REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search


Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Haven - 176 properties found

Sort:
  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $340,000202 Days on yellowkey   MLS ID: W7881213

    REDUCED by $10,000 (2.9%) on 06/18/2026

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,863) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881

    $333,00050 Days on yellowkey   MLS ID: S5149280

    REDUCED by $5,000 (1.5%) on 06/18/2026

    For Sale S5149280 - 339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 2021
    Monthly Fee: $50
       Tax: $3,879 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,198 (change assumption)
    Mortgage ($1,825) + Fees ($50) + Taxes in 2025 ($323)


    Taxes:$3,879

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884

    $535,00051 Days on yellowkey   MLS ID: P4938608

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

    For Sale P4938608 - 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2017
    Monthly Fee: $8
       Tax: $3,349 (2025)
    Community: Winterset Gardens
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,931) + Fees ($8) + Taxes in 2025 ($279)


    Taxes:$3,349

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 406 TERRANOVA ST, WINTER HAVEN, FL 33884

    $513,00014 Days on yellowkey   MLS ID: L4962585

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale L4962585 - 406 TERRANOVA ST, WINTER HAVEN, FL 33884 87 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2424
       Built: 2004
    Monthly Fee: $55
       Tax: $5,574 (2025)
    Community: Terranova Phase Iii
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,330 (change assumption)
    Mortgage ($2,811) + Fees ($55) + Taxes in 2025 ($465)


    Taxes:$5,574

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2285 AVENUE C SW, WINTER HAVEN, FL 33880

    $275,900142 Days on yellowkey   MLS ID: S5142523

    REDUCED by $3,000 (1.1%) on 06/18/2026

    For Sale S5142523 - 2285 AVENUE C SW, WINTER HAVEN, FL 33880 33 photos

    Bed: 4   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2325
       Built: 1962   Tax: $4,529 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,512) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880

    $515,0008 Days on yellowkey   MLS ID: L4962795

    For Sale L4962795 - 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1980   Tax: $1,961 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $2,985 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($163)


    Taxes:$1,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1819 SANDHILL LN, WINTER HAVEN, FL 33884

    $354,0009 Days on yellowkey   MLS ID: K4903563

    For Sale K4903563 - 1819 SANDHILL LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2002
    Monthly Fee: $149
       Tax: $3,960 (2025)
    Community: Sand Hill Lane
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,419 (change assumption)
    Mortgage ($1,940) + Fees ($149) + Taxes in 2025 ($330)


    Taxes:$3,960

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $299,99091 Days on yellowkey   MLS ID: L4960603

    REDUCED by $9,910 (3.2%) on 06/17/2026

    For Sale L4960603 - 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2007
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Magnolia Preserve
    Single Family


    Estimated Monthly Payment: $2,041 (change assumption)
    Mortgage ($1,644) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 116 MANDOLIN DR, WINTER HAVEN, FL 33884

    $365,00057 Days on yellowkey   MLS ID: O6403313

    REDUCED by $5,000 (1.4%) on 05/18/2026

    For Sale O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2009
    Monthly Fee: $56
       Tax: $5,678 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,000) + Fees ($56) + Taxes in 2025 ($473)


    Taxes:$5,678

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 207 AVENUE E SE, WINTER HAVEN, FL 33880

    $420,00049 Days on yellowkey   MLS ID: L4961631

    REDUCED by $5,000 (1.2%) on 06/10/2026

    For Sale L4961631 - 207 AVENUE E SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2093
       Built: 2026   Tax: $3,201 (2025)
    Community: Twin Oaks Add Pb 12 Pg 16
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($267)


    Taxes:$3,201

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3905 WARBLER DR, WINTER HAVEN, FL 33880

    $282,90033 Days on yellowkey   MLS ID: G5112816

    4 Days Off yellowkey (back on 6/16/2026)

    INCREASED by $3,000 (1.1%) on 06/16/2026

    For Sale G5112816 - 3905 WARBLER DR, WINTER HAVEN, FL 33880 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2004
    Monthly Fee: $12
       Tax: $3,712 (2025)
    Community: Queens Cove Ph 04
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,871 (change assumption)
    Mortgage ($1,550) + Fees ($12) + Taxes in 2025 ($309)


    Taxes:$3,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $457,400220 Days on yellowkey   MLS ID: P4936971

    REDUCED by $2,500 (0.5%) on 06/16/2026

    For Sale P4936971 - 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 2014
    Monthly Fee: $17
       Tax: $4,603 (2024)
    Community: Island Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,907 (change assumption)
    Mortgage ($2,506) + Fees ($17) + Taxes in 2024 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1327 SALISBURY DR, WINTER HAVEN, FL 33881

    $319,90071 Days on yellowkey   MLS ID: TB8498339

    1 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $10,000 (3.0%) on 06/10/2026

    For Sale TB8498339 - 1327 SALISBURY DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2358
       Built: 2018
    Monthly Fee: $38
       Tax: $5,334 (2025)
    Community: Dundee Station
    Single Family


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,753) + Fees ($38) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881

    $387,500133 Days on yellowkey   MLS ID: L4958953

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale L4958953 - 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2017
    Monthly Fee: $173
       Tax: $4,932 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,123) + Fees ($173) + Taxes in 2025 ($411)


    Taxes:$4,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 304 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $324,99010 Days on yellowkey   MLS ID: G5113847

    For Sale G5113847 - 304 MEREDITH BLVD, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,781) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $349,00099 Days on yellowkey   MLS ID: P4938156

    REDUCED by $10,000 (2.8%) on 06/15/2026

    For Sale P4938156 - 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2024
    Monthly Fee: $30
       Tax: $6,401 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,476 (change assumption)
    Mortgage ($1,912) + Fees ($30) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 496 TERRANOVA ST, WINTER HAVEN, FL 33884

    $430,000140 Days on yellowkey   MLS ID: O6380041

    REDUCED by $17,500 (3.9%) on 06/15/2026

    For Sale O6380041 - 496 TERRANOVA ST, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2004
    Monthly Fee: $56
       Tax: $6,005 (2025)
    Community: Terranova Ph 02
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,356) + Fees ($56) + Taxes in 2025 ($500)


    Taxes:$6,005

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $279,900392 Days on yellowkey   MLS ID: S5127874

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $5,100 (1.8%) on 05/01/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 50 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 226 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $679,999285 Days on yellowkey   MLS ID: P4936048

    REDUCED by $19,901 (2.8%) on 06/14/2026

    For Sale P4936048 - 226 RUBY LAKE LN, WINTER HAVEN, FL 33884 50 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2295
       Built: 2001
    Monthly Fee: $63
       Tax: $5,762 (2024)
    Community: Ruby Lake Ph 04
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,269 (change assumption)
    Mortgage ($3,726) + Fees ($63) + Taxes in 2024 ($480)


    Taxes:$5,762

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1676 TEAGAN LN, WINTER HAVEN, FL 33884

    $355,00020 Days on yellowkey   MLS ID: TB8514405

    REDUCED by $4,000 (1.1%) on 06/13/2026

    For Sale TB8514405 - 1676 TEAGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $15
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,945) + Fees ($15) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence






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.