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Homes for Sale Near Bridgewater Middle in Winter Garden - 40 homes

Bridgewater Middle is an Middle School in Orange County. Find homes for sale close to Bridgewater Middle. Our REALTORS® can assist you in your search for Bridgewater Middle, Winter Garden nearby homes.

Location: Winter Garden

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  • 15518 SUNQUAT DR, WINTER GARDEN, FL 34787

    $620,000Listed 04/24/2026 2:50PM   MLS ID: O6402110

    For Sale O6402110 - 15518 SUNQUAT DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $134
       Tax: $770 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($3,397) + Fees ($134) + Taxes in 2025 ($64)


    Taxes:$770

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15524 AVIATION ALY, WINTER GARDEN, FL 34787

    $570,00014 Days on yellowkey   MLS ID: O6398331

    INCREASED by $100 (0.0%) on 04/22/2026

    For Sale O6398331 - 15524 AVIATION ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 2015
    Monthly Fee: $328
       Tax: $8,711 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Single Family


    Estimated Monthly Payment: $4,177 (change assumption)
    Mortgage ($3,123) + Fees ($328) + Taxes in 2025 ($726)


    Taxes:$8,711

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $610,00086 Days on yellowkey   MLS ID: O6378167

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale O6378167 - 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2016
    Monthly Fee: $188
       Tax: $8,644 (2025)
    Community: Orchard Hills Ph 2 Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,251 (change assumption)
    Mortgage ($3,342) + Fees ($188) + Taxes in 2025 ($720)


    Taxes:$8,644

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $664,90011 Days on yellowkey   MLS ID: O6399123

    REDUCED by $10,100 (1.5%) on 04/20/2026

    For Sale O6399123 - 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2818
       Built: 2018
    Monthly Fee: $142
       Tax: $6,366 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($3,643) + Fees ($142) + Taxes in 2025 ($531)


    Taxes:$6,366

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $825,0001 Day on yellowkey   MLS ID: G5111151

    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


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,00018 Days on yellowkey   MLS ID: O6392351

    For Sale O6392351 - 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3793
       Built: 2018
    Monthly Fee: $190
       Tax: $7,249 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($4,657) + Fees ($190) + Taxes in 2025 ($604)


    Taxes:$7,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $554,990113 Days on yellowkey   MLS ID: O6370363

    For Sale O6370363 - 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,041) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 3167 WINESAP WAY, WINTER GARDEN, FL 34787

    $575,0003 Days on yellowkey   MLS ID: O6400764

    For Sale O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2016
    Monthly Fee: $190
       Tax: $5,408 (2025)
    Community: Orchard Pk/Stillwater Xing
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2025 ($451)


    Taxes:$5,408

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787

    $1,745,000280 Days on yellowkey   MLS ID: O6328707

    REDUCED by $79,888 (4.4%) on 04/22/2026

    For Sale O6328707 - 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4716
       Built: 2014
    Monthly Fee: $201
       Tax: $14,959 (2024)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,009 (change assumption)
    Mortgage ($9,561) + Fees ($201) + Taxes in 2024 ($1,247)


    Taxes:$14,959

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $2,445,0004 Days on yellowkey   MLS ID: O6400891

    For Sale O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4817
       Built: 2020
    Monthly Fee: $210
       Tax: $17,060 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $15,029 (change assumption)
    Mortgage ($13,397) + Fees ($210) + Taxes in 2025 ($1,422)


    Taxes:$17,060

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,000315 Days on yellowkey   MLS ID: S5129072

    For Sale S5129072 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $172
       Tax: $10,554 (2024)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,777 (change assumption)
    Mortgage ($3,726) + Fees ($172) + Taxes in 2024 ($880)


    Taxes:$10,554

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787

    $1,246,000276 Days on yellowkey   MLS ID: O6329696

    For Sale O6329696 - 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3347
       Built: 2014
    Monthly Fee: $195
       Tax: $552 (2024)
    Community: Signature Lakes Parcel 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,068 (change assumption)
    Mortgage ($6,827) + Fees ($195) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 3518 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $825,00010 Days on yellowkey   MLS ID: S5147067

    For Sale S5147067 - 3518 TURNINGWIND LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2744
       Built: 2003
    Monthly Fee: $115
       Tax: $10,313 (2025)
    Community: Windward Cay 48 125
    Single Family


    Estimated Monthly Payment: $5,495 (change assumption)
    Mortgage ($4,520) + Fees ($115) + Taxes in 2025 ($859)


    Taxes:$10,313

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $550,00018 Days on yellowkey   MLS ID: O6396757

    REDUCED by $20,000 (3.5%) on 04/21/2026

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,014) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787

    $450,00059 Days on yellowkey   MLS ID: O6378698

    2 Days Off yellowkey (back on 4/21/2026)

    For Sale O6378698 - 14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1650
       Built: 2005
    Monthly Fee: $195
       Tax: $5,006 (2024)
    Community: Signature Lks-Pcl 01B
    Single Family


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,466) + Fees ($195) + Taxes in 2024 ($417)


    Taxes:$5,006

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 5618 WATER ROSE RD, WINTER GARDEN, FL 34787

    $395,0005 Days on yellowkey   MLS ID: O6400788

    For Sale O6400788 - 5618 WATER ROSE RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2016
    Monthly Fee: $402
       Tax: $6,527 (2025)
    Community: Signature Lakes Ph 3B-6
    Townhouse


    Estimated Monthly Payment: $3,110 (change assumption)
    Mortgage ($2,164) + Fees ($402) + Taxes in 2025 ($544)


    Taxes:$6,527

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,00079 Days on yellowkey   MLS ID: O6376609

    For Sale O6376609 - 14345 WABASSO LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2878
       Built: 2022
    Monthly Fee: $192
       Tax: $10,615 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,104 (change assumption)
    Mortgage ($4,027) + Fees ($192) + Taxes in 2025 ($885)


    Taxes:$10,615

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $539,900407 Days on yellowkey   MLS ID: O6289752

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $10,100 (1.8%) on 04/17/2026

    For Sale O6289752 - 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2017
    Monthly Fee: $180
       Tax: $5,147 (2024)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($2,958) + Fees ($180) + Taxes in 2024 ($429)


    Taxes:$5,147

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $750,00010 Days on yellowkey   MLS ID: S5147897

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale S5147897 - 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787 85 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3412
       Built: 2003
    Monthly Fee: $115
       Tax: $5,047 (2025)
    Community: Windward Cay 48 125
    Single Family


    Estimated Monthly Payment: $4,645 (change assumption)
    Mortgage ($4,109) + Fees ($115) + Taxes in 2025 ($421)


    Taxes:$5,047

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5340 BOWMAN DR, WINTER GARDEN, FL 34787

    $2,195,00011 Days on yellowkey   MLS ID: O6398618

    For Sale O6398618 - 5340 BOWMAN DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5749
       Built: 2017
    Monthly Fee: $230
       Tax: $16,854 (2026)
    Community: The Cove At Hamlin
    Single Family


    Estimated Monthly Payment: $13,662 (change assumption)
    Mortgage ($12,027) + Fees ($230) + Taxes in 2026 ($1,405)


    Taxes:$16,854

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


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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.