Home in 9566 Bolero Rd Winter Garden for sale with MLS# O6431472

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 Rd, Winter Garden, FL 34787

Price
Price:
$975,000.00
Original List Price:
$0.00
List Price per Sq Ft (Calculated, Approx.):
$249.36
Property Status and Type
Listing Type:
For Sale
Status:
Coming Soon
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6431472
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
4
Full Bath:
3
Half Bath:
1
Additional Rooms:
Loft
Measures
Living Area:
3,910 Sqft
Built-Up Area:
3,910 Sqft
Lot Area:
7,961 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Cul-De-Sac
Lot Size Acres:
0.18
Property Features
View from the Property:
Water
Waterfront:
No
Security:
Smoke Detector(s)
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Cooktop, Freezer, Trash Compactor, Ice Maker, Range Hood
Interior:
High Ceilings, Kitchen/family Room Combo, Open Floorplan, Smart Home, Split Bedroom, Thermostat, Window Treatments, Solid Surface Counters, Primary Bedroom Main Floor
Exterior:
Rain Gutters
Patio and Porch:
Covered, Front Porch, Rear Porch
Windows:
Blinds
Other Structures:
Gazebo
Laundry:
Washer Hookup, Inside, Electric Dryer Hookup
Air Conditioning System:
Central Air
Heating System:
Central
Fence:
Fenced
Property Entrance Faces:
Southeast
Other Equipment:
Irrigation Equipment
Construction
Year Built:
2021
Roof:
Tile
Architectural Style:
Craftsman
Levels:
Two
Construction Materials:
Block
Flooring:
Carpet, Ceramic Tile
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$14,421.76
Tax Year:
2025
Association Fee:
$277.00
Association Fee Frequency:
Monthly
Total Annual Fees:
$3,324.00
Total Monthly Fees:
$277.00
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?:
Dogs Ok, Cats Ok
Subdivision Name:
WATERLEIGH PH 3A
Community Features:
Clubhouse, Fitness Center, Street Lights, Park, Pool, Tennis Court(s), Playground, Dog Park, Irrigation-reclaimed Water, Golf Carts Ok, Community Mailbox
Senior Community:
No
Development Name:
WATERLEIGH
Association Fee Required:
Required
Association Management:
Access Residential Management
Terms
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan
Occupant Type:
Tenant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WATERLEIGH PHASE 3A 99/54 LOT 15
Real Estate Folio Number (Parcel Number):
07-24-27-7506-00-150
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Water Spring Elementary
High School:
Horizon High School
Middle Or Junior School:
Water Spring Middle
Listing History
Originally published on:
August 11, 2026 9:00 am
Listing Agreement executed on:
August 6, 2026
Listing Status Last Changed On:
August 11, 2026 9:00 am
Photos updated on:
August 11, 2026 9:02 am
Last Modified:
August 11, 2026 9:02 am
Additional Information
Courtesy of:
ERA GRIZZARD REAL ESTATE
Attribution:
352-735-4433
Road Surface Type:
Asphalt
Location
Street Name:
BOLERO
Street Number:
9566
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 24' 39.9''
Longitude:
W82° 20' 37''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 11, 2026, 9:02 AM.