Niles Harrison Pfeiffer

Niles Harrison Pfeiffer Central Florida REALTOR®

$965,000.00
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
5 beds
3.5 baths
3,910 sqft
$965,000.00
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
Niles Harrison Pfeiffer
$965,000.00
5 beds
3.5 baths
3,910 sqft
9566 BOLERO ROAD, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 2021
  • 2 garage spaces
  • $246.80/sqft
  • Lot size: 7,961 sqft
  • 12 days on market

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! Seller is offering $10,000 toward the buyer’s closing costs! Take advantage of this incredible opportunity to reduce your out-of-pocket expenses and make owning this beautiful Winter Garden home even more attainable.

  • 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
  • Geo subdivision: WATERLEIGH PH 3A

Nearby Schools

Water Spring Elementary

Water Spring Middle

Horizon High School

Features

Financial

Let's get in touch!

Niles Harrison Pfeiffer

Niles Harrison Pfeiffer

Central Florida REALTOR®

See also

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$1,029,990.00
4 bds
4.0 ba
3,153 sqft
14371 CREST PALM AVENUE, WINDERMERE, FL - 34786
For Sale
17625 LAKE STAR ROAD, WINTER GARDEN, FL - 34787
$908,142.00
5 bds
4.5 ba
3,545 sqft
17625 LAKE STAR ROAD, WINTER GARDEN, FL - 34787
For Sale
15671 MARINA BAY DRIVE, WINTER GARDEN, FL - 34787
$875,000.00
4 bds
4.5 ba
3,348 sqft
15671 MARINA BAY DRIVE, WINTER GARDEN, FL - 34787
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6431472
Listing updated: August 25, 2026 at 2:20AM
Listing provided by: Lisette Maestre, ERA GRIZZARD REAL ESTATE
Last checked 4 minutes ago
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