9566 Bolero Road Winter Garden, FL 34787
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Lisette Maestre, ERA Grizzard Real Estate - Contact:  352-735-4433

  9566 Bolero Road Winter Garden, FL 34787

Active (1 Days)
$975,000 (USD)
5
BED
4
BATH
3,910
SQFT

Description

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!

MLS #:
O6431472
Taxes
$14,422(2025)
Lot Size
7,961 SQFT
Type
Single-Family Home
Year Built
2021
Style
Craftsman
Views
Water
County
Orange County

Listed By

Lisette Maestre, ERA Grizzard Real Estate, Contact: 352-735-4433
Source
STELLAR
Last checked Aug 14 2026 at 5:24 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Unfurnished
  • Split Bedroom
  • Kitchen/Family Room Combo
  • Loft
  • Solid Surface Counters
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Trash Compactor
  • Appliances: Freezer
  • Appliances: Ice Maker
  • Appliances: Cooktop
  • Thermostat
  • High Ceilings
  • Smart Home
  • Primary Bedroom Main Floor
Subdivision
  • Waterleigh Ph 3A
Lot Information
  • Cul-De-Sac
Property Features
  • Foundation: Slab
Heating and Cooling
  • Central
  • Central Air
Homeowners Association Information
  • Dues: $277/Monthly
Flooring
  • Ceramic Tile
  • Carpet
Exterior Features
  • Block
  • Roof: Tile
Utility Information
  • Utilities: Sprinkler Recycled, Cable Connected, Water Connected, Water Source: Public, Electricity Connected, Sewer Connected
  • Sewer: Public Sewer
  • Energy: Irrigation-Reclaimed Water, Drip Irrigation
School Information
  • Elementary School: Water Spring Elementary
  • Middle School: Water Spring Middle
  • High School: Horizon High School
Parking
  • Driveway
Stories
  • 2
Living Area
  • 3,910 sqft
Additional Information: ERA Grizzard Real Estate | 352-735-4433
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 8/14/26 10:24
Based on information submitted to the MLS GRID as of 8/14/2026 17:24. 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.