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For sale
    • Price cut: $15K (9/29)
    $415,000

    280 SANTA ROSA DRIVE, WINTER HAVEN, FL 33884

    3beds
    2,251sqft
    : 
    $2,928/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.29 Acres Lot
    $-- Zestimate®
    $184/sqft
    $42/mo HOA

    What's special

    Perfect place for entertainingFloor to ceiling cabinetsOpen floor planBeautiful curb appealBeautiful wood beamsStunning entranceLinen closet
    This property went under contract fast and it's back on the market, no fault of the owner. If you missed it the first time, here's your second chance! Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!
    61 days
    798
    89

    Zillow last checked:

    Listing updated:

    Listed by:

    Ashley James 863-632-4545,

    KELLER WILLIAMS REALTY SMART 1 863-508-3000

    Source: Stellar MLS,MLS#: L4964337MLS LogoOriginating MLS: East Polk

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Bonus Room
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Width: 15 Feet
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 13x14
      Primary bathroom
      • Features: Dual Sinks, En Suite Bathroom, Garden Bath, Shower No Tub, Water Closet/Priv Toilet
      • Level: First
      • Area: 196 Square Feet
      • Dimensions: 14x14
      Balcony porch lanai
      • Level: First
      • Area: 546 Square Feet
      • Dimensions: 14x39
      Den
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Kitchen
      • Features: Breakfast Bar, Kitchen Island, Granite Counters, Pantry
      • Level: First
      • Area: 675 Square Feet
      • Dimensions: 25x27
      Living room
      • Level: First
      • Area: 420 Square Feet
      • Dimensions: 21x20
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Convection Oven, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Vinyl
      • Doors: French Doors, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 3,531
      • Total interior livable area: 2,251 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Door Opener, Oversized
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Screened
      • Exterior features: Irrigation System, Private Mailbox, Rain Gutters, Sidewalk, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Salt Water, Tile
      • Fencing: Wood
      • Has view: Yes
      • View description: Pool
      Lot
      • Size: 0.29 Acres
      • Dimensions: 97 x 129
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 262835662924001020
      • Zoning: R
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Connected, Sprinkler Meter

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: OVERLOOK ESTATES
      HOA
      • Has HOA: Yes
      • Services included: Common Area Taxes, Reserve Fund, Private Road
      • HOA fee: $42 monthly
      • HOA name: Overlook Estates/ Mark Koski
      • HOA phone: 717-855-3110
      Location
      • Region: Winter Haven

      Financial & listing details

      • Price per square foot: $184/sqft
      • Tax assessed value: $321,269
      • Annual tax amount: $5,002
      • Date on market: 8/17/2026
      • Cumulative days on market: 56 days
      • Listing terms: Cash,Conventional,FHA,Other,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/29/2026Price change$415,000-3.5%$184/sqft
        Source: Stellar MLS #L4964337 Report a problem
        8/17/2026Listed for sale$430,000-10.2%$191/sqft
        Source: Stellar MLS #L4964337 Report a problem
        4/3/2024Listing removed--
        Source: Zillow Rentals Report a problem
        3/28/2024Listed for rent$2,599$1/sqft
        Source: Zillow Rentals Report a problem
        2/1/2023Listing removed--
        Source: Stellar MLS #P4923717 Report a problem
        12/6/2022Listed for sale$479,000+34.9%$213/sqft
        Source: Stellar MLS #P4923717 Report a problem
        1/31/2022Sold$355,000+1.4%$158/sqft
        Source: Public Record Report a problem
        1/12/2022Pending sale$350,000$155/sqft
        Source: Stellar MLS #P4918858 Report a problem
        1/7/2022Listed for sale$350,000+14.8%$155/sqft
        Source: Stellar MLS #P4918858 Report a problem
        5/6/2021Sold$305,000+2.4%$135/sqft
        Source: Public Record Report a problem
        3/28/2021Pending sale$297,770+11.2%$132/sqft
        Source: Stellar MLS #P4915028 Report a problem
        11/8/2019Listing removed$267,770$119/sqft
        Source: FLORIDA HOME CHOICE REALTY #P4907950 Report a problem
        10/1/2019Listed for sale$267,770+35.4%$119/sqft
        Source: FLORIDA HOME CHOICE REALTY #P4907950 Report a problem
        12/22/2015Sold$197,800-0.4%$88/sqft
        Source: Stellar MLS #P4706641 Report a problem
        8/18/2015Listed for sale$198,500+18.5%$88/sqft
        Source: REAL ESTATE CENTRAL GROUP LLC #P4706641 Report a problem
        12/26/2002Sold$167,500+23.2%$74/sqft
        Source: Public Record Report a problem
        10/26/1993Sold$136,000$60/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,258 -2.7%$321,269 -2.4%
        2024$4,377 +1.5%$329,305 +3%
        2023$4,311 +9.9%$319,599 +11.5%
        2022$3,924 +83.3%$286,550 +50.9%
        2021$2,141 +0.9%$189,878 +1.4%
        2020$2,123 0%$187,256 +2.3%
        2019$2,123 -15.9%$183,046 +1.9%
        2018$2,526 +1.9%$179,633 +2.1%
        2017$2,480 +21.8%$175,938 +2.1%
        2016$2,036 +23.4%$172,319 +19.1%
        2015$1,649 -12.3%$144,631 +0.8%
        2014$1,880 +14.3%$143,483 +1.5%
        2013$1,644 +0.1%$141,363 -0.5%
        2012$1,642 -6.9%$142,115 -4.3%
        2011$1,763 -5.8%$148,453 -3.2%
        2010$1,872 -12.3%$153,316 -6%
        2009$2,135 -0.1%$163,147 -5%
        2008$2,136 $171,792
        2007-- --
        2006$2,478 --
        2005-- --
        2004$2,187 +2.3%--
        2003$2,139 +19.4%$150,520 +18%
        2002$1,791 +2%$127,581 +1.6%
        2001$1,756 $125,572
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: Cypress Gardens

        Getting around

        5 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Elbert Elem
        • Middle: Denison Middle
        • High: Winter Haven Senior

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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