The Winston

301 Winchester Ave

New Haven, CT 06511 Prospect Hill Neighborhood
Starting at $1,869
Total Monthly Price
Studio-3 Beds
1-2 Baths
420+ Sq Ft

Move-In Specials

Lease Today, Receive 2 Months Base Rent Free & Hold Your Apartment 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-S3

$1,869-$2,087 Total Monthly Price

Studio, 1 Bath, 425 Sq Ft

https://imagescdn.homes.com/i2/rKvX5ALACQAaUMuK7l2p_AYP9eJQ6yR0rmehncmgrS4/116/the-winston-new-haven-ct.png?t=p&p=1
Studio-S3 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
241 $1,869 425 Now
346 $2,047 425 Now
546 $2,087 425 Now

Studio-S2

$2,037 Total Monthly Price

Studio, 1 Bath, 420 Sq Ft

https://imagescdn.homes.com/i2/YjYj9vEKRDoYNIOiVmo_cz8NccLeg8hK01Ve4m6LMGc/116/the-winston-new-haven-ct-2.png?t=p&p=1
Studio-S2 Floor Plan
2 Available Units
Unit Price Sq Ft Availability
258 $2,037 420 Now
458 $2,037 420 Now

Studio-S8

$2,106-$2,467 Total Monthly Price

Studio, 1 Bath, 535 Sq Ft

https://imagescdn.homes.com/i2/UdB5wjYhNNyhJvFFlMymcNpXZme2pzU5QqtVTg_ZFsY/116/the-winston-new-haven-ct-3.png?t=p&p=1
Studio-S8 Floor Plan
19 Available Units
Unit Price Sq Ft Availability
120 $2,106 535 Now
121 $2,106 535 Now
320 $2,377 535 Now
322 $2,377 535 Now
337 $2,377 535 Now
422 $2,377 535 Now
520 $2,417 535 Now
537 $2,417 535 Now
219 $2,427 535 Now
221 $2,427 535 Now
223 $2,427 535 Now
234 $2,427 535 Now
323 $2,427 535 Now
338 $2,427 535 Now
419 $2,427 535 Now
434 $2,427 535 Now
438 $2,427 535 Now
523 $2,467 535 Now
538 $2,467 535 Now

Studio-S1

$2,112-$2,202 Total Monthly Price

Studio, 1 Bath, 490 Sq Ft

https://imagescdn.homes.com/i2/TC_sU_6utDx5r77Uiyh_-fubhIYXq8haiajiWAlX0Ko/116/the-winston-new-haven-ct-4.png?t=p&p=1
Studio-S1 Floor Plan
20 Available Units
Unit Price Sq Ft Availability
305 $2,112 490 Now
403 $2,112 490 Now
405 $2,112 490 Now
503 $2,152 490 Now
505 $2,152 490 Now
515 $2,152 490 Now
217 $2,162 490 Now
232 $2,162 490 Now
239 $2,162 490 Now
240 $2,162 490 Now
317 $2,162 490 Now
324 $2,162 490 Now
339 $2,162 490 Now
340 $2,162 490 Now
417 $2,162 490 Now
424 $2,162 490 Now
433 $2,162 490 Now
440 $2,162 490 Now
517 $2,202 490 Now
525 $2,202 490 Now

Studio-S5

$2,137-$2,177 Total Monthly Price

Studio, 1 Bath, 490 Sq Ft

https://imagescdn.homes.com/i2/YqKSFI4ETo06c8X-XZZBkzC21Eq3HpGU4o4lFBzltHE/116/the-winston-new-haven-ct-5.png?p=1
Studio-S5 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
231 $2,137 490 Now
431 $2,137 490 Now
531 $2,177 490 Now

Studio-S7

$2,152-$2,192 Total Monthly Price

Studio, 1 Bath, 510 Sq Ft

https://imagescdn.homes.com/i2/yPIEJz5tV2FWD0fnsPchPHoAPWFiXeOo-LDkerdD118/116/the-winston-new-haven-ct-6.png?t=p&p=1
Studio-S7 Floor Plan
2 Available Units
Unit Price Sq Ft Availability
353 $2,152 510 Now
553 $2,192 510 Now

Studio-S6

$2,212-$2,252 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-7.png?t=p&p=1
Studio-S6 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
216 $2,212 550 Now
316 $2,212 550 Now
516 $2,252 550 Now

Studio-S9

$2,422 Total Monthly Price

Studio, 1 Bath, 600 Sq Ft

https://imagescdn.homes.com/i2/fDGB6OWZ1kGleQ7-bvLP0-qiik-f2i0Zhm67v2VPU2M/116/the-winston-new-haven-ct-8.png?t=p&p=1
Studio-S9 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
254 $2,422 600 Now
354 $2,422 600 Now
454 $2,422 600 Now

Studio-S10

$2,502 Total Monthly Price

Studio, 1 Bath, 640 Sq Ft

https://imagescdn.homes.com/i2/XDABCrVNDw2Z86XAR2Nb7Qz2eufvPnCTW1YRdWLuyvU/116/the-winston-new-haven-ct-9.png?t=p&p=1
Studio-S10 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
257 $2,502 640 Now
357 $2,502 640 Now
457 $2,502 640 Now

Studio-S11

$2,602 Total Monthly Price

Studio, 1 Bath, 660 Sq Ft

https://imagescdn.homes.com/i2/50VW_Ny5ecPDFzSiHpuYWTcR9KUmnU8MpB_pj20w6k8/116/the-winston-new-haven-ct-10.png?t=p&p=1
Studio-S11 Floor Plan
1 Available Unit
Unit Price Sq Ft Availability
238 $2,602 660 Now

1 Bedroom

1 Bed-1 Bath-A1

$2,357-$2,687 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
1 Bed-1 Bath-A1 Floor Plan
17 Available Units
Unit Price Sq Ft Availability
112 $2,357 725 Now
212 $2,597 725 Now
307 $2,597 725 Now
314 $2,597 725 Now
350 $2,597 725 Now
406 $2,597 725 Now
413 $2,597 725 Now
452 $2,597 725 Now
260 $2,622 725 Now
263 $2,622 725 Now
363 $2,622 725 Now
464 $2,622 725 Now
330 $2,647 725 Now
442 $2,647 725 Now
450 $2,647 725 Now
560 $2,662 725 Now
542 $2,687 725 Now

1 Bed-1 Bath-A2

$2,622-$2,662 Total Monthly Price

1 Bed, 1 Bath, 725 Sq Ft

https://imagescdn.homes.com/i2/EHNZoyxNTRmEODNAhs2NJuiEM1yLdXY3nB6mGVaQG-8/116/the-winston-new-haven-ct-12.png?t=p&p=1
1 Bed-1 Bath-A2 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
265 $2,622 725 Now
365 $2,622 725 Now
565 $2,662 725 Now

1 Bed-1 Bath-A3

$2,632 Total Monthly Price

1 Bed, 1 Bath, 715 Sq Ft

https://imagescdn.homes.com/i2/NYaoEBw8vWeXqEqSzxcYZScDjPtbTrd0U8KnI8hw4RA/116/the-winston-new-haven-ct-13.png?t=p&p=1
1 Bed-1 Bath-A3 Floor Plan
1 Available Unit
Unit Price Sq Ft Availability
555 $2,632 715 Now

1 Bed-1 Bath-A4

$2,722 Total Monthly Price

1 Bed, 1 Bath, 825 Sq Ft

https://imagescdn.homes.com/i2/GHbkPzJnv3QRzv2n0N2PVzZDSlZ7PYIn61nHRyAYPOY/116/the-winston-new-haven-ct-14.png?p=1
1 Bed-1 Bath-A4 Floor Plan
2 Available Units
Unit Price Sq Ft Availability
102 $2,722 825 Now
202 $2,722 825 Now

1 Bed-1 Bath Den-A5

$2,812-$2,852 Total Monthly Price

1 Bed, 1 Bath, 850 Sq Ft

https://imagescdn.homes.com/i2/cRqz9nZL87vqZWCm5-qmzntE-YsId9Da1yUVe3T3Hyw/116/the-winston-new-haven-ct-15.png?p=1
1 Bed-1 Bath Den-A5 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
227 $2,812 850 Now
427 $2,812 850 Now
527 $2,852 850 Now

1 Bed-1 Bath Den-A6

$2,832-$2,882 Total Monthly Price

1 Bed, 1 Bath, 915 Sq Ft

https://imagescdn.homes.com/i2/t6-5gsRCV0cN9pFeRHUIGl7ncedZDMNIn9q52GrGEI4/116/the-winston-new-haven-ct-16.png?p=1
1 Bed-1 Bath Den-A6 Floor Plan
2 Available Units
Unit Price Sq Ft Availability
445 $2,832 915 Now
245 $2,882 915 Now

2 Bedrooms

2 Bed-2 Bath-B2

$3,056 Total Monthly Price

2 Beds, 2 Baths, 1,035 Sq Ft

https://imagescdn.homes.com/i2/hutG9WBp1AxnJSEK-FRxJ0a3PS4cPoGc0WcL8-oiqHo/116/the-winston-new-haven-ct-17.png?p=1
2 Bed-2 Bath-B2 Floor Plan
1 Available Unit
Unit Price Sq Ft Availability
347 $3,056 1,035 Now

2 Bed-2 Bath-B1

$3,056-$3,557 Total Monthly Price

2 Beds, 2 Baths, 1,080 Sq Ft

https://imagescdn.homes.com/i2/xfjfGNtdu-0i0ogoEyjMNxdXlzFC5OF8fvlSP5eeN7I/116/the-winston-new-haven-ct-18.png?p=1
2 Bed-2 Bath-B1 Floor Plan
10 Available Units
Unit Price Sq Ft Availability
262 $3,056 1,080 Now
410 $3,056 1,080 Now
408 $3,417 1,080 Now
461 $3,442 1,080 Now
508 $3,457 1,080 Now
511 $3,457 1,080 Now
128 $3,467 1,080 Now
344 $3,517 1,080 Now
443 $3,517 1,080 Now
528 $3,557 1,080 Now

2 Bed-2 Bath-B3

$3,452-$3,502 Total Monthly Price

2 Beds, 2 Baths, 1,070 Sq Ft

https://imagescdn.homes.com/i2/j4Y-XzPbvmIr9CPFy2uVvVky31qG61e2iNaFHB5j93g/116/the-winston-new-haven-ct-19.png?p=1
2 Bed-2 Bath-B3 Floor Plan
3 Available Units
Unit Price Sq Ft Availability
129 $3,452 1,070 Now
229 $3,502 1,070 Now
329 $3,502 1,070 Now

3 Bedrooms

3 Bed-2 Bath-C2

$4,532 Total Monthly Price

3 Beds, 2 Baths, 1,330 Sq Ft

https://imagescdn.homes.com/i2/3NJFUBze2L6YaXMTsIj2F0Dsudlz4FF9bNwC9Mdnckw/116/the-winston-new-haven-ct-20.png?t=p&p=1
3 Bed-2 Bath-C2 Floor Plan
1 Available Unit
Unit Price Sq Ft Availability
556 $4,532 1,330 Now

3 Bed-2 Bath-C1

$4,577-$4,642 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-21.png?t=p&p=1
3 Bed-2 Bath-C1 Floor Plan
4 Available Units
Unit Price Sq Ft Availability
248 $4,577 1,360 Now
348 $4,577 1,360 Now
201 $4,602 1,360 Now
501 $4,642 1,360 Now

3 Bed-2 Bath-C4

$4,642 Total Monthly Price

3 Beds, 2 Baths, 1,420 Sq Ft

https://imagescdn.homes.com/i2/x9EfBW5zUWMB5sp8b4uiilCbFgOsJOkR6Ekhd0aT3lM/116/the-winston-new-haven-ct-22.png?t=p&p=1
3 Bed-2 Bath-C4 Floor Plan
1 Available Unit
Unit Price Sq Ft Availability
309 $4,642 1,420 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
$25 / mo
One-Time Basics
Due at Move In
Security Deposit - Standard (Refundable)
$750
Amenity Fee - First Lease
$500 / lease
Parking
Other Parking Fees
Parking - Unreserved
$106.35 / mo
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

Matterport 3D Tours

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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