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Homes for Sale Near Wildwood High in Wildwood - 111 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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  • 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $525,00094 Days on yellowkey   MLS ID: G5108459

    REDUCED by $10,000 (1.9%) on 04/17/2026

    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: $2,936 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($49)


    Taxes:$590

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8599 PINECREST TRL, WILDWOOD, FL 34785

    $279,99078 Days on yellowkey   MLS ID: OM720249

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

    REDUCED by $2,000 (0.7%) on 04/15/2026

    For Sale OM720249 - 8599 PINECREST TRL, WILDWOOD, FL 34785 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,670 (change assumption)
    Mortgage ($1,534) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8685 BARRAGAN DR, WILDWOOD, FL 34785

    $374,07031 Days on yellowkey   MLS ID: OM723318

    For Sale OM723318 - 8685 BARRAGAN DR, WILDWOOD, FL 34785 18 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($2,050) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3070 EVENMORE WAY, WILDWOOD, FL 34785

    $288,07031 Days on yellowkey   MLS ID: OM723313

    For Sale OM723313 - 3070 EVENMORE WAY, WILDWOOD, FL 34785 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,578) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4635 CONNECTION RD, WILDWOOD, FL 34785

    $272,07031 Days on yellowkey   MLS ID: OM723308

    For Sale OM723308 - 4635 CONNECTION RD, WILDWOOD, FL 34785 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 2025
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,554 (change assumption)
    Mortgage ($1,491) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8172 IVES PL, WILDWOOD, FL 34785

    $329,99043 Days on yellowkey   MLS ID: OM722530

    For Sale OM722530 - 8172 IVES PL, WILDWOOD, FL 34785 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2026
    Monthly Fee: $137

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,808) + Fees ($137) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3086 EVENMORE WAY, WILDWOOD, FL 34785

    $339,07054 Days on yellowkey   MLS ID: OM721794

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

    For Sale OM721794 - 3086 EVENMORE WAY, WILDWOOD, FL 34785 17 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,872 (change assumption)
    Mortgage ($1,858) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 5214 DRAGONFLY DR, WILDWOOD, FL 34785

    $234,99077 Days on yellowkey   MLS ID: G5108933

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

    For Sale G5108933 - 5214 DRAGONFLY DR, WILDWOOD, FL 34785 41 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 2023
    Monthly Fee: $167
       Tax: $5,137 (2025)
    Community: Beaumont Ph I
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,883 (change assumption)
    Mortgage ($1,288) + Fees ($167) + Taxes in 2025 ($428)


    Taxes:$5,137

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 5391 DRAGONFLY DR, WILDWOOD, FL 34785

    $223,999136 Days on yellowkey   MLS ID: G5106277

    REDUCED by $4,001 (1.8%) on 04/13/2026

    For Sale G5106277 - 5391 DRAGONFLY DR, WILDWOOD, FL 34785 44 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 2021
    Monthly Fee: $150
       Tax: $5,059 (2025)
    Community: Beaumont Townhomes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,227) + Fees ($150) + Taxes in 2025 ($422)


    Taxes:$5,059

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8779 PINECREST TRL, WILDWOOD, FL 34785

    $299,990162 Days on yellowkey   MLS ID: OM714997

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

    For Sale OM714997 - 8779 PINECREST TRL, WILDWOOD, FL 34785 25 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 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 800 CRESTVIEW CIR N, WILDWOOD, FL 34785

    $415,000210 Days on yellowkey   MLS ID: G5103731

    For Sale G5103731 - 800 CRESTVIEW CIR N, WILDWOOD, FL 34785 86 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1534
       Built: 1996   Tax: $2,236 (2024)
    Community: Crestview Subd Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,274) + Taxes in 2024 ($186)


    Taxes:$2,236

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 8189 IVES PL, WILDWOOD, FL 34785

    $344,99074 Days on yellowkey   MLS ID: OM720511

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale OM720511 - 8189 IVES PL, WILDWOOD, FL 34785 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,890) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4624 CONNECTION RD, WILDWOOD, FL 34785

    $307,99075 Days on yellowkey   MLS ID: OM720376

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale OM720376 - 4624 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: $1,751 (change assumption)
    Mortgage ($1,688) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8326 GOWER TRL, WILDWOOD, FL 34785

    $223,990166 Days on yellowkey   MLS ID: OM714723

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale OM714723 - 8326 GOWER TRL, WILDWOOD, FL 34785 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1464
       Built: 2025
    Monthly Fee: $124

    Community: Twisted Oaks
    Townhouse


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,227) + Fees ($124) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 5353 COUNTY ROAD 125, WILDWOOD, FL 34785

    $600,00062 Days on yellowkey   MLS ID: G5109794

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5109794 - 5353 COUNTY ROAD 125, WILDWOOD, FL 34785 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2649
       Built: 2003
    Monthly Fee: $33
       Tax: $3,549 (2025)
    Community: Fairways At Rolling Hills 1Staddition
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,616 (change assumption)
    Mortgage ($3,288) + Fees ($33) + Taxes in 2025 ($296)


    Taxes:$3,549

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: South Sumter Middle


  • 2655 NW 102ND BLVD, WILDWOOD, FL 34785

    $1,749,000116 Days on yellowkey   MLS ID: OM716761

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

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4829
       Built: 2006   Tax: $4,438 (2025)
    Community: Equine Acres
    Spa: Yes

    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


  • 8809 PINE BARK WAY, WILDWOOD, FL 34785

    $319,990120 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


  • 9945 COUNTY ROAD 235A, WILDWOOD, FL 34785

    $369,00086 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

    $308,29550 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


  • 2082 CR 44A, WILDWOOD, FL 34785

    $995,900124 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




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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.