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Wildwood Single Family Homes For Sale - 153 homes

Wildwood Single Family Homes for Sale are located in Sumter County, Florida. Find single family homes for sale in Wildwood with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Wildwood single family houses.

Location: Wildwood

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  • 9945 COUNTY ROAD 235A, WILDWOOD, FL 34785

    $369,000145 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


  • 8072 PENROSE PL, WILDWOOD, FL 34785

    $267,50073 Days on yellowkey   MLS ID: A4693090

    REDUCED by $6,380 (2.3%) on 06/08/2026

    For Sale A4693090 - 8072 PENROSE PL, WILDWOOD, FL 34785 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2022
    Monthly Fee: $150
       Tax: $5,567 (2025)
    Community: Beaumont Ph 2 & 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,466) + Fees ($150) + Taxes in 2025 ($464)


    Taxes:$5,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7878 PENROSE PL, WILDWOOD, FL 34785

    $298,900231 Days on yellowkey   MLS ID: A4673527

    REDUCED by $16,000 (5.1%) on 05/29/2026

    For Sale A4673527 - 7878 PENROSE PL, WILDWOOD, FL 34785 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2023
    Monthly Fee: $46
       Tax: $6,210 (2025)
    Community: Beaumont Ph 2 & 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,201 (change assumption)
    Mortgage ($1,638) + Fees ($46) + Taxes in 2025 ($518)


    Taxes:$6,210

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3049 CANOPY OAK BLVD, WILDWOOD, FL 34785

    $452,99046 Days on yellowkey   MLS ID: OM726127

    For Sale OM726127 - 3049 CANOPY OAK BLVD, WILDWOOD, FL 34785 29 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2558
       Built: 2026
    Monthly Fee: $14

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($2,482) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 2655 NW 102ND BLVD, WILDWOOD, FL 34785

    $1,749,000175 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


  • 9060 COUNTY ROAD 128C, WILDWOOD, FL 34785

    $899,000126 Days on yellowkey   MLS ID: OM720767

    REDUCED by $38,000 (4.1%) on 06/03/2026

    For Sale OM720767 - 9060 COUNTY ROAD 128C, WILDWOOD, FL 34785 50 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3852
       Built: 2002
    Monthly Fee: $4
       Tax: $3,158 (2025)
    Community: Fox Hollow Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,193 (change assumption)
    Mortgage ($4,926) + Fees ($4) + Taxes in 2025 ($263)


    Taxes:$3,158

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3019 BILTMORE LN, WILDWOOD, FL 34785

    $339,99082 Days on yellowkey   MLS ID: OM723837

    REDUCED by $2,080 (0.6%) on 06/02/2026

    For Sale OM723837 - 3019 BILTMORE LN, 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: $1,877 (change assumption)
    Mortgage ($1,863) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 805 PLEASANTDALE DR, WILDWOOD, FL 34785

    $195,00069 Days on yellowkey   MLS ID: G5112219

    For Sale G5112219 - 805 PLEASANTDALE DR, WILDWOOD, FL 34785 23 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 858
       Built: 1993   Tax: $1,387 (2025)
    Community: Pleasantdale Map 05-19-23
    Single Family


    Estimated Monthly Payment: $1,184 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($116)


    Taxes:$1,387

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 2863 COUNTY ROAD 238 #238, WILDWOOD, FL 34785

    $195,000144 Days on yellowkey   MLS ID: O6383770

    For Sale O6383770 - 2863 COUNTY ROAD 238 #238, WILDWOOD, FL 34785 36 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 950
       Built: 1988   Tax: $1,680 (2025)
    Community: Seaboard Park
    Single Family


    Estimated Monthly Payment: $1,208 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($140)


    Taxes:$1,680

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4643 CONNECTION RD, WILDWOOD, FL 34785

    $309,29553 Days on yellowkey   MLS ID: OM725626

    INCREASED by $1,000 (0.3%) on 06/01/2026

    For Sale OM725626 - 4643 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: $1,758 (change assumption)
    Mortgage ($1,695) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4640 CONNECTION RD, WILDWOOD, FL 34785

    $323,07071 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

    $320,51053 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


  • 4627 CONNECTION RD, WILDWOOD, FL 34785

    $306,990116 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


  • 5092 STOKES WAY, WILDWOOD, FL 34785

    $349,00070 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


  • 8595 TRIUMPH CIR, WILDWOOD, FL 34785

    $372,000146 Days on yellowkey   MLS ID: G5108725

    0 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $5,000 (1.3%) on 05/19/2026

    For Sale G5108725 - 8595 TRIUMPH CIR, WILDWOOD, FL 34785 41 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2604
       Built: 2022
    Monthly Fee: $63
       Tax: $3,923 (2025)
    Community: Triumph South Ph 1
    Single Family


    Estimated Monthly Payment: $2,428 (change assumption)
    Mortgage ($2,038) + Fees ($63) + Taxes in 2025 ($327)


    Taxes:$3,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8813 PINE BARK WAY, WILDWOOD, FL 34785

    $299,990179 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

    $296,990179 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

    $284,990179 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

    $274,990179 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


  • 8621 PINECREST TRL, WILDWOOD, FL 34785

    $285,99071 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




Why Bother Searching Elsewhere for Wildwood Single Family Homes for Sale?

Wildwood home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Wildwood. You can use our website to view Multiple Listing Service (MLS) data on Wildwood single family homes. 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 Wildwood single family home listings.



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.