Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

    • See More
    • See Less

Speciality Housing

Keyword Search

Two Bedroom Apartments for Rent in Prospect Hill

43 Rentals
.
  1. Building Photo - Winchester Lofts
    2 Months Free
    2 Months Free
    2 BEDS
    $2,914
    Total Monthly Price Total Monthly Price New
    Base Rent$2,899 - $3,165
    Required Monthly Fees$15
    Utilities & EssentialsVaries
    Total Monthly Price$2,914 - $3,180
         - 12 Month Lease

    Winchester Lofts

    275 Winchester Ave, New Haven, CT 06511
    (475) 267-2200
  2. Building Photo - The Winston
    $411 Off
    Price Drop. $411 Off
    2 BEDS
    $3,006
    Total Monthly Price Total Monthly Price New
    Base Rent$2,974 - $3,525
    Required Monthly Fees$32
    Utilities & EssentialsVaries
    Total Monthly Price$3,006 - $3,557

    The Winston

    301 Winchester Ave, New Haven, CT 06511
    (475) 234-4464
  3. 2 Months Free
    2 Months Free
    |
    2 BEDS
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150 - $3,250
    Utilities & EssentialsVaries
    Total Monthly Price$3,150 - $3,250

    Cadence on Canal

    222 Canal St, New Haven, CT 06511
    (475) 241-7774
  4. Building Photo - 68 Sheldon Terrace
    2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    68 Sheldon Terrace Unit 3

    68 Sheldon Terrace, New Haven, CT 06511
    Apply
  5. Building Photo - 503 Winchester Ave
    2 BEDS, 1 BATH
    $2,995
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995
    Required Monthly FeesNone
    Total Monthly Price$2,995
         - 12 Month Lease

    503 Winchester Ave Unit 1

    503 Winchester Ave, New Haven, CT 06511
    Apply
  6. Building Photo - 500 Prospect St
    2 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    500 Prospect St Unit 2A

    500 Prospect St, New Haven, CT 06511
  7. Building Photo - 761 Winchester Ave
    2 BEDS, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    761 Winchester Ave Unit 3

    761 Winchester Ave, New Haven, CT 06511
  8. 2 BEDS, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    623 Whitney Ave Unit #3

    623 Whitney Ave, New Haven, CT 06511
  9. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    339 Willow St Unit 3

    339 Willow St, New Haven, CT 06511
  10. 2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    39 Lander St Unit 3rd Floor

    39 Lander St, New Haven, CT 06511
  11. Building Photo - 245 Edwards St
    2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    245 Edwards St Unit 2L

    245 Edwards St, New Haven, CT 06511
  12. Building Photo - 174 Mansfield St
    2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    174 Mansfield St Unit 3

    174 Mansfield St, New Haven, CT 06511

Can't find what you are looking for?

Clear All Filters

New Haven at a Glance

Average Rent

N/A
(All bedrooms and property types)
0

School Rating

out of 10 Rating
Learn more about
Schools in New Haven

Prospect Hill Neighborhood in New Haven, CT

So you're looking for the perfect two-bedroom apartment for rent in Prospect Hill. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious two-bedroom apartments that will fit your lifestyle and budget. Two-bedroom apartments' larger layout and versatile living spaces provide ample room for individuals, couples, or even small families in Prospect Hill.

With the shared cost of rent, two-bedroom apartments offer great value for the space you get. Even if you're not searching with roommates, a two-bedroom apartment has practical benefits. Experience the advantages of having an extra bedroom, whether for a home office, guest room, or added storage space. The flexibility of a second bedroom allows you to personalize your home and adapt to changing needs. Enjoy a larger living area, multiple closets, and potentially additional amenities like balconies or in-unit laundry. Choose any of these 14 two-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

Top Budget-Friendly Neighborhoods in New Haven

(For 1 bedroom apartments)

Education

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.