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The Winston 1 of 8

The Winston

$1,890 – $4,570/mo

301 Winchester Ave, New Haven, CT, 06511

What floor plans are available at The Winston?

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 unitsPriceSq ftAvailableOpen unit
405$2,080490Oct 1
504$2,120490Oct 1
217$2,130490Oct 1
240$2,130490Oct 1
317$2,130490Oct 1
324$2,130490Oct 1
339$2,130490Oct 1
340$2,130490Oct 1
417$2,130490Oct 1
433$2,130490Oct 1
517$2,170490Oct 1
315$1,890490Oct 7

Studio-S5

Starting at $1,980

Studio • 1 Bath • 490 Sq Ft

2 available unitsPriceSq ftAvailableOpen unit
531$1,980490Sep 30
231$1,980490Oct 1

Studio-S6

Starting at $1,980

Studio • 1 Bath • 550 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
116$1,980550Oct 1
316$1,980550Oct 1
516$2,220550Oct 1

Studio-S8

Starting at $2,089

Studio • 1 Bath • 535 Sq Ft

14 available unitsPriceSq ftAvailableOpen unit
120$2,089535Oct 1
122$2,089535Oct 1
123$2,345535Oct 1
522$2,385535Oct 1
219$2,395535Oct 1
221$2,395535Oct 1
223$2,395535Oct 1
234$2,395535Oct 1
323$2,395535Oct 1
338$2,395535Oct 1
434$2,395535Oct 1
523$2,435535Oct 1
536$2,435535Oct 1
538$2,435535Oct 1

Studio-S10

Starting at $2,090

Studio • 1 Bath • 640 Sq Ft

4 available unitsPriceSq ftAvailableOpen unit
257$2,090640Oct 1
357$2,100640Oct 1
457$2,200640Oct 1
557$2,350640Oct 1

Studio-S9

Starting at $2,090

Studio • 1 Bath • 600 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
354$2,090600Oct 2

1 Bed-1 Bath-A1

Starting at $2,350

1 Bedroom • 1 Bath • 725 Sq Ft

12 available unitsPriceSq ftAvailableOpen unit
314$2,350725Sep 29
114$2,350725Oct 1
542$2,555725Oct 1
406$2,565725Oct 1
414$2,565725Oct 1
260$2,590725Oct 1
363$2,590725Oct 1
463$2,590725Oct 1
506$2,605725Oct 1
559$2,630725Oct 1
560$2,630725Oct 1
312$2,565725Oct 4

1 Bed-1 Bath-A3

Starting at $2,560

1 Bedroom • 1 Bath • 715 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
355$2,560715Oct 1

1 Bed-1 Bath-A4

Starting at $2,560

1 Bedroom • 1 Bath • 825 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
102$2,560825Oct 1
202$2,560825Oct 1
402$2,560825Oct 1

1 Bed-1 Bath Den-A5

Starting at $2,575

1 Bedroom • 1 Bath • 850 Sq Ft

2 available unitsPriceSq ftAvailableOpen unit
227$2,575850Oct 1
327$2,575850Oct 1

1 Bed-1 Bath-A2

Starting at $2,630

1 Bedroom • 1 Bath • 725 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
565$2,630725Oct 1

1 Bed-1 Bath Den-A6

Starting at $2,850

1 Bedroom • 1 Bath • 915 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
245$2,850915Oct 1

2 Bed-2 Bath-B2

Starting at $3,280

2 Bedrooms • 2 Baths • 1,035 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
547$3,2801,035Oct 1

2 Bed-2 Bath-B1

Starting at $3,285

2 Bedrooms • 2 Baths • 1,080 Sq Ft

5 available unitsPriceSq ftAvailableOpen unit
362$3,2851,080Oct 1
508$3,2851,080Oct 1
549$3,2851,080Oct 1
562$3,4501,080Oct 1
344$3,4851,080Oct 1

2 Bed-2 Bath-B3

Starting at $3,285

2 Bedrooms • 2 Baths • 1,070 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
129$3,2851,070Oct 1

3 Bed-2 Bath-C2

Starting at $4,300

3 Bedrooms • 2 Baths • 1,330 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
556$4,3001,330Oct 1

3 Bed-2 Bath-C1

Starting at $4,350

3 Bedrooms • 2 Baths • 1,360 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
201$4,3501,360Oct 1
248$4,5701,360Oct 1
401$4,5701,360Oct 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.

SchoolTypeLevelDistance

Highville Charter School

Charter · High
CharterHigh0.1 mi

Wexler/Grant Community School

Public · Middle
PublicMiddle0.3 mi

James Hillhouse High School

Public · High
PublicHigh0.6 mi

Lincoln-Bassett School

Public · Elementary
PublicElementary0.6 mi

Sankofa Learning Center

Oosle · Elementary
OosleElementary0.7 mi

Worthington Hooker School

Public · Middle
PublicMiddle0.8 mi

Bumble Bee Academy Dc & Ps

Private · Preschool
PrivatePreschool0.8 mi

New Haven Academy

Public · High
PublicHigh0.8 mi

Yeshiva Gedolah Rabbinical Inst

Private · High
PrivateHigh0.9 mi

Augusta Lewis Troup School

Public · Middle
PublicMiddle0.9 mi

How do I contact The Winston?

The Winston is managed by Bozzuto. Call 833.863.1366 to tour or ask about availability.