The Winston

301 Winchester Ave

New Haven, CT 06511 Prospect Hill Neighborhood
Starting at $2,012
Total Monthly Price
Studio-3 Beds
1-2 Baths
420+ Sq Ft

Move-In Specials

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

Highlights

  • New Construction
  • Furnished Units Available
  • Media Center/Movie Theatre
  • Pool
  • Walk-In Closets
  • Controlled Access

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.

Listing Provided By

Pricing and Floor Plans

The total monthly price shown includes only the required fees. Additional fees may still apply to your rent. Use the rental calculator to estimate all potential associated costs.

Studio

Studio-S2

$2,012 Total Monthly Price
  • Studio
  • 1 Bath
  • 420 Sq Ft
https://imagescdn.homes.com/i2/YjYj9vEKRDoYNIOiVmo_cz8NccLeg8hK01Ve4m6LMGc/116/the-winston-new-haven-ct.png?t=p&p=1
1 Available Unit
Unit Total Price Sq Ft Availability Unit Details
458 $2,012 420 Now

Studio-S3

$2,062 Total Monthly Price
  • Studio
  • 1 Bath
  • 425 Sq Ft
https://imagescdn.homes.com/i2/rKvX5ALACQAaUMuK7l2p_AYP9eJQ6yR0rmehncmgrS4/116/the-winston-new-haven-ct-2.png?t=p&p=1
1 Available Unit
Unit Total Price Sq Ft Availability Unit Details
546 $2,062 425 Now

Studio-S1

$2,087 - $2,177 Total Monthly Price
  • Studio
  • 1 Bath
  • 490 Sq Ft
https://imagescdn.homes.com/i2/TC_sU_6utDx5r77Uiyh_-fubhIYXq8haiajiWAlX0Ko/116/the-winston-new-haven-ct-3.png?t=p&p=1
18 Available Units
Unit Total Price Sq Ft Availability Unit Details
403 $2,087 490 Now
405 $2,087 490 Now
503 $2,127 490 Now
505 $2,127 490 Now
515 $2,127 490 Now
232 $2,137 490 Now
239 $2,137 490 Now
240 $2,137 490 Now
317 $2,137 490 Now
324 $2,137 490 Now
339 $2,137 490 Now
340 $2,137 490 Now
417 $2,137 490 Now
424 $2,137 490 Now
433 $2,137 490 Now
440 $2,137 490 Now
517 $2,177 490 Now
525 $2,177 490 Now

Studio-S5

$2,112 - $2,152 Total Monthly Price
  • Studio
  • 1 Bath
  • 490 Sq Ft
https://imagescdn.homes.com/i2/YqKSFI4ETo06c8X-XZZBkzC21Eq3HpGU4o4lFBzltHE/116/the-winston-new-haven-ct-4.png?p=1
2 Available Units
Unit Total Price Sq Ft Availability Unit Details
231 $2,112 490 Now
531 $2,152 490 Now

Studio-S8

$2,141 - $2,442 Total Monthly Price
  • Studio
  • 1 Bath
  • 535 Sq Ft
https://imagescdn.homes.com/i2/UdB5wjYhNNyhJvFFlMymcNpXZme2pzU5QqtVTg_ZFsY/116/the-winston-new-haven-ct-5.png?t=p&p=1
14 Available Units
Unit Total Price Sq Ft Availability Unit Details
422 $2,141 535 Now
322 $2,352 535 Now
337 $2,352 535 Now
537 $2,392 535 Now
219 $2,402 535 Now
221 $2,402 535 Now
223 $2,402 535 Now
234 $2,402 535 Now
323 $2,402 535 Now
338 $2,402 535 Now
434 $2,402 535 Now
523 $2,442 535 Now
538 $2,442 535 Now
120 $2,141 535 Jun 10

Studio-S6

$2,187 - $2,227 Total Monthly Price
  • Studio
  • 1 Bath
  • 550 Sq Ft
https://imagescdn.homes.com/i2/9J89vwVWQF_DM_NggViU4EhhqoSxed-SBjHxxwTlo-I/116/the-winston-new-haven-ct-6.png?t=p&p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
216 $2,187 550 Now
316 $2,187 550 Now
516 $2,227 550 Now

Studio-S9

$2,397 Total Monthly Price
  • Studio
  • 1 Bath
  • 600 Sq Ft
https://imagescdn.homes.com/i2/fDGB6OWZ1kGleQ7-bvLP0-qiik-f2i0Zhm67v2VPU2M/116/the-winston-new-haven-ct-7.png?t=p&p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
254 $2,397 600 Now
354 $2,397 600 Now
454 $2,397 600 Now

Studio-S10

$2,477 Total Monthly Price
  • Studio
  • 1 Bath
  • 640 Sq Ft
https://imagescdn.homes.com/i2/XDABCrVNDw2Z86XAR2Nb7Qz2eufvPnCTW1YRdWLuyvU/116/the-winston-new-haven-ct-8.png?t=p&p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
257 $2,477 640 Now
357 $2,477 640 Now
457 $2,477 640 Now

Studio-S11

$2,577 Total Monthly Price
  • Studio
  • 1 Bath
  • 660 Sq Ft
https://imagescdn.homes.com/i2/50VW_Ny5ecPDFzSiHpuYWTcR9KUmnU8MpB_pj20w6k8/116/the-winston-new-haven-ct-9.png?t=p&p=1
1 Available Unit
Unit Total Price Sq Ft Availability Unit Details
238 $2,577 660 Now

1 Bedroom

1 Bed-1 Bath-A2

$2,381 - $2,637 Total Monthly Price
  • 1 Bed
  • 1 Bath
  • 725 Sq Ft
https://imagescdn.homes.com/i2/EHNZoyxNTRmEODNAhs2NJuiEM1yLdXY3nB6mGVaQG-8/116/the-winston-new-haven-ct-10.png?t=p&p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
265 $2,381 725 Now
365 $2,597 725 Now
565 $2,637 725 Now

1 Bed-1 Bath-A1

$2,572 - $2,662 Total Monthly Price
  • 1 Bed
  • 1 Bath
  • 725 Sq Ft
https://imagescdn.homes.com/i2/nW_U202fkFzoAWKxVTT6QLylyqmIn2bpzmiY5BepMtA/116/the-winston-new-haven-ct-11.png?t=p&p=1
11 Available Units
Unit Total Price Sq Ft Availability Unit Details
314 $2,572 725 Now
406 $2,572 725 Now
260 $2,597 725 Now
263 $2,597 725 Now
363 $2,597 725 Now
464 $2,597 725 Now
330 $2,622 725 Now
442 $2,622 725 Now
450 $2,622 725 Now
560 $2,637 725 Now
542 $2,662 725 Now

1 Bed-1 Bath-A4

$2,697 - $2,737 Total Monthly Price
  • 1 Bed
  • 1 Bath
  • 825 Sq Ft
https://imagescdn.homes.com/i2/GHbkPzJnv3QRzv2n0N2PVzZDSlZ7PYIn61nHRyAYPOY/116/the-winston-new-haven-ct-12.png?p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
102 $2,697 825 Now
202 $2,697 825 Now
502 $2,737 825 Now

1 Bed-1 Bath Den-A5

$2,787 - $2,827 Total Monthly Price
  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
https://imagescdn.homes.com/i2/cRqz9nZL87vqZWCm5-qmzntE-YsId9Da1yUVe3T3Hyw/116/the-winston-new-haven-ct-13.png?p=1
3 Available Units
Unit Total Price Sq Ft Availability Unit Details
227 $2,787 850 Now
427 $2,787 850 Now
527 $2,827 850 Now

1 Bed-1 Bath Den-A6

$2,857 Total Monthly Price
  • 1 Bed
  • 1 Bath
  • 915 Sq Ft
https://imagescdn.homes.com/i2/t6-5gsRCV0cN9pFeRHUIGl7ncedZDMNIn9q52GrGEI4/116/the-winston-new-haven-ct-14.png?p=1
1 Available Unit
Unit Total Price Sq Ft Availability Unit Details
245 $2,857 915 Now

2 Bedrooms

2 Bed-2 Bath-B1

$3,392 - $3,492 Total Monthly Price
  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
https://imagescdn.homes.com/i2/xfjfGNtdu-0i0ogoEyjMNxdXlzFC5OF8fvlSP5eeN7I/116/the-winston-new-haven-ct-15.png?p=1
7 Available Units
Unit Total Price Sq Ft Availability Unit Details
411 $3,392 1,080 Now
508 $3,432 1,080 Now
511 $3,432 1,080 Now
549 $3,432 1,080 Now
128 $3,442 1,080 Now
562 $3,457 1,080 Now
344 $3,492 1,080 Now

2 Bed-2 Bath-B3

$3,427 - $3,477 Total Monthly Price
  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft
https://imagescdn.homes.com/i2/j4Y-XzPbvmIr9CPFy2uVvVky31qG61e2iNaFHB5j93g/116/the-winston-new-haven-ct-16.png?p=1
2 Available Units
Unit Total Price Sq Ft Availability Unit Details
129 $3,427 1,070 Now
329 $3,477 1,070 Now

3 Bedrooms

3 Bed-2 Bath-C2

$4,307 Total Monthly Price
  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft
https://imagescdn.homes.com/i2/3NJFUBze2L6YaXMTsIj2F0Dsudlz4FF9bNwC9Mdnckw/116/the-winston-new-haven-ct-17.png?t=p&p=1
1 Available Unit
Unit Total Price Sq Ft Availability Unit Details
556 $4,307 1,330 Now

3 Bed-2 Bath-C1

$4,552 - $4,577 Total Monthly Price
  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
https://imagescdn.homes.com/i2/1mzQrb-0DzKuJIK9G6-ty8gcqX5kNH-OUKnY5XO39Kk/116/the-winston-new-haven-ct-18.png?t=p&p=1
2 Available Units
Unit Total Price Sq Ft Availability Unit Details
248 $4,552 1,360 Now
201 $4,577 1,360 Now

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities. Use the Rent Estimate Calculator to determine your monthly and one-time costs based on your requirements.

Required Fees
Utilities And Essentials
Utility - Sewer Service
Usage-Based
Utility - Electric Service
Varies / mo
Renter Provided Liability Insurance
Varies / mo
Utility - Water Service
Usage-Based
Utility - Administrative Billing Fee
$7.14 / mo
Utility - Pest Control Service
Varies / mo
Utility - Trash Service
Varies / mo
One-Time Basics
Due at Move In
Security Deposit - Standard (Refundable)
$750
Amenity Fee - First Lease
$500 / lease
Pet policies are negotiable.
Pets
Dogs
Details and Requirements
Max of 2.
Cats
Details and Requirements
Max of 2.
Pet Fees
Pet Fee (non-refundable)
$400
Pet Rent
$35 / mo
Details and Requirements
Max of 2.
Parking
Other Parking Fees
Parking - Unreserved
$106.35 / mo
Additional Parking Options
Other
Personal Add-Ons
Renters Liability Insurance - Property Program
$12.36 / mo
Utility - Cable TV Service
Varies / mo
Utility - Internet Service (Optional)
Varies / mo

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.

Community Details

Property Information

  • Built in 2026
  • 283 units/5 stories
  • Furnished Units Available

Lease Options

  • Short-term Lease

Community Amenities

Property Services

  • Controlled Access
  • Property Manager on Site
  • Furnished Units Available
  • Guest Apartment
  • Recycling
  • Maintenance on site
  • Public Transportation

Shared Community

  • Business Center
  • Clubhouse
  • Conference Rooms
  • Elevator
  • Lounge

Fitness & Recreation

  • Fitness Center
  • Pool
  • Media Center/Movie Theatre
  • Walking/Biking Trails
  • Bicycle Storage

Outdoor Features

  • Courtyard
  • Grill

Additional Amenities

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

Apartment Features

Indoor Features

  • Air Conditioning
  • Cable Ready
  • Washer/Dryer
  • Heating
  • Double Vanities
  • Framed Mirrors
  • Smoke Free
  • Wheelchair Accessible (Rooms)

Kitchen Features & Appliances

  • Dishwasher
  • Microwave
  • Kitchen
  • Refrigerator
  • Range
  • Island Kitchen
  • Pantry

Model Details

  • Hardwood Floors
  • Views
  • Walk-In Closets
  • Furnished
  • Recreation Room
  • Vinyl Flooring
  • Window Coverings
  • Balcony

Additional Amenities

  • Barn Doors
  • Oversized Windows
  • WIFI Ready with Highspeed Connectivity

Property Site Map

Select a unit to view pricing and availability

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Map

Connecticut New Haven County New Haven 06511 Prospect Hill

301 Winchester Ave, New Haven, CT

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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