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9566 Bolero Road, Winter Garden, FL

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$975,000

($249/sqft)

List Status: Active
9566 Bolero Road
Winter Garden, FL 34787


5 beds
3 baths
3910 living sqft
Top Features
  • View: Water
  • Subdivision: Waterleigh Ph 3a
  • Built in  2021
  • Single Family Residence
Description
Welcome to 9566 Bolero Rd, where luxury, space, and location come together in one of Central Florida’s most desirable and rapidly growing communities—Winter Garden. Situated on a premium 60-foot lot with beautiful pond views, this impressive North Haven model offers 5 bedrooms, 3.5 baths, a first-floor primary suite, spacious loft, and oversized fenced yard, all tucked away on a quiet cul-de-sac. Step inside through the dramatic two-story foyer and discover a bright, modern floor plan designed for both everyday living and entertaining. The gourmet kitchen features 42” cabinetry with crown molding, upgraded stainless-steel appliances, a vent hood, generous workspace, and an open layout overlooking the family room and picturesque pond beyond. Extend your living outdoors to the spacious backyard featuring a pergola, fenced yard, and tranquil water views—the perfect setting for morning coffee, entertaining, or relaxing at the end of the day. The first-floor primary suite offers privacy and convenience with a spacious walk-in closet and ensuite bath featuring dual vanities, a large walk-in shower, and garden tub. Upstairs, a generous loft provides flexible space for a media room, playroom, home office, or second living area. Bedrooms 2 and 3 share a full bath, while Bedrooms 4 and 5 are connected by a convenient Jack-and-Jill bath. The laundry room is also pre-plumbed for a utility sink. Enjoy the benefits of a resort-style, maintenance-free community while being surrounded by everything that makes Winter Garden such an exceptional place to call home. The area continues to flourish with new restaurants, shopping, grocery stores, entertainment, and everyday conveniences, while still offering the charm and lifestyle Winter Garden is known for. Enjoy easy access to Walt Disney World, Disney Springs, Publix, SR-429, I-4, and SR-417, connecting you to Orlando’s world-class attractions, employment centers, and entertainment. Whether you're enjoying peaceful pond views from you
Property Details
Property Features
Property Sub Type
Single Family Residence
View
Water
Parking
Driveway
County
Orange
Subdivision
WATERLEIGH PH 3A
Additional Information
Additional Lease Restrictions
Buyer agent to verify with HOA
Additional Parcels YN
false
Additional Rooms
Loft
Alternate Key Folio Num
272407750600150
Appliances
Cooktop, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Trash Compactor
Architectural Style
Craftsman
Association Email
nelbaz@lelandmanagment.com
Association Fee
277
Association Fee Frequency
Monthly
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
4
Building Area Source
Public Records
Building Area Total
3910
Building Area Total Srch SqM
363.25
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
249.36
Carport YN
false
Community Features
Clubhouse, Community Mailbox, Dog Park, Fitness Center, Golf Carts OK, Irrigation-Reclaimed Water, Park, Playground, Pool, Tennis Court(s), Street Lights
Complex Community Name NCCB
WATERLEIGH
Construction Materials
Block
Cooling
Central Air
Country
US
Currency Monthly Rent Amount
5250.00
Current Price
975000.00
Days Notice To Tenant If Not Renew
30 days
Direction Faces
Southeast
Elementary School
Water Spring Elementary
End Date of Lease
2026-09-30
Exist Lease Tenant YN
1
Exterior Features
Rain Gutters
Fencing
Fenced
Fireplace YN
false
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0375F
Flooring
Carpet, Ceramic Tile
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
2
Garage YN
true
Green Water Conservation
Drip Irrigation, Irrigation-Reclaimed Water
Heating
Central
High School
Horizon High School
Home Warranty YN
false
Interior Features
High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Split Bedroom, Thermostat, Window Treatments
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Lease Restrictions YN
1
Levels
Two
List AOR
Orlando Regional
Living Area Meters
363.25
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Cul-De-Sac
Lot Size Acres
0.18
Lot Size Square Feet
7961
Lot Size Square Meters
740
Middle Or Junior School
Water Spring Middle
Minimum Lease
1-2 Years
Modification Timestamp
2026-08-13T23:33:09.542Z
Month To Month Or Weekly YN
1
Monthly HOA Amount
277.00
New Construction YN
false
Occupant Type
Tenant
Other Equipment
Irrigation Equipment
Other Structures
Gazebo
Ownership
Fee Simple
Parcel Number
07-24-27-7506-00-150
Patio And Porch Features
Covered, Front Porch, Rear Porch
Pet Restrictions
Buyers agent to verify with HOA
Pets Allowed
Cats OK, Dogs OK
Pool Private YN
false
Postal Code Plus 4
8409
Public Survey Range
27
Public Survey Section
07
RATIO Current Price By Calculated SqFt
249.36
Realtor Info
As-Is, Currently Leased, Docs Available, List Agent is Owner, No Sign
Road Surface Type
Asphalt
Roof
Tile
Room Count
14
Security Features
Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Sentri Lock Box, 24 Hour Notice, Do Not Contact Tenants
Spa YN
false
Status Change Timestamp
2026-08-13T11:42:15.000Z
Stories Total
2
Tax Annual Amount
14421.76
Tax Block
15
Tax Book Number
99/54-63
Tax Legal Description
WATERLEIGH PHASE 3A 99/54 LOT 15
Tax Lot
15
Tax Year
2025
Total Acreage
0 to less than 1/4
Total Annual Fees
3324.00
Total Monthly Fees
277.00
Township
24
Universal Property Id
US-12095-N-072427750600150-R-N
Unparsed Address
9566 BOLERO RD
Utilities
Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected
Water Source
Public
Waterfront YN
false
Window Features
Blinds
Zoning
P-D
Neighborhood Map
Popup

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MLS #MFRO6431472 Listing courtesy of Era Grizzard Real Estate provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 8/13/26 8:43 PM) |

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Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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