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The Winston 1 of 8

The Winston

$1,980 – $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 69 available units, from studio to three-bedroom, starting at $1,980/mo. 35 studios from $1,980 to $2,435/mo (490–640 sq ft), earliest move-in Sep 23. 22 one-bedrooms from $2,350 to $2,850/mo (715–915 sq ft), earliest move-in Sep 23. 8 two-bedrooms from $3,280 to $3,450/mo (1,035–1,080 sq ft), earliest move-in Sep 23. 4 three-bedrooms from $4,300 to $4,570/mo (1,330–1,360 sq ft), earliest move-in Sep 23. Prices checked September 24, 2026.

Studio-S5

Starting at $1,980

Studio • 1 Bath • 490 Sq Ft

2 available unitsPriceSq ftAvailableOpen unit
231$1,980490Sep 23
531$1,980490Sep 23

Studio-S6

Starting at $1,980

Studio • 1 Bath • 550 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
116$1,980550Sep 23
316$1,980550Sep 23
516$2,220550Sep 23

Studio-S1

Starting at $2,080

Studio • 1 Bath • 490 Sq Ft

11 available unitsPriceSq ftAvailableOpen unit
405$2,080490Sep 23
504$2,120490Sep 23
217$2,130490Sep 23
240$2,130490Sep 23
317$2,130490Sep 23
324$2,130490Sep 23
339$2,130490Sep 23
340$2,130490Sep 23
417$2,130490Sep 23
433$2,130490Sep 23
517$2,170490Sep 23

Studio-S8

Starting at $2,089

Studio • 1 Bath • 535 Sq Ft

14 available unitsPriceSq ftAvailableOpen unit
120$2,089535Sep 23
122$2,089535Sep 23
123$2,345535Sep 23
522$2,385535Sep 23
219$2,395535Sep 23
221$2,395535Sep 23
223$2,395535Sep 23
234$2,395535Sep 23
323$2,395535Sep 23
338$2,395535Sep 23
434$2,395535Sep 23
523$2,435535Sep 23
536$2,435535Sep 23
538$2,435535Sep 23

Studio-S10

Starting at $2,090

Studio • 1 Bath • 640 Sq Ft

4 available unitsPriceSq ftAvailableOpen unit
257$2,090640Sep 23
357$2,100640Sep 23
457$2,200640Sep 23
557$2,350640Sep 23

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

14 available unitsPriceSq ftAvailableOpen unit
112$2,350725Sep 23
114$2,350725Sep 23
314$2,350725Sep 23
406$2,565725Sep 23
414$2,565725Sep 23
260$2,590725Sep 23
263$2,590725Sep 23
363$2,590725Sep 23
463$2,590725Sep 23
506$2,605725Sep 23
512$2,605725Sep 23
559$2,630725Sep 23
560$2,630725Sep 23
542$2,655725Sep 23

1 Bed-1 Bath-A3

Starting at $2,560

1 Bedroom • 1 Bath • 715 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
355$2,560715Sep 23

1 Bed-1 Bath-A4

Starting at $2,560

1 Bedroom • 1 Bath • 825 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
102$2,560825Sep 23
202$2,560825Sep 23
402$2,560825Sep 23

1 Bed-1 Bath Den-A5

Starting at $2,575

1 Bedroom • 1 Bath • 850 Sq Ft

2 available unitsPriceSq ftAvailableOpen unit
227$2,575850Sep 23
327$2,575850Sep 23

1 Bed-1 Bath-A2

Starting at $2,630

1 Bedroom • 1 Bath • 725 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
565$2,630725Sep 23

1 Bed-1 Bath Den-A6

Starting at $2,850

1 Bedroom • 1 Bath • 915 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
245$2,850915Sep 23

2 Bed-2 Bath-B2

Starting at $3,280

2 Bedrooms • 2 Baths • 1,035 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
547$3,2801,035Sep 23

2 Bed-2 Bath-B1

Starting at $3,285

2 Bedrooms • 2 Baths • 1,080 Sq Ft

6 available unitsPriceSq ftAvailableOpen unit
128$3,2851,080Sep 23
362$3,2851,080Sep 23
508$3,2851,080Sep 23
549$3,2851,080Sep 23
511$3,4251,080Sep 23
562$3,4501,080Sep 23

2 Bed-2 Bath-B3

Starting at $3,285

2 Bedrooms • 2 Baths • 1,070 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
129$3,2851,070Sep 23

3 Bed-2 Bath-C2

Starting at $4,300

3 Bedrooms • 2 Baths • 1,330 Sq Ft

1 available unitPriceSq ftAvailableOpen unit
556$4,3001,330Sep 23

3 Bed-2 Bath-C1

Starting at $4,350

3 Bedrooms • 2 Baths • 1,360 Sq Ft

3 available unitsPriceSq ftAvailableOpen unit
201$4,3501,360Sep 23
248$4,5701,360Sep 23
401$4,5701,360Sep 23

What are the fees and lease terms at The Winston?

Rent at The Winston is $1,980 – $4,570 per month. The earliest listed move-in is Sep 23. Prices checked September 24, 2026.

  • Rent

    $1,980 – $4,570/mo

  • Earliest move-in

    Sep 23

What amenities does The Winston have?

The Winston lists 29 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

Where is The Winston?

The Winston is at 301 Winchester Ave, New Haven, CT, 06511.

301 Winchester Ave, New Haven, CT, 06511

What is the neighborhood around The Winston like?

The Winston is in the Prospect Hill Historic District neighborhood of New Haven. From The Winston, the nearest grocery store is Shop N Save Grocery & Deli (9-minute walk).

  • Nearest grocery store

    Shop N Save Grocery & Deli · 9-minute walk

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 (grade C), transit is minimal (grade F), and biking is very bikeable (grade A).

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?

Mia's Tlc Group Day Care is 0.3 miles from The Winston. 10 schools are listed nearby.

SchoolTypeLevelDistance

Mia's Tlc Group Day Care

Private · Preschool		PrivatePreschool0.3 mi

Celentano Biotech Health and Medical Magnet School

Public · Middle		PublicMiddle0.4 mi

Eb Jackson Child Care Program

Private · Preschool		PrivatePreschool0.4 mi

Yale Divinity Nursery School

Private · Preschool		PrivatePreschool0.5 mi

Foote School

Private · Middle		PrivateMiddle0.6 mi

Calvin Hill Daycare Center & Klf Kindergarten

Private · Elementary		PrivateElementary0.6 mi

Lincoln-Bassett Head Start Center

Private · Preschool		PrivatePreschool0.6 mi

Yls Early Learning Center

Private · Preschool		PrivatePreschool0.7 mi

Children's Co-Op Day Care

Private · Preschool		PrivatePreschool0.8 mi

Harris & Tucker Pre-School

Private · Preschool		PrivatePreschool0.9 mi

How do I contact The Winston?

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

Bozzuto

Property manager