The Westerly
Winter Garden, FL · $1,596–$4,008/mo advertised price

The Westerly – Winter Garden, FL

14680 Westerly Drive, Winter Garden, FL 34787
Current pricing requires confirmation
$1,596–$4,008/ month · 1–3 Bed — advertised price

This is the price the property advertises. Confirm what it includes, along with the current total monthly leasing price and all charges, directly with the property before applying or signing a lease.

Pricing last checked August 19, 2026 · property website · confirm with the property
Studio–3 BedLayouts
678–1,567Sq Ft
YesPets
  • 24/7 fitness center
  • Pet spa
  • EV charging stations
  • Resident clubhouse
The Westerly community photo - Winter Garden, FL
20 photos

About

The Westerly is a smoke-free apartment community in Winter Garden, Florida, with studio, one-, two-, and three-bedroom homes. Floor plans range from 678 to 1,567 square feet, and apartment features include quartz countertops, energy-efficient stainless steel appliances, hardwood-style floors, and a full-size washer and dryer in every home. Select apartments add extras like glass-stall showers, oversized soaking tubs, 10-foot ceilings, and screened-in balconies/patios. Around the community, you’ll find a private pool with an elevated deck and sunshelf, a 24/7 fitness center, a work-from-home center, and outdoor recreation spaces with bocce, ping pong, and swings. The Westerly sits in Flamingo Crossings Town Center in the Horizon West area, with quick access to SR 429 and Western Way and close proximity to shopping at places like Publix, Target, Hamlin Town Center, and Winter Garden Village at Fowler Groves.

Advertised price (confirm with the property)
$1,596–$4,008
Bedrooms
Studio–3 Bed
Home size
678–1,567 sq ft
Pets
Pet friendly

Rent by bedroom

HomeStarting rentFloor plans
Studio678 sq ft Contact for pricing 1
1 Bedroom724–1,144 sq ft From $1,596/mo 6
2 Bedroom1,085–1,567 sq ft From $1,671/mo 4
3 Bedroom1,302–1,408 sq ft From $2,388/mo 2

Floor Plans

13 floor plans · 678–1,567 sq ft.

Current availability is not tracked for this community. Contact the property or visit the official property website for available homes. Floor-plan details describe the community and do not indicate current unit availability.

Studios

1 plan · 678 sq ft
S1
Studio · 1 ba · 678 sq ft
Contact for pricing
Request a tour → for S1 Ask about this plan S1

1 Bedroom

6 plans · 724–1,144 sq ft
A1
1 bd · 1 ba · 724 sq ft
$1,596–$2,222/mo
Request a tour → for A1 Ask about this plan A1
A2
1 bd · 1 ba · 771 sq ft
Contact for pricing
Request a tour → for A2 Ask about this plan A2
A3
1 bd · 1 ba · 801 sq ft
Contact for pricing
Request a tour → for A3 Ask about this plan A3
A4
1 bd · 1 ba · 803 sq ft
$1,601–$2,168/mo
Request a tour → for A4 Ask about this plan A4
A5
1 bd · 1 ba · 858 sq ft
Contact for pricing
Request a tour → for A5 Ask about this plan A5
A6
1 bd · 1 ba · 1144 sq ft
Contact for pricing
Request a tour → for A6 Ask about this plan A6

2 Bedroom

4 plans · 1,085–1,567 sq ft
B1
2 bd · 2 ba · 1085 sq ft
$1,671–$2,890/mo
Request a tour → for B1 Ask about this plan B1
B2
2 bd · 2 ba · 1161 sq ft
$1,801–$3,013/mo
Request a tour → for B2 Ask about this plan B2
B3
2 bd · 2 ba · 1567 sq ft
Contact for pricing
Request a tour → for B3 Ask about this plan B3
B4
2 bd · 2 ba · 1095 sq ft
$1,848–$2,901/mo
Request a tour → for B4 Ask about this plan B4

3+ Bedroom

2 plans · 1,302–1,408 sq ft
C1
3 bd · 2 ba · 1302 sq ft
$2,392–$3,713/mo
Request a tour → for C1 Ask about this plan C1
C2
3 bd · 2 ba · 1408 sq ft
$2,388–$4,008/mo
Request a tour → for C2 Ask about this plan C2

Costs & fees

These are the charges we have confirmed. They may not be the full list, so no total monthly price is shown — confirm all charges directly with the property.

Charges that apply in some circumstances

Pet rent $20 per month per pet

Refundable deposits

Security deposit $500 one-time

Pets & Parking

Parking typeAttached garage

Community Amenities

  • 24/7 fitness center
  • Attached garages available
  • Catering kitchen and gathering space
  • Coworking spaces / work from home center
  • Dedicated studio with virtual training mirror
  • EV charging stations
  • Electronic entry locks (controlled access)
  • Gaming room
  • Grilling center
  • High speed internet
  • Outdoor recreation area with bocce, ping pong, and swings
  • Parcel receiving & retrieval center
  • Pet spa
  • Resident clubhouse
  • Resort-style pool with private cabanas
  • Sauna
  • Smoke-free community
  • Wine room with multiple gathering areas

Unit Features

  • Programmable thermostats
  • Bluetooth entry
  • Energy efficient stainless steel appliances
  • Quartz countertops
  • Wood-style / hardwood-style floors
  • Glass stall showers (select units)
  • LED energy efficient lighting
  • Garbage disposal
  • Full size washer/dryer (in-unit)
  • Oversized soaking tub (select units)
  • Spacious closets with shelving
  • 10-foot ceilings (select units)
  • Ceiling fans (select units)
  • 2-inch wood blinds
  • Screened-in balcony/patio (select units)
  • Pool view (select units)
  • Conservation area view (select units)
  • Air conditioning / heat

Neighborhood

The Westerly sits in Flamingo Crossings Town Center in the Horizon West area of Winter Garden, with quick access to SR 429 and Western Way. Walt Disney World’s theme parks are close by, and errands are straightforward with everyday shopping nearby. For groceries and big-box stops, Publix and Target are in the mix, along with Hamlin Town Center and Winter Garden Village at Fowler Groves. Dining options in the area include Bosphorous Turkish Cuisine, The French Cafe (Hamlin), The Pizza Press, The Great Greek Mediterranean Grill, and Ford’s Garage. Recreation around town includes ESPN Wide World of Sports Complex and local golf at Orange County National, Mystic Dunes, and Celebration Golf Club.

What Sets The Westerly Apart

In the Horizon West / Flamingo Crossings area, many communities lean heavily on location alone. The Westerly adds depth with a broader amenity lineup—like a private pool with an elevated deck and sunshelf, a dedicated work-from-home center, and outdoor recreation space with bocce and ping pong. If you’re comparing options near SR 429 and Western Way, The Westerly also stands out for in-home finishes such as quartz countertops, energy-efficient stainless steel appliances, and full-size washer/dryer in every apartment, plus select layouts with screened-in balconies/patios.

Photos

20 photos.

Request a tour

Request a tour at this community and the leasing office will confirm a time.

The property will confirm the date, time, and tour availability.

Request a tour →

Property FAQs

What’s the pet policy at The Westerly?

Pets are allowed—up to two per home with no weight limits. Pet rent is $20 per month. One-time fees are $300 for one pet or $450 for two. Breed restrictions apply.

What are the office hours?

Monday–Friday: 9:00 AM–6:00 PM. Saturday: 10:00 AM–5:00 PM. Sunday: 1:00 PM–5:00 PM.

Do the apartments have in-unit laundry?

Yes. All apartment homes include in-home laundry appliances (washer and dryer).

What appliances come included?

Each apartment includes a fridge, stove, dishwasher, washer, and dryer.

Are short-term leases available?

No—short-term leases aren’t offered.

Which utility providers do residents use?

Water and sewer are through Conservice, and electric is through Duke Energy. Residents set up utilities prior to move-in.

Is renter’s insurance required?

Yes, renter’s insurance is required.

Is there EV charging at the community?

Yes, EV charging stations are available for residents.

Is parking available?

Parking includes open parking plus reserved spots and garage spaces for an additional monthly fee. Additional fees may apply.

Common rental questions about The Westerly

Illustrative examples answered from the property's published details — not a record of questions renters have asked, and not a guarantee.

What apartments in Flamingo Crossings (Horizon West) have coworking space and a 24/7 gym?

The Westerly at 14680 Westerly Drive in Winter Garden sits in Flamingo Crossings Town Center in the Horizon West area. It has coworking spaces/work-from-home center plus a 24/7 fitness center and a dedicated studio with a virtual training mirror. Floor plans run from a studio (S1) up through 1-, 2-, and 3-bedroom layouts.

I’m looking for an apartment near Walt Disney World’s theme parks with EV charging and controlled access — any options in Winter Garden?

The Westerly in Winter Garden is in Flamingo Crossings Town Center with quick access to SR 429 and Western Way, and Walt Disney World’s theme parks are close by. You’ll find EV charging stations and electronic entry locks with controlled access. Homes range from studio to 3-bedroom, and every apartment has a full-size washer and dryer.

What apartments in Winter Garden have an attached garage and in-unit washer/dryer?

The Westerly at 14680 Westerly Drive in Winter Garden has attached garages available. Every apartment includes a full-size washer/dryer, along with quartz countertops and energy-efficient stainless steel appliances. Choose from studio, 1-bedroom, 2-bedroom, or 3-bedroom floor plans.

Contact

Address
14680 Westerly Drive, Winter Garden, FL 34787
Managed by
Willow Bridge Property Company
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Office Hours

Monday:9:00 AM - 6:00 PM Tuesday:9:00 AM - 6:00 PM Wednesday:9:00 AM - 6:00 PM Thursday:9:00 AM - 6:00 PM Friday:9:00 AM - 6:00 PM Saturday:10:00 AM - 5:00 PM Sunday:1:00 PM - 5:00 PM