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Berkshire Winter Park 1 of 7

Berkshire Winter Park

$1,804 – $3,400/mo

What floor plans are available at Berkshire Winter Park?

Berkshire Winter Park currently lists 11 floor plans across 29 available units, from studio to three-bedroom, starting at $1,804/mo. 5 studios from $2,117 to $2,320/mo (676–762 sq ft), earliest move-in Sep 26. 14 one-bedrooms from $1,804 to $2,319/mo (731–785 sq ft), earliest move-in Sep 23. 9 two-bedrooms from $2,633 to $3,400/mo (1,064–1,351 sq ft), earliest move-in Sep 23. 1 three-bedroom at $3,172/mo (1,393 sq ft), earliest move-in Dec 10. Prices checked September 24, 2026.

S2

Starting at $2,117

Studio • 1 Bath • 676 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
142$2,117676Oct 11
417$2,117676Nov 3
254$2,117676Nov 10

S1

Starting at $2,151

Studio • 1 Bath • 707 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
370$2,151707Nov 26

S2L

Starting at $2,320

Studio • 1 Bath • 762 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
434$2,320762Sep 26

A3

Starting at $1,804

1 Bedroom • 1 Bath • 772 Sq Ft

6 available unitsPriceSq ftAvailableOpen unit
264$1,804772Sep 27
350$1,804772Sep 30
480$1,804772Oct 10
424$1,804772Oct 17
107$1,804772Oct 28
180$1,804772Nov 26

A2

Starting at $2,273

1 Bedroom • 1 Bath • 731 Sq Ft

6 available unitsPriceSq ftAvailableOpen unit
423$2,273731Sep 23
443$2,273731Sep 23
468$2,273731Sep 23
268$2,273731Sep 25
171$2,273731Nov 13
148$2,273731Nov 16

A1

Starting at $2,292

1 Bedroom • 1 Bath • 785 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
433$2,292785Sep 23

A4

Starting at $2,319

1 Bedroom • 1 Bath • 760 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
316$2,319760Nov 4

B2

Starting at $2,633

2 Bedrooms • 2 Baths • 1,222 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
251$2,6331,222Nov 29

B1

Starting at $3,129

2 Bedrooms • 2 Baths • 1,064 Sq Ft

7 available unitsPriceSq ftAvailableOpen unit
140$3,1291,064Sep 23
319$3,1291,064Sep 23
413$3,1291,064Sep 23
275$3,1291,064Oct 7
409$3,1291,064Nov 9
240$3,1291,064Nov 27
469$3,1291,064Dec 10

B3

Starting at $3,400

2 Bedrooms • 2 Baths • 1,351 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
127$3,4001,351Sep 23

C1

Starting at $3,172

3 Bedrooms • 2 Baths • 1,393 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
105$3,1721,393Dec 10

What are the fees and lease terms at Berkshire Winter Park?

Rent at Berkshire Winter Park is $1,804 – $3,400 per month. Leases are typically 12 months. The earliest listed move-in is Sep 23. Prices checked September 24, 2026.

  • Rent

    $1,804 – $3,400/mo
  • Lease term

    12 months
  • Earliest move-in

    Sep 23

What amenities does Berkshire Winter Park have?

Berkshire Winter Park lists 43 amenities, including a gym, a pool, and pet-friendly spaces.

  • Access Controlled Building & Garage

  • Amazon Lockers & Package Room With 24-Hour Access

  • Ample Kitchen Storage With Separate Pantry *

  • Bathrooms & Closets With Custom Sliding-Barn Doors *

  • Bicycle-Friendly Living

  • Breakfast Bar With Built-In Wine Refrigerator *

  • Ceiling Fans With Lights & 3-Speed Slide Switch

  • Chef-Inspired Kitchen

  • Complimentary High Speed Wi-Fi Throughout Amenity Spaces

  • Curated Clubroom With Hdtv'S

  • Designer Bathrooms With Quartz Countertops

  • Dual-Entrance Bathrooms *

  • Electric Vehicle Charging

  • Expansive Walk-In Closets *

  • Fully-Equipped Podcast Studio

  • Game Room With Billiards

  • Ge Full-Size Washer & Dryer

  • Hardwood-Inspired Plank Flooring *

  • Hiit-Inspired Fitness Studio With Boxing

  • Large Chef'S Island *

  • Lavish Pool With Sun Deck

  • Linen Closets With Shelving

  • Lounge Seating & Shaded Cabanas

  • Lush Hammock Garden & Terrace

  • Makers Creative Studio With Gift Wrapping Station

  • Open-Air Sphere Fountain With Relaxed Seating

  • Oversized Windows With Custom 2" Blinds

  • Pet-Friendly Apartments-Large Pets Welcome

  • Pet-Friendly Pet Spa & Paw Park

  • Plush Carpeting In Bedrooms *

  • Private Balcony Or Patio *

  • Rideshare Lounge

  • Sleek Chrome Kitchen Faucets

  • Soaking Tub Or Walk-In Glass Shower

  • Stainless Steel Ge Appliances

  • Sun Terrace With Al-Fresco Dining & Outdoor Grills

  • Tech-Rich With Keyless Entry & Usb Charging Outlets

  • Two Courtyard Fireside Retreats

  • Urban-Inspired Studio, One, Two, & Three Bedroom Apartments

  • Vaulted 10' Ceilings *

  • Velo Bike Repair & Storage

  • White Or Grey Designer Color Schemes In Kitchen

  • Work-From-Home Lounge


What do the amenities at Berkshire Winter Park look like?

  • Pool
  • Gym
  • Game room

Residents give Berkshire Winter Park a B grade (about 4.2 out of 5) from 200+ reviews. Berkshire Winter Park offers attractive amenities, a convenient location, and responsive maintenance staff that residents consistently praise. However, the property is marked by escalating fees, communication challenges, and recurring infrastructure issues including elevator outages and fire alarm disruptions that significantly detract from the resident experience.

4.20 · 200+ reviews
Overall rating
Positive
Mixed
Neutral
Negative
Management3.0
Amenities and Shared Spaces3.0
Maintenance3.5
Building Quality2.8
Location2.2

Berkshire Winter Park offers attractive amenities, a convenient location, and responsive maintenance staff that residents consistently praise. However, the property is marked by escalating fees, communication challenges, and recurring infrastructure issues including elevator outages and fire alarm disruptions that significantly detract from the resident experience. Management responsiveness varies, with some residents reporting difficulty reaching the leasing office, while long-term residents express frustration with rent increases that exceed market rates and lack of transparency around new charges.

Management responsiveness and communication have become significant concerns, with many residents reporting difficulty reaching the leasing office and unresponsiveness to maintenance requests. A major source of dissatisfaction is the introduction of numerous new fees—including guest parking, parking spot fees, trash, bike storage, and utility charges—which residents perceive as unexpected and poorly communicated. While the maintenance team consistently receives praise for professionalism and quick response times, leasing office staff experiences are mixed, with some residents reporting helpful and patient service while others describe dismissive or rude interactions. Long-term residents express particular frustration with rent increases that exceed market rates for comparable units, creating a perception that loyalty is not valued.

Amenities at this property include a pool, gym, game room, dog park, and grilling areas that residents generally describe as spacious and well-maintained. However, the property has introduced numerous fees for previously complimentary services—including parking, guest parking, trash, EV charging, and utility usage—which residents report as a significant source of frustration. Maintenance is consistently praised as responsive and professional, though elevator outages, pest control issues, and package room security concerns have been recurring problems. Cleanliness of common areas is maintained, though trash room management and hallway upkeep have been inconsistent.

Maintenance response is consistently fast and professional, with work orders typically completed within 24 hours and after-hours emergency service available. Residents frequently praise the maintenance team's competence, courtesy, and problem-solving approach. However, some residents report unresolved appliance issues over extended periods and disputes over repair costs and responsibility attribution.

The building presents mixed conditions with notable maintenance challenges. Elevator breakdowns occur frequently and sometimes last weeks, creating accessibility concerns. Pest control issues including roaches and occasional rodent sightings have been reported in common areas and some units. Cleanliness standards vary, with maintenance staff praised for responsiveness but concerns raised about common area upkeep and move-in unit preparation.

The property benefits from a convenient location near downtown Winter Park and Orlando with easy highway access, which residents consistently cite as a major advantage. However, this location advantage is significantly undermined by escalating fees—including paid guest parking ($6/day, 6 PM–6 AM), resident parking charges, bike storage fees, and utility surcharges—that residents perceive as excessive and poorly communicated. Parking logistics remain problematic, with frequent unavailability on resident floors, garage gate malfunctions, and reports of break-ins in visitor areas. While the maintenance team receives consistent praise, overall satisfaction with the property's location value has declined due to cumulative fee increases that outpace market rates in the surrounding area.


What is Berkshire Winter Park like?

Discover studio, 1-, 2-, and 3-bedroom apartment homes at Berkshire Winter Park. Resort-style amenities, podcast studio, and pool.

Discover studio, 1-, 2-, and 3-bedroom apartment homes at Berkshire Winter Park. Resort-style amenities, podcast studio, and pool. Located off 1-4. Tour today.


How big is Berkshire Winter Park?

Berkshire Winter Park is an apartment.

  • Building

    Apartment

How do I contact Berkshire Winter Park?

Berkshire Winter Park is managed by Berkshire Residential.