The Winston

301 Winchester Ave, New Haven, CT 06511

Last Updated: Today

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The Winston
Total Monthly Price
$1,988 - $4,578
Bedrooms
Studio - 3
Bathrooms
1 - 2
Sq. Ft.
420 - 1,420 sq ft

Rent Specials

Up to 3 Months Free Base Rent + Reduced Security Deposit + Waived Amenity Fee + $1,000 Look & Lease *Restrictions May Apply

Pricing and Floor Plans

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

Studio-S8

$2,097 - $2,443 Total Monthly Price
Studio, 1 Bath
535 Sq. Ft.
Show Floor Plan Details
14 Available Units
Unit
Total Price
Sq. Ft.
Available
234
$2,403
535
Now
523
$2,443
535
Now
219
$2,403
535
Now

Studio-S1

$2,088 - $2,178 Total Monthly Price
Studio, 1 Bath
490 Sq. Ft.
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11 Available Units
Unit
Total Price
Sq. Ft.
Available
405
$2,088
490
Now
240
$2,138
490
Now
340
$2,138
490
Now

Studio-S10

$2,098 - $2,358 Total Monthly Price
Studio, 1 Bath
640 Sq. Ft.
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4 Available Units
Unit
Total Price
Sq. Ft.
Available
457
$2,208
640
Now
357
$2,108
640
Now
557
$2,358
640
Now
257
$2,098
640
Now

Studio-S6

$1,988 - $2,228 Total Monthly Price
Studio, 1 Bath
550 Sq. Ft.
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3 Available Units
Unit
Total Price
Sq. Ft.
Available
316
$1,988
550
Now
516
$2,228
550
Now
116
$1,988
550
Now

Studio-S5

$1,988 Total Monthly Price
Studio, 1 Bath
490 Sq. Ft.
Show Floor Plan Details
2 Available Units
Unit
Total Price
Sq. Ft.
Available
231
$1,988
490
Now
531
$1,988
490
Now

Studio-S9

$2,098 Total Monthly Price
Studio, 1 Bath
600 Sq. Ft.
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1 Available Unit
Unit
Total Price
Sq. Ft.
Available
354
$2,098
600
Oct. 2

Studio-S2

Call for Rent
Studio, 1 Bath
420 Sq. Ft.
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Available Soon

Studio-S3

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Studio, 1 Bath
425 Sq. Ft.
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Available Soon

Studio-S4

Call for Rent
Studio, 1 Bath
510 Sq. Ft.
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Available Soon

Studio-S7

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Studio, 1 Bath
510 Sq. Ft.
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Available Soon

Studio-S11

Call for Rent
Studio, 1 Bath
660 Sq. Ft.
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Available Soon

1 Bed-1 Bath-A1

$2,358 - $2,663 Total Monthly Price
1 Bed, 1 Bath
725 Sq. Ft.
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14 Available Units
Unit
Total Price
Sq. Ft.
Available
406
$2,573
725
Now
363
$2,598
725
Now
560
$2,638
725
Now

1 Bed-1 Bath-A4

$2,568 Total Monthly Price
1 Bed, 1 Bath
825 Sq. Ft.
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3 Available Units
Unit
Total Price
Sq. Ft.
Available
102
$2,568
825
Now
202
$2,568
825
Now
402
$2,568
825
Now

1 Bed-1 Bath Den-A5

$2,583 Total Monthly Price
1 Bed, 1 Bath
850 Sq. Ft.
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2 Available Units
Unit
Total Price
Sq. Ft.
Available
227
$2,583
850
Now
327
$2,583
850
Now

1 Bed-1 Bath-A3

$2,568 Total Monthly Price
1 Bed, 1 Bath
715 Sq. Ft.
Show Floor Plan Details
1 Available Unit
Unit
Total Price
Sq. Ft.
Available
355
$2,568
715
Now

1 Bed-1 Bath-A2

$2,638 Total Monthly Price
1 Bed, 1 Bath
725 Sq. Ft.
Show Floor Plan Details
1 Available Unit
Unit
Total Price
Sq. Ft.
Available
565
$2,638
725
Now

1 Bed-1 Bath Den-A6

$2,858 Total Monthly Price
1 Bed, 1 Bath
915 Sq. Ft.
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1 Available Unit
Unit
Total Price
Sq. Ft.
Available
245
$2,858
915
Now

2 Bed-2 Bath-B1

$3,293 - $3,458 Total Monthly Price
2 Beds, 2 Baths
1,080 Sq. Ft.
Show Floor Plan Details
5 Available Units
Unit
Total Price
Sq. Ft.
Available
508
$3,293
1,080
Now
562
$3,458
1,080
Now
549
$3,293
1,080
Now

2 Bed-2 Bath-B2

$3,288 Total Monthly Price
2 Beds, 2 Baths
1,035 Sq. Ft.
Show Floor Plan Details
1 Available Unit
Unit
Total Price
Sq. Ft.
Available
547
$3,288
1,035
Now

2 Bed-2 Bath-B3

$3,293 Total Monthly Price
2 Beds, 2 Baths
1,070 Sq. Ft.
Show Floor Plan Details
1 Available Unit
Unit
Total Price
Sq. Ft.
Available
129
$3,293
1,070
Now

3 Bed-2 Bath-C1

$4,358 - $4,578 Total Monthly Price
3 Beds, 2 Baths
1,360 Sq. Ft.
Show Floor Plan Details
3 Available Units
Unit
Total Price
Sq. Ft.
Available
248
$4,578
1,360
Now
401
$4,578
1,360
Now
201
$4,358
1,360
Now

3 Bed-2 Bath-C2

$4,308 Total Monthly Price
3 Beds, 2 Baths
1,330 Sq. Ft.
Show Floor Plan Details
1 Available Unit
Unit
Total Price
Sq. Ft.
Available
556
$4,308
1,330
Now

3 Bed-2 Bath-C3

Call for Rent
3 Beds, 2 Baths
1,375 Sq. Ft.
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Available Soon

3 Bed-2 Bath-C4

Call for Rent
3 Beds, 2 Baths
1,420 Sq. Ft.
Show Floor Plan Details
Available Soon
* 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.

Property Map

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Details

Property Information

  • Built in 2026
  • 283 units5 stories

Fees & Policies

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

Utilities & Essentials

  • Utility - Administrative Billing Fee
    $7.14 / mo
  • Utility - Pest Control Service
    Included in Rent / mo
  • Utility - Sewer Service
    Usage-Based / mo
  • Utility - Water Service
    Usage-Based / mo
  • Utility - Electric Service
    Varies / 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

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
  • WIFI Ready with Highspeed Connectivity

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

Area Scores

Walkability

Moderately walkable

Transit

Good public transit

Driveability

Very drivable

Bikeability

Moderately bikeable

Scores provided by

Soundscore

Active

Scores provided by

Transit

Commuter Rail

4 min Drive

Amtrak

Commuter Rail

4 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 Whalley Crossing. 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 2.5 miles. Transit options include New Haven and New Haven-State St.

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

Not rated

St Thomas's Day School

Grades K-5

Private

GreatSchools rating: 2 out of 10

Lincoln-Bassett School

Grades PK-5

Public

Not rated

Foote School

Grades K-8

Private

GreatSchools rating: 1 out of 10

James Hillhouse High School

Grades 9-12

Public

Not rated

Yeshiva Gedolah Rabbinical Inst

Grades 9-12

Private

Not rated

Hamden Hall Country Day School

Grades PK-12

Private

GreatSchools rating: 5 out of 10

Highville Charter School

Grades PK-12

Public

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

GreatSchools

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 caf?s, culture, and the charm of Yale?inviting you to explore, linger, and love where you live.

This information is a general overview of potential costs. For a complete list of fees, visit our property website. Prices are subject to change and may vary based on move-in date and lease term. Some apartment homes may require prequalification if required by any applicable affordability program. Standard security deposit subject to change based on screening results; total security deposit(s) will not exceed any maximum prescribed by applicable law. Resident may be responsible for maintaining insurance or covering related costs. Some fees may not apply to apartment homes receiving subsidies or subject to an affordability program. Resident is responsible for damages that exceed ordinary wear and tear. Some items may be taxed under applicable law. This form does not modify the lease, and all fees are subject to the lease. Additional fees may apply as detailed in the lease. A sample lease may be requested prior to application. Residents may be responsible for utilities and related fees, per the lease. Lease terms and available options are subject to change and may vary based on apartment home availability and any applicable program requirements. In the event of any informational conflict, the lease governs.

The Winston is an apartment community in New Haven, CT

Contact

Property Address:
301 Winchester Ave,
New Haven, CT 06511
Phone Number: (475) 224-4748
More Information:
View Property Website
Office Hours
  • Sunday 12:00 PM – 5:00 PM
  • Monday 9:00 AM – 6:00 PM
  • Tuesday 9:00 AM – 6:00 PM
  • Wednesday 11:00 AM – 6:00 PM
  • Thursday 9:00 AM – 6:00 PM
  • Friday 9:00 AM – 5:00 PM
  • Saturday 10:00 AM – 5:00 PM
The Winston

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Contact This Property

(475) 224-4748
Tour Options: In-Person, Video

Languages: English

Open 11:00 AM – 6:00 PM Today

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