Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$5,200.00/month
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
5 beds
3.5 baths
3,910 sqft
$5,200.00/month
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
Gabriella Massaro
$5,200.00/month
5 beds
3.5 baths
3,910 sqft
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
For Rent
Photo 1
  • Built in 2021
  • 3 garage spaces
  • Lot size: 7,961 sqft
  • 6 days on market

Welcome to this stunning 5-bedroom, 3.5-bathroom, 3,910 sq. ft. home built in 2021, ideally situated on a quiet cul-de-sac with a 3-car garage, oversized fully fenced yard, and beautiful pond views. This spacious home features a desirable first-floor primary suite, two-story foyer, and a versatile upstairs loft. The gourmet kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinets with crown molding, upgraded stainless-steel appliances, vent hood, large island with quartz countertops, upgraded tile backsplash, pendant lighting, walk-in pantry, and a convenient butler's pantry for additional storage. The kitchen overlooks the family room and pond, with sliding doors leading to a large covered patio and extended paver lanai. The spacious first-floor primary suite offers a large walk-in closet and luxurious primary bathroom with dual vanities, large shower, and garden tub. Upstairs, enjoy a generous loft with pond views, along with four additional bedrooms. Bedrooms 2 and 3 share a full bathroom, while Bedrooms 4 and 5 feature a convenient Jack-and-Jill bathroom. Additional upgrades include walnut wood-plank tile throughout the main living areas, upgraded cabinetry, designer lighting, upgraded ceiling fans, custom accent walls, gutters, landscape lighting, and a fully fenced yard. The laundry room includes washer and dryer hookups. Located in the highly desirable Waterleigh community, residents enjoy an extensive collection of amenities, including three resort-style pools, two clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis, pickleball, playgrounds, and more. HOA lawn maintenance is included, allowing you to enjoy the community without the hassle of yard care. Conveniently located near Disney, shopping, dining, SR 429, I-4, and SR 417

  • Directions: Take FL-429 S toward Winter Garden and exit toward Schofield Road/Buena Vista area. Continue toward Bolero Road, then follow Bolero Road into the community. Continue to 9566 Bolero Rd, with the property located on the right.
  • County: Orange
  • Geo subdivision: WATERLEIGH PH 3A

Features

Financial

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Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

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Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6434084
Listing updated: August 20, 2026 at 4:15AM
Listing provided by: Tina Lopez, LEGENDS REALTY
Last checked 3 days ago
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