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The Winston

301 Winchester Ave, New Haven, CT 06511

Floor Plan Summary
Total Monthly Price Bedrooms Bathrooms
$1,998 - $4,578 Studio - 3 1 - 2

Rent Specials

Act Now - Up to 3 Months Free Base Rent on Select Homes, with Availability Through October! *Restrictions May Apply

Pricing and Floor Plans

Rent Estimate
Cost Calculator: Estimate your monthly and one-time fees.

Studio-S1

$1,998 - $2,178
Studio, 1 Bath
490 Sq. Ft.

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20 Rentals Available
Unit
Total Price
Sq. Ft.
Available
405
$2,088
490
Now
240
$2,138
490
Now
340
$2,138
490
Now

Studio-S8

$2,267 - $2,443
Studio, 1 Bath
535 Sq. Ft.

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17 Rentals Available
Unit
Total Price
Sq. Ft.
Available
234
$2,403
535
Now
523
$2,443
535
Now
219
$2,403
535
Now

Studio-S6

$1,998 - $2,228
Studio, 1 Bath
550 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
316
$2,188
550
Now
516
$2,228
550
Now
116
$1,998
550
Now

Studio-S9

$2,398
Studio, 1 Bath
600 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
254
$2,398
600
Now
354
$2,398
600
Now
454
$2,398
600
Now

Studio-S10

$2,478
Studio, 1 Bath
640 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
257
$2,478
640
Now
457
$2,478
640
Now
357
$2,478
640
Now

Studio-S3

$1,998 - $2,063
Studio, 1 Bath
425 Sq. Ft.

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2 Rentals Available
Unit
Total Price
Sq. Ft.
Available
546
$2,063
425
Now
541
$1,998
425
Now

Studio-S5

$2,113 - $2,153
Studio, 1 Bath
490 Sq. Ft.

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2 Rentals Available
Unit
Total Price
Sq. Ft.
Available
531
$2,153
490
Now
231
$2,113
490
Now

Studio-S7

$1,998
Studio, 1 Bath
510 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
453
$1,998
510
Now

Studio-S2

$2,013
Studio, 1 Bath
420 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
458
$2,013
420
Now

Studio-S11

$2,578
Studio, 1 Bath
660 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
238
$2,578
660
Now

1 Bed-1 Bath-A1

$2,500 - $2,663
1 Bed, 1 Bath
725 Sq. Ft.

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16 Rentals Available
Unit
Total Price
Sq. Ft.
Available
406
$2,573
725
Now
464
$2,598
725
Now
363
$2,598
725
Now

1 Bed-1 Bath-A2

$2,500 - $2,638
1 Bed, 1 Bath
725 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
565
$2,638
725
Now
265
$2,500
725
Now
365
$2,598
725
Now

1 Bed-1 Bath Den-A5

$2,698 - $2,828
1 Bed, 1 Bath
850 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
527
$2,828
850
Now
427
$2,788
850
Now
227
$2,698
850
Now

1 Bed-1 Bath-A4

$2,698 - $2,738
1 Bed, 1 Bath
825 Sq. Ft.

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2 Rentals Available
Unit
Total Price
Sq. Ft.
Available
202
$2,698
825
Now
502
$2,738
825
Now

1 Bed-1 Bath-A3

$2,568
1 Bed, 1 Bath
715 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
255
$2,568
715
Now

2 Bed-2 Bath-B1

$3,293 - $3,493
2 Beds, 2 Baths
1,080 Sq. Ft.

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9 Rentals Available
Unit
Total Price
Sq. Ft.
Available
508
$3,433
1,080
Now
344
$3,493
1,080
Now
461
$3,293
1,080
Now

2 Bed-2 Bath-B2

$3,293
2 Beds, 2 Baths
1,035 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
547
$3,293
1,035
Now

2 Bed-2 Bath-B3

$3,293
2 Beds, 2 Baths
1,070 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
129
$3,293
1,070
Now

3 Bed-2 Bath-C1

$4,553 - $4,578
3 Beds, 2 Baths
1,360 Sq. Ft.

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3 Rentals Available
Unit
Total Price
Sq. Ft.
Available
248
$4,553
1,360
Now
401
$4,578
1,360
Now
201
$4,578
1,360
Now

3 Bed-2 Bath-C2

$4,308
3 Beds, 2 Baths
1,330 Sq. Ft.

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1 Rental Available
Unit
Total Price
Sq. Ft.
Available
556
$4,308
1,330
Now
* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice. * Square footage definitions vary. Displayed square footage is approximate.

Details

Property Information

  • Built in 2026
  • 283 units / 5 stories

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

Utilities & Essentials

  • Utility - Sewer Service
    Usage-Based / mo
  • Utility - Electric Service
    Varies / mo
  • Renter Provided Liability Insurance
    Varies / mo
  • Utility - Water Service
    Usage-Based / mo
  • Utility - Administrative Billing Fee
    $7.14 / mo

One-Time Basics

Due at Move-In

  • Security Deposit - Standard
    $750
  • Amenity Fee - First Lease
    $500 / lease

Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Matterport 3D Tours

Explore Commute Options

Destination Address
  • Drive Time
    --
  • Walk Time
    --
  • Bike Ride Time
    --
  • Public Transit
    --

Property Highlights

  • Barn Doors
  • Communal Kitchen
  • Library
  • Open Surface Parking
  • Outdoor Kitchen with Grills
  • Outdoor Movie Theater
  • Oversized Windows
  • Pocket Park
  • SipWithMe Coffee
  • Sports Court

Apartment Features

  • Air Conditioning
  • Balcony
  • Cable Ready
  • Dishwasher
  • Double Vanities
  • Framed Mirrors
  • Furnished
  • Hardwood Floors
  • Heating
  • Island Kitchen

Community Features

  • Bicycle Storage
  • Business Center
  • Clubhouse
  • Conference Rooms
  • Controlled Access
  • Courtyard
  • Elevator
  • Fitness Center
  • Furnished Units Available
  • Grill

Map of The Winston

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Area Scores

Walkability

Moderately walkable70 / 100

Transit

Good public transit60 / 100

Driveability

Very drivable80 / 100

Bikeability

Moderately bikeable70 / 100

Scores provided by

Soundscore ™

Active76 / 100

Scores provided by
HowLoud

Transit

Commuter Rail
4 min Drive
Commuter Rail
5 min Drive
Airport
Tweed/New Haven
14 min Drive
Tweed-New Haven

Moving to Prospect Hill, New Haven, CT

Shopping Centers

Shoppers will appreciate The Winston proximity to Dwight Place, 1211 Chapel Street, and Dixwell Shopping Plaza. Dwight Place is 1.1 miles away, and 1211 Chapel Street is within a 26 minute walk.

Commuting

With a TransitScore of 60, The Winston has good public transit, including 5 transit stops within 8.7 miles. Transit options include New Haven-State Street Station and New Haven.

Parks and Recreation

Recreational activities near The Winston are plentiful. Discover 5 parks within 1.8 miles, including Marsh Botanic Garden, Peabody Museum of Natural History, and East Rock Park and Trowbridge Environmental Center.

Airports

Living in Prospect Hill provides easy access to Tweed/New Haven, located just 14 minutes from The Winston.

Local Education

Primary and Secondary Schools

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St Thomas's Day School

Grades K-5

Private

2 rating

Lincoln-Bassett School

Grades PK-5

Public

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Foote School

Grades K-8

Private

1 rating

James Hillhouse High School

Grades 9-12

Public

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Yeshiva Gedolah Rabbinical Inst

Grades 9-12

Private

undefined rating

Hamden Hall Country Day School

Grades PK-12

Private

5 rating

Highville Charter School

Grades PK-12

Public

Data provided by GreatSchools.org © 2026. All rights reserved.

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Colleges and Universities

School

Commute Time (Distance)

Yale University, Main Campus

Walk: 15 min (0.8 mi)

Albertus Magnus College

Walk: 17 min (0.9 mi)

Southern Conn.. State Univ.

Drive: 5 min (2.2 mi)

University of New Haven

Drive: 7 min (3.4 mi)

About The Winston

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 cafes, culture, and the charm of Yale - inviting you to explore, linger, and love where you live. Now leasing.

The Winston is an apartment community in New Haven, CT

Bozzuto

Contact

Property Address:
301 Winchester Ave,
New Haven, CT 06511
Phone Number: (475) 224-4748
More Information:
View Property Website
Office Hours
  • Sunday12:00 PM - 5:00 PM
  • Monday9:00 AM - 6:00 PM
  • Tuesday9:00 AM - 6:00 PM
  • Wednesday11:00 AM - 6:00 PM
  • Thursday9:00 AM - 6:00 PM
  • Friday9:00 AM - 5:00 PM
  • Saturday10:00 AM - 5:00 PM

The Winston Gallery

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