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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 804 properties found

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  • 307 STERLING DR, WINTER HAVEN, FL 33884

    $260,00029 Days on yellowkey   MLS ID: S5150673

    SHORT SALE S5150673 - 307 STERLING DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 1997
    Monthly Fee: $24
       Tax: $3,343 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,425) + Fees ($24) + Taxes in 2025 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1406 MEADOW DR NE, WINTER HAVEN, FL 33881

    $265,00030 Days on yellowkey   MLS ID: P4938800

    For Sale P4938800 - 1406 MEADOW DR NE, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 1979   Tax: $5,064 (2025)
    Community: Buckeye Heights
    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($422)


    Taxes:$5,064

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3311 QUEENS COVE LOOP, WINTER HAVEN, FL 33880

    $249,99930 Days on yellowkey   MLS ID: TB8511669

    For Sale TB8511669 - 3311 QUEENS COVE LOOP, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1994
    Monthly Fee: $12
       Tax: $2,566 (2025)
    Community: Queens Cove Ph 02
    Single Family


    Estimated Monthly Payment: $1,596 (change assumption)
    Mortgage ($1,370) + Fees ($12) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8 SAINT KITTS CIR, WINTER HAVEN, FL 33884

    $265,00043 Days on yellowkey   MLS ID: P4938707

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

    For Sale P4938707 - 8 SAINT KITTS CIR, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1379
       Built: 1990
    Monthly Fee: $8
       Tax: $1,273 (2025)
    Community: Planters Walk
    Single Family


    Estimated Monthly Payment: $1,566 (change assumption)
    Mortgage ($1,452) + Fees ($8) + Taxes in 2025 ($106)


    Taxes:$1,273

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Lawton Chiles Middle


  • 125 EDGEWATER DR, WINTER HAVEN, FL 33881

    $210,000118 Days on yellowkey   MLS ID: S5144744

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

    SHORT SALE S5144744 - 125 EDGEWATER DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1971   Tax: $3,721 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($310)


    Taxes:$3,721

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $357,49971 Days on yellowkey   MLS ID: TB8497895

    REDUCED by $2,000 (0.6%) on 05/26/2026

    For Sale TB8497895 - 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,959) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $339,000138 Days on yellowkey   MLS ID: O6379870

    REDUCED by $10,500 (3.0%) on 05/19/2026

    For Sale O6379870 - 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2007
    Monthly Fee: $25
       Tax: $4,478 (2025)
    Community: Royal Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,857) + Fees ($25) + Taxes in 2025 ($373)


    Taxes:$4,478

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $345,000394 Days on yellowkey   MLS ID: S5126942

    1 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $14,999 (4.2%) on 04/27/2026

    For Sale S5126942 - 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2004
    Monthly Fee: $21
       Tax: $4,291 (2024)
    Community: Country Walk Ph 03
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,890) + Fees ($21) + Taxes in 2024 ($358)


    Taxes:$4,291

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 5871 WINDRIDGE DR, WINTER HAVEN, FL 33881

    $359,00034 Days on yellowkey   MLS ID: O6409535

    For Sale O6409535 - 5871 WINDRIDGE DR, WINTER HAVEN, FL 33881 22 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3050
       Built: 2005
    Monthly Fee: $38
       Tax: $4,936 (2025)
    Community: Windridge
    Single Family


    Estimated Monthly Payment: $2,416 (change assumption)
    Mortgage ($1,967) + Fees ($38) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 277 MARIPOSA, WINTER HAVEN, FL 33884

    $215,00062 Days on yellowkey   MLS ID: L4961311

    For Sale L4961311 - 277 MARIPOSA, WINTER HAVEN, FL 33884 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1142
       Built: 1977
    Monthly Fee: $5
       Tax: $2,118 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,178) + Fees ($5) + Taxes in 2025 ($177)


    Taxes:$2,118

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2105 9TH ST NE, WINTER HAVEN, FL 33881

    $245,00086 Days on yellowkey   MLS ID: O6395140

    REDUCED by $9,900 (3.9%) on 05/21/2026

    For Sale O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1042
       Built: 1967   Tax: $2,442 (2025)
    Community: Lake Idyll Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884

    $435,000220 Days on yellowkey   MLS ID: O6361389

    REDUCED by $10,000 (2.2%) on 04/20/2026

    For Sale O6361389 - 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $8,124 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,384) + Fees ($5) + Taxes in 2024 ($677)


    Taxes:$8,124

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2371 BRASSIE CT, WINTER HAVEN, FL 33884

    $318,000106 Days on yellowkey   MLS ID: O6389688

    REDUCED by $1,999 (0.6%) on 05/20/2026

    For Sale O6389688 - 2371 BRASSIE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2022
    Monthly Fee: $15
       Tax: $6,349 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,742) + Fees ($15) + Taxes in 2025 ($529)


    Taxes:$6,349

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880

    $349,900189 Days on yellowkey   MLS ID: B4902136

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $5,100 (1.4%) on 04/22/2026

    For Sale B4902136 - 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2009
    Monthly Fee: $29
       Tax: $4,241 (2025)
    Community: Gardens Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($353)


    Taxes:$4,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 511 MARCIA LOOP, WINTER HAVEN, FL 33884

    $284,900213 Days on yellowkey   MLS ID: L4957392

    For Sale L4957392 - 511 MARCIA LOOP, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2159
       Built: 1993
    Monthly Fee: $27
       Tax: $3,345 (2025)
    Community: Crystals Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,561) + Fees ($27) + Taxes in 2025 ($279)


    Taxes:$3,345

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $440,000154 Days on yellowkey   MLS ID: L4958664

    0 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $5,000 (1.1%) on 05/19/2026

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,411) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 603 MAGGIE CIR, WINTER HAVEN, FL 33880

    $255,00033 Days on yellowkey   MLS ID: O6410507

    For Sale O6410507 - 603 MAGGIE CIR, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1482
       Built: 1973   Tax: $3,025 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($252)


    Taxes:$3,025

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4130 BEDFORD AVE, WINTER HAVEN, FL 33884

    $309,90033 Days on yellowkey   MLS ID: L4962090

    For Sale L4962090 - 4130 BEDFORD AVE, WINTER HAVEN, FL 33884 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2006
    Monthly Fee: $485
       Tax: $1,268 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,698) + Fees ($485) + Taxes in 2025 ($106)


    Taxes:$1,268

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 715 GROVE ST, WINTER HAVEN, FL 33881

    $300,00098 Days on yellowkey   MLS ID: O6383497

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale O6383497 - 715 GROVE ST, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $42
       Tax: $3,611 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $1,987 (change assumption)
    Mortgage ($1,644) + Fees ($42) + Taxes in 2025 ($301)


    Taxes:$3,611

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $394,000231 Days on yellowkey   MLS ID: P4936940

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale P4936940 - 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 87 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2263
       Built: 1998
    Monthly Fee: $500
       Tax: $2,634 (2024)
    Community: Lake Bess Country Cc
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,159) + Fees ($500) + Taxes in 2024 ($220)


    Taxes:$2,634

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle






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.