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$799,000 Just Listed
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Property Description
Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living and entertaining. Relax on the covered lanai while enjoying peaceful water views and breathtaking Florida sunsets. Residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, BBQ and picnic areas, and lawn maintenance, all just minutes from top-rated schools, shopping, dining, hospitals, major highways, Flamingo Crossings, and Walt Disney World. This exceptional home offers the perfect combination of comfort, convenience, and resort-style living-schedule your private showing today!
Full Property Details
Full Property Details for 9296 Bolero Rd
General
- Price: $799,000
- HOA FEE: $193/month
- Taxes: $9,402 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6422122
- Updated: 7/3/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 5
- Interior Features: Living Room/Dining Room Combo, Open Floorplan, Thermostat, Walk-In Closet(s)
- Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Clubhouse, Tennis Court(s)
Exterior
- Exterior Features: Irrigation System, Sidewalk, Sliding Doors, Sprinkler Metered
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: WATERLEIGH PHS 3B 3C & 3D
- Driving Directions: From FL-429, take Exit 13 for Schofield Road and head west. Turn left onto Avalon Road, then right onto Waterway Passage Drive. Continue through the Waterleigh community, turn left onto Atwater Bay Drive, then right onto Bolero Road. The home is located at the end of the cul-de-sac on the corner at 9296 Bolero Road, Winter Garden, FL 34787.
- Direction Faces: North
School Information
- Elementary School: Water Spring Elementary
- Middle School: Bridgewater Middle
- High School: Windermere High School
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Fishing, Waterfront, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Optional Amenities: Clubhouse, Tennis Court(s)
- Association: Yes
- Assoc. Name: Michelle Collier
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Phone Available, Sprinkler Recycled, Street Lights
Structural Information
- Builder: D.R. Horton
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 2,117
- Sq. Ft. Source: Public Records
- Year Built: 2020
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,455
- Lot Size: 7455
- Street/Road Desc.: Asphalt
Water Features
- Water Front Desc.: Waterfront
Financial Considerations
- Association Fee: $193
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $9,402
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WATERLEIGH PHASES 3B, 3C AND 3D 100/61 LOT 437
- Flood Zone Info: X
- APN: 72427750704370
- Property ID: 72427750704370
- Block/Lot/Section: x
Listed by Wra Business & Real Estate
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Schools
Schools serving 9296 Bolero Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Water Spring Elementary 16000 Water Spring Boulevard, Winter Garden, FL 34787 | PK-5 | 1.2 mi |
Water Spring Middle School-0482 10393 Seidel Road, Winter Garden, FL 34787 | 6-8 | 2 mi |
Horizon High School 10393 Seidel Road, Winter Garden, FL 34787 | 9-12 | 2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 9296 Bolero Rd
Date
Details
Price
Change
Source
7/03/2026
Listed
$799,000
16.3%
MLS
12/18/2024
Sold
$687,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 9296 Bolero Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,795
—
$563,080
-1%
2025
$9,795
8%
$568,930
4%
2024
$9,085
14%
$549,575
11%
2023
$7,979
36%
$495,972
41%
2021
$5,878
-18%
$351,985
-18%
2022
$7,128
21%
$429,594
359%
2021
$5,878
—
$93,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 9296 Bolero Rd
9296 Bolero Road, Winter Garden, FL 34787 (MLS# O6422122) is a Single Family property with 4 bedrooms and 3 full bathrooms. 9296 Bolero Road is currently listed for $799,000 and was received on July 03, 2026. Want to learn more about 9296 Bolero Road? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

