About
The Winston is a luxury apartment community at 301 Winchester Avenue in New Haven, with studio through three-bedroom residences. Homes lean modern and practical, with open-concept layouts, LVT wood-like flooring, oversized windows, roller shades, keyless entry, Wi‑Fi readiness, and in-home GE washers and dryers. Kitchens pair quartz countertops with oak shaker cabinets, a white tile backsplash, and stainless steel appliances; select homes add features like kitchen islands, private balconies, walk-in closets, barn doors, and glass-enclosed showers. Around the community, you’ll find a resort-style pool with a courtyard and cabanas, a clubhouse with spaces like a demonstration kitchen and dining area, a fitness center with a yoga studio, plus coworking and lounge-style areas including a library, media room, and game room. The neighborhood location keeps you close to Yale University, New Haven Green, Yale Medical Campus, and Union Station, with Yale Shuttle access highlighted for getting around.
Rent by bedroom
| Home | Starting rent | Floor plans |
|---|---|---|
| Studio420–660 sq ft | From $1,897/mo | 7 |
| 1 Bedroom715–915 sq ft | From $2,357/mo | 6 |
| 2 Bedroom1,035–1,080 sq ft | From $3,287/mo | 3 |
Floor Plans
16 floor plans · 420–1,080 sq ft.
Current availability is not tracked for this community. Contact the property or visit the official property website for available homes. Floor-plan details describe the community and do not indicate current unit availability.
Studios
7 plans · 420–660 sq ft1 Bedroom
6 plans · 715–915 sq ft2 Bedroom
3 plans · 1,035–1,080 sq ftCosts & fees
These are the charges we have confirmed. They may not be the full list, so no total monthly price is shown — confirm all charges directly with the property.
Charges that apply in some circumstances
One-time charges
Refundable deposits
Pets & Parking
Leasing Policies
Community Amenities
- Abundant green space
- Bike storage
- Clubhouse
- Co-working space
- Demonstration kitchen
- Firepit
- Fitness center
- Game room
- Library
- Media room
- Outdoor TV lounge
- Outdoor games
- Outdoor kitchen with grills
- Resort-style pool
- Surface parking
- Yoga studio
Unit Features
Neighborhood
What Sets The Winston Apart
Photos
9 photos.
Request a tour
Request a tour at this community and the leasing office will confirm a time.
The property will confirm the date, time, and tour availability.
Property FAQs
What floor plans are available at The Winston?
What in-home features come standard in the apartments?
What kitchen finishes and appliances are included?
What community amenities are available?
Is The Winston pet-friendly, and what are the pet fees?
What parking options are available, and what does parking cost?
What are the office hours?
What fees and deposits should I expect when leasing?
Common rental questions about The Winston
Illustrative examples answered from the property's published details — not a record of questions renters have asked, and not a guarantee.
What apartments are near Yale University with a shuttle option in New Haven, CT?
The Winston is at 301 Winchester Avenue in the Prospect Hill neighborhood of New Haven. The Yale Shuttle is part of getting around from here, and Yale University is listed nearby. You’ll find studios, one-bedrooms (including den layouts), and two-bedrooms, plus features like keyless entry, oversized windows, and in-unit GE washers/dryers.
I’m looking for an apartment in Prospect Hill near Science Park and the historic Winchester District — what’s a good option?
The Winston sits in Prospect Hill, near the historic Winchester District and Science Park. Floor plans range from studios (as small as 420 sq ft) up through 2 bed/2 bath layouts (up to 1,080 sq ft). Community spaces include a co-working area, fitness center, yoga studio, and a resort-style pool.
What New Haven apartments have co-working space, bike storage, and a fitness center?
The Winston in Prospect Hill has a co-working space, bike storage, and a fitness center. It also has extras like a clubhouse, game room, library, and outdoor hangouts with grills and an outdoor TV lounge. Inside the apartments, you’ll get quartz countertops, stainless steel appliances, and in-unit GE washers/dryers.