9566 Bolero RoadWinter Garden, FL 34787Price: $975,000

  • Price: $975,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Aug 13, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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9566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 347879566 Bolero Road Winter Garden FL 34787
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  • 5Bedrooms
  • 0.18Acreage
  • 4Bathrooms
  • 2021Year Built
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!
Listing Courtesy of ERA GRIZZARD REAL ESTATE

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More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolWater Spring Elementary
  • High SchoolHorizon High School
  • Junior HighWater Spring Middle

Parking

  • Parking Features Driveway

Rooms

  • Bedrooms5
  • Full Bath3
  • Half Baths1
  • MFR Additional Rooms Loft

Building

  • Bathroom4
  • Construction Materials Block
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces2
  • Levels Two
  • MFR Complex Community Name NCCB Waterleigh
  • Patio And Porch Features Covered, Front Porch, Rear Porch
  • Property StyleCraftsman
  • RoofTile
  • Rooms14
  • Stories2
  • Window Features Blinds
  • Year Built2021

Amenities

  • Appliances IncludedCooktop, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Trash Compactor
  • Association YN Yes
  • Community Features
    • Clubhouse
    • Community Mailbox
    • Dog Park
    • Fitness Center
    • Golf Carts OK
    • Irrigation-Reclaimed Water
    • Park
    • Playground
    • Pool
    • Street Lights
    • Tennis Court(s)
  • MFR Pet Restrictions Buyers agent to verify with HOA
  • Other AmenitiesGarden, Pool, Tennis, Water View
  • Other Equipment Irrigation Equipment
  • PetsCats OK, Dogs OK
  • Security Features Smoke Detector(s)

Basic Information

  • List Price$975,000
  • ListingContractDate2026-08-06
  • MFR Currency Monthly Rent Amt 5250
  • MLS NumberO6431472
  • Mls Status Active
  • OriginalListPrice975000
  • PostalCodePlus48409
  • PublicSurveyRange27
  • StatusACT

Location

  • Address9566 Bolero Road
  • AreaWinter Garden/Oakland
  • CountyOrange
  • Exterior Features Rain Gutters
  • StateFL
  • SubdivisionWaterleigh Ph 3a
  • TownWinter Garden
  • Township 24
  • Zip34787

Property Information

  • Acreage0.18
  • Attached Garage YN Yes
  • Building Area Total 3,910
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCul-De-Sac
  • Lot Size Square Feet 7,961
  • MFR Living Area Meters 363
  • MFR Lot Size Square Meters 740
  • MFR Total Acreage 0 to less than 1/4
  • Other Structures Gazebo
  • Square Feet3,910

Other

  • Building Area Source Public Records
  • Date Listed08/13/2026
  • MFR Additional Lease Restrictions Buyer agent to verify with HOA
  • MFR Exist Lse Tenant YN Yes
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-08-13T11:42:15
  • Usm Previous StatusComing Soon
  • View Water

Tax Information

  • Association Fee $277
  • Association Fee Frequency Monthly
  • Fees$3,324
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $277
  • Tax Year 2025
  • Taxes$14,421
  • Total Monthly Fees $277

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningP-D

Interior

  • Flooring Carpet, Ceramic Tile
  • Furnished Unfurnished

Utilities

  • Cooling Central Air
  • Green Water Conservation Drip Irrigation, Irrigation-Reclaimed Water
  • Heating Central
  • Laundry Features Electric Dryer Hookup, Inside, Washer Hookup
  • Sewer Public Sewer
  • Utilities Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Water ViewNo
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of August 14, 2026 6:32 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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