Winter Garden, FL · Single Family Residence
9566 Bolero Rd
Active · MLS MFRO6431472 · Listed by ERA GRIZZARD REAL ESTATE · 352-735-4433.
THE SETTING, AND THE DETAILS
A closer look.
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.
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $243
- Full bathrooms
- 3
- Half bathrooms
- 1
- Heated living area
- 3910
- Lot size (acres)
- 0.18
- Lot size (sq ft)
- 7961
- Year built
- 2021
- Property type
- Residential
- Property style
- Craftsman
Interior & rooms
- 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
- Flooring
- Carpet, Ceramic Tile
- Additional rooms
- Loft
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- Not provided
- Water view
- Not provided
- Dock
- No
- Dock features
- Not provided
- Other views
- Water
- Lot features
- Cul-De-Sac
- Exterior features
- Rain Gutters
- Community amenities
- Clubhouse, Community Mailbox, Dog Park, Fitness Center, Golf Carts OK, Irrigation-Reclaimed Water, Park, Playground, Pool, Tennis Court(s), Street Lights
- Zoning
- P-D
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Fenced
- Other structures
- Gazebo
Pool, parking & systems
- Private pool
- No
- Pool features
- Not provided
- Garage
- Yes
- Garage spaces
- 2
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Driveway
- Fireplace
- No
- Fireplace features
- Not provided
- Heating
- Central
- Cooling
- Central Air
- Water supply
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected
Construction
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Slab
- Stories
- 2
- Levels
- Two
Location & schools
- City
- WINTER GARDEN
- Subdivision
- WATERLEIGH PH 3A
- County
- Orange
- ZIP code
- 34787
- Elementary school
- Water Spring Elementary
- Middle school
- Water Spring Middle
- High school
- Horizon High School
Association, taxes & listing
- HOA / association
- Yes
- Association fee
- $277
- Fee frequency
- Monthly
- Included services
- Not provided
- Association amenities
- Not provided
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- Not provided
- Condo fee frequency
- Not provided
- Annual property taxes
- $14,421.76
- Tax year
- 2025
- Other annual assessments
- Not provided
- CDD
- No
- Listing status
- Active
- Days on market
- 11
- Listing broker
- ERA GRIZZARD REAL ESTATE
- MLS number
- MFRO6431472
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by ERA GRIZZARD REAL ESTATE · MLS MFRO6431472
Source: mfrmls · Listing updated 2026-08-27 15:42:12 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
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Call Scott: (407) 760-0382Your inquiry goes directly to Scott.