2 Bedroom Apartments for Rent in the Prospect Hill Neighborhood of New Haven, CT (49 Rentals)

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The Winston
Rent Specials
$3,074 - $3,557
Total Monthly Price

Total Monthly Price

Base Rent
$1,874 - $4,570
Required Monthly Fees
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Total Monthly Price
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2 Bedroom Apartments Available Now

The Winston

301 Winchester AveNew Haven, CT 06511
Furnished
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  • Smoke Free
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Winchester Lofts
Rent Specials
$2,899 - $3,180
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,749 - $3,165
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Winchester Lofts

275 Winchester AveNew Haven, CT 06511
Corporate Housing
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property at 68 Sheldon Terrace

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

68 Sheldon Terrace, Unit 3, Unit 3

68 Sheldon Terrace
New HavenCT06511
property at 183 Lawrence St

$2,460

Total Monthly Price

Total Monthly Price

Base Rent
$2,460

Total Monthly Price
$2,460

2 Bedroom, 1.5 Bath Home for Rent

Available Now

183 Lawrence St

New HavenCT06511
property at 23-25 Woodland St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Jun 1

23-25 Woodland St

New HavenCT06511
property at 174 Mansfield St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

174 Mansfield St

New HavenCT06511

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 56 Hillside Pl

$2,125 - $2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,395

Total Monthly Price
$2,395

2 Bedroom Rentals

Available Jul 1

56 Hillside Pl

New HavenCT06511
property at 80 Shepard St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 3 Bath Home for Rent

Available Now

80 Shepard St

New HavenCT06511
property at 761 Winchester Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

761 Winchester Ave

New HavenCT06511
property at 39 Lander St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

39 Lander St

New HavenCT06511
property at 550 Prospect St

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

550 Prospect St

New HavenCT06511
property at 500 Prospect St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom Rentals

Available Now

500 Prospect St

New HavenCT06511
property at 638 Prospect St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

2 Bedroom, 1.5 Bath Home for Rent

Available Now

638 Prospect St

New HavenCT06511
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670 Prospect Street
2 Bedroom Apartments

670 Prospect Street

670 Prospect StNew Haven, CT 06511
  • Utilities Included
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682 Prospect Street
2 Bedroom Apartments

682 Prospect Street

682 Prospect StNew Haven, CT 06511
  • Utilities Included
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544 Whitney Ave
2 Bedroom Apartments

544 Whitney Ave

544 Whitney AveNew Haven, CT 06511

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Mansfield
2 Bedroom Apartments

Mansfield

291-309 Mansfield StNew Haven, CT 06511
Student Housing
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43 Division St
2 Bedroom Apartments

43 Division St

43 Division StNew Haven, CT 06511
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Chad
2 Bedroom Apartments

Chad

420 Whitney AveNew Haven, CT 06511
  • Utilities Included
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Esplanade
2 Bedroom Apartments

Esplanade

386 Prospect StNew Haven, CT 06511
Student Housing
  • Utilities Included
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212 Sheffield
2 Bedroom Apartments

212 Sheffield

212 SheffieldNew Haven, CT 06511
  • Smoke Free
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79 Division St
2 Bedroom Apartments

79 Division St

79 Division StNew Haven, CT 06511
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436 Prospect St
2 Bedroom Apartments

436 Prospect St

436 Prospect StNew Haven, CT 06511
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24 Sheldon Ter
2 Bedroom Apartments

24 Sheldon Ter

24 Sheldon TerNew Haven, CT 06511
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13 Lander St
2 Bedroom Apartments

13 Lander St

13 Lander StNew Haven, CT 06511
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137 Cottage St
2 Bedroom Apartments

137 Cottage St

137 Cottage StNew Haven, CT 06511

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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16 Read St
2 Bedroom Apartments

16 Read St

16 Read StNew Haven, CT 06511
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44 Read St
2 Bedroom Apartments

44 Read St

44 Read StNew Haven, CT 06511
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90 Livingston St
2 Bedroom Apartments

90 Livingston St

90 Livingston StNew Haven, CT 06511
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15 Tilton St
2 Bedroom Apartments

15 Tilton St

15 Tilton StNew Haven, CT 06511
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401 Whitney Ave
2 Bedroom Apartments

401 Whitney Ave

401 Whitney AveNew Haven, CT 06511
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98 Linden St
2 Bedroom Apartments

98 Linden St

98 Linden StNew Haven, CT 06511
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58-64 Sheldon Terrace
2 Bedroom Apartments

58-64 Sheldon Terrace

58-64 Sheldon TerNew Haven, CT 06511
  • Utilities Included
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10 Livingston St
2 Bedroom Apartments

10 Livingston St

10 Livingston StNew Haven, CT 06511
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575 Whitney Ave
2 Bedroom Apartments

575 Whitney Ave

575 Whitney AveNew Haven, CT 06511

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Claremont
2 Bedroom Apartments

Claremont

164 Linden StNew Haven, CT 06511
  • Utilities Included
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360 Edwards St
2 Bedroom Apartments

360 Edwards St

360 Edwards StNew Haven, CT 06511
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Prospect Gardens
2 Bedroom Apartments

Prospect Gardens

470 Prospect StNew Haven, CT 06511
Student Housing
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25 Read St
2 Bedroom Apartments

25 Read St

25 Read StNew Haven, CT 06511
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623 Whitney Ave
2 Bedroom Apartments

623 Whitney Ave

623 Whitney AveNew Haven, CT 06511
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Ivy Manor Apartments
2 Bedroom Apartments

Ivy Manor Apartments

567 Prospect StNew Haven, CT 06511
Student Housing
  • Utilities Included
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Eli Whitney
2 Bedroom Apartments

Eli Whitney

750 Whitney AveNew Haven, CT 06511
  • Utilities Included

Prospect Hill, New Haven, CT Local Guide

Largest Available Prospect Hill 2 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
The Winston2 Bed-2 Bath-B11,080 Sq Ft$3,106
Winchester Lofts2BC1,056 Sq Ft$3,180

Cheapest Available Prospect Hill 2 Bedroom Apartments

Apartment ListingModel NamePriced From
Winchester Lofts2AA$2,914
The Winston2 Bed-2 Bath-B3$3,106

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Prospect Hill, New Haven, CT

Ranked #25

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about 2 Bedroom Prospect Hill Apartments

What is the Cheapest apartment in Prospect Hill with 2 Bedroom?

Currently the most affordable 2 Bedroom in Prospect Hill is at Winchester Lofts listed at $2,914.

How much is the average rent for a 2 Bedroom Prospect Hill Apartment?

The average rent for a 2 Bedroom Apartment in Prospect Hill is $2,917.

What is the largest available 2 Bedroom Prospect Hill Apartment for rent?

Today's apartment with the most square footage in Prospect Hill is a 1,080 square feet unit starting from $3,106 at The Winston.

What is the average size for Prospect Hill 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Prospect Hill is currently 1,273 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.