9566 BOLERO ROAD Winter Garden, FL $ 975,000
9566 BOLERO ROAD
$ 975,000
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9566 BOLERO ROAD

Winter Garden, FL, 34787
$ 975,000
Bedrooms5 Baths3.1 Sq 3,910

Monthly Estimate*

$ 6,156

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Single Family Home for sale in Winter Garden, FL

for $975,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,910 square foot home was built in 2021 on a lot size of 0.18.

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!

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Single Family Active

Price

$ 975,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 14,421

Style

Craftsman

Lot Size

0.18

Year Built

2021

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6431472

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Connected Electricity Connected Sewer Connected Sprinkler Recycled Street Lights Water Connected
Possession Close Of Escrow
Roof Tile
Appliances Cooktop Dishwasher Disposal Freezer Ice Maker Microwave Range Hood Refrigerator Trash Compactor
Zoning P-D
HOA Fee 277
Garage Spaces 2
Patio/Porch Features Covered Front Porch Rear Porch
Architectural Style Craftsman
Security Features Smoke Detector(s)
Construction Materials Block
Pets Allowed Cats OK Dogs OK
Year Built 2021
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Community Mailbox Dog Park Fitness Center Golf Carts OK Irrigation-Reclaimed Water Park Playground Pool Tennis Court(s)
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WATERLEIGH PH 3A
Facing Direction Southeast
Garage Y/N true
Green Water Conservation Drip Irrigation Irrigation-Reclaimed Water
Other Structures Gazebo
Total Rooms 14
Full Baths 3
Status Active
Directions 429 TO SCHOFIELD RD | RIGHT ON AVALON RD | RIGHT ON WATERWAY PASSAGE DR | RIGHT ON POINT ROCK DR | LEFT ON BOLERO RD
High School Horizon High School
City WINTER GARDEN
Association Name Access Residential Management
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 7961
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Elementary School Water Spring Elementary
Land Lease Y/N false
Tax Annual Amount 14421.76
Home Warranty Y/N false
Middle/Junior High School Water Spring Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.tourdrop.com/dtour/372854/Video-MLS
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 15
Legal Description WATERLEIGH PHASE 3A 99/54 LOT 15
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 277
Additional Rooms Loft
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
DockY/N false
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Interior
Interior Amenities High Ceilings Kitchen/Family Room Combo Open Floorplan Primary Bedroom Main Floor Smart Home Solid Surface Counters Split Bedroom Thermostat Window Treatments
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Washer Hookup
Total Bedrooms 5
Total Baths 4
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Exterior
Exterior Amenities Irrigation System Rain Gutters
Fencing Fenced
Parking Features Driveway
Lot Features Cul-De-Sac
Water Source Public
Lot Size Area 7961
Foundation Details Slab
Spa false
Building Area Total 3910
Lot Size Acres 0.18
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Era Grizzard Real Estate

Broker

lmaestre@eragrizzard.com

Email

Affordability Calculator

$7,358
Per Month
84%
16%
0%
Monthly Principal & Interest
$6,156
Monthly Property Taxes
$1,202
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Horizon High School High School High School
Pricing History
DatePricePrice ChangeDescription
8/11/2026$975,000 Listed Price

Map


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9566 BOLERO ROAD, Winter Garden, FL, 34787 is a Single Family Home for sale at $975,000 with 3,910 sqft and a lot size of 0.18. 9566 BOLERO ROAD has 5 bedrooms, 3.1 baths, and was built in 2021. The property's zip code is 34787 which is in Winter Garden, FL