Updated 2 Days Ago
Highlights
- Quartz countertops
- Gourmet kitchen
- Dog park
- Large island
- Fitness centers
- Pendant lighting
Location
9566 Bolero Rd, Winter Garden, FL 34787, USA
Tour 9566 Bolero Rd
Contact
Nearby rentals
Property management
Apartments for rent OrlandoApartments for rent KissimmeeApartments for rent LakelandApartments for rent DavenportApartments for rent PoincianaApartments for rent Winter HavenApartments for rent BrandonApartments for rent PoincianaApartments for rent ApopkaApartments for rent Plant CityApartments for rent Improvement League of Plant CityApartments for rent DeltonaApartments for rent Daytona BeachApartments for rent Deltona LakesApartments for rent Four CornersApartments Near Me
Houses for rent Four CornersHouses for rent OrlandoHouses for rent KissimmeeHouses for rent Daytona BeachHouses for rent Altamonte SpringsHouses for rent LakelandHouses for rent Lake MaryHouses for rent CelebrationHouses for rent DavenportHouses for rent ApopkaHouses for rent Mount DoraHouses for rent Orange CityHouses for rent New Smyrna BeachHouses for rent Winter ParkHouses for rent Winter HavenHouses for rent near me
Amenities for 9566 Bolero Rd
Features
| 2 Floors | Ceiling Fan |
| Central Air | Walk-in Closet |
Appliances
| In-Unit Laundry |
Community
| Fitness Center | Onsite Laundry |
Grounds
| Garage Parking | Outdoor Space |
| Storage | Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Advertisement
About 9566 Bolero Rd
Property Status: Active 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 Office Phone: (407) 738-4352 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 9566 Bolero Rd compares to other nearby properties.
Positives
- More space
- The 5-bedroom is 397 sqft larger than other listings nearby
- Images Available
- There are at least 10 photos of this address
- Laundry available on site
- Washers and dryers are available in-building or in-unit
Considerations
- No in-unit dishwasher
- Dishwashers aren't available
Address details
| Zip code | 34787 |
|---|---|
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Winter Garden
Median rents as of Aug 15 2026.
Winter Garden
| Month | Median Rent |
|---|---|
| August 2024 | $3,200 |
| September 2024 | $3,200 |
| October 2024 | $3,146 |
| November 2024 | $3,100 |
| December 2024 | $3,200 |
| January 2025 | $3,199 |
| February 2025 | $3,100 |
| March 2025 | $3,092 |
| April 2025 | $3,097 |
| May 2025 | $3,092 |
| June 2025 | $3,118 |
| July 2025 | $3,212 |
| August 2025 | $3,200 |
| September 2025 | $3,093 |
| October 2025 | $3,007 |
| November 2025 | $3,015 |
| December 2025 | $3,075 |
| January 2026 | $3,071 |
| February 2026 | $3,099 |
| March 2026 | $3,193 |
| April 2026 | $3,156 |
| May 2026 | $3,120 |
| June 2026 | $3,187 |
| July 2026 | $3,200 |
| August 2026 | $3,200 |
Schools near 9566 Bolero Rd
Water Spring Elementary School
16000 water spring blvd
winter garden, FL, 34787
PK, K-5Public
A-
Lake Pointe Academy
801 cagan view rd
clermont, FL, 34714
PK, K-8Public
C+
Summerlake Elementary
15450 porter rd
winter garden, FL, 34787
K-5Public
A-
Bay Lake Elementary School
12005 silverlake park dr
windermere, FL, 34786
PK, K-5Public
A-
Castleview Elementary School
9131 taborfield ave
orlando, FL, 32836
K-5Public
A-
Advertisement
Internet available near 9566 Bolero Rd
Neighborhood
Getting around Winter Garden near 9566 Bolero Rd
Walking
1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
2/10
This is semi-bikeable, but you’ll need another way of getting around.
Points of interest for 9566 Bolero Rd, Winter Garden
Groceries
0/10
No grocery stores within walking distance
Shopping
1/10
Few or no shops within walking distance
Cafes
0/10
Few or no cafés within walking distance
Restaurants
0/10
Few or no restaurants within walking distance
Primary schools
0/10
No elementary schools within a 30-minute walk
High schools
0/10
No high schools within a 30-minute walk
Nightlife
0/10
Few or no bars within walking distance
Compare similar properties nearby
11719 Bella Milano Ct, Windermere, FL, 34786
Our team has verified this company11719 Bella Milano Ct
5 Beds
$3,945
- swimming pool
- dishwasher
- air conditioning
909 Desert Mountain Ct, Reunion, FL, 34747
Our team has verified this company909 Desert Mountain Ct
6 Beds
$5,676
- swimming pool
- dishwasher
- air conditioning
770 Drop Shot Drive, Kissimmee, FL, 34747
Our team has verified this company770 Drop Shot Drive
7 Beds
$6,319
- swimming pool
- dishwasher
- air conditioning
610 610 Sticks Street, Kissimmee, FL, 34747
Our team has verified this company610 610 Sticks Street
5 Beds
$4,494
- swimming pool
- dishwasher
- air conditioning
8953 Amelia Downs Trl, Kissimmee, FL, 34747
Our team has verified this company8953 Amelia Downs Trl
6 Beds
$4,947
- swimming pool
- dishwasher
- air conditioning
3929 Calabria Ave, Lakeland, FL, 33897
Our team has verified this companyHighlands Reserve • 3929 Calabria Ave
4 Beds
$5,215
- swimming pool
- dishwasher
- air conditioning
- swimming pool
- dishwasher
- air conditioning
781 781 Drop Shot Drive, Kissimmee, FL, 34747
Our team has verified this company781 781 Drop Shot Drive
6 Beds
$5,560
- swimming pool
- dishwasher
- air conditioning
11719 Bella Milano Ct, Windermere, FL, 34786
Our team has verified this company11719 Bella Milano Ct
5 Beds
$3,945
- swimming pool
- dishwasher
- air conditioning
909 Desert Mountain Ct, Reunion, FL, 34747
Our team has verified this company909 Desert Mountain Ct
6 Beds
$5,676
- swimming pool
- dishwasher
- air conditioning
770 Drop Shot Drive, Kissimmee, FL, 34747
Our team has verified this company770 Drop Shot Drive
7 Beds
$6,319
- swimming pool
- dishwasher
- air conditioning
610 610 Sticks Street, Kissimmee, FL, 34747
Our team has verified this company610 610 Sticks Street
5 Beds
$4,494
- swimming pool
- dishwasher
- air conditioning
8953 Amelia Downs Trl, Kissimmee, FL, 34747
Our team has verified this company8953 Amelia Downs Trl
6 Beds
$4,947
- swimming pool
- dishwasher
- air conditioning
3929 Calabria Ave, Lakeland, FL, 33897
Our team has verified this companyHighlands Reserve • 3929 Calabria Ave
4 Beds
$5,215
- swimming pool
- dishwasher
- air conditioning
- swimming pool
- dishwasher
- air conditioning
781 781 Drop Shot Drive, Kissimmee, FL, 34747
Our team has verified this company781 781 Drop Shot Drive
6 Beds
$5,560
- swimming pool
- dishwasher
- air conditioning
Check availability
Advertisement