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Homes for Sale Near Wildwood High in Wildwood - 98 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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  • 7378 NE 49TH LN, WILDWOOD, FL 34785

    $475,00016 Days on yellowkey   MLS ID: G5110937

    For Sale G5110937 - 7378 NE 49TH LN, WILDWOOD, FL 34785 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 1958   Tax: $321 (2025)
    Community: N/A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,629 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($27)


    Taxes:$321

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 9731 PEPPER TREE TRL, WILDWOOD, FL 34785

    $340,000405 Days on yellowkey   MLS ID: O6291630

    REDUCED by $10,000 (2.9%) on 04/28/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,863) + 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


  • 8104 PENROSE PL, WILDWOOD, FL 34785

    $305,000167 Days on yellowkey   MLS ID: G5104254

    REDUCED by $3,953 (1.3%) on 04/28/2026

    For Sale G5104254 - 8104 PENROSE PL, WILDWOOD, FL 34785 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1810
       Built: 2022
    Monthly Fee: $152
       Tax: $6,526 (2024)
    Community: Beaumont Ph 2 & 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,367 (change assumption)
    Mortgage ($1,671) + Fees ($152) + Taxes in 2024 ($544)


    Taxes:$6,526

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 8387 GOWER TRL, WILDWOOD, FL 34785

    $217,990344 Days on yellowkey   MLS ID: OM702044

    REDUCED by $2,000 (0.9%) on 04/28/2026

    For Sale OM702044 - 8387 GOWER TRL, WILDWOOD, FL 34785 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1464
       Built: 2025
    Monthly Fee: $223

    Community: Twisted Oaks
    Townhouse


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($1,194) + Fees ($223) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 5250 DRAGONFLY DR, WILDWOOD, FL 34785

    $249,00078 Days on yellowkey   MLS ID: G5107883

    For Sale G5107883 - 5250 DRAGONFLY DR, WILDWOOD, FL 34785 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 2023
    Monthly Fee: $167
       Tax: $2,707 (2025)
    Community: Beaumont Ph 1
    Townhouse


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,364) + Fees ($167) + Taxes in 2025 ($226)


    Taxes:$2,707

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4656 CROSSROADS LN, WILDWOOD, FL 34785

    $289,00064 Days on yellowkey   MLS ID: G5108680

    REDUCED by $500 (0.2%) on 04/27/2026

    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: $1,894 (change assumption)
    Mortgage ($1,584) + Fees ($63) + Taxes in 2025 ($247)


    Taxes:$2,970

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 449 STONE ST, WILDWOOD, FL 34785

    $237,063188 Days on yellowkey   MLS ID: P4936779

    REDUCED by $100 (0.0%) on 04/27/2026

    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: $1,303 (change assumption)
    Mortgage ($1,299) + Taxes in 2024 ($4)


    Taxes:$53

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: South Sumter Middle


  • 9147 NEWMONS PL, WILDWOOD, FL 34785

    $311,8806 Days on yellowkey   MLS ID: TB8498533

    INCREASED by $1,000 (0.3%) on 04/27/2026

    For Sale TB8498533 - 9147 NEWMONS PL, WILDWOOD, FL 34785 14 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1433
       Built: 2026
    Monthly Fee: $14
       Tax: $2,080 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,709) + Fees ($14) + Taxes in 2025 ($173)


    Taxes:$2,080

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 9185 NEWMONS PL, WILDWOOD, FL 34785

    $358,2706 Days on yellowkey   MLS ID: TB8498207

    INCREASED by $1,000 (0.3%) on 04/27/2026

    For Sale TB8498207 - 9185 NEWMONS PL, WILDWOOD, FL 34785 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2026
    Monthly Fee: $14
       Tax: $2,078 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,963) + Fees ($14) + Taxes in 2025 ($173)


    Taxes:$2,078

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3033 WINDSWEPT WAY, WILDWOOD, FL 34785

    $310,57015 Days on yellowkey   MLS ID: TB8490418

    INCREASED by $1,000 (0.3%) on 04/27/2026

    For Sale TB8490418 - 3033 WINDSWEPT WAY, WILDWOOD, FL 34785 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $14
       Tax: $2,066 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,888 (change assumption)
    Mortgage ($1,702) + Fees ($14) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3027 WINDSWEPT WAY, WILDWOOD, FL 34785

    $317,11023 Days on yellowkey   MLS ID: TB8493094

    INCREASED by $1,000 (0.3%) on 04/27/2026

    For Sale TB8493094 - 3027 WINDSWEPT WAY, WILDWOOD, FL 34785 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $14
       Tax: $2,066 (2025)
    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,738) + Fees ($14) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3045 WINDSWEPT WAY, WILDWOOD, FL 34785

    $313,36071 Days on yellowkey   MLS ID: TB8476210

    INCREASED by $2,500 (0.8%) on 04/27/2026

    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: $1,904 (change assumption)
    Mortgage ($1,717) + Fees ($14) + Taxes in 2025 ($173)


    Taxes:$2,078

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3039 WINDSWEPT WAY, WILDWOOD, FL 34785

    $325,420129 Days on yellowkey   MLS ID: TB8454107

    INCREASED by $7,500 (2.4%) on 04/27/2026

    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: $1,797 (change assumption)
    Mortgage ($1,783) + Fees ($14) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 3173 WINDSWEPT WAY, WILDWOOD, FL 34785

    $385,51071 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


  • 1511 COUNTY ROAD 243A, WILDWOOD, FL 34785

    $525,00071 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


  • 5092 NE 81ST BLVD, WILDWOOD, FL 34785

    $949,000104 Days on yellowkey   MLS ID: O6373301

    REDUCED by $21,000 (2.2%) on 04/25/2026

    For Sale O6373301 - 5092 NE 81ST BLVD, WILDWOOD, FL 34785 48 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 2005   Tax: $5,371 (2025)
    Community: None
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,647 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($448)


    Taxes:$5,371

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: South Sumter Middle


  • 5043 STOKES WAY, WILDWOOD, FL 34785

    $315,00023 Days on yellowkey   MLS ID: O6396514

    REDUCED by $10,000 (3.1%) on 04/19/2026

    For Sale O6396514 - 5043 STOKES WAY, WILDWOOD, FL 34785 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1810
       Built: 2023
    Monthly Fee: $156
       Tax: $6,697 (2025)
    Community: Beaumont Phase 2&3
    Single Family


    Estimated Monthly Payment: $2,440 (change assumption)
    Mortgage ($1,726) + Fees ($156) + Taxes in 2025 ($558)


    Taxes:$6,697

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8599 PINECREST TRL, WILDWOOD, FL 34785

    $279,99055 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


  • 3223 EVENMORE WAY, WILDWOOD, FL 34785

    $300,00092 Days on yellowkey   MLS ID: W7882493

    For Sale W7882493 - 3223 EVENMORE WAY, WILDWOOD, FL 34785 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2024
    Monthly Fee: $13
       Tax: $6,500 (2025)
    Community: Twisted Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,198 (change assumption)
    Mortgage ($1,644) + Fees ($13) + Taxes in 2025 ($542)


    Taxes:$6,500

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 9930 COUNTY ROAD 114B, WILDWOOD, FL 34785

    $299,999743 Days on yellowkey   MLS ID: G5080570

    For Sale G5080570 - 9930 COUNTY ROAD 114B, WILDWOOD, FL 34785 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2080
       Built: 1978   Tax: $851 (2023)
    Community: Rolling Hills Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,715 (change assumption)
    Mortgage ($1,644) + Taxes in 2023 ($71)


    Taxes:$851

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2023

    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.