9566 Bolero Road, Winter Garden, FL 34787
Local realty services provided by:ERA Grizzard Real Estate
Listed by:
- Lisette Maestre(407) 405 - 0911ERA Grizzard Real Estate
Office: era grizzard real estate
MLS#:O6431472
Source:MFRMLS
Price summary
- Price:$975,000
- Price per sq. ft.:$249.36
- Monthly HOA dues:$277
About this home
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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Home facts
- Year built:2021
- Subdivision & Development:WATERLEIGH PH 3A
- Listing ID #:O6431472
- Added:1 day(s) ago
- Updated:August 14, 2026 at 02:41 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Carpet, Ceramic Tile
- Kitchen Description:Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Kitchen/Family Room Combo, Microwave, Range Hood, Refrigerator, Solid Surface Counters, Trash Compactor
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom
- Living area:3,910 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:2021
- Building area:3,910 sq. ft.
- Lot area:0.18 Acres
- Lot Features:Cul-de-sac
- Architectural Style:Craftsman
- Construction Materials:Block
- Exterior Features:Covered Porch/Patio, Front Porch, Rain Gutters, Rear Porch
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Horizon High School
- Middle school:Water Spring Middle
- Elementary school:Water Spring Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$975,000
- Price per sq. ft.:$249.36
- Tax amount:$14,422 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Irrigation Equipment, Microwave, Range Hood, Refrigerator, Trash Compactor
- Laundry features:Electric Dryer Hookup, Inside, Washer Hookup
- Amenities:Cable Connected, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Window Treatments
- Pool features:Public Pool
Parking
- Parking description:Attached Garage, Driveway
- Garage:Yes
- Garage spaces:2
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