There are multiple listings for this address:
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:
$950,000
MLS #:
O6431472
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH PH 3A
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 13, 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
Heating
Central
Interior Features
Other
Laundry Features
Washer Hookup
Levels
Two
Exterior
Association Amenities
Pickleball Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Dog Park, Fitness Center, Playground
Covered Spaces
3
Fencing
Fenced, Full Backyard
Garage Spaces
3
Patio And Porch Features
Covered, 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 Single Family in WINTER GARDEN as of Aug 29, 2026
827
Single Family Listed
112
Avg DOM
279
Avg $ / SqFt
$758,725
Avg List Price
Property Summary
- Located in the WATERLEIGH PH 3A subdivision, 9566 BOLERO ROAD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $950,000 and features 5 beds, 4 baths, and has approximately 3,910 square feet of living space, and was originally constructed in 2021. The current price per square foot is $243. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $758,725. To schedule a showing of MLS#o6431472 at 9566 BOLERO ROAD in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
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
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 #:
O6434084
Status:
Active
Beds:
5
Baths:
3.5
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH PH 3A
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 17, 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
Heating
Central
Interior Features
Other
Laundry Features
Washer Hookup
Levels
Two
Exterior
Association Amenities
Pickleball Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Dog Park, Fitness Center, Playground
Covered Spaces
3
Fencing
Fenced, Full Backyard
Garage Spaces
3
Patio And Porch Features
Covered, 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 Aug 29, 2026
827
Rental Listed
112
Avg DOM
279
Avg $ / SqFt
$758,725
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#o6434084 at 9566 BOLERO ROAD in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
