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Wildwood Single Family Homes For Sale - 145 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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  • 8660 BARRAGAN DR, WILDWOOD, FL 34785

    $308,990105 Days on yellowkey   MLS ID: OM719624

    REDUCED by $1,000 (0.3%) on 06/02/2026

    For Sale OM719624 - 8660 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: $1,707 (change assumption)
    Mortgage ($1,693) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3019 BILTMORE LN, WILDWOOD, FL 34785

    $339,99041 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


  • 8601 PINECREST TRL, WILDWOOD, FL 34785

    $292,99076 Days on yellowkey   MLS ID: OM721580

    REDUCED by $2,000 (0.7%) on 06/02/2026

    For Sale OM721580 - 8601 PINECREST TRL, WILDWOOD, FL 34785 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2026
    Monthly Fee: $136

    Community: Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,741 (change assumption)
    Mortgage ($1,605) + Fees ($136) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4632 CONNECTION RD, WILDWOOD, FL 34785

    $278,99076 Days on yellowkey   MLS ID: OM721573

    REDUCED by $1,000 (0.4%) on 06/02/2026

    For Sale OM721573 - 4632 CONNECTION RD, WILDWOOD, FL 34785 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2026
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,529) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3095 EVENMORE WAY, WILDWOOD, FL 34785

    $332,99096 Days on yellowkey   MLS ID: OM720248

    REDUCED by $1,000 (0.3%) on 06/02/2026

    For Sale OM720248 - 3095 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: $1,839 (change assumption)
    Mortgage ($1,825) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4639 CONNECTION RD, WILDWOOD, FL 34785

    $289,99041 Days on yellowkey   MLS ID: OM723841

    REDUCED by $2,080 (0.7%) on 06/02/2026

    For Sale OM723841 - 4639 CONNECTION RD, WILDWOOD, FL 34785 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2026
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,589) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8753 TRIUMPH CIR, WILDWOOD, FL 34785

    $274,990121 Days on yellowkey   MLS ID: OM718416

    REDUCED by $1,000 (0.4%) on 06/02/2026

    For Sale OM718416 - 8753 TRIUMPH CIR, WILDWOOD, FL 34785 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2026
    Monthly Fee: $63

    Community: Triumph South
    Single Family


    Estimated Monthly Payment: $1,570 (change assumption)
    Mortgage ($1,507) + Fees ($63) + 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

    $195,00028 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


  • 5072 STOKES WAY, WILDWOOD, FL 34785

    $289,0009 Days on yellowkey   MLS ID: G5113128

    For Sale G5113128 - 5072 STOKES WAY, WILDWOOD, FL 34785 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2023
    Monthly Fee: $152
       Tax: $2,977 (2025)
    Community: Beaumont
    Single Family


    Estimated Monthly Payment: $1,984 (change assumption)
    Mortgage ($1,584) + Fees ($152) + Taxes in 2025 ($248)


    Taxes:$2,977

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


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

    $195,000103 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


  • 8104 PENROSE PL, WILDWOOD, FL 34785

    $299,900208 Days on yellowkey   MLS ID: G5104254

    REDUCED by $5,090 (1.7%) on 06/01/2026

    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: $2,339 (change assumption)
    Mortgage ($1,643) + Fees ($152) + Taxes in 2024 ($544)


    Taxes:$6,526

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2024

    Middle School: Wildwood Middle


  • 4648 CONNECTION RD, WILDWOOD, FL 34785

    $324,07012 Days on yellowkey   MLS ID: OM725627

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

    For Sale OM725627 - 4648 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: $1,839 (change assumption)
    Mortgage ($1,776) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 4643 CONNECTION RD, WILDWOOD, FL 34785

    $309,29512 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


  • 4635 CONNECTION RD, WILDWOOD, FL 34785

    $273,07049 Days on yellowkey   MLS ID: OM723308

    INCREASED by $1,000 (0.4%) on 06/01/2026

    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: $1,559 (change assumption)
    Mortgage ($1,496) + Fees ($63) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 8749 TRIUMPH CIR, WILDWOOD, FL 34785

    $299,990125 Days on yellowkey   MLS ID: OM718193

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

    REDUCED by $3,000 (1.0%) on 05/27/2026

    For Sale OM718193 - 8749 TRIUMPH CIR, 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: $1,707 (change assumption)
    Mortgage ($1,644) + 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

    $323,07030 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


  • 3088 WINDSWEPT, WILDWOOD, FL 34785

    $329,990372 Days on yellowkey   MLS ID: O6314880

    REDUCED by $5,980 (1.8%) on 04/15/2026

    For Sale O6314880 - 3088 WINDSWEPT, WILDWOOD, FL 34785 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2025
    Monthly Fee: $14
       Tax: $650 (2024)
    Community: Highfield At Twisted Oaks
    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,808) + Fees ($14) + Taxes in 2024 ($54)


    Taxes:$650

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7974 PENROSE PL, WILDWOOD, FL 34785

    $299,50082 Days on yellowkey   MLS ID: OM720302

    REDUCED by $10,500 (3.4%) on 04/25/2026

    For Sale OM720302 - 7974 PENROSE PL, WILDWOOD, FL 34785 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2023
    Monthly Fee: $152
       Tax: $4,017 (2025)
    Community: Beaumont Ph 2 & 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,128 (change assumption)
    Mortgage ($1,641) + Fees ($152) + Taxes in 2025 ($335)


    Taxes:$4,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1349 CR 243 A, WILDWOOD, FL 34785

    $779,900156 Days on yellowkey   MLS ID: O6370828

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6370828 - 1349 CR 243 A, WILDWOOD, FL 34785 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3044
       Built: 2025
    Monthly Fee: $10
       Tax: $596 (2025)
    Community: Wildwood Country Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,333 (change assumption)
    Mortgage ($4,273) + Fees ($10) + Taxes in 2025 ($50)


    Taxes:$596

    Elementary School: Wildwood Elementary

    High School: Wildwood High

    Tax Year: 2025

    Middle School: Wildwood Middle


  • 3036 CANOPY OAK BLVD, WILDWOOD, FL 34785

    $320,51012 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




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.