The Winston

301 Winchester Ave, New Haven, CT 06511

Last Updated: Today

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Floor Plan Summary
Total Monthly Price	Bedrooms	Bathrooms	Sq. Ft.
$1,906 - $4,602	Studio - 3 Beds	Studio - 3	1 - 2 Baths	1 - 2	420 - 1,420 sq. ft.

Rent Specials

Lease Now for 3 Months Base Rent Free and Hold Your New Home Until August! *Restrictions May Apply

Pricing and Floor Plans

Studio-S1

$1,906 - $2,202

Studio, 1 Bath

, 490 Sq. Ft.

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19 Rentals Available

Unit

Total Price

Sq. Ft.

Available

405

$2,112

490 Sq. Ft.

Now

240

$2,162

490 Sq. Ft.

Now

340

$2,162

490 Sq. Ft.

Now

Studio-S8

$2,106 - $2,467

Studio, 1 Bath

, 535 Sq. Ft.

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17 Rentals Available

Unit

Total Price

Sq. Ft.

Available

234

$2,427

535 Sq. Ft.

Now

523

$2,467

535 Sq. Ft.

Now

219

$2,427

535 Sq. Ft.

Now

Studio-S5

$1,906 - $2,177

Studio, 1 Bath

, 490 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

431

$1,906

490 Sq. Ft.

Now

231

$2,137

490 Sq. Ft.

Now

531

$2,177

490 Sq. Ft.

Now

Studio-S6

$2,212 - $2,252

Studio, 1 Bath

, 550 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

316

$2,212

550 Sq. Ft.

Now

216

$2,212

550 Sq. Ft.

Now

516

$2,252

550 Sq. Ft.

Now

Studio-S9

$2,422

Studio, 1 Bath

, 600 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

254

$2,422

600 Sq. Ft.

Now

354

$2,422

600 Sq. Ft.

Now

454

$2,422

600 Sq. Ft.

Now

Studio-S10

$2,502

Studio, 1 Bath

, 640 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

257

$2,502

640 Sq. Ft.

Now

457

$2,502

640 Sq. Ft.

Now

357

$2,502

640 Sq. Ft.

Now

Studio-S2

$1,906 - $2,037

Studio, 1 Bath

, 420 Sq. Ft.

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2 Rentals Available

Unit

Total Price

Sq. Ft.

Available

458

$2,037

420 Sq. Ft.

Now

258

$1,906

420 Sq. Ft.

Now

Studio-S3

$1,906 - $2,087

Studio, 1 Bath

, 425 Sq. Ft.

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2 Rentals Available

Unit

Total Price

Sq. Ft.

Available

346

$1,906

425 Sq. Ft.

Now

546

$2,087

425 Sq. Ft.

Now

Studio-S7

$2,192

Studio, 1 Bath

, 510 Sq. Ft.

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1 Rental Available

Unit

Total Price

Sq. Ft.

Available

553

$2,192

510 Sq. Ft.

Now

Studio-S11

$2,602

Studio, 1 Bath

, 660 Sq. Ft.

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1 Rental Available

Unit

Total Price

Sq. Ft.

Available

238

$2,602

660 Sq. Ft.

Now

1 Bed-1 Bath-A1

$2,406 - $2,687

1 Bed, 1 Bath

, 725 Sq. Ft.

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15 Rentals Available

Unit

Total Price

Sq. Ft.

Available

406

$2,597

725 Sq. Ft.

Now

464

$2,622

725 Sq. Ft.

Now

363

$2,622

725 Sq. Ft.

Now

1 Bed-1 Bath-A2

$2,406 - $2,662

1 Bed, 1 Bath

, 725 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

565

$2,662

725 Sq. Ft.

Now

265

$2,406

725 Sq. Ft.

Now

365

$2,622

725 Sq. Ft.

Now

1 Bed-1 Bath Den-A5

$2,812 - $2,852

1 Bed, 1 Bath

, 850 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

527

$2,852

850 Sq. Ft.

Now

427

$2,812

850 Sq. Ft.

Now

227

$2,812

850 Sq. Ft.

Now

1 Bed-1 Bath-A4

$2,722

1 Bed, 1 Bath

, 825 Sq. Ft.

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2 Rentals Available

Unit

Total Price

Sq. Ft.

Available

102

$2,722

825 Sq. Ft.

Now

202

$2,722

825 Sq. Ft.

Now

1 Bed-1 Bath Den-A6

$2,832 - $2,882

1 Bed, 1 Bath

, 915 Sq. Ft.

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2 Rentals Available

Unit

Total Price

Sq. Ft.

Available

245

$2,882

915 Sq. Ft.

Now

445

$2,832

915 Sq. Ft.

Now

2 Bed-2 Bath-B1

$3,106 - $3,557

2 Beds, 2 Baths

, 1,080 Sq. Ft.

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9 Rentals Available

Unit

Total Price

Sq. Ft.

Available

508

$3,457

1,080 Sq. Ft.

Now

128

$3,467

1,080 Sq. Ft.

Now

344

$3,517

1,080 Sq. Ft.

Now

2 Bed-2 Bath-B3

$3,106 - $3,502

2 Beds, 2 Baths

, 1,070 Sq. Ft.

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3 Rentals Available

Unit

Total Price

Sq. Ft.

Available

329

$3,502

1,070 Sq. Ft.

Now

129

$3,452

1,070 Sq. Ft.

Now

229

$3,106

1,070 Sq. Ft.

Now

3 Bed-2 Bath-C1

$4,577 - $4,602

3 Beds, 2 Baths

, 1,360 Sq. Ft.

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4 Rentals Available

Unit

Total Price

Sq. Ft.

Available

248

$4,577

1,360 Sq. Ft.

Now

201

$4,602

1,360 Sq. Ft.

Now

348

$4,577

1,360 Sq. Ft.

Now

3 Bed-2 Bath-C2

$4,332

3 Beds, 2 Baths

, 1,330 Sq. Ft.

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1 Rental Available

Unit

Total Price

Sq. Ft.

Available

556

$4,332

1,330 Sq. Ft.

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
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Walk Time
--
Bike Ride Time
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Public Transit
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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
Kitchen
Microwave
Pantry
Range
Recreation Room
Refrigerator
Smoke Free
Views
Vinyl Flooring
Walk-In Closets
Washer/Dryer
Wheelchair Accessible (Rooms)
Window Coverings

Community Features

Bicycle Storage
Business Center
Clubhouse
Conference Rooms
Controlled Access
Courtyard
Elevator
Fitness Center
Furnished Units Available
Grill
Guest Apartment
Lounge
Maintenance on site
Media Center/Movie Theatre
Pool
Property Manager on Site
Public Transportation
Recycling
Short Term Lease
Walking/Biking Trails

Area Scores

Walkability

Moderately walkable70 / 100

Transit

Good public transit60 / 100

Driveability

Very drivable80 / 100

Bikeability

Moderately bikeable70 / 100

Scores provided by

Transit

Commuter Rail

4 min Drive

Commuter Rail

5 min Drive

Airport

Tweed/New Haven

14 min Drive

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

St Thomas's Day School

Grades K-5

Private

Foote School

Grades K-8

Private

Yeshiva Gedolah Rabbinical Inst

Grades 9-12

Private

Highville Charter School

Grades PK-12

Public

Hamden Hall Country Day School

Grades PK-12

Private

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 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