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 Homes For Sale & Real Estate - 947 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

Sort:
  • 721 FOSTER AVE, WINTER GARDEN, FL 34787

    $699,000110 Days on yellowkey   MLS ID: O6388329

    REDUCED by $10,000 (1.4%) on 06/17/2026

    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: $4,394 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($564)


    Taxes:$6,763

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15157 AQUA SOL LN, WINTER GARDEN, FL 34787

    $445,90048 Days on yellowkey   MLS ID: S5149095

    REDUCED by $10,000 (2.2%) on 06/06/2026

    For Sale S5149095 - 15157 AQUA SOL LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $725
       Tax: $6,503 (2025)
    Community: Del Webb Oasis
    Half Duplex


    Estimated Monthly Payment: $3,710 (change assumption)
    Mortgage ($2,443) + Fees ($725) + Taxes in 2025 ($542)


    Taxes:$6,503

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $939,99093 Days on yellowkey   MLS ID: O6392839

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $10,000 (1.1%) on 05/15/2026

    For Sale O6392839 - 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,566 (change assumption)
    Mortgage ($5,151) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,99012 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $739,00062 Days on yellowkey   MLS ID: O6401941

    REDUCED by $10,000 (1.3%) on 05/23/2026

    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: $5,029 (change assumption)
    Mortgage ($4,049) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $554,9008 Days on yellowkey   MLS ID: O6417556

    For Sale O6417556 - 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2017
    Monthly Fee: $214
       Tax: $7,627 (2024)
    Community: West Lake Hancock Estates
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($3,040) + Fees ($214) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $2,799,9508 Days on yellowkey   MLS ID: O6417357

    For Sale O6417357 - 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5551
       Built: 2019
    Monthly Fee: $230
       Tax: $35,838 (2025)
    Community: Overlook 2/Hamlin Ph 3 & 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,558 (change assumption)
    Mortgage ($15,342) + Fees ($230) + Taxes in 2025 ($2,987)


    Taxes:$35,838

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6225 FLOWERING CHERRY BEND DR, WINTER GARDEN, FL 34787

    $846,0958 Days on yellowkey   MLS ID: G5113896

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale G5113896 - 6225 FLOWERING CHERRY BEND DR, WINTER GARDEN, FL 34787 2 photos

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

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,786 (change assumption)
    Mortgage ($4,636) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,180,0008 Days on yellowkey   MLS ID: O6417058

    For Sale O6417058 - 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3624
       Built: 2020
    Monthly Fee: $55
       Tax: $12,068 (2025)
    Community: Highlands/Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,526 (change assumption)
    Mortgage ($6,466) + Fees ($55) + Taxes in 2025 ($1,006)


    Taxes:$12,068

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $590,0009 Days on yellowkey   MLS ID: O6417175

    For Sale O6417175 - 15367 GILLIGAN CT, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2156
       Built: 2020
    Monthly Fee: $300
       Tax: $7,397 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,149 (change assumption)
    Mortgage ($3,233) + Fees ($300) + Taxes in 2025 ($616)


    Taxes:$7,397

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1105 LINCOLN TER, WINTER GARDEN, FL 34787

    $255,0008 Days on yellowkey   MLS ID: O6416937

    For Sale O6416937 - 1105 LINCOLN TER, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $1,586 (2025)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,529 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($132)


    Taxes:$1,586

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8750 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,895,0008 Days on yellowkey   MLS ID: O6416046

    For Sale O6416046 - 8750 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4641
       Built: 2017
    Monthly Fee: $380
       Tax: $16,679 (2025)
    Community: Waterleigh Ph 1
    Single Family


    Estimated Monthly Payment: $12,153 (change assumption)
    Mortgage ($10,383) + Fees ($380) + Taxes in 2025 ($1,390)


    Taxes:$16,679

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $569,99012 Days on yellowkey   MLS ID: G5113670

    For Sale G5113670 - 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,244 (change assumption)
    Mortgage ($3,123) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $551,27514 Days on yellowkey   MLS ID: G5113580

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale G5113580 - 7531 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: $3,171 (change assumption)
    Mortgage ($3,021) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787

    $297,9008 Days on yellowkey   MLS ID: O6414551

    For Sale O6414551 - 142 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005
    Monthly Fee: $563
       Tax: $3,928 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $2,523 (change assumption)
    Mortgage ($1,632) + Fees ($563) + Taxes in 2025 ($327)


    Taxes:$3,928

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $605,500162 Days on yellowkey   MLS ID: O6373345

    REDUCED by $4,500 (0.7%) on 05/06/2026

    For Sale O6373345 - 16031 SCARPETTA ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2023
    Monthly Fee: $268
       Tax: $8,487 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,293 (change assumption)
    Mortgage ($3,318) + Fees ($268) + Taxes in 2024 ($707)


    Taxes:$8,487

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $830,000279 Days on yellowkey   MLS ID: O6345400

    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


  • 14501 GROVE RESORT AVE #1726, WINTER GARDEN, FL 34787

    $174,9998 Days on yellowkey   MLS ID: S5151998

    For Sale S5151998 - 14501 GROVE RESORT AVE #1726, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $904
       Tax: $6,319 (2025)
    Community: The Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $2,389 (change assumption)
    Mortgage ($959) + Fees ($904) + Taxes in 2025 ($527)


    Taxes:$6,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $569,90021 Days on yellowkey   MLS ID: O6413152

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

    For Sale O6413152 - 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2017
    Monthly Fee: $190
       Tax: $5,643 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,783 (change assumption)
    Mortgage ($3,123) + Fees ($190) + Taxes in 2025 ($470)


    Taxes:$5,643

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $699,0009 Days on yellowkey   MLS ID: O6415871

    For Sale O6415871 - 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787 87 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Monthly Fee: $642
       Tax: $5,682 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($3,830) + Fees ($642) + Taxes in 2025 ($474)


    Taxes:$5,682

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.