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 - 951 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:
  • 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $791,000294 Days on yellowkey   MLS ID: O6340280

    For Sale O6340280 - 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3093
       Built: 2019
    Monthly Fee: $120
       Tax: $9,566 (2024)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $5,251 (change assumption)
    Mortgage ($4,334) + Fees ($120) + Taxes in 2024 ($797)


    Taxes:$9,566

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1237, WINTER GARDEN, FL 34787

    $210,000493 Days on yellowkey   MLS ID: O6279915

    For Sale O6279915 - 14501 GROVE RESORT AVE #1237, WINTER GARDEN, FL 34787 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $805
       Tax: $6,171 (2024)
    Community: The Grove Resort
    Condo


    Estimated Monthly Payment: $2,470 (change assumption)
    Mortgage ($1,151) + Fees ($805) + Taxes in 2024 ($514)


    Taxes:$6,171

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787

    $249,50070 Days on yellowkey   MLS ID: O6397131

    For Sale O6397131 - 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $904
       Tax: $7,146 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,867 (change assumption)
    Mortgage ($1,367) + Fees ($904) + Taxes in 2025 ($595)


    Taxes:$7,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $559,99033 Days on yellowkey   MLS ID: O6408024

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

    For Sale O6408024 - 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1983
       Built: 2026
    Monthly Fee: $112
       Tax: $6,874 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,068) + Fees ($112) + Taxes in 2025 ($573)


    Taxes:$6,874

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15267 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $474,99074 Days on yellowkey   MLS ID: TB8494938

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

    For Sale TB8494938 - 15267 HAMLIN PARK DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2026
    Monthly Fee: $248
       Tax: $1,375 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $2,965 (change assumption)
    Mortgage ($2,603) + Fees ($248) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787

    $525,00023 Days on yellowkey   MLS ID: O6402123

    For Sale O6402123 - 1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2444
       Built: 2017
    Monthly Fee: $366
       Tax: $7,010 (2025)
    Community: Hickory Hammock Ph 1C
    Townhouse


    Estimated Monthly Payment: $3,827 (change assumption)
    Mortgage ($2,877) + Fees ($366) + Taxes in 2025 ($584)


    Taxes:$7,010

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787

    $1,525,00035 Days on yellowkey   MLS ID: O6408283

    1 Days Off yellowkey (back on 5/31/2026)

    For Sale O6408283 - 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2013
    Monthly Fee: $198
       Tax: $10,739 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Single Family


    Estimated Monthly Payment: $9,449 (change assumption)
    Mortgage ($8,356) + Fees ($198) + Taxes in 2026 ($895)


    Taxes:$10,739

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 2120 GOPHER TORTOISE TER, WINTER GARDEN, FL 34787

    $379,90021 Days on yellowkey   MLS ID: O6412229

    For Sale O6412229 - 2120 GOPHER TORTOISE TER, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1620
       Built: 2020
    Monthly Fee: $425
       Tax: $4,146 (2025)
    Community: Longleaf/Oakland Rep
    Townhouse


    Estimated Monthly Payment: $2,852 (change assumption)
    Mortgage ($2,082) + Fees ($425) + Taxes in 2025 ($345)


    Taxes:$4,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $499,90060 Days on yellowkey   MLS ID: O6400594

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6400594 - 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2002
    Monthly Fee: $90
       Tax: $8,172 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($2,739) + Fees ($90) + Taxes in 2025 ($681)


    Taxes:$8,172

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787

    $355,000107 Days on yellowkey   MLS ID: O6386823

    REDUCED by $5,000 (1.4%) on 05/25/2026

    For Sale O6386823 - 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 2024
    Monthly Fee: $200
       Tax: $5,492 (2025)
    Community: Osprey Ranch - Phase 1
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($1,945) + Fees ($200) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,000100 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00025 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + 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


  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $699,990111 Days on yellowkey   MLS ID: O6386199

    REDUCED by $6,000 (0.8%) on 05/27/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,722 (change assumption)
    Mortgage ($3,835) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $1,999,94738 Days on yellowkey   MLS ID: O6405850

    REDUCED by $3 (0.0%) on 05/25/2026

    For Sale O6405850 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016
    Monthly Fee: $195
       Tax: $17,089 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,577 (change assumption)
    Mortgage ($10,958) + Fees ($195) + Taxes in 2025 ($1,424)


    Taxes:$17,089

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $730,00022 Days on yellowkey   MLS ID: O6411803

    For Sale O6411803 - 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2025
    Monthly Fee: $99
       Tax: $1,890 (2025)
    Community: Osprey Ranch Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,256 (change assumption)
    Mortgage ($4,000) + Fees ($99) + Taxes in 2025 ($158)


    Taxes:$1,890

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $668,00022 Days on yellowkey   MLS ID: O6411737

    For Sale O6411737 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $22,874
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $27,350 (change assumption)
    Mortgage ($3,660) + Fees ($22,874) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787

    $1,100,00022 Days on yellowkey   MLS ID: O6410984

    For Sale O6410984 - 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787 87 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3894
       Built: 2024
    Monthly Fee: $83
       Tax: $11,946 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $7,106 (change assumption)
    Mortgage ($6,027) + Fees ($83) + Taxes in 2025 ($996)


    Taxes:$11,946

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $704,90099 Days on yellowkey   MLS ID: O6390611

    REDUCED by $5,100 (0.7%) on 05/18/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($3,862) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $654,900276 Days on yellowkey   MLS ID: O6344886

    REDUCED by $4,100 (0.6%) on 05/24/2026

    For Sale O6344886 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017
    Monthly Fee: $328
       Tax: $9,868 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,739 (change assumption)
    Mortgage ($3,588) + Fees ($328) + Taxes in 2025 ($822)


    Taxes:$9,868

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16749 HARPER COVE DR, WINTER GARDEN, FL 34787

    $499,99962 Days on yellowkey   MLS ID: O6400511

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $15,001 (2.9%) on 05/19/2026

    For Sale O6400511 - 16749 HARPER COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019
    Monthly Fee: $257
       Tax: $7,287 (2024)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,740) + Fees ($257) + Taxes in 2024 ($607)


    Taxes:$7,287

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    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.