9296 Bolero Rd

Winter Garden, FL 34787

$799,000
Price
4
Beds
2,117 Sq. Ft.
$377 / Sq. Ft.
2,117
Sq. Ft.
$377
per Sq. Ft.
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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...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!
  1. Listed by Any Alves • Brokerage DRE #1044609 • WRA BUSINESS & REAL ESTATE
    P: (407)-455-0618 C: (407)-455-0618 any@anyalvesrealtor.com
  2. Listed by Pablo Farias • Brokerage DRE #1044609 • WRA BUSINESS & REAL ESTATE
    P: (407)-398-4262 C: (407)-398-4262 pablo@meucorretornaflorida.com

Property Details for 9296 Bolero Road

Subdivision Name
WATERLEIGH PHS 3B 3C & 3D
Township
24
Garage Spaces
2
Waterfront
No
Water View
Pond
Furnished
Unfurnished
LISTING UPDATED: 07/04/2026 06:52 AM

Property Details for 9296 Bolero Road

StatusActive
MLS #O6422122
Days on Market4
Taxes$9,402 / year
HOA Fees$193 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2020
Lot Size0.17 AC / 7,455 SF
CountyOrange County
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Location

Listing Courtesy of WRA BUSINESS & REAL ESTATE, Any Alves; WRA BUSINESS & REAL ESTATE, Pablo Farias
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Building Information for 9296 Bolero Road

Stories-Year Built2020Building Size-Lot Size0.17 AC / 7,455 SF

Payment Calculator

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$4,958 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,982

Property Taxes

$784

HOA Dues

$193

The Payment Calculator is for illustrative purposes only.

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Property Information for 9296 Bolero Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2984.0
  • Building Area Units: Square Feet
  • Community Features: Fishing, Waterfront, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Tennis Court(s)
  • Direction Faces: North
  • 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.
  • Elementary School: Water Spring Elementary
  • Middle Or Junior School: Bridgewater Middle
  • High School: Windermere High School
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 9296
  • Street Name: BOLERO
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER GARDEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Required
  • Association Name: Michelle Collier
  • Association: Yes
  • CDD: No
  • Tax Block: x
  • Tax Book Number: x
  • Tax Legal Description: WATERLEIGH PHASES 3B, 3C AND 3D 100/61 LOT 437
  • Tax Lot: 437
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot, Cul-De-Sac
  • Parcel Number: 072427750704370
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: P-D
  • Living Area: 2117
Property and Assessments
  • Year Built Numeric: 2020
  • Association Amenities: Clubhouse, Tennis Court(s)
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0375F
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 07
  • Dock YN: No
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Phone Available, Sprinkler Recycled, Street Lights
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Builder Model: Bellmore
  • Builder Name: D.R. Horton
  • Construction Materials: Block, Stucco
  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors, Sprinkler Metered
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Features: Waterfront
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range Hood, Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Ceramic Tile, Vinyl
  • Heating: Central
  • Interior Features: Living Room/Dining Room Combo, Open Floorplan, Thermostat, Walk-In Closet(s)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: Yes
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 9296 Bolero Road

DateEvent & SourcePriceAppreciation
Jul 3, 2026

Listed (Active)

MFRMLS #O6422122

$799,000—
Apr 23, 2026

Expired

MFRMLS #O6302493

$710,000—
May 19, 2025

Temporarily Off Market

MFRMLS #O6302493

$710,000—
DateEvent & SourcePrice
07/03/2026

Listed (Active)

MFRMLS #O6422122

$799,000
04/23/2026

Expired

MFRMLS #O6302493

$710,000
05/19/2025

Temporarily Off Market

MFRMLS #O6302493

$710,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 9296 Bolero Road

Taxable ValueLand$160,000Additions$408,930Total$568,930
Tax Record2024$9,085 ($757 / month)
Home Facts
Beds4Total Finished SqFt2,117 SqFtAbove Grade Finished SqFt2,117 SqFtStories1Lot Size7,458 SqFtStyleSingle Family ResidenceYear Built2020ZoningP-DCountyORANGEAPN07-24-27-7507-04-370

Schools near 9296 Bolero Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Hamlin Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Hamlin Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Hamlin Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Hamlin Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 9296 Bolero Road, Winter Garden, FL 34787

9296 Bolero Road is a single family home for sale in Winter Garden, FL 34787. This property was listed for sale on July 3, 2026 by WRA BUSINESS & REAL ESTATE, it's currently listed at $799,000. It has been on the market for a total of 4 days and was last sold on December 18, 2024. This listing's school district is Orange County Public Schools. Nearby schools include Hamlin Elementary School, Cornerstone Academy Charter and Hamlin Middle School. 9296 Bolero Road is a 4-bed, 3-bath, 2,117 sqft single family home built in 2020.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of WRA BUSINESS & REAL ESTATE, Any Alves; WRA BUSINESS & REAL ESTATE, Pablo Farias

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 07/04/2026 06:52 AM