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Homes for Sale Near Wildwood High in Wildwood - 38 homes

Wildwood High is an High School in Sumter County. Find homes for sale close to Wildwood High. Our REALTORS® can assist you in your search for Wildwood High, Wildwood nearby homes.

Location: Wildwood

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  • 4631 CONNECTION RD, WILDWOOD, FL 34785

    $308,295Listed 04/03/2026 12:49PM   MLS ID: OM722126

    For Sale OM722126 - 4631 CONNECTION RD, WILDWOOD, FL 34785 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,689) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 449 STONE ST, WILDWOOD, FL 34785

    $238,563161 Days on yellowkey   MLS ID: P4936779

    REDUCED by $100 (0.0%) on 04/03/2026

    For Sale P4936779 - 449 STONE ST, WILDWOOD, FL 34785 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1386
       Built: 2025   Tax: $53 (2024)
    Community: Bridges Sub
    Manufactured Home


    Estimated Monthly Payment: $1,312 (change assumption)
    Mortgage ($1,307) + Taxes in 2024 ($4)


    Taxes:$53

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: South Sumter Middle


  • 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $535,00044 Days on yellowkey   MLS ID: G5108459

    For Sale G5108459 - 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1691
       Built: 2026
    Monthly Fee: $10
       Tax: $590 (2025)
    Community: Oak Hill
    Single Family


    Estimated Monthly Payment: $2,991 (change assumption)
    Mortgage ($2,931) + Fees ($10) + Taxes in 2025 ($49)


    Taxes:$590

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4711 COUNTY ROAD 134, WILDWOOD, FL 34785

    $679,999563 Days on yellowkey   MLS ID: O6242568

    For Sale O6242568 - 4711 COUNTY ROAD 134, WILDWOOD, FL 34785 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2876
       Built: 1980   Tax: $1,433 (2023)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $3,845 (change assumption)
    Mortgage ($3,726) + Taxes in 2023 ($119)


    Taxes:$1,433

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2023

    Middle School: Wildwood Middle


  • 2082 CR 44A, WILDWOOD, FL 34785

    $995,90074 Days on yellowkey   MLS ID: G5106803

    For Sale G5106803 - 2082 CR 44A, WILDWOOD, FL 34785 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1846
       Built: 1977   Tax: $3,095 (2025)
    Community: Rural
    Single Family


    Estimated Monthly Payment: $5,715 (change assumption)
    Mortgage ($5,457) + Taxes in 2025 ($258)


    Taxes:$3,095

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 7889 PENROSE PL, WILDWOOD, FL 34785

    $339,995134 Days on yellowkey   MLS ID: O6361972

    For Sale O6361972 - 7889 PENROSE PL, WILDWOOD, FL 34785 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2023
    Monthly Fee: $152
       Tax: $6,691 (2025)
    Community: Beaumont Ph 2 & 3
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($1,863) + Fees ($152) + Taxes in 2025 ($558)


    Taxes:$6,691

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: South Sumter Middle


  • 9731 PEPPER TREE TRL, WILDWOOD, FL 34785

    $350,000378 Days on yellowkey   MLS ID: O6291630

    SHORT SALE O6291630 - 9731 PEPPER TREE TRL, WILDWOOD, FL 34785 31 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2019
    Monthly Fee: $46
       Tax: $3,485 (2024)
    Community: Pepper Tree Village
    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,918) + Fees ($46) + Taxes in 2024 ($290)


    Taxes:$3,485

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: South Sumter Middle


  • 8590 PINECREST TRL, WILDWOOD, FL 34785

    $267,99037 Days on yellowkey   MLS ID: OM719622

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

    For Sale OM719622 - 8590 PINECREST TRL, WILDWOOD, FL 34785 15 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1402
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,604 (change assumption)
    Mortgage ($1,468) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8778 PINECREST TRL, WILDWOOD, FL 34785

    $299,990197 Days on yellowkey   MLS ID: OM709860

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale OM709860 - 8778 PINECREST TRL, WILDWOOD, FL 34785 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1816
       Built: 2025
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,780 (change assumption)
    Mortgage ($1,644) + Fees ($136) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 5043 STOKES WAY, WILDWOOD, FL 34785

    $325,000323 Days on yellowkey   MLS ID: G5097088

    For Sale G5097088 - 5043 STOKES WAY, WILDWOOD, FL 34785 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1810
       Built: 2023
    Monthly Fee: $142
       Tax: $3,454 (2024)
    Community: Beaumont Ph 2 & 3
    Single Family


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,781) + Fees ($142) + Taxes in 2024 ($288)


    Taxes:$3,454

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 3039 WINDSWEPT WAY, WILDWOOD, FL 34785

    $317,920102 Days on yellowkey   MLS ID: TB8454107

    For Sale TB8454107 - 3039 WINDSWEPT WAY, WILDWOOD, FL 34785 20 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1433
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,756 (change assumption)
    Mortgage ($1,742) + Fees ($14) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 9024 WILDLIGHT TRL, WILDWOOD, FL 34785

    $298,17087 Days on yellowkey   MLS ID: TB8454280

    For Sale TB8454280 - 9024 WILDLIGHT TRL, WILDWOOD, FL 34785 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,648 (change assumption)
    Mortgage ($1,634) + Fees ($14) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 9021 WILDLIGHT TRL, WILDWOOD, FL 34785

    $366,980162 Days on yellowkey   MLS ID: TB8436651

    For Sale TB8436651 - 9021 WILDLIGHT TRL, WILDWOOD, FL 34785 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,025 (change assumption)
    Mortgage ($2,011) + Fees ($14) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 9127 NEWMONS PL, WILDWOOD, FL 34785

    $339,380176 Days on yellowkey   MLS ID: TB8433814

    REDUCED by $5,000 (1.5%) on 04/01/2026

    For Sale TB8433814 - 9127 NEWMONS PL, WILDWOOD, FL 34785 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2025
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,860) + Fees ($14) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 3179 WINDSWEPT WAY, WILDWOOD, FL 34785

    $354,69044 Days on yellowkey   MLS ID: TB8472673

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

    For Sale TB8472673 - 3179 WINDSWEPT WAY, WILDWOOD, FL 34785 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2026
    Monthly Fee: $14
       Tax: $2,583 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,173 (change assumption)
    Mortgage ($1,943) + Fees ($14) + Taxes in 2025 ($215)


    Taxes:$2,583

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 1543 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $595,00044 Days on yellowkey   MLS ID: G5108452

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

    For Sale G5108452 - 1543 COUNTY ROAD 243A, WILDWOOD, FL 34785 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1955
       Built: 2026
    Monthly Fee: $10
       Tax: $651 (2025)
    Community: Oak Hill
    Single Family


    Estimated Monthly Payment: $3,324 (change assumption)
    Mortgage ($3,260) + Fees ($10) + Taxes in 2025 ($54)


    Taxes:$651

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 410 KILGORE ST, WILDWOOD, FL 34785

    $247,900170 Days on yellowkey   MLS ID: O6352923

    For Sale O6352923 - 410 KILGORE ST, WILDWOOD, FL 34785 10 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1209
       Built: 2024   Tax: $142 (2024)
    Community: Barwicks Add/Wildwood
    Single Family


    Estimated Monthly Payment: $1,370 (change assumption)
    Mortgage ($1,358) + Taxes in 2024 ($12)


    Taxes:$142

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 2655 NW 102ND BLVD, WILDWOOD, FL 34785

    $1,749,00066 Days on yellowkey   MLS ID: OM716761

    For Sale OM716761 - 2655 NW 102ND BLVD, WILDWOOD, FL 34785 97 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4829
       Built: 2006   Tax: $4,438 (2025)
    Community: Equine Acres
    Single Family


    Estimated Monthly Payment: $9,953 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($370)


    Taxes:$4,438

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 708 MISSION DR, WILDWOOD, FL 34785

    $230,000134 Days on yellowkey   MLS ID: G5104785

    3 Days Off yellowkey (back on 3/31/2026)

    For Sale G5104785 - 708 MISSION DR, WILDWOOD, FL 34785 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1569
       Built: 1947   Tax: $1,105 (2025)
    Community: Mission Heights
    Single Family


    Estimated Monthly Payment: $1,352 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($92)


    Taxes:$1,105

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8171 IVES PL, WILDWOOD, FL 34785

    $327,5104 Days on yellowkey   MLS ID: OM721801

    For Sale OM721801 - 8171 IVES PL, WILDWOOD, FL 34785 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1816
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,931 (change assumption)
    Mortgage ($1,795) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


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