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    • $975,000

    9566 BOLERO ROAD, WINTER GARDEN, FL 34787

    5beds
    3,910sqft
    : 
    $6,729/mo
    Get pre-qualified
    Single Family Residence
    Built in 2021
    7,961 Square Feet Lot
    $-- Zestimate®
    $249/sqft
    $277/mo HOA

    What's special

    Welcome to 9566 Bolero Rd, where luxury, space, and location come together in one of Central Florida’s most desirable and rapidly growing communities—Winter Garden. Situated on a premium 60-foot lot with beautiful pond views, this impressive North Haven model offers 5 bedrooms, 3.5 baths, a first-floor primary suite, spacious loft, and oversized fenced yard, all tucked away on a quiet cul-de-sac. Step inside through the dramatic two-story foyer and discover a bright, modern floor plan designed for both everyday living and entertaining. The gourmet kitchen features 42” cabinetry with crown molding, upgraded stainless-steel appliances, a vent hood, generous workspace, and an open layout overlooking the family room and picturesque pond beyond. Extend your living outdoors to the spacious backyard featuring a pergola, fenced yard, and tranquil water views—the perfect setting for morning coffee, entertaining, or relaxing at the end of the day. The first-floor primary suite offers privacy and convenience with a spacious walk-in closet and ensuite bath featuring dual vanities, a large walk-in shower, and garden tub. Upstairs, a generous loft provides flexible space for a media room, playroom, home office, or second living area. Bedrooms 2 and 3 share a full bath, while Bedrooms 4 and 5 are connected by a convenient Jack-and-Jill bath. The laundry room is also pre-plumbed for a utility sink. Enjoy the benefits of a resort-style, maintenance-free community while being surrounded by everything that makes Winter Garden such an exceptional place to call home. The area continues to flourish with new restaurants, shopping, grocery stores, entertainment, and everyday conveniences, while still offering the charm and lifestyle Winter Garden is known for. Enjoy easy access to Walt Disney World, Disney Springs, Publix, SR-429, I-4, and SR-417, connecting you to Orlando’s world-class attractions, employment centers, and entertainment. Whether you're enjoying peaceful pond views from your backyard, exploring nearby dining and shopping, or heading out for a day at Disney, 9566 Bolero Rd offers the space, lifestyle, and location you've been looking for. Welcome home!
    3 hours
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    23
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    2
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    Zillow last checked:

    Listing updated:

    Listed by:

    Lisette Maestre 407-405-0911,

    ERA GRIZZARD REAL ESTATE 352-735-4433

    Source: Stellar MLS,MLS#: O6431472MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Loft
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: Second
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: Second
      Bedroom 5
      • Features: Walk-In Closet(s)
      • Level: Second
      Primary bathroom
      • Features: Dual Sinks, En Suite Bathroom, Garden Bath
      • Level: First
      Bathroom 2
      • Level: First
      Bathroom 3
      • Level: Second
      Bathroom 4
      • Level: Second
      Dinette
      • Level: First
      Dining room
      • Level: First
      Kitchen
      • Features: Granite Counters, Kitchen Island
      • Level: First
      Living room
      • Level: First
      Loft
      • Features: Walk-In Closet(s)
      • Level: Second
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Trash Compactor
      • Laundry: Electric Dryer Hookup, Inside, Washer Hookup
      Features
      • High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat
      • Flooring: Carpet, Ceramic Tile
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 3,910
      • Total interior livable area: 3,910 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Front Porch, Rear Porch
      • Exterior features: Irrigation System, Rain Gutters
      • Fencing: Fenced
      • Has view: Yes
      • View description: Water
      • Water view: Water
      Lot
      • Size: 7,961 Square Feet
      • Features: Cul-De-Sac
      Details
      • Additional structures: Gazebo
      • Parcel number: 072427750600150
      • Zoning: P-D
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Craftsman
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2021

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Recycled, Street Lights, Water Connected
      Green energy
      • Water conservation: Drip Irrigation, Irrigation-Reclaimed Water

      Community & HOA

      Community
      • Features: Clubhouse, Community Mailbox, Dog Park, Fitness Center, Golf Carts OK, Irrigation-Reclaimed Water, Park, Playground, Pool, Tennis Court(s)
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WATERLEIGH PH 3A
      HOA
      • Has HOA: Yes
      • HOA fee: $277 monthly
      • HOA name: Access Residential Management
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $249/sqft
      • Tax assessed value: $822,983
      • Annual tax amount: $14,421
      • Date on market: 8/11/2026
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 63000
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/13/2024Listing removed$5,000$1/sqft
        Source: Stellar MLS #O6238143 Report a problem
        9/3/2024Listed for rent$5,000$1/sqft
        Source: Stellar MLS #O6238143 Report a problem
        8/31/2024Listing removed$1,090,000-0.8%$279/sqft
        Source: Stellar MLS #O6216758 Report a problem
        8/2/2024Price change$1,099,000-2.1%$281/sqft
        Source: Stellar MLS #O6216758 Report a problem
        7/25/2024Price change$1,123,000-0.2%$287/sqft
        Source: Stellar MLS #O6216758 Report a problem
        7/13/2024Listed for sale$1,125,000-5.9%$288/sqft
        Source: Stellar MLS #O6216758 Report a problem
        7/11/2024Listing removed$1,195,000$306/sqft
        Source: Stellar MLS #O6192610 Report a problem
        4/7/2024Listed for sale$1,195,000+8.6%$306/sqft
        Source: Stellar MLS #O6192610 Report a problem
        8/13/2023Listing removed--
        Source: Zillow Rentals Report a problem
        8/12/2023Listed for rent$5,000$1/sqft
        Source: Zillow Rentals Report a problem
        8/12/2023Listing removed--
        Source: Stellar MLS #O6104014 Report a problem
        8/11/2023Listing removed--
        Source: Stellar MLS #O6131129 Report a problem
        8/2/2023Listed for rent$5,000$1/sqft
        Source: Stellar MLS #O6131129 Report a problem
        7/23/2023Price change$1,100,000-3.4%$281/sqft
        Source: Stellar MLS #O6104014 Report a problem
        7/16/2023Price change$1,139,000-4.2%$291/sqft
        Source: Stellar MLS #O6104014 Report a problem
        7/3/2023Price change$1,189,000-0.8%$304/sqft
        Source: Stellar MLS #O6104014 Report a problem
        6/12/2023Price change$1,199,000-1.7%$307/sqft
        Source: Stellar MLS #O6104014 Report a problem
        6/6/2023Price change$1,220,000-1.5%$312/sqft
        Source: Stellar MLS #O6104014 Report a problem
        5/11/2023Price change$1,239,000-0.8%$317/sqft
        Source: Stellar MLS #O6104014 Report a problem
        4/21/2023Listed for sale$1,249,000+99.6%$319/sqft
        Source: Stellar MLS #O6104014 Report a problem
        6/1/2021Sold$625,681$160/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$13,789 +35.8%$822,983 +24.3%
        2023$10,152 +6%$662,012 +5.6%
        2022$9,580 +341.6%$626,885 +457.2%
        2021$2,169 +10.1%$112,500 +2.3%
        2020$1,971 +223.5%$110,000 +193.3%
        2019$609 $37,500
        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.
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        Climate risks

        Neighborhood: 34787

        Getting around

        2 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Water Spring Elementary
        • Middle: Water Spring Middle
        • High: Horizon 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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