S2
Starting at $2,035
Studio • 1 Bath • 676 Sq Ft
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$1,722 – $3,252/mo
Berkshire Winter Park currently lists 11 floor plans across 29 available units, from studio to three-bedroom, starting at $1,722/mo. 9 studios from $2,035 to $2,295/mo (676–762 sq ft), earliest move-in Oct 12. 12 one-bedrooms from $1,722 to $2,339/mo (731–785 sq ft), earliest move-in Oct 12. 7 two-bedrooms from $2,588 to $3,252/mo (1,064–1,351 sq ft), earliest move-in Oct 12. 1 three-bedroom at $3,097/mo (1,393 sq ft), earliest move-in Dec 10. Prices checked October 12, 2026.
Starting at $2,035
Studio • 1 Bath • 676 Sq Ft
Starting at $2,069
Studio • 1 Bath • 707 Sq Ft
Starting at $2,295
Studio • 1 Bath • 762 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 434 | $2,295 | 762 | Oct 12 |
Starting at $1,722
1 Bedroom • 1 Bath • 731 Sq Ft
Starting at $1,797
1 Bedroom • 1 Bath • 785 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 433 | $1,797 | 785 | Oct 12 |
Starting at $1,824
1 Bedroom • 1 Bath • 772 Sq Ft
Starting at $2,339
1 Bedroom • 1 Bath • 760 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 316 | $2,339 | 760 | Nov 4 |
Starting at $2,588
2 Bedrooms • 2 Baths • 1,222 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 251 | $2,588 | 1,222 | Nov 29 |
Starting at $3,036
2 Bedrooms • 2 Baths • 1,064 Sq Ft
Starting at $3,252
2 Bedrooms • 2 Baths • 1,351 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 127 | $3,252 | 1,351 | Oct 12 |
Starting at $3,097
3 Bedrooms • 2 Baths • 1,393 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| 105 | $3,097 | 1,393 | Dec 10 |
See all 88 units listed at Berkshire Winter Park, including ones no longer available.
Rent at Berkshire Winter Park is $1,722 – $3,252 per month. Leases are typically 12 months. The earliest listed move-in is Oct 12. Prices checked October 12, 2026.
Rent
$1,722 – $3,252/moLease term
12 monthsEarliest move-in
Oct 12Berkshire 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
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.
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.
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.
Berkshire Winter Park is an apartment.
Building
ApartmentBerkshire Winter Park is managed by Berkshire Residential.