Cheap Apartments for Rent in the Prospect Hill Neighborhood of New Haven, CT from $1,000 (17 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Prospect Hill area of New Haven.

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 578 Whitney Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

Studio, 1 Bath Home for Rent

Available Now

578 Whitney Ave

New HavenCT06511
property at 524 Whitney Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

1 Bedroom, 1 Bath Home for Rent

Unavailable

524 Whitney Ave

New HavenCT06511
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Winchester Lofts
Rent Specials
$1,764 - $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
Studio to 2 Bedroom Apartments Available Now

Winchester Lofts

275 Winchester AveNew Haven, CT 06511
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

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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 253 Sheffield Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Home for Rent

Available Aug 1

253 Sheffield Ave

New HavenCT06511
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The Winston
Rent Specials
$1,869 - $4,642
Total Monthly Price

Total Monthly Price

Base Rent
$1,837 - $4,610
Required Monthly Fees
Varies

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

The Winston

301 Winchester AveNew Haven, CT 06511
Furnished
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  • 3D Tour
  • Smoke Free
property at 918 Winchester Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

3 Bedroom, 1 Bath Home for Rent

Available Now

918 Winchester Ave

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.

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725 Whitney Ave
Studio to 1 Bedroom Apartments

725 Whitney Ave

725 Whitney AveNew Haven, CT 06511
  • Utilities Included
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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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Eli Whitney
Studio to 2 Bedroom Apartments

Eli Whitney

750 Whitney AveNew Haven, CT 06511
  • Utilities Included
property at 63 Sheffield Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

3 Bedroom, 1 Bath Condo for Rent

Available Now

63 Sheffield Ave

New HavenCT06511
property at 916 Winchester Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

916 Winchester Ave, Unit 1

916 Winchester Ave
New HavenCT06511

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.

property at 63 Sheffield Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

63 Sheffield Ave

New HavenCT06511
property at 918 Winchester Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

3 Bedroom, 1 Bath Home for Rent

Available Now

918 Winchester Ave

New HavenCT06511

Prospect Hill, New Haven, CT Local Guide

Cheapest Available Prospect Hill Apartments for Rent

 

The cheapest available apartment rental in the Prospect Hill area of New Haven, CT is a Studio unit found at Winchester Lofts priced from $1,764. The Winston has the second lowest priced unit, which is a Studio apartment currently listed from $1,844. Here are the most affordable Prospect Hill apartments for rent in New Haven, CT:

Apartment ListingModel NameBed/BathPriced From
Winchester Lofts0FAStudio,1BA$1,764
The WinstonStudio-S3Studio,1BA$1,844
The Livingston ApartmentsFour Bedroom4BR,2BA$3,500

Best Value Apartments for Rent in Prospect Hill, CT

As of April 08, 2026 the best value apartment in the Prospect Hill area is the $1.39 price per square foot 94 Linden St Model at 94 Linden St, Unit APT 2 in the in the Long Wharf neighborhood starting from $2,925. The second greatest value Prospect Hill apartment is the 27 Lilac St Model at 27 Lilac St, Unit 29 starting at $2,650 with a $1.66 price per square foot in the Prospect Hill neighborhood. Here is today’s list of the best values for Prospect Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
94 Linden St, Unit APT 294 Linden St3BR,1BA$1.39
27 Lilac St, Unit 2927 Lilac St4BR,1.5BA$1.66
312 Huntington St, Unit 3312 Huntington St3BR,1BA$1.59
31 Sheldon Ter31 Sheldon Ter1BR,1BA$5.54
The WinstonStudio-S2Studio ,1BA$4.85
Winchester Lofts0FAStudio ,1BA$4.73

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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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

2.5
Pet Friendly

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Frequently Asked Questions about Cheap Prospect Hill Apartments

What is the Cheapest Studio apartment in Prospect Hill?

Currently the most affordable Cheap Studio Apartment in Prospect Hill is at Winchester Lofts listed at $1,764.

How much is rent for a Cheap One Bedroom Prospect Hill Apartment?

The lowest price for a Cheap One Bedroom Prospect Hill Apartment is $2,010 at Winchester Lofts.

What is the lowest price for a Cheap Two Bedroom Prospect Hill Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Prospect Hill is starting from $2,914 at Winchester Lofts.

What is the most affordable Prospect Hill Three Bedroom Apartment?

The best deal on a cheap Prospect Hill Three Bedroom Apartment rental is at The Winston and starts from $4,008.

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.