Skip main navigation
Zillow logo
Status: Special offer

The Winston

301 Winchester Ave, New Haven, CT 06511

Information
  • Special offer! Reserve now for March 2027: up to 3 months free base rent, reduced deposit + we pay for your move *Restrictions May Apply
  • Apartment building
    Studio-3 beds
    In-unit laundry (W/D)

    Available units

    This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided for each unit.

    Learn more
    Unit
    , sortable column
    Sqft, sortable columnAvailable, sortable columnTotal monthly price, sorted ascending
    Unit 217
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 240
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 317
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 324
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 339
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 340
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 405
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 417
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 433
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 517
    Studio, 1 ba
    490
    Now
    $1,958
    Unit 116
    Studio, 1 ba
    550
    Now
    $1,988
    Unit 231
    Studio, 1 ba
    490
    Now
    $1,988
    Unit 120
    Studio, 1 ba
    535
    Now
    $2,097
    Unit 122
    Studio, 1 ba
    535
    Now
    $2,097
    Unit 257
    Studio, 1 ba
    640
    Now
    $2,098

    What's special

    Swimming pool
    Cool down on hot days
    This building features access to a pool. Less than 2% of buildings in New Haven have this amenity.
    Warm finishesElevated designThoughtful detailsRooftop viewsOpen layouts
    The Winston offers a lifestyle that's equal parts refined and welcoming. Spacious studio to three-bedroom residences blend elevated design with everyday comfortfeaturing 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 awaitfrom 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 Yaleinviting 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.

    Property map

    Tap on any highlighted unit to view details on availability and pricing

    Use ctrl + scroll to zoom the map

    Facts, features & policies

    Building Amenities

    Accessibility
    • Disabled Access
    Community Rooms
    • Business Center
    • Club House
    • Conference Room
    • Fitness Center
    • Library
    • Lounge
    • Outdoor Movie Theater
    • Recreation Room
    Other
    • Laundry: In Unit
    • Swimming Pool
    Outdoor common areas
    • Courtyard
    • Private Balcony
    • Trail
    Security
    • Controlled Access
    Services & facilities
    • Bicycle Storage
    • Elevator
    • Guest Suite
    • On-Site Maintenance
    • On-Site Management
    View description
    • View

    Unit Features

    Appliances
    • Dishwasher
    • Dryer
    • Microwave Oven
    • Range
    • Refrigerator
    • Washer
    Cooling
    • Air Conditioning
    Flooring
    • Hardwood
    • Vinyl
    Heating
    • Heat
    Internet/Satellite
    • Cable TV Ready
    • High-Speed Internet Ready
    Other
    • Barn Doors
    • Double Sink Vanity
    • Framed Mirrors
    • Furnished
    • Hard Surface Counter Tops
    • Individual Climate Control
    • Large Closets
    • Oversized Windows
    • Pantry
    • Window Coverings

    Policies

    • Contact for details

    Special Features

    • Closet: Linen Closet
    • Communal Kitchen
    • Free Weights
    • Media Room
    • Open Surface Parking
    • Outdoor Kitchen With Grills
    • Pocket Park
    • Recycling
    • Sip With Me Coffee
    • Sports Court
    • Transportation
    • Vending Machine
    • Wireless Internet
    • Smoke-free building

    Neighborhood: Prospect Hill

    Areas of interest

    Use our interactive map to explore the neighborhood and see how it matches your interests.

    Travel times

    Getting around

    Walk Score®
     / 100
    Very Walkable
    Transit Score®
     / 100
    Good Transit
    Bike Score®
     / 100
    Very Bikeable

    Nearby schools in New Haven

    Lincoln-Bassett School
    Grades PK-6 • 0.6 miles
    N/A
    GreatSchools® Rating
    Celentano Biotech Health and Medical Magnet School
    Grades PK-8 • 0.4 miles
    4/10
    GreatSchools® Rating
    Test Score Rating
    3/10
    Student Progress Rating
    4/10
    James Hillhouse High School
    Grades 9-12 • 0.7 miles
    1/10
    GreatSchools® Rating
    College Readiness Rating
    1/10

    Prospect Hill sits north of downtown New Haven, with residential streets rising toward the city’s wooded edge and views across the urban landscape. The area’s character reflects its proximity to Yale University and the historic Grove Street Cemetery, while nearby East Rock Park offers trails, rock outcrops, and broad city views. Connecticut’s four-season climate brings warm summers, colorful autumns, and cold winters. Local dining and coffee options are available along nearby neighborhood corridors, with a wider range of shops, restaurants, arts, and nightlife downtown. Walkable streets and local bus service connect Prospect Hill to central New Haven, and rail service is accessible from Union Station. For the Prospect Hill neighborhood, median rent is $1,717 per month, with a typical range of $900 to $3,995.

    Powered by Zillow data and AI technology.

    Cost calculator

    Loading

    Frequently asked questions

    Where is The Winston located, and what is the neighborhood like?

    The Winston is located at 301 Winchester Ave in Prospect Hill, New Haven, CT. The surrounding area includes multiple restaurants and cafes within 2 miles, such as Nica's Market, Yale University Bookstore, and Atticus Market.

    What is the average rent in New Haven, CT?

    Based on the latest Zillow data, the median rent across all unit types in the Prospect Hill neighborhood of New Haven is currently $1,717 per month. Prices vary by neighborhood, floor plan, and building amenities.

    What schools are assigned to The Winston?

    The schools assigned to The Winston include Lincoln-Bassett School, Celentano Biotech Health and Medical Magnet School, and James Hillhouse High School.

    What are the grocery stores and everyday shopping options near The Winston?

    The Winston is located near 4 grocery stores, including Edge Of The Woods (1 mile) and Ctown (1 mile). Additional shopping options, including Denali New Haven, are approximately 0.8 miles away.

    What is the minimum and maximum rent for The Winston?

    The total price for an apartment unit in The Winston ranges from $1,958 to $4,578. The total price will vary by floor plan, unit size, and unit amenities.

    Your dream apartment is waitingOne new unit was recently added to this listing.
    Building Photo3D TourThe WinstonExplore 3D tour
    ]