Apartments for Rent in the Prospect Hill Neighborhood of New Haven, CT Under $2,000 (25 Rentals)

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Winchester Lofts
Rent Specials
$1,995 - $2,995

Total Monthly Price

Base Rent$1,995 - $2,995

Total Monthly PriceVaries
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Winchester Lofts

275 Winchester AveNew Haven, CT 06511
Corporate Housing
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The Winston
Rent Specials
$1,897 - $4,577

Total Monthly Price

Base Rent$1,890 - $4,570
Required Monthly FeesVaries

Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

The Winston

301 Winchester AveNew Haven, CT 06511
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property at 85 Avon St
$1,700 - $2,500

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
1 To 2 Bedroom Rentals
Available Now

85 Avon St

New HavenCT06511
property at 500 Winchester Ave
$1,975

Total Monthly Price

Base Rent$1,975

Total Monthly Price$1,975
3 Bedroom, 1 Bath Home for Rent
Available Now

500 Winchester Ave

New HavenCT06511

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 39 Lander St
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

39 Lander St

New HavenCT06511
property at 169 Winchester Ave
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1 Bath Home for Rent
Available Now

169 Winchester Ave

New HavenCT06511
property at 687 Winchester Ave
$1,940

Total Monthly Price

Base Rent$1,940

Total Monthly Price$1,940
3 Bedroom, 2 Bath Home for Rent
Available Now

687 Winchester Ave

New HavenCT06511
property at 30 Tilton St
$1,675

Total Monthly Price

Base Rent$1,675

Total Monthly Price$1,675
1 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

30 Tilton St

New HavenCT06511
property at 918 Winchester Ave
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

918 Winchester Ave

New HavenCT06511
property at 239 Edwards St
$1,575

Total Monthly Price

Base Rent$1,575

Total Monthly Price$1,575
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

239 Edwards St

New HavenCT06511

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 56 Hillside Pl
$1,795

Total Monthly Price

Base Rent$1,795

Total Monthly Price$1,795
3 Bedroom, 1.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

56 Hillside Pl

New HavenCT06511
property at 440 Prospect St
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Condo for Rent
Available Now

440 Prospect St

New HavenCT06511
property at 43 Woodland St
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Home for Rent
Available Now

43 Woodland St

New HavenCT06511
property at 84 Munson St
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
1 Bedroom, 1 Bath Townhome for Rent
Available Now

84 Munson St

New HavenCT06511
property at 2 Read St
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2 Read St

New HavenCT06511
property at 90 Avon St
$2,000

Total Monthly Price

Base Rent$2,000

Total Monthly Price$2,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

90 Avon St, Unit 1

90 Avon St
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 918 Winchester Ave
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

918 Winchester Ave

New HavenCT06511
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651 Prospect Street
1 to 3 Bedroom Apartments

651 Prospect Street

651 Prospect StNew Haven, CT 06511
  • Utilities Included
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10 Livingston St
2 to 4 Bedroom Apartments

10 Livingston St

10 Livingston StNew Haven, CT 06511
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Eli Whitney
Studio to 2 Bedroom Apartments

Eli Whitney

750 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

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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725 Whitney Ave
Studio to 1 Bedroom Apartments

725 Whitney Ave

725 Whitney AveNew Haven, CT 06511
  • Utilities Included

Prospect Hill, New Haven, CT Local Guide

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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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 #22

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 Prospect Hill

How much are Studio apartments in Prospect Hill?

There are currently 18 Studio Apartments in Prospect Hill with rent ranges from $1,897 to $2,442 with an average price of $2,191.

What is the current price range for One Bedroom Prospect Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Prospect Hill ranges from $1,575 to $2,857 with an average monthly rent of $2,397.

What does renting a Two Bedroom Apartment in Prospect Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Prospect Hill range from $1,700 to $3,517. Today's average rental price for Two Bedrooms here is $2,772.

How expensive are Prospect Hill Three Bedroom Apartments?

There are currently 32 Three Bedroom Apartments listings available in Prospect Hill on ApartmentHomeLiving.com. The pricing ranges from $1,700 to $4,577 - averaging $2,879 for the location.

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 Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.