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Two Bedroom Apartments for Rent in Wooster Square Historic District

37 Rentals
.
  1. Building Photo - Olive & Wooster
    Rent Special
    Rent Special
    |
    2 BEDS
    $3,450
    Total Monthly Price Total Monthly Price New
    Base Rent$3,445 - $3,930
    Required Monthly Fees$5
    Total Monthly Price$3,450 - $3,935
         - 12 Month Lease

    Olive & Wooster

    87 Union St, New Haven, CT 06511
    (475) 267-0756
  2. Kitchen - James English Building
    |
    2 BEDS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395 - $2,695
    Required Monthly FeesNone
    Total Monthly Price$2,395 - $2,695
         - 12 Month Lease

    James English Building

    105 Court St, New Haven, CT 06511
    (475) 234-0130
  4. Building Photo - 67 Warren St
    2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    67 Warren St

    67 Warren St, New Haven, CT 06511
  6. Building Photo - 40 Academy St
    2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
         - 6 Month Lease

    40 Academy St Unit 1

    40 Academy St, New Haven, CT 06511
    Apply
  7. Building Photo - 604 Chapel 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
         - 12 Month Lease

    604 Chapel St Unit 6

    604 Chapel St, New Haven, CT 06511
  8. Building Photo - 90 William St
    2 BEDS, 2 BATHS
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    90 William St Unit 2a

    90 William St, New Haven, CT 06511
  9. Building Photo - 67 Warren St
    2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    67 Warren St Unit 2

    67 Warren St, New Haven, CT 06511
  10. Building Photo - 234 Greene St
    2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    234 Greene St Unit 204

    234 Greene St, New Haven, CT 06511
  11. Building Photo - The Whit
    2 BEDS
    $3,120
    Total Monthly Price Total Monthly Price New
    Base Rent$3,105 - $5,551
    Required Monthly Fees$15
    Total Monthly Price$3,120 - $5,566

    The Whit

    630-673 Chapel St, New Haven, CT 06510

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New Haven at a Glance

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0

School Rating

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Schools in New Haven
75

Some Transit

out of 100 TransitScore® Rating
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Transportation in New Haven
99

Somewhat Bikeable

out of 100 BikeScore® Rating
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Transportation in New Haven

Wooster Square Historic District Neighborhood in New Haven, CT

So you're looking for the perfect two-bedroom apartment for rent in Wooster Square Historic District. 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 Wooster Square Historic District.

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 12 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)

Getting Around New Haven

Transportation

93

Walker’s Paradise

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
99

Biker’s Paradise

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
75

Excellent Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

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

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