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Homes for Sale Near Wildwood High in Wildwood - 44 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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  • 4628 CONNECTION RD, WILDWOOD, FL 34785

    $321,07042 Days on yellowkey   MLS ID: OM719616

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale OM719616 - 4628 CONNECTION RD, WILDWOOD, FL 34785 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,822 (change assumption)
    Mortgage ($1,759) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $535,00049 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


  • 3185 WINDSWEPT WAY, WILDWOOD, FL 34785

    $378,33049 Days on yellowkey   MLS ID: TB8472700

    1 Days Off yellowkey (back on 3/13/2026)

    For Sale TB8472700 - 3185 WINDSWEPT WAY, WILDWOOD, FL 34785 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2026
    Monthly Fee: $14
       Tax: $2,594 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,303 (change assumption)
    Mortgage ($2,073) + Fees ($14) + Taxes in 2025 ($216)


    Taxes:$2,594

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3179 WINDSWEPT WAY, WILDWOOD, FL 34785

    $354,69049 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


  • 3173 WINDSWEPT WAY, WILDWOOD, FL 34785

    $385,51049 Days on yellowkey   MLS ID: TB8476237

    For Sale TB8476237 - 3173 WINDSWEPT WAY, WILDWOOD, FL 34785 17 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2230
       Built: 2026
    Monthly Fee: $14
       Tax: $2,583 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,342 (change assumption)
    Mortgage ($2,112) + Fees ($14) + Taxes in 2025 ($215)


    Taxes:$2,583

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3045 WINDSWEPT WAY, WILDWOOD, FL 34785

    $310,86049 Days on yellowkey   MLS ID: TB8476210

    For Sale TB8476210 - 3045 WINDSWEPT WAY, WILDWOOD, FL 34785 13 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1433
       Built: 2026
    Monthly Fee: $14
       Tax: $2,078 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,703) + Fees ($14) + Taxes in 2025 ($173)


    Taxes:$2,078

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 9024 WILDLIGHT TRL, WILDWOOD, FL 34785

    $298,17092 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


  • 3039 WINDSWEPT WAY, WILDWOOD, FL 34785

    $317,920107 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


  • 9021 WILDLIGHT TRL, WILDWOOD, FL 34785

    $366,980167 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

    $339,380181 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


  • 8809 PINE BARK WAY, WILDWOOD, FL 34785

    $319,99075 Days on yellowkey   MLS ID: C7520752

    3 Days Off yellowkey (back on 2/2/2026)

    For Sale C7520752 - 8809 PINE BARK WAY, WILDWOOD, FL 34785 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2104
       Built: 2026
    Monthly Fee: $81
       Tax: $500 (2025)
    Community: Tillman Oaks
    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,753) + Fees ($81) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 5322 DRAGON FLY DR, WILDWOOD, FL 34785

    $245,00035 Days on yellowkey   MLS ID: G5108783

    For Sale G5108783 - 5322 DRAGON FLY DR, WILDWOOD, FL 34785 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 2022
    Monthly Fee: $150
       Tax: $5,124 (2025)
    Community: Beaumont Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,919 (change assumption)
    Mortgage ($1,342) + Fees ($150) + Taxes in 2025 ($427)


    Taxes:$5,124

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 449 STONE ST, WILDWOOD, FL 34785

    $238,463166 Days on yellowkey   MLS ID: P4936779

    REDUCED by $100 (0.0%) on 04/06/2026

    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: $1,311 (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


  • 9945 COUNTY ROAD 235A, WILDWOOD, FL 34785

    $369,00041 Days on yellowkey   MLS ID: O6385076

    For Sale O6385076 - 9945 COUNTY ROAD 235A, WILDWOOD, FL 34785 1 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1696
       Built: 1996   Tax: $2,628 (2025)
    Community: Unknown
    Single Family


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($219)


    Taxes:$2,628

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4631 CONNECTION RD, WILDWOOD, FL 34785

    $308,2955 Days on yellowkey   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


  • 4711 COUNTY ROAD 134, WILDWOOD, FL 34785

    $679,999568 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

    $995,90079 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

    $339,995139 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

    $350,000383 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

    $267,99042 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


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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.