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Pending
  • Price cut: $35K (6/18)
    $290,000

    262 Santa Rosa Dr, Winter Haven, FL 33884

    4beds
    2,336sqft
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    Single Family Residence
    Built in 1987
    0.28 Acres Lot
    $-- Zestimate®
    $124/sqft
    $46/mo HOA

    What's special

    Split-bedroom layoutLarge foyerGenerous living spaceTerraced front walkwayLeaf filter gutter guardsEat-in kitchen
    Under contract-accepting backup offers. HUGE PRICE REDUCTION! Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage, tankless water heater, and leaf filter gutter guards. Ready for your finishing touches!
    113 days
    |
    1,209
    |
    85
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Amy Reynolds 863-412-2279,

    LOCKHART & ASSOCIATES INC 863-293-1234

    Source: Stellar MLS,MLS#: L4960100MLS LogoOriginating MLS: Lakeland

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room, Dining Room, Living Room, Utility Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 223.13 Square Feet
      • Dimensions: 17.5x12.75
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 149.5 Square Feet
      • Dimensions: 13x11.5
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Dining room
      • Level: First
      • Area: 123 Square Feet
      • Dimensions: 12x10.25
      Family room
      • Level: First
      • Area: 274.5 Square Feet
      • Dimensions: 18x15.25
      Kitchen
      • Level: First
      • Area: 171 Square Feet
      • Dimensions: 18x9.5
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 178.75 Square Feet
      • Dimensions: 13.75x13
      Heating
      • Central, Electric, Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Washer
      • Laundry: Gas Dryer Hookup, Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Vinyl
      • Doors: Outdoor Grill, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 3,136
      • Total interior livable area: 2,336 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 23x22
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Rear Porch, Screened
      • Exterior features: Irrigation System, Outdoor Grill, Private Mailbox
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Screen Enclosure
      Lot
      • Size: 0.28 Acres
      • Dimensions: 95 x 130
      • Features: In County
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 262835662926000110
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Natural Gas Connected, Underground Utilities

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: OVERLOOK ESTATES
      HOA
      • Has HOA: Yes
      • HOA fee: $46 monthly
      • HOA name: Overlook Estates/ Mark Koski
      • HOA phone: 717-855-3110
      Location
      • Region: Winter Haven

      Financial & listing details

      • Price per square foot: $124/sqft
      • Tax assessed value: $312,529
      • Annual tax amount: $739
      • Date on market: 3/11/2026
      • Cumulative days on market: 113 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/18/2026Pending sale$290,000$124/sqft
        Source: Stellar MLS #L4960100 Report a problem
        6/18/2026Price change$290,000-10.8%$124/sqft
        Source: Stellar MLS #L4960100 Report a problem
        6/3/2026Price change$325,000-7.1%$139/sqft
        Source: Stellar MLS #L4960100 Report a problem
        4/23/2026Price change$350,000-6.7%$150/sqft
        Source: Stellar MLS #L4960100 Report a problem
        4/11/2026Price change$375,000-5.1%$161/sqft
        Source: Stellar MLS #L4960100 Report a problem
        3/11/2026Listed for sale$395,000+107.9%$169/sqft
        Source: Stellar MLS #L4960100 Report a problem
        12/31/2015Sold$190,000-5%$81/sqft
        Source: Stellar MLS #P4703806 Report a problem
        9/25/2015Price change$199,900-4.8%$86/sqft
        Source: JUDY B CLEAVES PROPERTIES INC #P4703806 Report a problem
        6/10/2015Price change$209,900-6.7%$90/sqft
        Source: JUDY B CLEAVES PROPERTIES INC #P4703806 Report a problem
        3/6/2015Listed for sale$224,900$96/sqft
        Source: Judy B. Cleaves Properties, Inc. #P4703806 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $207,198 +2.9%
        2024-- $201,359 +3%
        2023-- $195,494 +3%
        2022-- $189,800 +3%
        2021-- $184,272 +1.4%
        2020-- $181,728 +2.3%
        2019-- $177,642 +1.9%
        2018$403 +6.1%$174,330 +2.1%
        2017$380 -79.3%$170,744 +2.1%
        2016$1,833 +14.6%$167,232 +18.2%
        2015$1,600 -12.7%$141,489 +0.8%
        2014$1,833 +14.9%$140,366 +1.5%
        2013$1,595 -10.5%$138,292 -8.3%
        2012$1,782 -6.9%$150,872 -4.4%
        2011$1,913 -6%$157,782 -3.4%
        2010$2,036 -7.8%$163,353 -2.4%
        2009$2,207 +7%$167,334 +0.1%
        2008$2,062 $167,167
        2007-- --
        2006$2,390 --
        2005-- --
        2004$2,061 +2.3%--
        2003$2,014 +0.4%$143,230 +2.4%
        2002$2,006 +2%$139,873 +1.6%
        2001$1,967 $137,670

        Find assessor info on the county website

        Monthly payment

        Est. payment

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Cypress Gardens

        Getting around

        2 / 100
        Car-Dependent
        22 / 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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