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For sale
    • Price cut: $20K (9/8)
    $375,000

    1908 CROSSROADS BOULEVARD, WINTER HAVEN, FL 33881

    4beds
    2,781sqft
    : 
    $2,640/mo
    Get pre-qualified
    Single Family Residence
    Built in 2008
    10,663 Square Feet Lot
    $-- Zestimate®
    $135/sqft
    $133/mo HOA

    What's special

    Private officeNew roofFresh interior paintOpen-concept floor planOversized primary suiteSoaring vaulted ceilingsLarge soaking tub
    MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a handsome paver driveway that adds both charm and curb appeal. Step inside to soaring vaulted ceilings and an open-concept floor plan, ideal for both everyday living and entertaining. Expansive living and dining areas flow effortlessly, creating a bright, airy feel throughout the home. The oversized primary suite, located just off the main living area, is a true retreat. It features a luxurious en suite bathroom complete with a large soaking tub, separate walk-in shower, dual sinks, and a spacious walk-in closet. Fresh interior paint gives the home a crisp, updated look, and a new roof provides added peace of mind. A private office offers the perfect space to work from home or can easily flex to fit your lifestyle. This home is situated just a short distance away from the community pool and hot tub. This one checks all the boxes!
    125 days
    509
    25

    Zillow last checked:

    Listing updated:

    Listed by:

    Jill Lingenfelter 863-242-0900,

    CENTURY 21 MYERS REALTY 863-875-5656

    Source: Stellar MLS,MLS#: P4935563MLS LogoOriginating MLS: East Polk

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 272 Square Feet
      • Dimensions: 16x17
      Kitchen
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 10x14
      Living room
      • Level: First
      • Area: 342 Square Feet
      • Dimensions: 18x19
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 3,528
      • Total interior livable area: 2,781 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage - Attached
      • Attached garage spaces: 3
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Irrigation System, Rain Gutters
      Lot
      • Size: 10,663 Square Feet
      Details
      • Parcel number: 272819829621000260
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2008

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Sewer Available, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: CROSSROADS AT LAKE REGION
      HOA
      • Has HOA: Yes
      • Services included: Community Pool
      • HOA fee: $133 monthly
      • HOA name: Highland community management
      • HOA phone: 863-940-2863
      Location
      • Region: Winter Haven

      Financial & listing details

      • Price per square foot: $135/sqft
      • Tax assessed value: $351,954
      • Annual tax amount: $3,762
      • Date on market: 7/31/2025
      • Cumulative days on market: 365 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/8/2026Price change$375,000-5.1%$135/sqft
        Source: Stellar MLS #P4935563 Report a problem
        7/6/2026Price change$395,000-5.7%$142/sqft
        Source: Stellar MLS #P4935563 Report a problem
        5/30/2026Price change$419,000-0.2%$151/sqft
        Source: Stellar MLS #P4935563 Report a problem
        5/6/2026Listed for sale$419,900-5.6%$151/sqft
        Source: Stellar MLS #P4938657 Report a problem
        3/28/2026Listing removed$445,000$160/sqft
        Source: Stellar MLS #P4935563 Report a problem
        2/28/2026Price change$445,000-0.9%$160/sqft
        Source: Stellar MLS #P4935563 Report a problem
        1/16/2026Price change$448,900-1.3%$161/sqft
        Source: Stellar MLS #P4935563 Report a problem
        12/8/2025Price change$454,9000%$164/sqft
        Source: Stellar MLS #P4935563 Report a problem
        11/25/2025Price change$455,000-0.7%$164/sqft
        Source: Stellar MLS #P4935563 Report a problem
        11/13/2025Price change$458,000-1.9%$165/sqft
        Source: Stellar MLS #P4935563 Report a problem
        10/31/2025Price change$467,000-0.4%$168/sqft
        Source: Stellar MLS #P4935563 Report a problem
        9/6/2025Price change$469,000-1.2%$169/sqft
        Source: Stellar MLS #P4935563 Report a problem
        7/31/2025Listed for sale$474,900+82.7%$171/sqft
        Source: Stellar MLS #P4935563 Report a problem
        8/1/2018Sold$260,000-7.1%$93/sqft
        Source: Public Record Report a problem
        6/16/2018Pending sale$279,900$101/sqft
        Source: LANDERS REAL ESTATE LLC #935202 Report a problem
        5/7/2018Price change$279,900$101/sqft
        Source: LANDERS REAL ESTATE LLC #935202 Report a problem
        4/16/2018Price change--
        Source: Hudson & Marshall Report a problem
        3/28/2018Listed for sale$279,900+57.2%$101/sqft
        Source: Owner Report a problem
        6/15/2015Sold$178,100+178000%$64/sqft
        Source: Public Record Report a problem
        5/15/2015Price change$100-100%
        Source: Auction.com Report a problem
        5/13/2015Listed for sale--
        Source: Auction.com Report a problem
        6/24/2008Sold$240,000+351.1%$86/sqft
        Source: Public Record Report a problem
        1/10/2007Sold$53,200$19/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,882 +3.2%$251,076 +2.9%
        2024$3,762 +2.7%$244,000 +3%
        2023$3,665 +2.9%$236,893 +3%
        2022$3,563 -0.3%$229,993 +3%
        2021$3,572 +1.1%$223,294 +1.4%
        2020$3,534 +0.7%$220,211 +2.3%
        2019$3,509 $215,260 +29.1%
        2018$3,509 +89.6%$166,736 +2.1%
        2017$1,851 -49.8%$163,307 -12.8%
        2016$3,691 +68.8%$187,346 +24.9%
        2015$2,186 +4.5%$150,036 +0.8%
        2014$2,093 -3.9%$148,845 +1.5%
        2013$2,178 +2929.8%$146,645 +414.5%
        2012$72 -30.6%$28,500 -5%
        2011$104 -95.4%$30,000 -79.7%
        2010$2,256 -29.4%$148,066 -20.9%
        2009$3,194 +240.3%$187,109 +315.8%
        2008$939 $45,000
        2007-- --
        2006$1,188 --
        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.
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        Climate risks

        Neighborhood: 33881

        Getting around

        1 / 100
        Car-Dependent
        29 / 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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