The Winston currently lists 17 floor plans across 67 available units, from studio to three-bedroom, starting at $1,890/mo. 36 studios from $1,890 to $2,435/mo (490–640 sq ft), earliest move-in Sep 30. 20 one-bedrooms from $2,350 to $2,850/mo (715–915 sq ft), earliest move-in Sep 29. 7 two-bedrooms from $3,280 to $3,485/mo (1,035–1,080 sq ft), earliest move-in Oct 1. 4 three-bedrooms from $4,300 to $4,570/mo (1,330–1,360 sq ft), earliest move-in Oct 1. Prices checked October 2, 2026.
Studio-S1
Starting at $1,890
Studio • 1 Bath • 490 Sq Ft
12 available units
Price
Sq ft
Available
Open unit
405
$2,080
490
Oct 1
504
$2,120
490
Oct 1
217
$2,130
490
Oct 1
240
$2,130
490
Oct 1
317
$2,130
490
Oct 1
324
$2,130
490
Oct 1
339
$2,130
490
Oct 1
340
$2,130
490
Oct 1
417
$2,130
490
Oct 1
433
$2,130
490
Oct 1
517
$2,170
490
Oct 1
315
$1,890
490
Oct 7
Studio-S5
Starting at $1,980
Studio • 1 Bath • 490 Sq Ft
2 available units
Price
Sq ft
Available
Open unit
531
$1,980
490
Sep 30
231
$1,980
490
Oct 1
Studio-S6
Starting at $1,980
Studio • 1 Bath • 550 Sq Ft
3 available units
Price
Sq ft
Available
Open unit
116
$1,980
550
Oct 1
316
$1,980
550
Oct 1
516
$2,220
550
Oct 1
Studio-S8
Starting at $2,089
Studio • 1 Bath • 535 Sq Ft
14 available units
Price
Sq ft
Available
Open unit
120
$2,089
535
Oct 1
122
$2,089
535
Oct 1
123
$2,345
535
Oct 1
522
$2,385
535
Oct 1
219
$2,395
535
Oct 1
221
$2,395
535
Oct 1
223
$2,395
535
Oct 1
234
$2,395
535
Oct 1
323
$2,395
535
Oct 1
338
$2,395
535
Oct 1
434
$2,395
535
Oct 1
523
$2,435
535
Oct 1
536
$2,435
535
Oct 1
538
$2,435
535
Oct 1
Studio-S10
Starting at $2,090
Studio • 1 Bath • 640 Sq Ft
4 available units
Price
Sq ft
Available
Open unit
257
$2,090
640
Oct 1
357
$2,100
640
Oct 1
457
$2,200
640
Oct 1
557
$2,350
640
Oct 1
Studio-S9
Starting at $2,090
Studio • 1 Bath • 600 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
354
$2,090
600
Oct 2
1 Bed-1 Bath-A1
Starting at $2,350
1 Bedroom • 1 Bath • 725 Sq Ft
12 available units
Price
Sq ft
Available
Open unit
314
$2,350
725
Sep 29
114
$2,350
725
Oct 1
542
$2,555
725
Oct 1
406
$2,565
725
Oct 1
414
$2,565
725
Oct 1
260
$2,590
725
Oct 1
363
$2,590
725
Oct 1
463
$2,590
725
Oct 1
506
$2,605
725
Oct 1
559
$2,630
725
Oct 1
560
$2,630
725
Oct 1
312
$2,565
725
Oct 4
1 Bed-1 Bath-A3
Starting at $2,560
1 Bedroom • 1 Bath • 715 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
355
$2,560
715
Oct 1
1 Bed-1 Bath-A4
Starting at $2,560
1 Bedroom • 1 Bath • 825 Sq Ft
3 available units
Price
Sq ft
Available
Open unit
102
$2,560
825
Oct 1
202
$2,560
825
Oct 1
402
$2,560
825
Oct 1
1 Bed-1 Bath Den-A5
Starting at $2,575
1 Bedroom • 1 Bath • 850 Sq Ft
2 available units
Price
Sq ft
Available
Open unit
227
$2,575
850
Oct 1
327
$2,575
850
Oct 1
1 Bed-1 Bath-A2
Starting at $2,630
1 Bedroom • 1 Bath • 725 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
565
$2,630
725
Oct 1
1 Bed-1 Bath Den-A6
Starting at $2,850
1 Bedroom • 1 Bath • 915 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
245
$2,850
915
Oct 1
2 Bed-2 Bath-B2
Starting at $3,280
2 Bedrooms • 2 Baths • 1,035 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
547
$3,280
1,035
Oct 1
2 Bed-2 Bath-B1
Starting at $3,285
2 Bedrooms • 2 Baths • 1,080 Sq Ft
5 available units
Price
Sq ft
Available
Open unit
362
$3,285
1,080
Oct 1
508
$3,285
1,080
Oct 1
549
$3,285
1,080
Oct 1
562
$3,450
1,080
Oct 1
344
$3,485
1,080
Oct 1
2 Bed-2 Bath-B3
Starting at $3,285
2 Bedrooms • 2 Baths • 1,070 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
129
$3,285
1,070
Oct 1
3 Bed-2 Bath-C2
Starting at $4,300
3 Bedrooms • 2 Baths • 1,330 Sq Ft
1 available unit
Price
Sq ft
Available
Open unit
556
$4,300
1,330
Oct 1
3 Bed-2 Bath-C1
Starting at $4,350
3 Bedrooms • 2 Baths • 1,360 Sq Ft
3 available units
Price
Sq ft
Available
Open unit
201
$4,350
1,360
Oct 1
248
$4,570
1,360
Oct 1
401
$4,570
1,360
Oct 1
What are the fees and lease terms at The Winston?
Rent at The Winston is $1,890 – $4,570 per month. The earliest listed move-in is Sep 29. Prices checked October 2, 2026.
Rent
$1,890 – $4,570/mo
Earliest move-in
Sep 29
What amenities does The Winston have?
The Winston lists 56 amenities, including a gym, a pool, and parking.
Bike Storage
Business Center
Clubhouse
Communal Kitchen
Conference Room
Elevator
Fitness Center
Free Weights
Furnished Apartments Available
Group Exercise
Guest Suites
High-Speed Internet Access
Library
Media Room
Near Public Transit
On-Site Maintenance
Open Surface Parking
Outdoor Kitchen With Grills
Outdoor Movie Theater
Pocket Park
Recreation Room
Recycling
Sipwithme Coffee
Smoke-Free Community
Sports Court
Swimming Pool
Tv Lounge
Walking/Biking Trails
Wi-Fi In Common Areas
Air Conditioning
Barn Doors
Cable Ready
Controlled Access
Courtyard
Dishwasher
Double-Sink Vanity
Dryer
Framed Mirrors
Furnished Apartments
Hardwood Flooring
Heat
Individual Climate Control
Kitchen Island
Large Closets
Linen Closet
Microwave
Oversized Windows
Pantry
Private Balcony
Range
Refrigerator
View
Vinyl Flooring
Washer
Wheelchair Accessible
Wifi Ready With Highspeed Connectivity
Where is The Winston?
The Winston is at 301 Winchester Ave, New Haven, CT, 06511.
301 Winchester Ave, New Haven, CT, 06511
Residents give The Winston an A+ grade (about 4.9 out of 5) from 7 reviews. Residents consistently report a positive overall experience at The Winston, highlighting seamless move-in processes, responsive and helpful staff, and well-maintained units and common areas. The property offers convenient location access to retail and dining, modern amenities including fitness and recreational facilities, and clean, well-designed spaces throughout the complex.
4.90
Overall rating
Positive
Mixed
Neutral
Negative
Management5.0
Location5.0
Amenities and Shared Spaces5.0
Building Quality5.0
Residents consistently report a positive overall experience at The Winston, highlighting seamless move-in processes, responsive and helpful staff, and well-maintained units and common areas. The property offers convenient location access to retail and dining, modern amenities including fitness and recreational facilities, and clean, well-designed spaces throughout the complex.
Management and leasing staff consistently receive praise for responsiveness, helpfulness, and professionalism throughout the leasing and move-in process. Residents report smooth, stress-free experiences with staff who are accommodating, communicative, and willing to assist with various needs. The office team is noted for making coordination, unit tours, and move-in procedures seamless and efficient.
The Winston offers a convenient location with easy access to grocery stores, restaurants, and retail in the nearby Hamden area. Residents appreciate the proximity to downtown while noting the property maintains a quieter setting away from excessive noise. The location balances walkability and short driving distances to essential services and dining options.
Residents praise The Winston's well-maintained amenities and shared spaces, including the gym, pool, library, media room, and phone booth. Common areas and hallways are kept in pristine condition, and the property's convenient location near grocery stores, restaurants, and retail makes it accessible for daily needs. Staff are noted as responsive and helpful with move-in procedures and general assistance.
The building is maintained in pristine condition with clean hallways and amenity spaces. The apartment finishes were in excellent condition upon move-in. Staff maintains the property well and responds helpfully to resident needs.
Is The Winston walkable?
The Winston is walkable, transit is minimal, and biking is very bikeable.
WALK
Walkable
TRANSIT
Minimal Transit
BIKE
Very Bikeable
What is The Winston like?
The Winston offers a lifestyle that’s equal parts refined and welcoming. Spacious studio to three-bedroom residences blend elevated design with everyday comfort—featuring open layouts, warm finishes, and thoughtful details that make it easy to settle in and make it your own.
The Winston offers a lifestyle that’s equal parts refined and welcoming. Spacious studio to three-bedroom residences blend elevated design with everyday comfort—featuring open layouts, warm finishes, and thoughtful details that make it easy to settle in and make it your own. Beyond your front door, curated amenities await—from cozy corners and rooftop views to vibrant community spaces perfect for morning coffee, remote work, or casual gatherings. And with New Haven’s energy just outside, you’re steps from cafés, culture, and the charm of Yale—inviting you to explore, linger, and love where you live.
How big is The Winston?
The Winston is an apartment.
Building
Apartment
What schools are near The Winston?
Highville Charter School is 0.1 miles from The Winston. 10 schools are listed nearby.
School
Type
Level
Distance
Highville Charter School
Charter · High
Charter
High
0.1 mi
Wexler/Grant Community School
Public · Middle
Public
Middle
0.3 mi
James Hillhouse High School
Public · High
Public
High
0.6 mi
Lincoln-Bassett School
Public · Elementary
Public
Elementary
0.6 mi
Sankofa Learning Center
Oosle · Elementary
Oosle
Elementary
0.7 mi
Worthington Hooker School
Public · Middle
Public
Middle
0.8 mi
Bumble Bee Academy Dc & Ps
Private · Preschool
Private
Preschool
0.8 mi
New Haven Academy
Public · High
Public
High
0.8 mi
Yeshiva Gedolah Rabbinical Inst
Private · High
Private
High
0.9 mi
Augusta Lewis Troup School
Public · Middle
Public
Middle
0.9 mi
How do I contact The Winston?
The Winston is managed by Bozzuto. Call 833.863.1366 to tour or ask about availability.