Sarasota's Premier Homes

Craftsman

9566 BOLERO ROAD

WINTER GARDEN, FL 34787

MLS#: O6431472

$965,000

Status: Active
Listing number: O6431472
Listing provided by: ERA GRIZZARD REAL ESTATE
Listing agent phone: None
Last update: 10 hours ago
On site: 12 days ago
Browse Properties
WATERLEIGH PH 3A - Residential

Property

Beds

5

Full Baths

3

1/2 Baths

1

Year Built

2021

Sq.Footage

3,910

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!

Features & Amenities

Interior

  • Other Interior Features

    High Ceilings, Open Floorplan, Smart Home

  • Total Bedrooms

    5

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Cats OK, Dogs OK

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block

  • Other Exterior Features

    Rain Gutters

  • Parking

    Driveway, Attached

  • Patio and Porch Features

    Covered, Front Porch, Rear Porch

  • Pool

    No

  • Waterfront YN

    NO

  • View

    Water

Area & Lot

  • Lot Features

    Cul-De-Sac

  • Lot Size(acres)

    0.18

  • Lot Size(square feet)

    7,961

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Craftsman

Price

  • Sales Price

    $965,000

  • Tax Amount

    $14,421.76

  • Sq. Footage

    3,910

  • Price/SqFt

    $246

HOA

  • Association

    YES

  • Association Fee

    $277

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $277

School District

  • Elementary School

    Water Spring Elementary

  • Middle School

    Water Spring Middle

  • High School

    Horizon High School

Property Features

  • Stories

    2

  • New Construction

    NO

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    15

  • Water Source

    Public

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Location

County

Orange

Elementary School

Water Spring Elementary

Middle School

Water Spring Middle

High School

Horizon High School

Listing Courtesy of Lisette Maestre , ERA GRIZZARD REAL ESTATE

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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!

9566 BOLERO ROAD

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