellowkey   MLS ID: O6318887

    REDUCED by $6,950 (1.3%) on 06/09/2026

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $91
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,381 (change assumption)
    Mortgage ($2,866) + Fees ($91) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12362 BRACCO ST, WINTER GARDEN, FL 34787

    $515,00053 Days on yellowkey   MLS ID: O6404125

    For Sale O6404125 - 12362 BRACCO ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2023
    Monthly Fee: $105
       Tax: $8,231 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,822) + Fees ($105) + Taxes in 2025 ($686)


    Taxes:$8,231

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000335 Days on yellowkey   MLS ID: O6329586

    For Sale O6329586 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $277
       Tax: $9,155 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,322 (change assumption)
    Mortgage ($3,282) + Fees ($277) + Taxes in 2024 ($763)


    Taxes:$9,155

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5526 TINY RD, WINTER GARDEN, FL 34787

    $1,590,000320 Days on yellowkey   MLS ID: O6334009

    3 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $85,000 (5.1%) on 06/01/2026

    For Sale O6334009 - 5526 TINY RD, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2007   Tax: $10,165 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $9,559 (change assumption)
    Mortgage ($8,712) + Taxes in 2024 ($847)


    Taxes:$10,165

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $615,00032 Days on yellowkey   MLS ID: O6408913

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($3,370) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $569,990155 Days on yellowkey   MLS ID: O6374947

    REDUCED by $5,000 (0.9%) on 06/04/2026

    For Sale O6374947 - 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,488 (change assumption)
    Mortgage ($3,123) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $546,990214 Days on yellowkey   MLS ID: O6362478

    REDUCED by $8,000 (1.4%) on 06/04/2026

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,353 (change assumption)
    Mortgage ($2,997) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $599,990148 Days on yellowkey   MLS ID: O6376919

    REDUCED by $15,000 (2.4%) on 06/04/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,701 (change assumption)
    Mortgage ($3,288) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.