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
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
Property Details
Price:
$4,995
MLS #:
O6447621
Status:
Active
Beds:
5
Baths:
3.5
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH PH 3A
Neighborhood:
34787wintergardenoakland
Listed Date:
Oct 6, 2026
Finished Sq Ft:
3,910
Total Sq Ft:
3,910
Lot Size:
7,961 sqft / 0.18 acres (approx)
Year Built:
2021
See this Listing
Schools
Interior
Appliances
Other
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Other
Levels
Two
Exterior
Attached Garage YN
1
Community Features
Clubhouse, Fitness Center, Playground, Pool, Tennis Court(s)
Fencing
Fenced, Full Backyard
Patio And Porch Features
Patio
Financial
HOA Name
Tina Lopez
HOA Phone
407-333-1010
Map
Community
- Address9566 BOLERO ROAD WINTER GARDEN FL
- SubdivisionWATERLEIGH PH 3A
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Rental in WINTER GARDEN as of Oct 19, 2026
217
Rental Listed
55
Avg DOM
2
Avg $ / SqFt
$3,172
Avg List Price
Property Summary
- Located in the WATERLEIGH PH 3A subdivision, 9566 BOLERO ROAD WINTER GARDEN FL is a Rental for sale in WINTER GARDEN, FL, 34787. It is listed for $4,995 To schedule a showing of MLS#o6447621 at 9566 BOLERO ROAD in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of LEGENDS REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 9566 BOLERO ROAD
WINTER GARDEN, FL