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For sale
  • Price cut: $13K (7/8)
    $587,000

    1085 CHASE DRIVE, WINTER GARDEN, FL 34787

    4beds
    2,967sqft
    : 
    $3,969/mo
    Get pre-qualified
    Single Family Residence
    Built in 2002
    0.3 Acres Lot
    $576,900 Zestimate®
    $198/sqft
    $41/mo HOA

    What's special

    Covered lanaiGenerous prep spaceOversized breakfast barConvenient outdoor showerDedicated officeAbundant natural lightPrivate backyard retreat
    Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.
    48 days
    |
    818
    |
    48
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Nicole Dege 443-404-9293,

    REDFIN CORPORATION 407-708-9747

    Source: Stellar MLS,MLS#: O6417827MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      Primary bathroom
      • Features: Dual Sinks, Tub with Separate Shower Stall
      • Level: First
      Kitchen
      • Features: Kitchen Island, Pantry
      • Level: First
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets, Walk-In Closet(s)
      • Flooring: Carpet, Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 3,565
      • Total interior livable area: 2,967 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio
      • Exterior features: Lighting, Rain Gutters, Sidewalk
      • Fencing: Fenced,Vinyl
      Lot
      • Size: 0.3 Acres
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 112227389700610
      • Zoning: R-1
      • 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: 2002

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Golf Carts OK, Park, Sidewalks
      • Pet fee: $0 monthly
      • Subdivision: ISLAND POINTE SUB
      HOA
      • Has HOA: Yes
      • HOA fee: $41 monthly
      • HOA name: Island Pointe
      • HOA phone: 407-214-8806
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $198/sqft
      • Tax assessed value: $501,252
      • Annual tax amount: $3,261
      • Date on market: 6/19/2026
      • Cumulative days on market: 49 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        $576,900

        $548,000 - $606,000

        $3,943/mo

        Price history

        DateEventPrice
        7/8/2026Price change$587,000-2.2%$198/sqft
        Source: Stellar MLS #O6417827 Report a problem
        6/19/2026Listed for sale$600,000+0%$202/sqft
        Source: Stellar MLS #O6417827 Report a problem
        3/16/2026Listing removed$599,999$202/sqft
        Source: Stellar MLS #O6338393 Report a problem
        2/13/2026Price change$599,999-3.2%$202/sqft
        Source: Stellar MLS #O6338393 Report a problem
        12/23/2025Price change$619,999-2.4%$209/sqft
        Source: Stellar MLS #O6338393 Report a problem
        11/19/2025Price change$635,000-2.3%$214/sqft
        Source: Stellar MLS #O6338393 Report a problem
        10/20/2025Price change$649,999-1.5%$219/sqft
        Source: Stellar MLS #O6338393 Report a problem
        8/31/2025Listed for sale$660,000$222/sqft
        Source: Stellar MLS #O6338393 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,096 +3.9%$233,939 +3%
        2023$2,979 +3.3%$227,125 +3%
        2022$2,884 +1.7%$220,510 +3%
        2021$2,837 +0.9%$214,087 +1.4%
        2020$2,813 +1.1%$211,131 +2.3%
        2019$2,783 +1%$206,384 +1.9%
        2018$2,755 $202,536 -24.4%
        2017$2,755 +2.8%$267,808 +14.5%
        2016$2,680 +0.3%$233,880 +7%
        2015$2,671 -2.4%$218,520 +10.6%
        2014$2,736 +2.5%$197,537 +4.7%
        2013$2,669 +1.4%$188,590 +1.7%
        2012$2,632 -3.4%$185,427 -2.4%
        2011$2,723 -4.9%$189,916 -6.7%
        2010$2,864 $203,507 -21.2%
        2009-- $258,161 -14.4%
        2008$2,813 -3.8%$301,749 -7.6%
        2007$2,924 -7.7%$326,498 +17.2%
        2006$3,168 +0.1%$278,475 +22.4%
        2005$3,166 +4.7%$227,603 +15%
        2004$3,024 +0.2%$197,844 +4%
        2003$3,017 +561.4%$190,262 +661%
        2002$456 +21.3%$25,000 +25%
        2001$376 +13.3%$20,000 +14.3%
        2000$332 $17,500
        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: 34787

        Getting around

        2 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Dillard Street Elem
        • Middle: Lakeview Middle
        • High: Ocoee High

        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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