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Accepting backups
    • Price cut: $25K (9/7)
    $450,000

    5887 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

    3beds
    1,810sqft
    : 
    $3,320/mo
    Get pre-qualified
    Single Family Residence
    Built in 2017
    4,347 Square Feet Lot
    $444,400 Zestimate®
    $249/sqft
    $188/mo HOA

    What's special

    Modern finishesHigh ceilingsCommunity poolInviting open floor planFitness centerPlenty of natural lightDog park
    Under contract-accepting backup offers. Welcome to 5887 Cypress Hill Rd, a beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Orchard Hills community of Winter Garden. Built in 2017, this spacious 1,810-square-foot home offers an inviting open floor plan with high ceilings, modern finishes, and plenty of natural light. The kitchen features granite countertops and opens seamlessly to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite offers a comfortable retreat with a walk-in closet, while the additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the convenience of a 2-car garage, low-maintenance living, and a location just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways including the 429. Orchard Hills residents enjoy fantastic amenities including a community pool, clubhouse, fitness center, playground, dog park, sidewalks, and lawn maintenance included with the HOA. With its combination of comfort, convenience, and an exceptional Winter Garden location, this home is a must-see!
    48 days
    190
    4

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Trevor Zwick 863-303-6114,

    KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111

    Source: Stellar MLS,MLS#: O6438059MLS LogoOriginating MLS: Lake and Sumter

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 200.16 Square Feet
      • Dimensions: 13.9x14.4
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 154.29 Square Feet
      • Dimensions: 11.1x13.9
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 121.16 Square Feet
      • Dimensions: 9.11x13.3
      Primary bathroom
      • Features: Dual Sinks, Tub with Separate Shower Stall
      • Level: Second
      Dining room
      • Level: First
      • Area: 155.76 Square Feet
      • Dimensions: 11.8x13.2
      Kitchen
      • Features: Pantry
      • Level: First
      • Area: 143.64 Square Feet
      • Dimensions: 10.8x13.3
      Laundry
      • Level: Second
      Living room
      • Level: First
      • Area: 545.49 Square Feet
      • Dimensions: 20.9x26.1
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Closet, Upper Level
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Stone Counters, Thermostat
      • Flooring: Carpet, Tile, Vinyl
      • Has fireplace: No
      Interior area
      • Total structure area: 2,615
      • Total interior livable area: 1,810 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Other
      • Garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Courtyard
      Lot
      • Size: 4,347 Square Feet
      Details
      • Parcel number: 152327585605840
      • Zoning: P-D
      • 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: 2017

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Available

      Community & HOA

      Community
      • Features: Clubhouse, Dog Park, Fitness Center, Pool
      • Pet fee: $0 monthly
      • Subdivision: ORCHARD HILLS PH 4
      HOA
      • Has HOA: Yes
      • HOA fee: $188 monthly
      • HOA name: Edward Clark
      • HOA phone: 407-347-9923
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $249/sqft
      • Tax assessed value: $420,253
      • Annual tax amount: $7,251
      • Date on market: 9/1/2026
      • Cumulative days on market: 35 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $444,400

        $422,000 - $467,000

        $2,805/mo

        Price history

        DateEventPrice
        9/7/2026Price change$450,000-5.3%$249/sqft
        Source: Stellar MLS #O6438059 Report a problem
        9/1/2026Listed for sale$475,000+50.8%$262/sqft
        Source: Stellar MLS #O6438059 Report a problem
        6/24/2019Sold$315,000-2.9%$174/sqft
        Source: Public Record Report a problem
        5/9/2019Price change$324,400-1.5%$179/sqft
        Source: LA ROSA REALTY, LLC #S5015779 Report a problem
        5/1/2019Price change$329,400-0.9%$182/sqft
        Source: LA ROSA REALTY, LLC #S5015779 Report a problem
        4/26/2019Price change$332,400-0.7%$184/sqft
        Source: LA ROSA REALTY, LLC #S5015779 Report a problem
        4/19/2019Price change$334,900-1.5%$185/sqft
        Source: LA ROSA REALTY, LLC #S5015779 Report a problem
        4/3/2019Listed for sale$339,900+34.6%$188/sqft
        Source: LA ROSA REALTY, LLC #S5015779 Report a problem
        10/25/2017Sold$252,558$140/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$6,696 +15.2%$352,087 +10%
        2023$5,813 +11.1%$320,079 +10%
        2022$5,231 +11.9%$290,981 +10%
        2021$4,674 +4.5%$264,528 +5.4%
        2020$4,473 +28.1%$250,919 +11.1%
        2019$3,493 +0.8%$225,818 +1.9%
        2018$3,464 +0%$221,607 +533.2%
        2017$3,464 $35,000
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 34787

        Getting around

        11 / 100
        Car-Dependent
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Keene Crossing Elementary
        • Middle: Bridgewater Middle
        • High: Windermere High School

        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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