9566boleroroadwintergardenfl34787

5 Beds

3 Full baths

3,910SqFt

Active

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!

Property Details
Price $975,000
Bedrooms 5
Full Baths 3
Half Baths 1
Property Style Craftsman
Lot Size Area 7961
Lot Size Area Units Square Feet
Acres 0.18
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Window Treatments
Exterior Features Irrigation System, Rain Gutters
Year Built 2021
Subdivision WATERLEIGH PH 3A
View Water
Roof Tile
Heating Central
Foundation Slab
Lot Description Cul-De-Sac
Laundry Features Electric Dryer Hookup, Inside, Washer Hookup
Parking Description Driveway
Garage spaces 2
Association Name Access Residential Management
Association Fee 277
Geographic Data
Directions 429 TO SCHOFIELD RD | RIGHT ON AVALON RD | RIGHT ON WATERWAY PASSAGE DR | RIGHT ON POINT ROCK DR | LEFT ON BOLERO RD
County Orange
Latitude 28.411087
Longitude -81.65638
Market Area 34787 - Winter Garden/Oakland
Address Information
Address 9566 BOLERO ROAD, WINTER GARDEN, FL 34787
Postal Code 34787
City WINTER GARDEN
State FL
Country United States
Listing Information
Listing Office ERA GRIZZARD REAL ESTATE
Listing Agent Lisette Maestre
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional, VA Loan
Virtual Tour URL https://www.tourdrop.com/dtour/372854/Video-MLS
School Information
Elementary School Water Spring Elementary
Middle School Water Spring Middle
High School Horizon High School
MLS Information
Days on market 0
MLS Status Active
Listing Date Aug 13, 2026
Listing Last Modified Aug 13, 2026
Tax ID 072427750600150
Tax Year 2025
Tax Annual Amount 14421
MLS Area 34787 - Winter Garden/Oakland
MLS # O6431472

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