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:
  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,00085 Days on yellowkey   MLS ID: S5143009

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

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $819,000112 Days on yellowkey   MLS ID: O6373067

    For Sale O6373067 - 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2023
    Monthly Fee: $165
       Tax: $9,990 (2024)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $5,485 (change assumption)
    Mortgage ($4,488) + Fees ($165) + Taxes in 2024 ($833)


    Taxes:$9,990

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787

    $849,9507 Days on yellowkey   MLS ID: O6402551

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

    For Sale O6402551 - 615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2465
       Built: 2014
    Monthly Fee: $94
       Tax: $8,422 (2025)
    Community: Lake Cove Pointe Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,453 (change assumption)
    Mortgage ($4,657) + Fees ($94) + Taxes in 2025 ($702)


    Taxes:$8,422

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $635,5006 Days on yellowkey   MLS ID: O6403063

    For Sale O6403063 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215
       Tax: $8,922 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,441 (change assumption)
    Mortgage ($3,482) + Fees ($215) + Taxes in 2025 ($744)


    Taxes:$8,922

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $819,900465 Days on yellowkey   MLS ID: O6274785

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

    For Sale O6274785 - 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 86 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3801
       Built: 2006
    Monthly Fee: $141
       Tax: $11,068 (2024)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,492) + Fees ($141) + Taxes in 2024 ($922)


    Taxes:$11,068

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,00011 Days on yellowkey   MLS ID: O6401040

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

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 117 STEINBECK ST, WINTER GARDEN, FL 34787

    $625,0006 Days on yellowkey   MLS ID: O6402187

    For Sale O6402187 - 117 STEINBECK ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1928
       Built: 2001
    Monthly Fee: $45
       Tax: $2,212 (2025)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $3,654 (change assumption)
    Mortgage ($3,425) + Fees ($45) + Taxes in 2025 ($184)


    Taxes:$2,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16126 PARKWYN ST, WINTER GARDEN, FL 34787

    $609,00053 Days on yellowkey   MLS ID: O6389811

    REDUCED by $16,000 (2.6%) on 05/01/2026

    For Sale O6389811 - 16126 PARKWYN ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2021
    Monthly Fee: $127
       Tax: $7,291 (2025)
    Community: Hawksmoor Ph 2
    Single Family


    Estimated Monthly Payment: $4,071 (change assumption)
    Mortgage ($3,337) + Fees ($127) + Taxes in 2025 ($608)


    Taxes:$7,291

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,825,00059 Days on yellowkey   MLS ID: O6387519

    REDUCED by $25,000 (1.4%) on 04/30/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $203
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,439 (change assumption)
    Mortgage ($10,000) + Fees ($203) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 18029 CIDER MILL LN, WINTER GARDEN, FL 34787

    $724,99080 Days on yellowkey   MLS ID: O6382363

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

    REDUCED by $6,876 (0.9%) on 04/22/2026

    For Sale O6382363 - 18029 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,388 (change assumption)
    Mortgage ($3,972) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 650 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,152,1904 Days on yellowkey   MLS ID: O6403543

    For Sale O6403543 - 650 MEDORA WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,551 (change assumption)
    Mortgage ($6,313) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 642 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,140,1504 Days on yellowkey   MLS ID: O6403542

    For Sale O6403542 - 642 MEDORA WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3109
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,485 (change assumption)
    Mortgage ($6,247) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 264 BLUE STONE CIR, WINTER GARDEN, FL 34787

    $725,0006 Days on yellowkey   MLS ID: O6402597

    For Sale O6402597 - 264 BLUE STONE CIR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2538
       Built: 1996
    Monthly Fee: $68
       Tax: $5,063 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,462 (change assumption)
    Mortgage ($3,973) + Fees ($68) + Taxes in 2025 ($422)


    Taxes:$5,063

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $745,1309 Days on yellowkey   MLS ID: G5111538

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5111538 - 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($4,083) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $825,00011 Days on yellowkey   MLS ID: G5111151

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale G5111151 - 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3358
       Built: 2002
    Monthly Fee: $115
       Tax: $6,001 (2024)
    Community: Windward Cay 48 125
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,135 (change assumption)
    Mortgage ($4,520) + Fees ($115) + Taxes in 2024 ($500)


    Taxes:$6,001

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $778,53116 Days on yellowkey   MLS ID: G5111211

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale G5111211 - 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($4,266) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $784,49048 Days on yellowkey   MLS ID: G5109744

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5109744 - 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,448 (change assumption)
    Mortgage ($4,298) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $619,990167 Days on yellowkey   MLS ID: O6361583

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,397) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $748,000396 Days on yellowkey   MLS ID: O6280496

    For Sale O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,163 (change assumption)
    Mortgage ($4,099) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $819,99035 Days on yellowkey   MLS ID: O6394850

    0 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $30,000 (3.5%) on 04/30/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,589 (change assumption)
    Mortgage ($4,493) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    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.