9566 Bolero Rd, WINTER GARDEN, FL

$950,000

5

Beds

4

Baths

3,910

Square feet

0.18

Acres

WATERLEIGH PH 3A

About 9566 Bolero Rd

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! BUYER INCENTIVE INSTANT EQUITY OPPORTUNITY! Take advantage of this incredible opportunity home currently listed $100k under market value.

Features of 9566 Bolero Rd

MLS® # O6431472
Price $950,000
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,910
Acres 0.18
Year Built 2021
Type Residential
Sub-Type Single Family Residence
Style Craftsman
Status Active

Community Information

Address 9566 Bolero Rd
Area Winter Garden/Oakland
Subdivision WATERLEIGH PH 3A
City WINTER GARDEN
County Orange
State FL
Zip Code 34787-8409

Amenities

Parking Driveway
# of Garages 2
View Water
Is Waterfront No
Has Pool Yes

Interior

Interior Features High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Window Treatments
Appliances Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Trash Compactor
Heating Central
Cooling Central Air
Fireplace No
# of Stories 2

Exterior

Exterior Features Irrigation System, Rain Gutters
Lot Description Cul-De-Sac
Roof Tile
Foundation Slab

School Information

Elementary Water Spring Elementary
Middle Water Spring Middle
High Horizon High School

Taxes & HOA Fees

Taxes $14,422
Has HOA Yes
HOA Fee Requirement Required
HOA Fee $277
HOA Payment Schedule Monthly

Additional Information

Date Listed August 13th, 2026
Days on Market 15
Zoning P-D
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeERA GRIZZARD REAL ESTATE

Listing Map

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