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 - 976 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:
  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $550,00073 Days on yellowkey   MLS ID: O6408190

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $10,000 (1.8%) on 06/24/2026

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,962 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14099 LOCHEND WAY, WINTER GARDEN, FL 34787

    $468,00087 Days on yellowkey   MLS ID: O6404015

    REDUCED by $11,900 (2.5%) on 07/24/2026

    For Sale O6404015 - 14099 LOCHEND WAY, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2024
    Monthly Fee: $150
       Tax: $6,752 (2025)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,277 (change assumption)
    Mortgage ($2,564) + Fees ($150) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $535,00081 Days on yellowkey   MLS ID: O6402423

    REDUCED by $10,000 (1.8%) on 06/25/2026

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,931) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,000123 Days on yellowkey   MLS ID: O6393987

    1 Days Off yellowkey (back on 7/24/2026)

    REDUCED by $30,000 (3.8%) on 05/08/2026

    For Sale O6393987 - 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4307
       Built: 2014
    Monthly Fee: $114
       Tax: $5,670 (2025)
    Community: Reserve/Carriage Pointe Ph 1
    Single Family


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,192) + Fees ($114) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $645,00013 Days on yellowkey   MLS ID: O6424578

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($3,534) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $669,99024 Days on yellowkey   MLS ID: S5153036

    INCREASED by $20,100 (3.1%) on 07/14/2026

    For Sale S5153036 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,679 (change assumption)
    Mortgage ($3,671) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00035 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $449,90074 Days on yellowkey   MLS ID: O6407798

    REDUCED by $10,000 (2.2%) on 07/16/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,465) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,00039 Days on yellowkey   MLS ID: O6417527

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 455 WESTPOINT GARDEN CIR, WINTER GARDEN, FL 34787

    $330,00017 Days on yellowkey   MLS ID: O6423147

    2 Days Off yellowkey (back on 7/24/2026)

    For Sale O6423147 - 455 WESTPOINT GARDEN CIR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1588
       Built: 2006
    Monthly Fee: $123
       Tax: $4,229 (2025)
    Community: Westpoint Townhomes
    Townhouse


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($1,808) + Fees ($123) + Taxes in 2025 ($352)


    Taxes:$4,229

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3399 BUOY CIR, WINTER GARDEN, FL 34787

    $1,204,90033 Days on yellowkey   MLS ID: O6419829

    REDUCED by $20,000 (1.6%) on 07/24/2026

    For Sale O6419829 - 3399 BUOY CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2020
    Monthly Fee: $128
       Tax: $17,116 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $8,156 (change assumption)
    Mortgage ($6,602) + Fees ($128) + Taxes in 2025 ($1,426)


    Taxes:$17,116

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12050 BRACCO ST, WINTER GARDEN, FL 34787

    $475,000100 Days on yellowkey   MLS ID: O6398494

    REDUCED by $14,900 (3.0%) on 07/16/2026

    For Sale O6398494 - 12050 BRACCO ST, WINTER GARDEN, FL 34787 77 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Monthly Fee: $110
       Tax: $7,195 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($2,603) + Fees ($110) + Taxes in 2025 ($600)


    Taxes:$7,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1005 CHASE DR, WINTER GARDEN, FL 34787

    $599,99960 Days on yellowkey   MLS ID: O6411451

    REDUCED by $1 (0.0%) on 07/09/2026

    For Sale O6411451 - 1005 CHASE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2319
       Built: 2005
    Monthly Fee: $68
       Tax: $7,087 (2025)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($3,288) + Fees ($68) + Taxes in 2025 ($591)


    Taxes:$7,087

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 434 VALLEY VIEW DR, WINTER GARDEN, FL 34787

    $950,00011 Days on yellowkey   MLS ID: O6425087

    1 Days Off yellowkey (back on 7/24/2026)

    For Sale O6425087 - 434 VALLEY VIEW DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2000
    Monthly Fee: $83
       Tax: $4,087 (2025)
    Community: Courtlea Oaks Ph 01A
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,205) + Fees ($83) + Taxes in 2025 ($341)


    Taxes:$4,087

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $647,00054 Days on yellowkey   MLS ID: O6413226

    REDUCED by $1,000 (0.2%) on 07/24/2026

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,358 (change assumption)
    Mortgage ($3,545) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,150,0004 Days on yellowkey   MLS ID: O6427589

    For Sale O6427589 - 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3897
       Built: 2017
    Monthly Fee: $158
       Tax: $15,124 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $7,720 (change assumption)
    Mortgage ($6,301) + Fees ($158) + Taxes in 2025 ($1,260)


    Taxes:$15,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,350,00025 Days on yellowkey   MLS ID: O6421848

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale O6421848 - 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3964
       Built: 2019
    Monthly Fee: $215
       Tax: $16,560 (2025)
    Community: West Lake Hancock Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,992 (change assumption)
    Mortgage ($7,397) + Fees ($215) + Taxes in 2025 ($1,380)


    Taxes:$16,560

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $550,000361 Days on yellowkey   MLS ID: A4660262

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

    REDUCED by $25,000 (4.3%) on 06/12/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,014) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $325,00056 Days on yellowkey   MLS ID: G5112999

    REDUCED by $25,000 (7.1%) on 07/24/2026

    For Sale G5112999 - 13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 26 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1232
       Built: 2005
    Monthly Fee: $320
       Tax: $4,210 (2025)
    Community: Daniels Lndg A-J
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,452 (change assumption)
    Mortgage ($1,781) + Fees ($320) + Taxes in 2025 ($351)


    Taxes:$4,210

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,149,00041 Days on yellowkey   MLS ID: O6417058

    REDUCED by $16,000 (1.4%) on 07/24/2026

    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: $7,356 (change assumption)
    Mortgage ($6,296) + 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




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.