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Homes for Sale Near Wildwood High in Wildwood - 123 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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  • 4640 CONNECTION RD, WILDWOOD, FL 34785

    $323,07057 Days on yellowkey   MLS ID: OM724515

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

    For Sale OM724515 - 4640 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: $1,833 (change assumption)
    Mortgage ($1,770) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3036 CANOPY OAK BLVD, WILDWOOD, FL 34785

    $320,51039 Days on yellowkey   MLS ID: OM725635

    For Sale OM725635 - 3036 CANOPY OAK BLVD, WILDWOOD, FL 34785 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1816
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,756) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4656 CROSSROADS LN, WILDWOOD, FL 34785

    $288,500132 Days on yellowkey   MLS ID: G5108680

    REDUCED by $500 (0.2%) on 05/29/2026

    For Sale G5108680 - 4656 CROSSROADS LN, WILDWOOD, FL 34785 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1664
       Built: 2022
    Monthly Fee: $63
       Tax: $2,970 (2025)
    Community: Triumph South Ph 1
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,581) + Fees ($63) + Taxes in 2025 ($247)


    Taxes:$2,970

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $499,000139 Days on yellowkey   MLS ID: G5108459

    1 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $26,000 (5.0%) on 05/25/2026

    For Sale G5108459 - 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785 31 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: $2,793 (change assumption)
    Mortgage ($2,734) + Fees ($10) + Taxes in 2025 ($49)


    Taxes:$590

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4627 CONNECTION RD, WILDWOOD, FL 34785

    $306,990102 Days on yellowkey   MLS ID: OM721668

    1 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $1,080 (0.4%) on 05/27/2026

    For Sale OM721668 - 4627 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: $1,745 (change assumption)
    Mortgage ($1,682) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 606 WILSON ST, WILDWOOD, FL 34785

    $239,900108 Days on yellowkey   MLS ID: TB8489012

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale TB8489012 - 606 WILSON ST, WILDWOOD, FL 34785 49 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1096
       Built: 1990   Tax: $1,227 (2025)
    Community: Meadowlawn Add
    Single Family


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 5092 STOKES WAY, WILDWOOD, FL 34785

    $349,00056 Days on yellowkey   MLS ID: G5111948

    For Sale G5111948 - 5092 STOKES WAY, WILDWOOD, FL 34785 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2023
    Monthly Fee: $152
       Tax: $7,631 (2025)
    Community: Beaumont Ph 2 & 3
    Single Family


    Estimated Monthly Payment: $2,700 (change assumption)
    Mortgage ($1,912) + Fees ($152) + Taxes in 2025 ($636)


    Taxes:$7,631

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 800 CRESTVIEW CIR N, WILDWOOD, FL 34785

    $415,000255 Days on yellowkey   MLS ID: G5103731

    0 Days Off yellowkey (back on 5/26/2026)

    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


  • 8813 PINE BARK WAY, WILDWOOD, FL 34785

    $299,990165 Days on yellowkey   MLS ID: C7520810

    For Sale C7520810 - 8813 PINE BARK WAY, WILDWOOD, FL 34785 2 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2026
    Monthly Fee: $81
       Tax: $500 (2025)
    Community: Tillman Oaks
    Single Family


    Estimated Monthly Payment: $1,766 (change assumption)
    Mortgage ($1,644) + Fees ($81) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8805 PINE BARK WAY, WILDWOOD, FL 34785

    $296,990165 Days on yellowkey   MLS ID: C7520812

    For Sale C7520812 - 8805 PINE BARK WAY, WILDWOOD, FL 34785 2 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2026
    Monthly Fee: $81
       Tax: $500 (2025)
    Community: Tillman Oaks
    Single Family


    Estimated Monthly Payment: $1,750 (change assumption)
    Mortgage ($1,627) + Fees ($81) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8810 PINE BARK WAY, WILDWOOD, FL 34785

    $284,990165 Days on yellowkey   MLS ID: C7520816

    For Sale C7520816 - 8810 PINE BARK WAY, WILDWOOD, FL 34785 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 2026
    Monthly Fee: $81
       Tax: $500 (2025)
    Community: Tillman Oaks
    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,562) + Fees ($81) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8814 PINE BARK WAY, WILDWOOD, FL 34785

    $274,990165 Days on yellowkey   MLS ID: C7520818

    For Sale C7520818 - 8814 PINE BARK WAY, WILDWOOD, FL 34785 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1250
       Built: 2026
    Monthly Fee: $81
       Tax: $500 (2025)
    Community: Tillman Oaks
    Single Family


    Estimated Monthly Payment: $1,629 (change assumption)
    Mortgage ($1,507) + Fees ($81) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8332 GOWER TRL, WILDWOOD, FL 34785

    $219,990211 Days on yellowkey   MLS ID: OM714725

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $4,000 (1.8%) on 05/13/2026

    For Sale OM714725 - 8332 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: $1,329 (change assumption)
    Mortgage ($1,205) + Fees ($124) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8621 PINECREST TRL, WILDWOOD, FL 34785

    $285,99057 Days on yellowkey   MLS ID: OM724524

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale OM724524 - 8621 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: $1,703 (change assumption)
    Mortgage ($1,567) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3078 EVENMORE WAY, WILDWOOD, FL 34785

    $327,07088 Days on yellowkey   MLS ID: OM722528

    2 Days Off yellowkey (back on 5/18/2026)

    For Sale OM722528 - 3078 EVENMORE WAY, WILDWOOD, FL 34785 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2260
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,792) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3106 WINDSWEPT, WILDWOOD, FL 34785

    $334,990615 Days on yellowkey   MLS ID: O6253453

    3 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $4,730 (1.4%) on 04/15/2026

    For Sale O6253453 - 3106 WINDSWEPT, WILDWOOD, FL 34785 7 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2024
    Monthly Fee: $14
       Tax: $650 (2023)
    Community: Highfield At Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,836) + Fees ($14) + Taxes in 2023 ($54)


    Taxes:$650

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2023

    Middle School: Wildwood Middle


  • 5322 DRAGON FLY DR, WILDWOOD, FL 34785

    $230,000125 Days on yellowkey   MLS ID: G5108783

    REDUCED by $15,000 (6.1%) on 05/04/2026

    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: $1,837 (change assumption)
    Mortgage ($1,260) + Fees ($150) + Taxes in 2025 ($427)


    Taxes:$5,124

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 614 POWELL ST, WILDWOOD, FL 34785

    $229,900267 Days on yellowkey   MLS ID: W7879849

    For Sale W7879849 - 614 POWELL ST, WILDWOOD, FL 34785 33 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1064
       Built: 1949   Tax: $1,621 (2024)
    Community: Meadovista
    Single Family


    Estimated Monthly Payment: $1,395 (change assumption)
    Mortgage ($1,260) + Taxes in 2024 ($135)


    Taxes:$1,621

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: South Sumter Middle


  • 3043 CANOPY OAK BLVD, WILDWOOD, FL 34785

    $320,51068 Days on yellowkey   MLS ID: OM723838

    For Sale OM723838 - 3043 CANOPY OAK BLVD, WILDWOOD, FL 34785 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1816
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,756) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8705 BARRAGAN DR, WILDWOOD, FL 34785

    $326,29568 Days on yellowkey   MLS ID: OM723834

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

    For Sale OM723834 - 8705 BARRAGAN DR, WILDWOOD, FL 34785 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,788) + Fees ($14) + 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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Home, townhome, condo, villa, and other listing sales data closeby Wildwood High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Wildwood High, Wildwood. You can use our website to view Multiple Listing Service (MLS) data on Wildwood homes near Wildwood High. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our listings that are close to Wildwood High.



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.