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
•Source:Stellar MLS as Distributed by MLS Grid #O6447621
Contact 9566 Bolero Rd
Policies
PetsDogs allowed, Cats allowed
Dogs allowed
Cats allowed
ParkingGarage Lot
Type
Garage Lot
Amenities
In-unitPatio, Oversized Closets, Air Conditioning
Patio
Oversized Closets
Air Conditioning
CommunityExtra Storage, Pet Friendly
Extra Storage
Pet Friendly
Unique featuresPrivate Yard, Garage, Ceiling Fans
Private Yard
Garage
Ceiling Fans
Garden Tub
Playground
Stainless Steel Appliances
Dog Park
Quartz Countertops
Around 9566 Bolero Rd
Schools
Places
Transit
9/10
Atwater Bay Elementary School
Public, PreK-5 • Assigned • 0.4mi
9/10
Water Spring Middle School-0482
Public, 6-8 • Assigned • 0.6mi
6/10
Horizon High School
Public, 9-12 • Assigned • 1.9mi
Provided by GreatSchools
About Hickory
Hut
Hickory Hut, located between Winter Garden–Vineland Road and Avalon Road, is a residential and suburban Horizon West neighborhood with a lakes-and-ponds landscape and a network of sidewalks. The neighborhood’s character concentrates around the Hamlin Town Center blocks near New Independence Parkway, where patios, small storefronts, and evening foot traffic set the tempo. Nearby, Cinepolis Luxury Cinemas Hamlin, Crooked Can Brewing Company, and the Winter Garden Farmers Market act as recognizable community pillars. Streetscapes lean contemporary, with newer single-family homes and townhomes framed by retention ponds and pocket greens. Daily routines orbit around waterfront paths at Lake Hancock and the Orange County National Golf Center & Lodge. The geography reads as open and planned, with broad arterials feeding into quieter residential loops.
Provided by Walk Score and Local Logic
Historical weather
Winter Garden, FL • 34787
Average low and high temperatures (°F)
68
49
74
54
80
60
84
65
89
72
91
75
92
76
91
76
88
74
82
68
78
60
72
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
5/10 Fire Factor
3% chance of being in a wildfire in next 30 years
8/10 Heat Factor
6 days above 108° expected this year, 18 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.7 hours in December, placing it above the
U.S. average for solar exposure.
All information is deemed reliable but not guaranteed. Redfin and its affiliates may receive compensation if you contact a rental property or sign a lease.
Listing provided courtesy of: LEGENDS REALTY
Listing agent: Tina Lopez
Based on information submitted to the MLS GRID as of Tue Oct 20 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.
Last Updated: 2026-10-06T21:24:49.723Z
9566 Bolero Rd is a 3910 square foot property with 5 bedrooms and 3.5 bathrooms. We estimate that 9566 Bolero Rd would rent between $4,147 / mo.9566 Bolero Rd is located in Winter Garden, the 34787 zipcode, and the Orange County Public Schools.