Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • Clubhouse
  • Pet-friendly community
  • Contemporary interiors
  • Stylish designs
  • Private pool
  • Luxury living

Location

14680 Westerly Drive, Winter Garden, FL 34787, USA
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Tour The Westerly

Contact

Leasing office

(689) 304-3893

Property Overview

The Westerly receives an impressive Zumper expert rating of 9.9, highlighting its competitive pricing, exceptional amenities, and prime location, all rated at 10 out of 10. Renters can enjoy luxury living with stylish designs, a private pool, and a clubhouse in a pet-friendly community. Additionally, the property showcases transparency and trustworthiness, supported by a comprehensive array of 14 photos that effectively communicate its offerings.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

9.9
Excellent
With an impressive overall rating of 9.9 out of 10, The Westerly is one of the top properties in this neighborhood. It stands out for Price, Amenities, and Location, so residents can expect their monthly rent payments to give them elevated features, an exceptional standard of living, and a phenomenal experience.

Things you’ll love

  • Images Available

Great for

  • Social life

Floor plans

2 Bedrooms and 2 Baths2 bed2 bath1,085 sqft$2,199 /mo
3 Bedrooms and 2 Baths3 bed2 bath1,408 sqft$3,121 /mo

Let's explore this property.

Amenities for The Westerly

Apartment Amenities

Ceiling FanHardwood-style Flooring
Quartz CountertopsSpacious Closet

Appliances

Garbage DisposalIn-Unit Laundry

Building

Cats OKDogs OK
Fitness CenterGaming Room
Sauna

Grounds

Attached GaragesGrilling Areas
Pet ParkSwimming Pool

Services

Parcel Service
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

Dog Policy

Allowed

Cat Policy

Allowed

Contact for more information on pet policy.

Questions about this property’s policies and fees?

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About The Westerly

HomeApartments in Winter Garden The Westerly

Luxury living has never been easier than in your dream apartment home at The Westerly Apartments. Offering irresistible amenities paired with contemporary interiors and stylish designs, our apartments for rent in Winter Garden are the hallmark of contemporary charm. With exceptional craftsmanship and attention to detail, our pet-friendly community has been designed for your enjoyment. A private pool with an elevated deck and sun-shelf makes for the perfect backdrop to unwind, while the clubhouse is the ideal space for connecting with fellow residents or enjoying hours of fun with friends.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
9.9
/10
Excellent
With an impressive overall rating of 9.9 out of 10, The Westerly is one of the top properties in this neighborhood. It stands out for Price, Amenities, and Location, so residents can expect their monthly rent payments to give them elevated features, an exceptional standard of living, and a phenomenal experience.
How we rated The Westerly
Price·10A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
The Westerly offers an excellent balance between price and value. It's priced competitively for its amenities, location, and other key features. Compared to the median price per bedroom in the area, this property is less than, or about the same as, nearby rentals, so residents can expect great value without too many compromises on their desired standard of living.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
The Westerly stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—pets allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·10A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
The Westerly offers residents unparalleled convenience to popular points of interest, transportation, schools, and more, which provide an elevated quality of life. Communication with management is usually quick and easy, allowing for a more expedited application and renting process, saving you time and money.
Quality·10A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
The Westerly has notable characteristics that give it an edge. It is a verified property that stands out from others nearby as an exceptional choice for renters looking for a specific lifestyle. Offering a combination of prestige, modernity, and tailored living experiences, residents can expect nothing short of excellence at The Westerly.
Trustworthiness·9A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The Westerly has gone above and beyond to craft a useful, detailed description, demonstrating transparency and trustworthiness, and giving renters a clear picture of what to expect from the property and its management, so they can make an informed decision about whether the rental meets their needs.

The Westerly is great for:

Social life

  • Areas nearby are accessible by walking
  • A bustling neighborhood
  • Diverse age groups live in this area
  • This community has public spaces on site, like fitness centers or pools

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 The Westerly compares to other nearby properties.

Positives

Images Available
There are at least 10 photos of this address

Considerations

Grow a garden indoors
A balcony, backyard, or shared outdoor space isn't available
No in-unit dishwasher
Dishwashers aren't available

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Rent trends in Winter Garden

If you decide to upgrade your space, you can expect 2-bedrooms at The Westerly to be 3% more than the average for similarly sized apartments in Winter Garden.

3-bedroom apartments at The Westerly cost about 16% more than the average rent price for 3-bedroom apartments in Winter Garden.

Median rents as of Aug 16 2025.
Winter Garden
A table of studio rental data trends in Winter Garden
MonthMedian Rent
January 2024$1,745
February 2024$1,775
March 2024$1,486
April 2024$1,400
June 2024$1,537
July 2024$1,545
August 2024$2,098
August 2025$1,295

Affordability calculator

Can I afford to live at 14680 Westerly Drive?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$87,960/yr

With your selected rent-to-income ratio, you'd ideally want to make $87,960 annually to afford this 2-bedrooms monthly rent price of $2,199.
For more information on rent affordability, visit our rent calculator.

Schools near The Westerly

Keenes Crossing Elementary School

5240 keenes pheasant dr

windermere, FL, 34786

PK, K-5Public
A-

Millennia Gardens Elementary School

3515 gardens ridge way

orlando, FL, 32839

PK, K-5Public
C

Magnolia School

1900 matterhorne dr

orlando, FL, 32818

PK, K-12Public

Silver Pines Academy

4000 silver star rd

orlando, FL, 32808

PK, K-12Public

OCVS Virtual Franchise

1600 silver star rd

orlando, FL, 32804

K-12Public
A-
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Internet available near The Westerly

Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Winter Garden near 14680 Westerly Drive

Walking

1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 14680 Westerly Drive, 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

2/10
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

1/10
Few or no bars within walking distance

Explore the area around 14680 Westerly Drive

Harambe Fruit Market
2901 Osceola Pkwy
Publix
14928 E Orange Lake Blvd
Publix
10650 Avalon Rd
Publix
17445 US Highway 192
Walmart Supercenter
2855 N Old Lake Wilson Rd

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