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9566 BOLERO Road
WINTER GARDEN FL 34787 US

$975,000

Active Listing ID O6431472
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5 bed
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3,910 square feet
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4.00 Bath (3 Full , 1 Half)
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Lot: 0.18 Acres
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Single Family Residence

$975,000

Active Listing ID O6431472
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9566 BOLERO Road 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!

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Property Features

  • Facts
  • Lot Size: 0.18 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Rain Gutters
  • Floor Covering: Carpet, Tile - Ceramic
  • Roof Type: Tile
  • Heating Fuels: Central
  • Additional Features
  • Patio

School Information

  • School
  • Water Spring Elementary(Elementary)
  • Water Spring Middle(MiddleSchool)
  • Horizon High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 975000
  • unparsedaddress: 9566 BOLERO Road
  • postalcity: WINTER GARDEN
  • stateorprovince: FL
  • country: US
  • postalcode: 34787
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.18
  • lotsizeunits: Acres
  • lotsizearea: 0.18
  • livingarea: 3910
  • livingareaunits: Square Feet
  • latitude: 28.411087
  • longitude: -81.65638
  • listagentfullname: Lisette Maestre
  • listagentemail: lmaestre@eragrizzard.com
  • listagentkey: 3yd-MFRMLSFL-261225141
  • listagentmlsid: 261225141
  • listagentpreferredphone: 4074050911
  • listagentofficephone: 4074050911
  • listofficekey: 3yd-MFRMLSFL-40025E
  • listofficemlsid: 40025E
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2021
  • listingcontractdate: 2026-08-06
  • listagentfax: 3527020121
  • listagenturl: http://www.lisettemaestrerealty.com
  • countyorparish: Orange
  • parcelnumber: 07-24-27-7506-00-150
  • elementaryschool: Water Spring Elementary
  • highschool: Horizon High School
  • appliances: Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Trash Compactor
  • cooling: Central Air
  • constructionmaterials: Block
  • flooring: Carpet, Tile - Ceramic
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Driveway
  • roof: Tile
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: ERA Real Estate
  • interiorfeatures: High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Window Treatments
  • exteriorfeatures: Rain Gutters
  • windowfeatures: Blinds
  • architecturalstyle: Craftsman
  • rooms: Bedroom 2, Bedroom 5, Bathroom 1, Bathroom 2, Bathroom 3, Family Room, Dining Room, Bathroom 4, Bedroom 3, Bedroom 4, Bedroom 1
  • otherstructures: Gazebo
  • patioandporchfeatures: Porch
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.65638, 28.411087
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Listing Changed: 8/13/2026 11:43:41 PM GMT
Source Updated Date: 8/15/2026 12:43:46 PM GMT

Courtesy of: Lisette Maestre, ERA GRIZZARD REAL ESTATE, lmaestre@eragrizzard.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.